Title: CA $123 Cheap Flights from Phoenix (PHX) to Chicago (ORD) - 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://images.trvl-media.com/place/178248/e6aa83ce-7ad8-43a5-9d1d-b055eefa7e78.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # CA $123 Cheap Flights from Phoenix (PHX) to Chicago (ORD) [View CA $123 flight on Sat, Jan 31, 2026](https://expedia.ca/Flights-Search?trip=oneway&leg1=from:PHX,to:ORD,departure:31/01/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:122.30&airProductToken=AQo0CjIIwYIBEgQxMTY0GO-5ASCuHCik-YMDMPv6gwM4QkAAWAFqBUJBU0lDcghPV0FVSk5CWBIKCAEQARgBKgJBQRgBIgQIARABKAIoAygEMAs) - [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 Sky Harbor International Airport (PHX) to Chicago O'Hare International Airport (ORD) - ![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:PHX,to:ORD,departure:28/12/2025TANYT&leg2=from:ORD,to:PHX,departure:04/01/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"F9"}}]) - ![American Airlines](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_AA.svg) American Airlines [](https://www.expedia.ca/Flights-Search?leg1=from:PHX,to:ORD,departure:28/12/2025TANYT&leg2=from:ORD,to:PHX,departure:04/01/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"AA"}}]) - ![Alaska Airlines](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_AS.svg) Alaska Airlines [](https://www.expedia.ca/Flights-Search?leg1=from:PHX,to:ORD,departure:28/12/2025TANYT&leg2=from:ORD,to:PHX,departure:04/01/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"AS"}}]) - ![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:PHX,to:ORD,departure:28/12/2025TANYT&leg2=from:ORD,to:PHX,departure:04/01/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"WN"}}]) - ![United](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_UA.svg) United [](https://www.expedia.ca/Flights-Search?leg1=from:PHX,to:ORD,departure:28/12/2025TANYT&leg2=from:ORD,to:PHX,departure:04/01/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"UA"}}]) - ![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:PHX,to:ORD,departure:28/12/2025TANYT&leg2=from:ORD,to:PHX,departure:04/01/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"DL"}}]) - ![Sun Country Airlines](https://a.travel-assets.com/air/airlines/sy_sq.svg) Sun Country Airlines [](https://www.expedia.ca/Flights-Search?leg1=from:PHX,to:ORD,departure:28/12/2025TANYT&leg2=from:ORD,to:PHX,departure:04/01/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"SY"}}]) - ![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 Phoenix (PHX) to Chicago (ORD) Prices were available within the past 7 days and start at CA $123 for one-way flights and CA $272 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply. All deals One way Roundtrip ![Alaska Airlines](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/AS.gif) Sat, Feb 14 - Sat, Feb 21 PHX Phoenix ORD Chicago CA $272 Roundtrip found 4 days ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:PHX,to:ORD,departure:14/02/2026TANYT&leg2=from:ORD,to:PHX,departure:21/02/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:271.10&airProductToken=AQpFCiEIwaYBEgQyMDkwGO-5ASCSaCjfloUDMKyXhQM4WEAAWAEKIAjBpgESBDE0OTMYkmggrhwo5peFAzDnmYUDOFhAAVgBCkUKIAjBpgESBDE0NzAYrhwgkmgonOGFAzC944UDOFhAAFgBCiEIwaYBEgQyMDkzGJJoIO-5ASjF5IUDMJXlhQM4WEABWAESCggBEAEYASoCQVMYASIECAEQASgEMAE) ![Hawaiian Airlines](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/HA.gif) Sat, Feb 14 - Tue, Feb 17 PHX Phoenix ORD Chicago CA $272 Roundtrip found 4 days ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:PHX,to:ORD,departure:14/02/2026TANYT&leg2=from:ORD,to:PHX,departure:17/02/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:271.10&airProductToken=AQpFCiEIyIIBEgQ3NDU5GO-5ASCSaCjfloUDMKyXhQM4VUAAWAEKIAjIggESBDc0OTMYkmggrhwo5peFAzDnmYUDOFVAAVgBCkUKIAjIggESBDc0NzAYrhwgkmgonLSFAzC9toUDOFVAAFgBCiEIyIIBEgQ3NDU4GJJoIO-5ASjFt4UDMJW4hQM4VUABWAESCggBEAEYASoCSEEYASIECAEQASgEMAE) ![Alaska Airlines](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/AS.gif) Sat, Feb 14 - Wed, Feb 18 PHX Phoenix ORD Chicago CA $286 Roundtrip found 4 days ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:PHX,to:ORD,departure:14/02/2026TANYT&leg2=from:ORD,to:PHX,departure:18/02/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:285.10&airProductToken=AQpFCiEIwaYBEgQyMDkwGO-5ASCSaCjfloUDMKyXhQM4WEAAWAEKIAjBpgESBDE0OTMYkmggrhwo5peFAzDnmYUDOFhAAVgBCkQKHwjBpgESAzQwNxiuHCCSASiCw4UDMKDFhQM4WEAAWAEKIQjBpgESBDE0MzMYkgEg77kBKPPFhQMwo8eFAzhYQAFYARIKCAEQARgBKgJBUxgBIgQIARABKAQwAQ) ![Alaska Airlines](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/AS.gif) Thu, Feb 12 - Wed, Feb 18 PHX Phoenix ORD Chicago CA $298 Roundtrip found 4 days ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:PHX,to:ORD,departure:12/02/2026TANYT&leg2=from:ORD,to:PHX,departure:18/02/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:298.00&airProductToken=AQpDCiAIwaYBEgM3OTkY77kBIJIBKOj7hAMwr_2EAzhYQABYAQofCMGmARIDNDEwGJIBIK4cKO79hAMw6f-EAzhYQAFYAQpECh8IwaYBEgM0MDcYrhwgkgEogsOFAzCgxYUDOFhAAFgBCiEIwaYBEgQxNDMzGJIBIO-5ASjzxYUDMKPHhQM4WEABWAESCggBEAEYASoCQVMYASIECAEQASgEMAE) ![Delta](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/DL.gif) Tue, Feb 17 - Wed, Feb 18 PHX Phoenix ORD Chicago CA $300 Roundtrip found 4 days ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:PHX,to:ORD,departure:17/02/2026TANYT&leg2=from:ORD,to:PHX,departure:18/02/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:299.10&airProductToken=AQpHCiIIxJgBEgQxNTY2GO-5ASDjtAEog7yFAzDgvYUDOEVAAFgBCiEIxJgBEgQxNjU0GOO0ASCuHCinv4UDMI3AhQM4RUABWAEKRQogCMSYARIEMTMwNhiuHCDMfCizxIUDMJPFhQM4RUAAWAEKIQjEmAESBDE0MjYYzHwg77kBKNfFhQMwr8eFAzhFQAFYARIKCAEQARgBKgJETBgBIgQIARABKAQwAQ) ![American Airlines](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/AA.gif) Fri, Jan 9 - Sat, Jan 10 PHX Phoenix ORD Chicago CA $301 Roundtrip found 2 days ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:PHX,to:ORD,departure:09/01/2026TANYT&leg2=from:ORD,to:PHX,departure:10/01/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:300.40&airProductToken=AQo0CjIIwYIBEgQxMTY0GO-5ASCuHCjkgYIDMLuDggM4QkAAWAFqBUJBU0lDcghRVkFVWk5CWAo0CjIIwYIBEgQyMjIyGK4cIO-5ASiUh4IDMIiJggM4QkAAWAFqBUJBU0lDcghPV0FVSk5CWBIKCAEQARgBKgJBQRgBIgQIARABKAIoAygEMAs) ![American Airlines](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/AA.gif) Sun, Feb 15 - Thu, Feb 19 PHX Phoenix ORD Chicago CA $302 Roundtrip found 4 days ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:PHX,to:ORD,departure:15/02/2026TANYT&leg2=from:ORD,to:PHX,departure:19/02/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:301.87&airProductToken=AQo0CjIIwYIBEgQxMDYxGO-5ASCuHCjfmoUDMKSchQM4QkAAWAFqBUJBU0lDcghRV0FVWk5CWBIKCAEQARgBKgJBQRgBIgQIARABKAIoAygEMAs) ![American Airlines](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/AA.gif) Fri, Jan 9 - Mon, Jan 12 PHX Phoenix ORD Chicago CA $314 Roundtrip found 2 days ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:PHX,to:ORD,departure:09/01/2026TANYT&leg2=from:ORD,to:PHX,departure:12/01/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:313.58&airProductToken=AQpoCjIIwYIBEgM4NjIY77kBIMGTASjdgYIDMPyDggM4QkAAWAFqBUJBU0lDcghPVkFJWlNCWAoyCMGCARIEMTMyOBjBkwEgrhwov4eCAzCBiYIDOEJAAVgBagVCQVNJQ3IIT1dBSFpOQlgSCggBEAEYASoCQUEYASIECAEQASgCKAMoBDAL) ![American Airlines](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/AA.gif) Fri, Jan 9 - Mon, Jan 12 PHX Phoenix ORD Chicago CA $317 Roundtrip found 2 days ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:PHX,to:ORD,departure:09/01/2026TANYT&leg2=from:ORD,to:PHX,departure:12/01/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:316.30&airProductToken=AQo0CjIIwYIBEgQxMTY1GO-5ASCuHCiK_YEDMNz-gQM4QkAAWAFqBUJBU0lDcghRVkFVWk5CWBIKCAEQARgBKgJBQRgBIgQIARABKAIoAygEMAs) ![United](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/UA.gif) Wed, Dec 24 - Wed, Dec 31 PHX Phoenix ORD Chicago CA $415 Roundtrip found 5 days ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:PHX,to:ORD,departure:24/12/2025TANYT&leg2=from:ORD,to:PHX,departure:31/12/2025TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:414.80&airProductToken=AQoiCiAI1YIBEgM3NDUY77kBIK4cKLHGgAMw_seAAzhHQABYAQoiCiAI1YIBEgM2MDIYrhwg77kBKNOdgQMwxp-BAzhLQABYARIKCAEQARgBKgJVQRgBIgQIARABKAQwAQ) ## Find the cheapest month to fly from Phoenix (PHX) to Chicago (ORD) ### February is typically the cheapest month to fly From CA $83 - CA $238 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:PHX,to:ORD,departure:28/12/2025TANYT&leg2=from:ORD,to:PHX,departure:06/01/2026TANYT&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 CA $535 ](https://www.expedia.ca/Flights-Search?leg1=from:PHX,to:ORD,departure:28/12/2025TANYT&leg2=from:ORD,to:PHX,departure:06/01/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&sortOrder=INCREASING&sortType=PRICE) __Flight from Phoenix to Chicago (PHX - ORD) route information__ | Origin airport | Sky Harbor Intl. | | ------------------- | ---------------- | | Destination airport | O'Hare Intl. | | Roundtrip price | CA $271 | | Distance | 2299 km | | Average flight time | 4 hours 27 mins | ## Phoenix to Chicago Flights **The easy way to book your flights from Phoenix to Chicago** With Expedia, it’s simple to find and book flights to Chicago from Phoenix 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 nonstop flights to O'Hare 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 Phoenix to Chicago today, tomorrow, or this week. **Save dollars with cheap flights from Sky Harbor Intl., PHX to O'Hare Intl., ORD** Sort your search results by price to find great deals on your flight from Phoenix to Chicago—you get all your cheapest options first. Grab yourself a bargain now—the lowest price on flights to Chicago from Phoenix currently is just CA $272 rising to CA $415\. Here are more money-saving tips: - Fly in February 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 Phoenix** 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. ## Frequently asked questions ### How much is a flight from Sky Harbour Intl. Airport (PHX) to ORD? ### Do I need to pay a cancellation fee if I cancel my flight from PHX to ORD? ### How do I find cheap flights from PHX to O'Hare Intl. Airport (ORD) that have flexible change policies? ### How many hours is the flight from Sky Harbour Intl. Airport (PHX) to O'Hare Intl. Airport (ORD)? ### How far is the flight from PHX to O'Hare Intl. Airport (ORD)? ### Which airlines fly direct from Phoenix Sky Harbour Intl. Airport to ORD? > - American Airlines - (AA) with 213 monthly flights > - United Airlines - (UA) with 152 monthly flights > - Southwest Airlines - (WN) with 30 monthly flights > - Frontier Airlines - (F9) with 21 monthly flights ### Are Phoenix Sky Harbour Intl. 