Title: CA $138 Cheap Flights from Philadelphia (PHL) to Chicago (MDW) - Expedia.ca ![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://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_flights_v2.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # CA $138 Cheap Flights from Philadelphia (PHL) to Chicago (MDW) [View CA $138 flight on Thu, Nov 13, 2025](https://expedia.ca/Flights-Search?trip=oneway&leg1=from:PHL,to:MDW,departure:13/11/2025TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:137.10&airProductToken=AQpvCjUIxJgBEgQyMjcwGO9ZIOBcKOH9_AIw5_78AjhFQABYAWoJTUFJTkJBU0lDcghWQVdOQTBCRwo2CMSYARIEMjA2MBjgXCDssAEom__8AjCOgP0COEVAAVgBaglNQUlOQkFTSUNyCFZBV05BMEJHEgoIARABGAEqAkRMGAEiBAgBEAEoAigDKAQwAQ) - [Roundtrip](?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 Philadelphia International Airport (PHL) to Chicago Midway Airport (MDW) - ![Frontier Airlines](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_F9.svg) Frontier Airlines [](https://www.expedia.ca/Flights-Search?leg1=from:phl,to:mdw,departure:25/10/2025TANYT&leg2=from:mdw,to:phl,departure:01/11/2025TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"F9"}}]) - ![Delta](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_DL.svg) Delta [](https://www.expedia.ca/Flights-Search?leg1=from:phl,to:mdw,departure:25/10/2025TANYT&leg2=from:mdw,to:phl,departure:01/11/2025TANYT&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.ca/Flights-Search?leg1=from:phl,to:mdw,departure:25/10/2025TANYT&leg2=from:mdw,to:phl,departure:01/11/2025TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"WN"}}]) ![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 30% 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.ca/login) ## Cheap flights from Philadelphia (PHL) to Chicago (MDW) Prices were available within the past 7 days and start at CA $138 for one-way flights and CA $275 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply. All deals One way Roundtrip ![Delta](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/DL.gif) Thu, Dec 11 - Mon, Dec 15 PHL Philadelphia MDW Chicago CA $275 Roundtrip found 12 hours ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:PHL,to:MDW,departure:11/12/2025TANYT&leg2=from:MDW,to:PHL,departure:15/12/2025TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:274.30&airProductToken=AQpxCjYIxJgBEgQxNTQwGO9ZIOO0ASjUtf8CMMe2_wI4RUAAWAFqCU1BSU5CQVNJQ3IIVkFXTkEwQkcKNwjEmAESBDQ4NTgY47QBIOywASjqtv8CML63_wI4RUABWAFqCU1BSU5CQVNJQ3IIVkFXTkEwQkcKcQo3CMSYARIENDg1OBjssAEg47QBKObk_wIwreX_AjhFQABYAWoJTUFJTkJBU0lDcghWQVdOQTBCRwo2CMSYARIEMjk4NRjjtAEg71ko6ub_AjDM5_8COEVAAVgBaglNQUlOQkFTSUNyCFZBV05BMEJHEgoIARABGAEqAkRMGAEiBAgBEAEoAigDKAQwAQ) ![Delta](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/DL.gif) Sat, Oct 25 - Wed, Oct 29 PHL Philadelphia MDW Chicago CA $320 Roundtrip found 1 day ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:PHL,to:MDW,departure:25/10/2025TANYT&leg2=from:MDW,to:PHL,departure:29/10/2025TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:319.40&airProductToken=AQpHCiEIxJgBEgQxNTQwGO9ZIOO0ASi4pPsCMKSl-wI4RUAAWAEKIgjEmAESBDM4NTgY47QBIOywASjJpfsCMJSm-wI4RUABWAEKRQohCMSYARIEMTA2MxjssAEg4FwojNT7AjD-1PsCOEVAAFgBCiAIxJgBEgQxMTY5GOBcIO9ZKOPV-wIw2db7AjhFQAFYARIKCAEQARgBKgJETBgBIgQIARABKAQwAQ) ![Delta](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/DL.gif) Fri, Oct 