Title: £97 Cheap Flights from Washington to Chicago (IAD to MDW) - Expedia.co.uk ![City of Chicago. Image of Chicago downtown and Chicago River with bridges at sunny summer day](https://images.trvl-media.com/place/178248/e6aa83ce-7ad8-43a5-9d1d-b055eefa7e78.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://images.trvl-media.com/place/178248/e6aa83ce-7ad8-43a5-9d1d-b055eefa7e78.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # £97 Cheap Flights from Washington (IAD) to Chicago (MDW) [View £97 flight on Wed, 10 Dec 2025](https://expedia.co.uk/Flights-Search?trip=oneway&leg1=from:IAD,to:MDW,departure:10/12/2025TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:96.20&airProductToken=AQpvCjUIxJgBEgQxNjg3GIgYIOBcKOOw_wIw37H_AjhFQABYAWoJTUFJTkJBU0lDcghWQVZTQjRCQwo2CMSYARIEMTA3NhjgXCDssAEopbL_AjCbs_8COEVAAVgBaglNQUlOQkFTSUNyCFZBVlNCNEJDEgoIARABGAEqAkRMGAEiBAgBEAEoAigDKAQwAQ) - [Return](?flightType=roundtrip) - [One-way](?flightType=oneway) - [Multi-city](?flightType=multicity) ### Travellers Adults ChildrenAges 2 to 17 InfantsYounger than 2 EconomyPremium economyBusiness classFirst class Leaving from Going to Departing Returning Add a place to stay Add a car Direct flights only ## Popular airlines from Washington Dulles International Airport (IAD) to Chicago Midway Airport (MDW) - ![Delta](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_DL.svg) Delta [](https://www.expedia.co.uk/Flights-Search?leg1=from:iad,to:mdw,departure:16/11/2025TANYT&leg2=from:mdw,to:iad,departure:23/11/2025TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"DL"}}]) - ![Southwest Airlines](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_WN.svg) Southwest Airlines [](https://www.expedia.co.uk/Flights-Search?leg1=from:iad,to:mdw,departure:16/11/2025TANYT&leg2=from:mdw,to:iad,departure:23/11/2025TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"WN"}}]) - ![Frontier Airlines](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_F9.svg) Frontier Airlines [](https://www.expedia.co.uk/Flights-Search?leg1=from:iad,to:mdw,departure:16/11/2025TANYT&leg2=from:mdw,to:iad,departure:23/11/2025TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"F9"}}]) - ![notification illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__notification.svg) ### Be in the know Get alerts if flight prices drop or rise\* - ![deals illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Book smarter Save up to 25% on select hotels after you book a flight\* - ![trophy illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__trophy.svg) ### Earn twice Earn your airline miles on top of our rewards [Sign in](https://www.expedia.co.uk/login) ## Cheap Flights from Washington (IAD) to Chicago (MDW) Prices were available within the past 7 days and start at £97 for one-way flights and £211 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply. All deals One way Return ![Delta](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/DL.gif) Wed, 10 Dec - Fri, 12 Dec IAD Washington MDW Chicago £211 Return found 5 days ago [](https://expedia.co.uk/Flights-Search?trip=roundtrip&leg1=from:IAD,to:MDW,departure:10/12/2025TANYT&leg2=from:MDW,to:IAD,departure:12/12/2025TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:210.70&airProductToken=AQpxCjYIxJgBEgQ0Nzk2GIgYIOO0ASi0qv8CMKCr_wI4RUAAWAFqCU1BSU5CQVNJQ3IIVkFWU0I0QkMKNwjEmAESBDQ4NTgY47QBIOywASjKq_8CMJ6s_wI4RUABWAFqCU1BSU5CQVNJQ3IIVkFWU0I0QkMKcQo3CMSYARIENDg2ORjssAEg47QBKKjH_wIw98f_AjhFQABYAWoJTUFJTkJBU0lDcghYQVZTQTBCUQo2CMSYARIENDY4OBjjtAEgiBgolsj_AjD4yP8COEVAAVgBaglNQUlOQkFTSUNyCFhBVlNBMEJREgoIARABGAEqAkRMGAEiBAgBEAEoAigDKAQwAQ) ![Delta](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/DL.gif) Wed, 10 Dec - Fri, 12 Dec IAD Washington MDW Chicago £253 Return found 5 days ago [](https://expedia.co.uk/Flights-Search?trip=roundtrip&leg1=from:IAD,to:MDW,departure:10/12/2025TANYT&leg2=from:MDW,to:IAD,departure:12/12/2025TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:252.60&airProductToken=AQpvCjUIxJgBEgQyMTI3GIgYIOBcKLSq_wIwpav_AjhFQABYAWoJTUFJTkJBU0lDcghWQVZTSDNCUQo2CMSYARIEMTA2MxjgXCDssAEo46v_AjDarP8COEVAAVgBaglNQUlOQkFTSUNyCFZBVlNIM0JRCm8KNgjEmAESBDI0MDAY7LABIOBcKLDB_wIwqML_AjhFQABYAWoJTUFJTkJBU0lDcghUQVdPQTBCUQo1CMSYARIEMjc1MRjgXCCIGCjawv8CMMPD_wI4RUABWAFqCU1BSU5CQVNJQ3IIVEFXT0EwQlESCggBEAEYASoCREwYASIECAEQASgCKAMoBDAB) ![Delta](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/DL.gif) Wed, 10 Dec - Fri, 12 Dec IAD Washington MDW Chicago £264 Return found 5 days ago [](https://expedia.co.uk/Flights-Search?trip=roundtrip&leg1=from:IAD,to:MDW,departure:10/12/2025TANYT&leg2=from:MDW,to:IAD,departure:12/12/2025TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:263.40&airProductToken=AQpxCjYIxJgBEgQ0Nzk2GIgYIOO0ASi0qv8CMKCr_wI4VkAAWAFqCU1BSU5DTEFTQ3IIVkFWU0gzTUwKNwjEmAESBDQ4NTgY47QBIOywASjKq_8CMJ6s_wI4VkABWAFqCU1BSU5DTEFTQ3IIVkFWU0gzTUwKcQo3CMSYARIENDg2ORjssAEg47QBKKjH_wIw98f_AjhYQABYAWoJTUFJTkNMQVNDcghYQVZTQTBNTAo2CMSYARIENDY4OBjjtAEgiBgolsj_AjD4yP8COFhAAVgBaglNQUlOQ0xBU0NyCFhBVlNBME1MEgoIARABGAEqAkRMGAEiBAgBEAEoAigDKAQwAQ) ## Find the cheapest month to fly from Washington (IAD) to Chicago (MDW) ### February is typically the cheapest month to fly From £82 - £453 per traveller. ## Alternative airports near Chicago Prices were available within the past 7 days. Prices and availability are