There are 2 airlines that fly nonstop from Chicago O'Hare Intl Airport to Washington, D.C. Reagan-National Airport. They are American Airlines and United Airlines. The cheapest airline for this route is United Airlines, with the best one-way deal found costing $155. On average, the best prices for this route can be found at American Airlines.Find flights to Chicago from $34. Fly from Washington, D.C. on Frontier, Spirit Airlines and more. Search for Chicago flights on KAYAK now to find the best deal.Find Ultra Low Cost Flights with Spirit Airlines 400+ Daily Routes to U.S.A., South America and the Carribean Save Big with our Bare Fare™ and $9 fare club ... MD / Washington DC AREA (BWI) to. Las Vegas (LAS) Depart 05/18/2024. Fares From. $44* Viewed 5 hours ago. One Way / Economy. ... Chicago (ORD) to. Las Vegas (LAS) …Use Google Flights to plan your next trip and find cheap one way or round trip flights from Chicago to anywhere in the world. Find the best flights fast, track prices, and book with confidence.Average prices by travel date. $270 $180 $90 Apr Apr. Over the next 30 days, a one-way train trip from Washington DC to Chicago will cost between $151 and $269. Book in advance to secure the best price in the next few weeks.To. Check status. Stay up to date with our flight status tools. MileagePlus members can subscribe to notifications for flight status, check-in availability and more. United Airlines will do everything practical to ensure we provide the most accurate flight status information at all times.Return tickets to Chicago O'Hare start from £368 and one-way flights to Chicago O'Hare International start from £191. Here are a few tips on how to score the best price and make your journey as smooth as possible. Simply hit 'search'. We've compared plane tickets from all major online travel agents and airlines flying to Chicago O'Hare ...Book flights to Chicago. Chicago offers big-city culture, outdoor escapes and urban adventures all in one. Admire the vast waters of Lake Michigan from the Navy Pier, overlooked by more than 100 skyscrapers. Then, take a tour of some early examples of Art Deco architecture, which stand out against some of the world’s tallest buildings.From. New York (JFK) to Chicago (ORD) From. $59. one-way. Restrictions Apply. Boston (BOS) to Chicago (ORD) From. $69.The cheapest return flight ticket from Los Angeles to Chicago found by KAYAK users in the last 72 hours was for $86 on Spirit Airlines, followed by Frontier ($118). One-way flight deals have also been found from as low as $38 on Spirit Airlines and from $69 on Frontier.Direct flights to Chicago. Washington DC, DC (WAS) Chicago, IL (CHI) £38. Nonstop, Nonstop, Roundtrip, Economy. * Prices are based on round trip travel with returns between 1 - 21 days after departure. These are the best fares found by travellers who searched Tripadvisor and a select group of our fare search partners in the past 72 hours.Browse some of the best deals on flights to Chicago in 2024. More deals are always being added, so be sure to check back regularly. Tue 5/21 11:55 pm LAX - ORD. Nonstop 4h 05m Spirit Airlines. Wed 5/22 1:13 pm ORD - LAX. 1 stop 9h 34m Spirit Airlines. Deal found 4/17 $68. Pick Dates.Spirit Airlines is one of the most popular airlines used for those traveling from Washington, D.C. to Chicago. Flights on this route from Spirit Airlines typically cost $360.95 RT, a price that is 29% more expensive than the average Washington, D.C. to Chicago flight. The cheapest flight found was $276 RT.The cheapest return flight ticket from Washington, D.C. to South Bend found by KAYAK users in the last 72 hours was for $287 on United Airlines, followed by American Airlines ($289). One-way flight deals have also been found from as low as $97 on American Airlines and from $98 on Delta.FILE - Chicago’s iconic Rat Hole along the 1900 block of West Roscoe Street in the Roscoe Village neighborhood is seen, Jan. 19, 2024, in Chicago. The …Sat, May 18 MDW – ATL with Frontier Airlines. Direct. from $45. Chicago.