24 - Fri, Oct 31 PHL Philadelphia MDW Chicago CA $331 Roundtrip found 1 day ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:PHL,to:MDW,departure:24/10/2025TANYT&leg2=from:MDW,to:PHL,departure:31/10/2025TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:330.20&airProductToken=AQpxCjYIxJgBEgQxNTQwGO9ZIOO0ASiYmfsCMISa-wI4RUAAWAFqCU1BSU5CQVNJQ3IIVkFVTkEwQkcKNwjEmAESBDM4NTgY47QBIOywASipmvsCMPSa-wI4RUABWAFqCU1BSU5CQVNJQ3IIVkFVTkEwQkcKcQo3CMSYARIEMzYzMRjssAEg47QBKIvq-wIw0er7AjhFQABYAWoJTUFJTkJBU0lDcghWQVVTQTBCUQo2CMSYARIEMjk4NRjjtAEg71kolOz7AjDz7PsCOEVAAVgBaglNQUlOQkFTSUNyCFZBVVNBMEJREgoIARABGAEqAkRMGAEiBAgBEAEoAigDKAQwAQ) ![Delta](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/DL.gif) Fri, Oct 24 - Wed, Oct 29 PHL Philadelphia MDW Chicago CA $353 Roundtrip found 1 day ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:PHL,to:MDW,departure:24/10/2025TANYT&leg2=from:MDW,to:PHL,departure:29/10/2025TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:352.70&airProductToken=AQpHCiEIxJgBEgQxNTQwGO9ZIOO0ASiYmfsCMISa-wI4RUAAWAEKIgjEmAESBDM4NTgY47QBIOywASipmvsCMPSa-wI4RUABWAEKRQohCMSYARIEMTA2MxjssAEg4FwojNT7AjD-1PsCOEVAAFgBCiAIxJgBEgQxMTY5GOBcIO9ZKOPV-wIw2db7AjhFQAFYARIKCAEQARgBKgJETBgBIgQIARABKAQwAQ) ![Delta](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/DL.gif) Thu, Dec 11 - Mon, Dec 15 PHL Philadelphia MDW Chicago CA $361 Roundtrip found 12 hours ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:PHL,to:MDW,departure:11/12/2025TANYT&leg2=from:MDW,to:PHL,departure:15/12/2025TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:360.30&airProductToken=AQpvCjUIxJgBEgQyNjg4GO9ZIMx8KK64_wIw27n_AjhFQABYAWoJTUFJTkJBU0lDcghWQVdOQTBCRwo2CMSYARIENDE2ORjMfCDssAEohrv_AjDyu_8COEVAAVgBaglNQUlOQkFTSUNyCFZBV05BMEJHCnEKNwjEmAESBDUyOTgY7LABIOO0ASjC5v8CMInn_wI4RUAAWAFqCU1BSU5CQVNJQ3IIWEFXT0EwQkcKNgjEmAESBDE2ODYY47QBIO9ZKKLo_wIwh-n_AjhFQAFYAWoJTUFJTkJBU0lDcghYQVdPQTBCRxIKCAEQARgBKgJETBgBIgQIARABKAIoAygEMAE) ![Delta](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/DL.gif) Sat, Dec 13 - Thu, Dec 18 PHL Philadelphia MDW Chicago CA $369 Roundtrip found 2 days ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:PHL,to:MDW,departure:13/12/2025TANYT&leg2=from:MDW,to:PHL,departure:18/12/2025TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:368.90&airProductToken=AQpHCiEIxJgBEgQxNTQwGO9ZIOO0ASiUzP8CMIfN_wI4RUAAWAEKIgjEmAESBDQ4NTgY47QBIOywASilzf8CMPnN_wI4RUABWAEKRwoiCMSYARIENTI5OBjssAEg47QBKKKIgAMw6YiAAzhFQABYAQohCMSYARIEMTY4NhjjtAEg71kogoqAAzDnioADOEVAAVgBEgoIARABGAEqAkRMGAEiBAgBEAEoBDAB) ![Delta](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/DL.gif) Thu, Dec 11 - Mon, Dec 15 PHL Philadelphia MDW Chicago CA $373 Roundtrip found 12 hours ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:PHL,to:MDW,departure:11/12/2025TANYT&leg2=from:MDW,to:PHL,departure:15/12/2025TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:372.10&airProductToken=AQpxCjYIxJgBEgQxNTQwGO9ZIOO0ASjUtf8CMMe2_wI4VkAAWAFqCU1BSU5DTEFTQ3IIVkFXTkEwTUYKNwjEmAESBDQ4NTgY47QBIOywASjqtv8CML63_wI4VkABWAFqCU1BSU5DTEFTQ3IIVkFXTkEwTUYKcQo3CMSYARIENDg1OBjssAEg47QBKObk_wIwreX_AjhWQABYAWoJTUFJTkNMQVNDcghWQVdOQTBNRgo2CMSYARIEMjk4NRjjtAEg71ko6ub_AjDM5_8COFZAAVgBaglNQUlOQ0xBU0NyCFZBV05BME1GEgoIARABGAEqAkRMGAEiBAgBEAEoAigDKAQwAQ) ![Delta](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/DL.gif) Sat, Oct 25 - Sun, Nov 2 PHL Philadelphia MDW Chicago CA $382 Roundtrip found 1 day ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:PHL,to:MDW,departure:25/10/2025TANYT&leg2=from:MDW,to:PHL,departure:02/11/2025TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:381.80&airProductToken=AQpHCiEIxJgBEgQxNTQwGO9ZIOO0ASi4pPsCMKSl-wI4RUAAWAEKIgjEmAESBDM4NTgY47QBIOywASjJpfsCMJSm-wI4RUABWAEKRQohCMSYARIEMjA2MBjssAEg4FwoyIT8AjDBhfwCOEVAAFgBCiAIxJgBEgQyNjQyGOBcIO9ZKOuG_AIw4If8AjhFQAFYARIKCAEQARgBKgJETBgBIgQIARABKAQwAQ) ![Delta](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/DL.gif) Fri, Oct 24 - Fri, Oct 31 PHL Philadelphia MDW Chicago CA $388 Roundtrip found 1 day ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:PHL,to:MDW,departure:24/10/2025TANYT&leg2=from:MDW,to:PHL,departure:31/10/2025TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:387.10&airProductToken=AQpvCjUIxJgBEgQxMjY5GO9ZIOBcKPqY-wIw-pn7AjhFQABYAWoJTUFJTkJBU0lDcghYQVVPQTZCRwo2CMSYARIEMTA2MxjgXCDssAEov5r7AjCwm_sCOEVAAVgBaglNQUlOQkFTSUNyCFhBVU9BNkJHCnEKNwjEmAESBDM2MzEY7LABIOO0ASiL6vsCMNHq-wI4RUAAWAFqCU1BSU5CQVNJQ3IIVkFVU0EwQlEKNgjEmAESBDI5ODUY47QBIO9ZKJTs-wIw8-z7AjhFQAFYAWoJTUFJTkJBU0lDcghWQVVTQTBCURIKCAEQARgBKgJETBgBIgQIARABKAIoAygEMAE) ![Delta](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/DL.gif) Wed, Oct 22 - Wed, Oct 29 PHL Philadelphia MDW Chicago CA $389 Roundtrip found 1 day ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:PHL,to:MDW,departure:22/10/2025TANYT&leg2=from:MDW,to:PHL,departure:29/10/2025TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:388.20&airProductToken=AQpHCiEIxJgBEgQxNTQwGO9ZIOO0ASjYgvsCMMSD-wI4RUAAWAEKIgjEmAESBDM4NTgY47QBIOywASjpg_sCMLSE-wI4RUABWAEKRQohCMSYARIEMTA2MxjssAEg4FwojNT7AjD-1PsCOEVAAFgBCiAIxJgBEgQxMTY5GOBcIO9ZKOPV-wIw2db7AjhFQAFYARIKCAEQARgBKgJETBgBIgQIARABKAQwAQ) ## Find the cheapest month to fly from Philadelphia (PHL) to Chicago (MDW) ### October is typically the cheapest month to fly From CA $109 - CA $406 per traveller. ## Alternative airports near Chicago Prices were available within the past 7 days. Prices and availability are subject to change. [](https://www.expedia.ca/Flights-Search?leg1=from:PHL,to:MDW,departure:25/10/2025TANYT&leg2=from:MDW,to:PHL,departure:29/10/2025TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&sortOrder=INCREASING&sortType=PRICE) MDW Midway Intl. CheapestClosest 16 min [Flights from CA $320](https://www.expedia.ca/Flights-Search?leg1=from:PHL,to:MDW,departure:25/10/2025TANYT&leg2=from:MDW,to:PHL,departure:29/10/2025TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&sortOrder=INCREASING&sortType=PRICE) ## Frequently asked questions ### How much is a flight from PHL to Chicago Airport? > Round-trip journeys between Philadelphia Airport and Chicago Airport start from CA $275. This price is based on fares listed within the last 7 days on