subject to change. [](https://www.expedia.co.uk/Flights-Search?leg1=from:IAD,to:ORD,departure:16/11/2025TANYT&leg2=from:ORD,to:IAD,departure:17/11/2025TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&sortOrder=INCREASING&sortType=PRICE) ORD O'Hare Intl. Cheapest 23 min [Flights from £449](https://www.expedia.co.uk/Flights-Search?leg1=from:IAD,to:ORD,departure:16/11/2025TANYT&leg2=from:ORD,to:IAD,departure:17/11/2025TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&sortOrder=INCREASING&sortType=PRICE) Flight from Washington to Chicago route information | Origin airport | Washington Dulles Intl. | | --- | --- | | Destination airport | Midway Intl. | | Return price | £211 | | Distance | 921 km | ## Compare flights from Washington to Chicago easily and book with confidence For travelling on business or for pleasure, Expedia makes it easy to book your flights from Washington to Chicago. Operating between them flights per day, 5 airlines cover the route. And fly direct, getting you to Midway Intl. in just hours. If you have a preferred carrier, use our advanced search tool to find the right flight from Washington Dulles Intl. to Midway Intl..   To make things even better, in the advanced search, you can also choose to fly economy, premium economy, business or first class, select your maximum number of stops, and pick your preferred departure and arrival time. You can also opt for refundable and direct flights.  Grab a great deal on your flight from Washington Dulles Intl. (IAD) to Midway Intl. (MDW) The easiest way to view the best deals on flights from Washington to Chicago today is to enter your travel dates and hit search. From here, you can sort your results by price to see the cheapest flights first. Right now, return flights from Washington Dulles Intl. to Midway Intl. start at just £211 and range up to £264.   To find an even better deal, try   - being flexible on your dates – midweek flights can be cheaper - looking for other airports near Washington and Chicago - booking your flight during December, the cheapest month on this route - varying your flight times – early morning and late at night are sometimes cheaper  Why you should book your Washington to Chicago flight with Expedia! We cater for all flight types, cabin classes and airlines. So whether you’re booking flights from Washington Dulles Intl. to Midway Intl. for a budget break or a business trip with a bit of pleasure thrown in, we make it easy to secure the seat that’s right for you.   Thanks to our supersized inventory that offers great choice all in one place, you know you’ll get a great deal with Expedia. Especially if you bundle your flight together with your hotel, you will unlock amazing savings. For added peace of mind, you can choose flexible bookings or filter to find refundable options, so you won’t pay a fee to change your flight.   ## Frequently asked questions ### How much is a flight from Washington Dulles Intl. Airport (IAD) to Chicago Airport? > Within the past 7 days on Expedia, for flights departing within the next year, the lowest price advertised for a round-trip flight between IAD and MDW was £211. Fares this good don't hang around forever, so make sure you book yours ASAP. Prices and availability are subject to change. Additional terms apply. ### Do I need to pay a cancellation fee if I cancel my flight from IAD to MDW? > Each air carrier has its own terms and conditions. If you do decide to cancel, follow the instructions on our [Customer Service Portal](https://www.expedia.co.uk/service/?langid=1033). ### How do I find cheap flights from Dulles Intl. Airport to Chicago Airport that have flexible change policies? > Many airlines offer the option to reschedule your flight without a change fee. All you pay is the difference between the original flight and the new flight. When you're searching for Washington Dulles Intl. Airport (IAD) to Midway Airport flights, you'll see a "no change fees" filter for you to select. ### How far is the flight from Dulles Intl. Airport to Midway Airport? > It's only 930 kilometres between Chantilly and Chicago. It's quite possible that you'll spend more time getting to and from the airport than actually flying! ### Which airlines fly direct from Dulles Intl. Airport to MDW? > Check out the fares with Southwest Airlines (WN) if you want to travel directly from Dulles Intl. Airport to Chicago Airport. This top airline operates 86 flights monthly, so you're sure to find one that fits your schedule. ### Are Washington Dulles Intl. Airport (IAD) to Chicago Airport flight tickets cheaper when they're purchased at the last minute? > Last-minute bookings from Washington Dulles Intl. Airport (IAD) to Midway Airport can be hit-or-miss. You might be lucky and score a bargain, but you could also miss out completely! If you'd prefer to start planning ahead of time, Expedia compares flight deals up to 12 months in advance. Just remember that not all airlines issue their prices so far in advance. Our top tip? 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[Flights from Calgary (YYC) to Chicago (ORD)](https://www.expedia.co.uk/lp/flights/yyc/ord/calgary-to-chicago) - [Flights from Toronto (YYZ) to Chicago (ORD)](https://www.expedia.co.uk/lp/flights/yyz/ord/toronto-to-chicago) \*Available to Expedia members.