$45 per passenger.Departing Tue, Apr 30, returning Wed, May 1.Round-trip flight with Frontier Airlines.Outbound direct flight with Frontier Airlines departing from Atlanta Hartsfield-Jackson on Tue, Apr 30, arriving in Chicago Midway.Inbound direct flight with Frontier ...United runs flights every 60 minutes between Ohare and Regan, if there is a problem on one they get you on the next. Pay a little more now and be thankful. Statistically Spirit’s reliability is average. The issue is, however, they have a lot fewer flights if there is a problem, and they don’t rebook on other airlines.Flying from Chicago. Your Spirit Airlines flight departs from O’Hare International Airport (ORD). The sprawling airport, one of the busiest in the U.S, has plenty of shops and restaurants that are open 24-hours. Surf the net on the airport’s WiFi, free for 30 minutes, while you wait for your flight from Chicago.Southwest Airlines and Delta fly from Washington to Chicago every 4 hours. Alternatively, Amtrak operates a train from Washington Union Station to Chicago Union Station once daily. Tickets cost $30 - $240 and the journey takes 17h 40m. Airlines. Southwest Airlines. Cheap Flights from Washington to Chicago (IAD-ORD) Prices were available within the past 7 days and start at $78 for one-way flights and $157 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply. All deals. Use Google Flights to explore cheap flights to anywhere. Search destinations and track prices to find and book your next flight. Chicago. $103. Flights to Chicago Midway Airport, Chicago. $154. Flights to Chicago O'Hare Intl Airport, Chicago. Find flights to Chicago from $49. Fly from District of Columbia on American Airlines, United Airlines, Frontier and more. Search for Chicago flights on KAYAK now to find the best deal. Book your Amtrak train and bus tickets today by choosing from over 30 U.S. train routes and 500 destinations in North America.$80 Search for cheap flights deals from DCA to ORD (Ronald Reagan Washington National to O'Hare Intl.). We offer cheap direct, non-stop flights including one way and roundtrip tickets. ... May 15 from Washington to Chicago, returning Wed, May 22, priced at $159 just found. Wed, May 15 - Wed, May 22. DCA. Washington. ORD. Chicago. $159 …Chicago. $103. Flights to Chicago Midway Airport, Chicago. $154. Flights to Chicago O'Hare Intl Airport, Chicago. Find flights to Chicago from $49. Fly from District of Columbia on American Airlines, United Airlines, Frontier and more. Search for Chicago flights on KAYAK now to find the best deal.The two airlines most popular with KAYAK users for flights from Washington, D.C. to Chicago are Delta and United Airlines. With an average price for the route of $246 and an overall rating of 8.0, Delta is the most popular choice. United Airlines is also a great choice for the route, with an average price of $324 and an overall rating of 7.4. Flights from Washington, D.C. to Chicago. Use Google Flights to plan your next trip and find cheap one way or round trip flights from Washington, D.C. to Chicago. Book United Airlines cheap flights to 300+ destinations worldwide on our official site. Find our most popular flight deals and earn MileagePlus® miles. ... Our main U.S. hubs are located in the major cities of Chicago, Denver, Houston, New York/Newark, Los Angeles, San Francisco and Washington, D.C. United is a founding member of Star Alliance ...Flights to Cape Canaveral, Florida. $139. Flights to Cape Coral, Florida. Flights to Cocoa Beach, Florida. $178. Flights to Daytona Beach, Florida. View more. Find flights to Florida from $30. Fly from Washington, D.C. on Frontier, Spirit Airlines and more. The two airlines most popular with KAYAK users for flights from Chicago to Washington, D.C. are Delta and United Airlines. With an average price for the route of $276 and an overall rating of 8.0, Delta is the most popular choice. United Airlines is also a great choice for the route, with an average price of $308 and an overall rating of 7.4. The best round-trip flight deal from Washington, D.C. to Chicago found on momondo in the last 72 hours is $47. The fastest flight from Washington, D.C. to Chicago takes 1h 37m. … The calculation of flight time is based on the straight line distance from Washington, DC to Chicago, IL ("as the crow flies"), which is about 595 miles or 957 kilometers. Your trip begins in Washington, District of Columbia. It ends in Chicago, Illinois. Your flight direction from Washington, DC to Chicago, IL is Northwest (-66 degrees from ... FILE - Chicago’s iconic Rat Hole along the 1900 block of West Roscoe Street in the Roscoe Village neighborhood is seen, Jan. 19, 2024, in Chicago. The …Featured daily fares for flights from Washington, D.C. (IAD) to Chicago (ORD) …Book flights from Washington, D.C. (Reagan National) to Chicago (O'Hare) with Southwest Airlines ®. It’s easy to find the Ronald Reagan Washington National Airport to Chicago …What is the flight distance from Chicago, IL Airport (ORD-O'Hare Intl.) to Washington, DC Airport (DCA-Ronald Reagan Washington National)? A short-haul flight, the trip between Chicago