Expedia for flights departing within the next year — book now to avoid missing out. Prices and availability are subject to change. Additional terms apply. ### Do I need to pay a cancellation fee if I cancel my flight from Philadelphia Intl. Airport (PHL) to Chicago Airport? > Every air carrier has its own set of terms and conditions. If you do decide to cancel, follow the easy instructions on our [Customer Service Portal](https://www.expedia.ca/helpcenter). ### How do I find cheap flights from Philadelphia Airport to Chicago Airport that have flexible change policies? > Use our "No change fees" filter to find flexible travel options for your flight from PHL to MDW. This allows you to lock in a fantastic price ahead of time and still have the freedom to make changes without any extra fees. Just keep in mind that fare differences may still apply. ### How many hours is the flight from Philadelphia Airport to Chicago Airport? > The flight time from Philadelphia Intl. Airport (PHL) to Midway Intl. Airport (MDW) is only about 5 hours and 12 minutes, so don't get too cozy. Chances are the next time you look out the window you'll be descending into Chicago. ### How far is the flight from PHL to Midway Airport? > You won't have time for a movie marathon on this flight — it's just 1,050 kilometres from Philadelphia to Chicago. Find your way to your seat, get comfortable and you'll be there in no time. ### Which airlines fly direct from Philadelphia Intl. Airport (PHL) to Chicago Airport? > Flying nonstop from PHL to Midway Airport is a breeze with Southwest Airlines (WN). This leading carrier offers 91 flights every month. ### Are Philadelphia Intl. Airport (PHL) to MDW flight tickets cheaper when they're purchased at the last minute? > Flight tickets from Philadelphia Airport to MDW are available up to a year before departure on Expedia. And although you may score fantastic last-minute deals, it's not something you should count on. Also, booking your flights ahead of time means you'll have more choices — and you can avoid getting stuck in the dreaded middle seat! We're always updating our fares to make sure you get the biggest bargains, so check back often for all the latest specials. ## Travel information | Origin airport | Philadelphia Intl. | | --- | --- | | Destination airport | Midway Intl. | | Airlines serving | Delta | | Roundtrip price | CA $266 | | Distance | 1065 km | | Average flight time | 1 hour 8 mins | ## Book with confidence ### Philadelphia to Chicago Flights **The easy way to book your flights from Philadelphia to Chicago**  With Expedia, it’s simple to find and book flights to Chicago from Philadelphia whether you’re traveling for business or pleasure. Enter your travel dates, hit search, and choose your flight from 20 airlines that cover this route. There are Southwest Airlines nonstop flights to Midway Intl., too.   Choose your preferred carrier and cabin class with the advanced search tool and select your ideal departure time. Then, if you want, you can see just nonstop or refundable flights. And if you’re traveling last minute, just enter the date to check out flights from Philadelphia to Chicago today, tomorrow, or this week.   **Save dollars with cheap flights from Philadelphia Intl., PHL to Midway Intl., MDW**  Sort your search results by price to find great deals on your flight from Philadelphia to Chicago—you get all your cheapest options first. Grab yourself a bargain now—the lowest price on flights to Chicago from Philadelphia currently is just CA $275 rising to CA $389.   Here are more money-saving tips:  - Fly in December when flight prices are normally at their lowest  - Book about a month to 6 weeks before you travel for the best prices to Chicago   - Avoid peak season and weekends when flights can cost more - Early morning and late-night flights are sometimes cheaper, so try varying your travel times  - One surefire way to save money on your flight is to book your flight and hotel together with Expedia. Sometimes, the savings are so large that the flight is basically free!  **Reasons to choose Expedia for your flight to Chicago from Philadelphia**  Whatever your destination, budget, or reason to travel, in just one quick search, you can choose from loads of flights, airlines, and cabin classes. The filters make it quick and easy to find your ideal flights, and if you choose one of the flexible options, you won’t be charged to change your flight. So book your flight to Chicago with Expedia today. ## Explore a world of travel with Expedia - Flights - [Flights from Lincoln to Rush Street](https://www.expedia.ca/lp/flights/602964/6175183/lincoln-to-rush-street) - [Flights from Waterloo (ALO) to Chicago (ORD)](https://www.expedia.ca/lp/flights/alo/ord/waterloo-to-chicago) - [Flights from Ahmedabad (AMD) to Chicago (ORD)](https://www.expedia.ca/lp/flights/amd/ord/ahmedabad-to-chicago) - [Flights from Atlanta (ATL) to Chicago (ORD)](https://www.expedia.ca/lp/flights/atl/ord/atlanta-to-chicago) - [Flights from Austin (AUS) to Chicago (ORD)](https://www.expedia.ca/lp/flights/aus/ord/austin-to-chicago) - [Flights from Bangor (BGR) to Chicago (ORD)](https://www.expedia.ca/lp/flights/bgr/ord/bangor-to-chicago) - [Flights from Bellingham (BLI) to Chicago (ORD)](https://www.expedia.ca/lp/flights/bli/ord/bellingham-to-chicago) - [Flights from Nashville (BNA) to Chicago (ORD)](https://www.expedia.ca/lp/flights/bna/ord/nashville-to-chicago) - [Flights from Mumbai (BOM) to Chicago (ORD)](https://www.expedia.ca/lp/flights/bom/ord/mumbai-to-chicago) - [Flights from Burlington (BTV) to Chicago (ORD)](https://www.expedia.ca/lp/flights/btv/ord/burlington-to-chicago) - [Flights from Buffalo (BUF) to Chicago (ORD)](https://www.expedia.ca/lp/flights/buf/ord/buffalo-to-chicago) - [Flights from Baltimore (BWI) to Chicago (ORD)](https://www.expedia.ca/lp/flights/bwi/ord/baltimore-to-chicago) - [Flights from Sault Ste. Marie (CIU) to Chicago (ORD)](https://www.expedia.ca/lp/flights/ciu/ord/sault-ste-marie-to-chicago) - [Flights from Charlotte (CLT) to Chicago (ORD)](https://www.expedia.ca/lp/flights/clt/ord/charlotte-to-chicago) - [Flights from Columbus (CMH) to Chicago (ORD)](https://www.expedia.ca/lp/flights/cmh/ord/columbus-to-chicago) - [Flights from Cincinnati (CVG) to Chicago (ORD)](https://www.expedia.ca/lp/flights/cvg/ord/cincinnati-to-chicago) - [Flights