and Washington is a short and sweet 610 miles (980 km).Airlines now required to give cash refunds for cancelled and significantly delayed flights The refund has to happen quickly. When it comes to bag fees, …Cheap Flights from Chicago to Washington (MDW-DCA) Prices were available within the past 7 days and start at $89 for one-way flights and $108 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply. Book one-way or return flights from Chicago to Washington with no change fee on selected ... There are 3 airlines that fly nonstop from Washington, D.C. Reagan-National Airport to Chicago. They are: American Airlines, Southwest and United Airlines. The cheapest price of all airlines flying this route was found with United Airlines at $162 for a one-way flight. On average, the best prices for this route can be found at American Airlines. Thanks to our partnership with Booking.com and Jolly, you can earn 2 Miles for EUR 1, which you can spend anywhere from friendly family lodgings, 5-star hotels, hostels to villas. Select hotel. Flights to Chicago with Europe’s Best Airline, Turkish Airlines. Explore Art institute of Chicago, Willis Tower, Millennium Park during your holiday.Flights to Chicago. Compare thousands of flights. Search all the top booking sites - in one place. Part of MoneySuperMarket. Saving you money with 15 years’ experience. Fare assistant. See extra baggage and card charges upfront. Trusted by travellers. Join millions of happy holidaymakers.Chicago. $63. Flights to Chicago Midway Airport, Chicago. $60. Flights to Chicago O'Hare Intl Airport, Chicago. Find flights to Chicago from $38. Fly from North Carolina on Frontier, Spirit Airlines and more. Search for Chicago flights on …Browse some of the best deals on flights to Chicago in 2024. More deals are always being added, so be sure to check back regularly. Tue 5/21 11:55 pm LAX - ORD. Nonstop 4h 05m Spirit Airlines. Wed 5/22 1:13 pm ORD - LAX. 1 stop 9h 34m Spirit Airlines. Deal found 4/17 $68. Pick Dates.The cheapest return flight ticket from Chicago O'Hare Airport to Washington, D.C. found by KAYAK users in the last 72 hours was for $85 on Frontier, followed by Spirit Airlines ($102). One-way flight deals have also been found from as low as $43 on Frontier and from $59 on American Airlines.Buses. $162. 13h 50m. Find flights to Chicago from $131. Fly from Evansville on American Airlines, Delta and more. Search for Chicago flights on KAYAK now to find the best deal.Direct flights to Chicago. Washington DC, DC (WAS) Chicago, IL (CHI) £38. Nonstop, Nonstop, Roundtrip, Economy. * Prices are based on round trip travel with returns between 1 - 21 days after departure. These are the best fares found by travellers who searched Tripadvisor and a select group of our fare search partners in the past 72 hours.Use Google Flights to explore cheap flights to anywhere. Search destinations and track prices to find and book your next flight.Browse destinations: $37. Flights to Chicago Midway Airport, Chicago. $34. Flights to Chicago O'Hare Intl Airport, Chicago. Find flights to Chicago from $29. Fly from Georgia on Frontier, Spirit Airlines and more. Search for …Book cheap flights from Chicago to Washington DC on CheapOair and enjoy great discounts. Whether its leisure or a business trip, we offer the most competitive rates on flight tickets to destinations around the world. Grab CHI to WAS flight deals on CheapOair and save big! Hurry, our cheap rates are not going to last forever, so make your ...Prices were available within the past 7 days and start at $69 for one-way flights and $137 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply. Book one-way or return flights from Washington to Chicago with no change fee on selected flights. Earn your airline miles on top of our rewards!Chicago Executive Airport (PWK) – Located in Wheeling, IL about 20mi north of downtown, Chicago Executive is the most heavily utilized regional airport in Chicago for private charter flights. Many local aircraft are based in PWK, and thousands of visiting aircraft use this airport annually. Chicago Midway International Airport (MDW, KMDW) – is 8 miles …Air Tran Airways, United Airlines and US Airways are some of the premier airlines that operate flights between Washington DC and Chicago. Take advantage of exclusive deals on flights to Chicago and save to splurge on a vacation. Generally the flight time taken to cover the 572 miles distance between Washington DC and Chicago is about two hours ... Looking to fly from the United States to Chicago with United Airlines? 25% of our users found flights for the following prices or less: From Washington, D.C. Dulles Intl Airport $164 one-way, $298 round-trip; from South Bend $192 one-way, $382 round-trip; from San Jose $238 one-way, $454 round-trip. Flights to the Caribbean Lush landscapes, stunning white and golden sand beaches, amazing gastronomy and adventure await in these incredible islands. So, get away to sun and sand with great fares to Caribbean destinations. keyboard_arrow_left. Miami (MIA) to. St. Maarten/St. Martin (SXM) 04/30/24 - 05/07/24. from.There are 4 airlines that fly nonstop from Chicago to Sarasota. They are: Allegiant Air, American Airlines, Southwest and United Airlines. The cheapest price of all airlines flying this route was found with Allegiant Air at $117 for a one-way flight. On average, the best prices for this route can be found at Allegiant Air.There are 5 airlines that fly nonstop from Boston to Chicago. They are: American Airlines, Delta, JetBlue, Southwest and United Airlines. The cheapest price of all airlines flying this route was found with JetBlue at $81 for a one-way flight. On average, the best prices for this route can be found at JetBlue. Cheap Flights from Washington to Chicago (IAD-MDW) Prices were available within the past 7 days and start at $78 for one-way flights and $178 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply. All deals. Midway sits on the southwest side of Chicago, eight miles from the Loop (downtown Chicago’s central business district). O’Hare is located on the far northwest side of the city, about 17 miles from the Loop. It’s easy to get into the city from both airports with service from Chicago Transit Authority’s L Trains. Book cheap flights from Chicago to Washington DC on CheapOair and enjoy great discounts. Whether its leisure or a business trip, we offer the most competitive rates on flight tickets to destinations around the world. Grab CHI to WAS flight deals on CheapOair and save big! Hurry, our cheap rates are not going to last forever, so make your ...5 days ago · Find airfare and ticket deals for cheap flights from Washington, D.C., DC to Chicago, IL. Search flight deals from various travel partners with one click at $36. On average, a flight to Chicago costs $366. The cheapest price found on KAYAK in the last 2 weeks cost $24 and departed from Baltimore. The most popular routes on KAYAK are New York to Chicago which costs $280 on average, and Los Angeles to Chicago, which costs $298 on average. See prices from: The best round-trip flight deal from Washington, D.C. to Chicago found on momondo in the last 72 hours is $47. The fastest flight from Washington, D.C. to Chicago takes 1h 37m. …Cheap Flights from Detroit to Chicago (DTW-ORD) Prices were available within the past 7 days and start at $46 for one-way flights and $91 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.Washington DC Bureau. ... delayed flights by: Hannah Brandt. Posted: Apr 24, 2024 / 04:06 PM CDT. Updated: Apr 24, 2024 / 04:06 PM CDT. ... Chicago's Very … On average, a flight to Chicago O'Hare Intl Airport costs $411. The cheapest price found on KAYAK in the last 2 weeks cost $33 and departed from Atlanta. The most popular routes on KAYAK are New York to Chicago O'Hare Intl Airport which costs $282 on average, and Boston to Chicago O'Hare Intl Airport, which costs $395 on average. The cheapest month for flights from Washington, D.C. Dulles Intl Airport to Chicago Midway Airport is September, where tickets cost $204 on average. On the other hand, the most expensive months are May and December, where the average cost of tickets is $477 and $470 respectively.Book flights from Chicago (O'Hare) to Washington, D.C. (Dulles) with Southwest Airlines ®. It’s easy to find the Chicago O'Hare International Airport to Washington Dulles International Airport flight to make your booking and travel a breeze. Whether you’re traveling for business or pleasure, solo or with the whole family, you’ll enjoy ...Prices were available within the past 7 days and start at $69 for one-way flights and $137 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply. Book one-way or return flights from Washington to Chicago with no change fee on selected flights. Earn your airline miles on top of our rewards!Book flights from Washington, D.C. (Reagan National) to Chicago (O'Hare) with Southwest Airlines ®. It’s easy to find the Ronald Reagan Washington National Airport to Chicago … Book flights from Washington, D.C. (Dulles) to Chicago (O'Hare) with Southwest Airlines ®. It’s easy to find the Washington Dulles International