from Washington (DCA) to Chicago (ORD)](https://www.expedia.ca/lp/flights/dca/ord/washington-to-chicago) - [Flights from Delhi (DEL) to Chicago (ORD)](https://www.expedia.ca/lp/flights/del/ord/delhi-to-chicago) - [Flights from Denver (DEN) to Chicago (ORD)](https://www.expedia.ca/lp/flights/den/ord/denver-to-chicago) - [Flights from Dallas (DFW) to Chicago (ORD)](https://www.expedia.ca/lp/flights/dfw/ord/dallas-to-chicago) - [Flights from Duluth (DLH) to Chicago (ORD)](https://www.expedia.ca/lp/flights/dlh/ord/duluth-to-chicago) - [Flights from Des Moines (DSM) to Chicago (ORD)](https://www.expedia.ca/lp/flights/dsm/ord/des-moines-to-chicago) - [Flights from Detroit (DTW) to Chicago (ORD)](https://www.expedia.ca/lp/flights/dtw/ord/detroit-to-chicago) - [Flights from Dubai (DXB) to Chicago (ORD)](https://www.expedia.ca/lp/flights/dxb/ord/dubai-to-chicago) - [Flights from Fargo (FAR) to Chicago (ORD)](https://www.expedia.ca/lp/flights/far/ord/fargo-to-chicago) - [Flights from Fort Lauderdale (FLL) to Chicago (ORD)](https://www.expedia.ca/lp/flights/fll/ord/fort-lauderdale-to-chicago) - [Flights from Flint (FNT) to Chicago (ORD)](https://www.expedia.ca/lp/flights/fnt/ord/flint-to-chicago) - [Flights from Spokane (GEG) to Chicago (ORD)](https://www.expedia.ca/lp/flights/geg/ord/spokane-to-chicago) - [Flights from Grand Forks (GFK) to Chicago (ORD)](https://www.expedia.ca/lp/flights/gfk/ord/grand-forks-to-chicago) - [Flights from Green Bay (GRB) to Chicago (ORD)](https://www.expedia.ca/lp/flights/grb/ord/green-bay-to-chicago) - [Flights from Grand Rapids (GRR) to Chicago (ORD)](https://www.expedia.ca/lp/flights/grr/ord/grand-rapids-to-chicago) - [Flights from Great Falls (GTF) to Chicago (ORD)](https://www.expedia.ca/lp/flights/gtf/ord/great-falls-to-chicago) - [Flights from Houston (HOU) to Chicago (ORD)](https://www.expedia.ca/lp/flights/hou/ord/houston-to-chicago) - [Flights from Hyderabad (HYD) to Chicago (ORD)](https://www.expedia.ca/lp/flights/hyd/ord/hyderabad-to-chicago) - [Flights from Niagara Falls (IAG) to Chicago (ORD)](https://www.expedia.ca/lp/flights/iag/ord/niagara-falls-to-chicago) - [Flights from Indianapolis (IND) to Chicago (ORD)](https://www.expedia.ca/lp/flights/ind/ord/indianapolis-to-chicago) - [Flights from New York (JFK) to Chicago (ORD)](https://www.expedia.ca/lp/flights/jfk/ord/new-york-to-chicago) - [Flights from Karachi (KHI) to Chicago (ORD)](https://www.expedia.ca/lp/flights/khi/ord/karachi-to-chicago) - [Flights from Las Vegas (LAS) to Chicago (ORD)](https://www.expedia.ca/lp/flights/las/ord/las-vegas-to-chicago) - [Flights from Los Angeles (LAX) to Chicago (ORD)](https://www.expedia.ca/lp/flights/lax/ord/los-angeles-to-chicago) - [Flights from New York (LGA) to Chicago (ORD)](https://www.expedia.ca/lp/flights/lga/ord/new-york-to-chicago) - [Flights from London (LHR) to Chicago (ORD)](https://www.expedia.ca/lp/flights/lhr/ord/london-to-chicago) - [Flights from Kansas City (MCI) to Chicago (ORD)](https://www.expedia.ca/lp/flights/mci/ord/kansas-city-to-chicago) - [Flights from Orlando (MCO) to Chicago (ORD)](https://www.expedia.ca/lp/flights/mco/ord/orlando-to-chicago) - [Flights