Airport to Chicago O'Hare International Airport flight to make your booking and travel a breeze. Whether you’re traveling for business or pleasure, solo or with the whole family, you’ll enjoy ... Cheap Flights from Washington to Chicago (DCA-ORD) Prices were available within the past 7 days and start at $80 for one-way flights and $159 for round trip, for the period …The cheapest return flight ticket from Los Angeles to Chicago found by KAYAK users in the last 72 hours was for $86 on Spirit Airlines, followed by Frontier ($118). One-way flight deals have also been found from as low as $38 on Spirit Airlines and from $69 on Frontier.Connect with us. Find low fares to top destinations on the official Southwest Airlines website. Book flight reservations, rental cars, and hotels on southwest.com.Return flights from Washington DCA to Chicago ORD with JetBlue Airways If you’re planning a round trip, booking return flights with JetBlue Airways is usually the most cost-effective option. With airfares ranging from $158 to $160, it’s easy to find a flight that suits your budget. Prices and availability subject to change. The average flight time from Chicago (Midway) to Washington, D.C. (Reagan National) is 1 hour 50 minutes. How many Southwest flights occur weekly from Chicago (Midway) to Washington, D.C. (Reagan National)? There are 106 weekly flights from Chicago (Midway) to Washington, D.C. (Reagan National) on Southwest Airlines. Cheap Flights from Seattle to Chicago (SEA-ORD) Prices were available within the past 7 days and start at $64 for one-way flights and $134 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply. All deals.The two airlines most popular with KAYAK users for flights from New York to Chicago are Southwest and Alaska Airlines. With an average price for the route of $281 and an overall rating of 8.2, Southwest is the most popular choice. Alaska Airlines is also a great choice for the route, with an average price of $328 and an overall rating of 8.1.Chicago. $63. Flights to Chicago Midway Airport, Chicago. $60. Flights to Chicago O'Hare Intl Airport, Chicago. Find flights to Chicago from $38. Fly from North Carolina on Frontier, Spirit Airlines and more. Search for Chicago flights on …The average flying time for a direct flight from Washington DC, DC to Chicago is 2 hours 12 minutes. Most direct flights leave around 7:00 EDT. Southwest Airlines flight #878 is today's earliest flight from Washington DC, DC to Chicago (6:05 EDT, Boeing 737-700 (winglets) pax) Southwest Airlines flight #2038 is today's latest flight from ...Illinois. Chicago. $65. Flights to Chicago Midway Airport, Chicago. $51. Flights to Chicago O'Hare Intl Airport, Chicago. Find flights to Chicago from $29. Fly from Florida on Frontier, Spirit Airlines and more. Search for …LondonHouse Chicago, Curio Collection by Hilton. Save 100% on your flight. $819. $555. per person. Apr 24 - Apr 28. Roundtrip non-stop flight included. Washington (DCA) to Chicago (ORD)Spirit Airlines is one of the most popular airlines used for those traveling from Washington, D.C. to Chicago. Flights on this route from Spirit Airlines typically cost $360.95 RT, a price that is 29% more expensive than the average Washington, D.C. to Chicago flight. The cheapest flight found was $276 RT.Book cheap flights from Washington DC to Chicago on CheapOair and enjoy great discounts. Whether its leisure or a business trip, we offer the most competitive rates on flight tickets to destinations around the world. Grab WAS to CHI flight deals on CheapOair and save big! Hurry, our cheap rates are not going to last forever, so make your ...fly for about 1.5 hours in the air. 8:32 pm (local time): Chicago O'Hare International (ORD) Chicago is 1 hour behind Washington, DC. so the time in Washington, DC is actually 9:32 pm. taxi on the runway for an average of 12 minutes to the gate. 8:44 pm (local time): arrive at the gate at ORD. deboard the plane, and claim any baggage.Cheap Flights from DCA to ORD starting at $60 One Way, $139 Round Trip. Prices starting at $139 for return flights and $60 for one-way flights to O'Hare Intl. were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply. Wed, Apr 24 - Wed, May 1.Flights ». Worldwide. $42. Flights to North America, Worldwide. Find flights to Worldwide from $24. Fly from Chicago on Frontier, Spirit Airlines and more. Search for Worldwide flights on KAYAK now to find the best deal. Amazing Delta DCA to ORD Flight Deals. The cheapest flights to O'Hare Intl. found within the past 7 days were $170 round trip and $88 one way. Prices and availability subject to change. Additional terms may apply. Sat, May 18 - Sat, May 18.
Direct. from $47. Chicago.$61 per passenger.Departing Mon, Apr 29, returning Wed, May 1.Round-trip flight with Frontier Airlines.Outbound direct flight with Frontier Airlines departing from Baltimore Washington International on Mon, Apr 29, arriving in Chicago Midway.Inbound direct flight with Frontier Airlines departing from Chicago Midway on ... . Rome to barcelona flight
O'Hare Intl. flight + hotel packages - economy flights. $80 Search for cheap flights deals from IAD to ORD (Washington Dulles Intl. to O'Hare Intl.). We offer cheap direct, non-stop flights including one way and roundtrip tickets. Jan 28, 2024 · Find airfare and ticket deals for cheap flights from Washington, D.C. Dulles Intl Airport (IAD) to Chicago, IL. Search flight deals from various travel partners with one click at $78. Direct. from $47. Chicago.$61 per passenger.Departing Mon, Apr 29, returning Wed, May 1.Round-trip flight with Frontier Airlines.Outbound direct flight with Frontier Airlines departing from Baltimore Washington International on Mon, Apr 29, arriving in Chicago Midway.Inbound direct flight with Frontier Airlines departing from Chicago Midway on ... Book one-way or return flights from Washington D.C. to Chicago starting at US$37. Fly with top airlines and search for flights deals on Trip.com now!All dates and times are local for the airport listed. Gates and times are subject to change. For the most current information, check the airport monitors. Search for a topic... Find the flight status for a specific Delta Air Lines flight and receive real-time notifications via …Find airfare and ticket deals for cheap flights from Chicago, IL to Washington, D.C., DC. Search flight deals from various travel partners with one click at $39. All dates and times are local for the airport listed. Gates and times are subject to change. For the most current information, check the airport monitors. Search for a topic... Find the flight status for a specific Delta Air Lines flight and receive real-time notifications via text or email. There are 2 airlines that fly nonstop from Chicago O'Hare Intl Airport to Washington, D.C. Reagan-National Airport. They are American Airlines and United Airlines. The cheapest airline for this route is United Airlines, with the best one-way deal found costing $155. On average, the best prices for this route can be found at American Airlines.Direct Flight to Hawaii from DC. Airlines: United. Washington, DC is filled with historical buildings, museums, and memorials, much like Oahu. There is only one direct flight to Hawaii from DC, and it takes about 10 ½ hours. After arriving, visit Pearl Harbor or the Bishop Museum for some Hawaiian history. Direct Flights to Hawaii from ChicagoLooking to fly from the United States to Chicago with United Airlines? 25% of our users found flights for the following prices or less: From Washington, D.C. Dulles Intl Airport $164 one-way, $298 round-trip; from South Bend $192 one-way, $382 round-trip; from San Jose $238 one-way, $454 round-trip.Prices were available within the past 7 days and start at $69 for one-way flights and $137 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply. Book one-way or return flights from Washington to Chicago with no change fee on selected flights. Earn your airline miles on top of our rewards!The two airlines most popular with KAYAK users for flights from Chicago to Baltimore are Delta and United Airlines. With an average price for the route of $266 and an overall rating of 8.0, Delta is the most popular choice. United Airlines is also a great choice for the route, with an average price of $335 and an overall rating of 7.4. Cheap Flights from Washington to Chicago (IAD-ORD) Prices were available within the past 7 days and start at $78 for one-way flights and $157 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply. All deals. On average, flights to Chicago will cost $749. The cheapest one-way flight to Chicago in Chicago is $33, while the cheapest round-trip flight to Chicago is $50. If you’re not interested in flying to Chicago, the next cheapest city in Chicago is Chicago where flights average $749 per ticket. The top three most popular airlines flying to ...Prices were available within the past 7 days and start at $69 for one-way flights and $137 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply. Book one-way or return flights from Washington to Chicago with no change fee on selected flights. Earn your airline miles on top of our rewards!.