from Memphis (MEM) to Chicago (ORD)](https://www.expedia.ca/lp/flights/mem/ord/memphis-to-chicago) - [Flights from Mexico City (MEX) to Chicago (ORD)](https://www.expedia.ca/lp/flights/mex/ord/mexico-city-to-chicago) - [Flights from Miami (MIA) to Chicago (ORD)](https://www.expedia.ca/lp/flights/mia/ord/miami-to-chicago) - [Flights from Milwaukee (MKE) to Chicago (ORD)](https://www.expedia.ca/lp/flights/mke/ord/milwaukee-to-chicago) - [Flights from Minot (MOT) to Chicago (ORD)](https://www.expedia.ca/lp/flights/mot/ord/minot-to-chicago) - [Flights from Madison (MSN) to Chicago (ORD)](https://www.expedia.ca/lp/flights/msn/ord/madison-to-chicago) - [Flights from Minneapolis (MSP) to Chicago (ORD)](https://www.expedia.ca/lp/flights/msp/ord/minneapolis-to-chicago) - [Flights from Ogdensburg (OGS) to Chicago (ORD)](https://www.expedia.ca/lp/flights/ogs/ord/ogdensburg-to-chicago) - [Flights from Omaha (OMA) to Chicago (ORD)](https://www.expedia.ca/lp/flights/oma/ord/omaha-to-chicago) - [Flights from Ontario (ONT) to Chicago (ORD)](https://www.expedia.ca/lp/flights/ont/ord/ontario-to-chicago) - [Flights from Plattsburgh (PBG) to Chicago (ORD)](https://www.expedia.ca/lp/flights/pbg/ord/plattsburgh-to-chicago) - [Flights from Portland (PDX) to Chicago (ORD)](https://www.expedia.ca/lp/flights/pdx/ord/portland-to-chicago) - [Flights from Philadelphia (PHL) to Chicago (ORD)](https://www.expedia.ca/lp/flights/phl/ord/philadelphia-to-chicago) - [Flights from Pittsburgh (PIT) to Chicago (ORD)](https://www.expedia.ca/lp/flights/pit/ord/pittsburgh-to-chicago) - [Flights from Raleigh (RDU) to Chicago (ORD)](https://www.expedia.ca/lp/flights/rdu/ord/raleigh-to-chicago) - [Flights from Rockford (RFD) to Chicago (ORD)](https://www.expedia.ca/lp/flights/rfd/ord/rockford-to-chicago) - [Flights from San Diego (SAN) to Chicago (ORD)](https://www.expedia.ca/lp/flights/san/ord/san-diego-to-chicago) - [Flights from Louisville (SDF) to Chicago (ORD)](https://www.expedia.ca/lp/flights/sdf/ord/louisville-to-chicago) - [Flights from Seattle (SEA) to Chicago (ORD)](https://www.expedia.ca/lp/flights/sea/ord/seattle-to-chicago) - [Flights from San Francisco (SFO) to Chicago (ORD)](https://www.expedia.ca/lp/flights/sfo/ord/san-francisco-to-chicago) - [Flights from Salt Lake City (SLC) to Chicago (ORD)](https://www.expedia.ca/lp/flights/slc/ord/salt-lake-city-to-chicago) - [Flights from Syracuse (SYR) to Chicago (ORD)](https://www.expedia.ca/lp/flights/syr/ord/syracuse-to-chicago) - [Flights from Sault Ste. Marie (YAM) to Chicago (ORD)](https://www.expedia.ca/lp/flights/yam/ord/sault-ste-marie-to-chicago) - [Flights from Nanaimo (YCD) to Chicago (ORD)](https://www.expedia.ca/lp/flights/ycd/ord/nanaimo-to-chicago) - [Flights from St. Catharines (YCM) to Chicago (ORD)](https://www.expedia.ca/lp/flights/ycm/ord/st-catharines-to-chicago) - [Flights from Edmonton (YEG) to Chicago (ORD)](https://www.expedia.ca/lp/flights/yeg/ord/edmonton-to-chicago) - [Flights from Fredericton (YFC) to Chicago (ORD)](https://www.expedia.ca/lp/flights/yfc/ord/fredericton-to-chicago) - [Flights from Kingston (YGK) to Chicago (ORD)](https://www.expedia.ca/lp/flights/ygk/ord/kingston-to-chicago) - [Flights from Hamilton (YHM) to Chicago (ORD)](https://www.expedia.ca/lp/flights/yhm/ord/hamilton-to-chicago) - [Flights from Halifax (YHZ) to Chicago (ORD)](https://www.expedia.ca/lp/flights/yhz/ord/halifax-to-chicago) - [Flights from Kamloops (YKA) to Chicago (ORD)](https://www.expedia.ca/lp/flights/yka/ord/kamloops-to-chicago) - [Flights from Kitchener (YKF) to Chicago (ORD)](https://www.expedia.ca/lp/flights/ykf/ord/kitchener-to-chicago) - [Flights from Kelowna (YLW) to Chicago (ORD)](https://www.expedia.ca/lp/flights/ylw/ord/kelowna-to-chicago) - [Flights from Ottawa (YOW) to Chicago (ORD)](https://www.expedia.ca/lp/flights/yow/ord/ottawa-to-chicago) - [Flights from Peterborough (YPQ) to Chicago (ORD)](https://www.expedia.ca/lp/flights/ypq/ord/peterborough-to-chicago) - [Flights from Québec (YQB) to Chicago (ORD)](https://www.expedia.ca/lp/flights/yqb/ord/quebec-to-chicago) - [Flights from Windsor (YQG) to Chicago (ORD)](https://www.expedia.ca/lp/flights/yqg/ord/windsor-to-chicago) - [Flights from Moncton (YQM) to Chicago (ORD)](https://www.expedia.ca/lp/flights/yqm/ord/moncton-to-chicago) - [Flights from Regina (YQR) to Chicago (ORD)](https://www.expedia.ca/lp/flights/yqr/ord/regina-to-chicago) - [Flights from Thunder Bay (YQT) to Chicago (ORD)](https://www.expedia.ca/lp/flights/yqt/ord/thunder-bay-to-chicago) - [Flights from Sudbury (YSB) to Chicago (ORD)](https://www.expedia.ca/lp/flights/ysb/ord/sudbury-to-chicago) - [Flights from Saint John (YSJ) to Chicago (ORD)](https://www.expedia.ca/lp/flights/ysj/ord/saint-john-to-chicago) - [Flights from Toronto (YTZ) to Chicago (ORD)](https://www.expedia.ca/lp/flights/ytz/ord/toronto-to-chicago) - [Flights from Montreal (YUL) to Chicago (ORD)](https://www.expedia.ca/lp/flights/yul/ord/montreal-to-chicago) - [Flights from Vancouver (YVR) to Chicago (ORD)](https://www.expedia.ca/lp/flights/yvr/ord/vancouver-to-chicago) - [Flights from Winnipeg (YWG) to Chicago (ORD)](https://www.expedia.ca/lp/flights/ywg/ord/winnipeg-to-chicago) - [Flights from Saskatoon (YXE) to Chicago (ORD)](https://www.expedia.ca/lp/flights/yxe/ord/saskatoon-to-chicago) - [Flights from London (YXU) to Chicago (ORD)](https://www.expedia.ca/lp/flights/yxu/ord/london-to-chicago) - [Flights from Abbotsford (YXX) to Chicago (ORD)](https://www.expedia.ca/lp/flights/yxx/ord/abbotsford-to-chicago) - [Flights from North Bay (YYB) to Chicago (ORD)](https://www.expedia.ca/lp/flights/yyb/ord/north-bay-to-chicago) - [Flights from Calgary (YYC) to Chicago (ORD)](https://www.expedia.ca/lp/flights/yyc/ord/calgary-to-chicago) - [Flights from Charlottetown (YYG) to Chicago (ORD)](https://www.expedia.ca/lp/flights/yyg/ord/charlottetown-to-chicago) - [Flights from Victoria (YYJ) to Chicago (ORD)](https://www.expedia.ca/lp/flights/yyj/ord/victoria-to-chicago) - [Flights from St. John's (YYT) to Chicago (ORD)](https://www.expedia.ca/lp/flights/yyt/ord/st-johns-to-chicago) - [Flights from Toronto (YYZ) to Chicago (ORD)](https://www.expedia.ca/lp/flights/yyz/ord/toronto-to-chicago) - [Flights from Sarnia (YZR) to Chicago (ORD)](https://www.expedia.ca/lp/flights/yzr/ord/sarnia-to-chicago) \*Available to Expedia members.