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[Flights from Detroit (DTW) to Chicago (PWK) ](https://www.expedia.ca/lp/flights/dtw/pwk/detroit-to-chicago) - [Flights from Exeter (EXT) to Chicago (CHI) ](https://www.expedia.ca/lp/flights/ext/chi/exeter-to-chicago) - [Flights from Fishers Island (FID) to Chicago (MDW) ](https://www.expedia.ca/lp/flights/fid/mdw/fishers-island-to-chicago) - [Flights from Flint (FNT) to Waukegan (UGN) ](https://www.expedia.ca/lp/flights/fnt/ugn/flint-to-waukegan) - [Flights from Green Bay (GRB) to Waukegan (UGN) ](https://www.expedia.ca/lp/flights/grb/ugn/green-bay-to-waukegan) - [Flights from Grand Rapids (GRR) to Chicago (PWK) ](https://www.expedia.ca/lp/flights/grr/pwk/grand-rapids-to-chicago) - [Flights from Gary (GYY) to Chicago (CHI) ](https://www.expedia.ca/lp/flights/gyy/chi/gary-to-chicago) - [Flights from Niagara Falls (IAG) to Chicago (CHI) ](https://www.expedia.ca/lp/flights/iag/chi/niagara-falls-to-chicago) - [Flights from Niagara Falls (IAG) to Chicago (MDW) ](https://www.expedia.ca/lp/flights/iag/mdw/niagara-falls-to-chicago) - [Flights from Wilmington (ILM) to Chicago (CHI) ](https://www.expedia.ca/lp/flights/ilm/chi/wilmington-to-chicago) - [Flights from Indianapolis (IND) to Chicago (CHI) ](https://www.expedia.ca/lp/flights/ind/chi/indianapolis-to-chicago) - [Flights from Nakhon Phanom (KOP) to Chicago (MDW) ](https://www.expedia.ca/lp/flights/kop/mdw/nakhon-phanom-to-chicago) - [Flights from Las Vegas (LAS) to Chicago (MDW) ](https://www.expedia.ca/lp/flights/las/mdw/las-vegas-to-chicago) - [Flights from Los Angeles (LAX) to Chicago (CHI) ](https://www.expedia.ca/lp/flights/lax/chi/los-angeles-to-chicago) - [Flights from Montego Bay (MBJ) to Chicago (MDW) ](https://www.expedia.ca/lp/flights/mbj/mdw/montego-bay-to-chicago) - [Flights from Orlando (MCO) to Chicago (MDW) ](https://www.expedia.ca/lp/flights/mco/mdw/orlando-to-chicago) - [Flights from Michigan City (MGC) to Chicago (MDW) ](https://www.expedia.ca/lp/flights/mgc/mdw/michigan-city-to-chicago) - [Flights from Muscle Shoals (MSL) to Chicago (MDW) ](https://www.expedia.ca/lp/flights/msl/mdw/muscle-shoals-to-chicago) - [Flights from Minneapolis (MSP) to Chicago (CHI) ](https://www.expedia.ca/lp/flights/msp/chi/minneapolis-to-chicago) - [Flights from New York (NYC) to Chicago (CHI) ](https://www.expedia.ca/lp/flights/nyc/chi/new-york-to-chicago) - [Flights from Omaha (OMA) to Chicago (MDW) ](https://www.expedia.ca/lp/flights/oma/mdw/omaha-to-chicago) - [Flights from Chicago (ORD) to Chicago (CHI) ](https://www.expedia.ca/lp/flights/ord/chi/chicago-to-chicago) - [Flights from Philadelphia (PHL) to Chicago (MDW) ](https://www.expedia.ca/lp/flights/phl/mdw/philadelphia-to-chicago) - [Flights from Pueblo (PUB) to Chicago (MDW) ](https://www.expedia.ca/lp/flights/pub/mdw/pueblo-to-chicago) - [Flights from Punta Cana (PUJ) to Chicago (CHI) ](https://www.expedia.ca/lp/flights/puj/chi/punta-cana-to-chicago) - [Flights from Roanoke (ROA) to Chicago (MDW) ](https://www.expedia.ca/lp/flights/roa/mdw/roanoke-to-chicago) - [Flights from Selinsgrove (SEG) to Chicago (MDW) ](https://www.expedia.ca/lp/flights/seg/mdw/selinsgrove-to-chicago) - [Flights from Sacramento (SMF) to Chicago (MDW) ](https://www.expedia.ca/lp/flights/smf/mdw/sacramento-to-chicago) - [Flights from St. Louis (STL) to Chicago (MDW) ](https://www.expedia.ca/lp/flights/stl/mdw/st-louis-to-chicago) - [Flights from Newburgh (SWF) to Chicago (MDW) ](https://www.expedia.ca/lp/flights/swf/mdw/newburgh-to-chicago) - [Flights from Sydney (SYD) to Chicago (MDW) ](https://www.expedia.ca/lp/flights/syd/mdw/sydney-to-chicago) - [Flights from Syracuse (SYR) to Chicago (MDW) ](https://www.expedia.ca/lp/flights/syr/mdw/syracuse-to-chicago) - [Flights from Fort Leonard Wood (TBN) to Chicago (MDW) ](https://www.expedia.ca/lp/flights/tbn/mdw/fort-leonard-wood-to-chicago) - [Flights from Ua Pou (UAP) to Chicago (CHI) ](https://www.expedia.ca/lp/flights/uap/chi/ua-pou-to-chicago) - [Flights from Fort Frances (YAG) to Chicago (CHI) ](https://www.expedia.ca/lp/flights/yag/chi/fort-frances-to-chicago) - [Flights from Brandon (YBR) to Chicago (MDW) ](https://www.expedia.ca/lp/flights/ybr/mdw/brandon-to-chicago) - [Flights from Nanaimo (YCD) to Chicago (CHI) ](https://www.expedia.ca/lp/flights/ycd/chi/nanaimo-to-chicago) - [Flights from St. Catharines (YCM) to Chicago (CHI) ](https://www.expedia.ca/lp/flights/ycm/chi/st-catharines-to-chicago) - [Flights from Edmonton (YEA) to Chicago (CHI) ](https://www.expedia.ca/lp/flights/yea/chi/edmonton-to-chicago) - [Flights from Edmonton (YEG) to Chicago (CHI) ](https://www.expedia.ca/lp/flights/yeg/chi/edmonton-to-chicago) - [Flights from Edmonton (YEG) to Chicago (MDW) ](https://www.expedia.ca/lp/flights/yeg/mdw/edmonton-to-chicago) - [Flights from Flin Flon (YFO) to Chicago (CHI) ](https://www.expedia.ca/lp/flights/yfo/chi/flin-flon-to-chicago) - [Flights from Hamilton (YHM) to Chicago (MDW) ](https://www.expedia.ca/lp/flights/yhm/mdw/hamilton-to-chicago) - [Flights from Kamloops (YKA) to Chicago (CHI) ](https://www.expedia.ca/lp/flights/yka/chi/kamloops-to-chicago) - [Flights from Kelowna (YLW) to Chicago (MDW) ](https://www.expedia.ca/lp/flights/ylw/mdw/kelowna-to-chicago) - [Flights from Montreal (YMQ) to Chicago (CHI) ](https://www.expedia.ca/lp/flights/ymq/chi/montreal-to-chicago) - [Flights from Ottawa (YOW) to Chicago (MDW) ](https://www.expedia.ca/lp/flights/yow/mdw/ottawa-to-chicago) - [Flights from Peterborough (YPQ) to Chicago (MDW) ](https://www.expedia.ca/lp/flights/ypq/mdw/peterborough-to-chicago) - [Flights from Québec (YQB) to Chicago (MDW) ](https://www.expedia.ca/lp/flights/yqb/mdw/quebec-to-chicago) - [Flights from Regina (YQR) to Chicago (CHI) ](https://www.expedia.ca/lp/flights/yqr/chi/regina-to-chicago) - [Flights from Regina (YQR) to Chicago (MDW) ](https://www.expedia.ca/lp/flights/yqr/mdw/regina-to-chicago) - [Flights from Gander (YQX) to Chicago (CHI) ](https://www.expedia.ca/lp/flights/yqx/chi/gander-to-chicago) - [Flights from Sudbury (YSB) to Chicago (MDW) ](https://www.expedia.ca/lp/flights/ysb/mdw/sudbury-to-chicago) - [Flights from Timmins (YTS) to Chicago (MDW) ](https://www.expedia.ca/lp/flights/yts/mdw/timmins-to-chicago) - [Flights from Toronto (YTZ) to Chicago (MDW) ](https://www.expedia.ca/lp/flights/ytz/mdw/toronto-to-chicago) - [Flights from Montreal (YUL) to Chicago (MDW) ](https://www.expedia.ca/lp/flights/yul/mdw/montreal-to-chicago) - [Flights from Winnipeg (YWG) to Chicago (MDW) ](https://www.expedia.ca/lp/flights/ywg/mdw/winnipeg-to-chicago) - [Flights from Winnipeg (YWG) to Chicago (PWK) ](https://www.expedia.ca/lp/flights/ywg/pwk/winnipeg-to-chicago) - [Flights from Whitehorse (YXY) to Chicago (CHI) ](https://www.expedia.ca/lp/flights/yxy/chi/whitehorse-to-chicago) - [Flights from Calgary (YYC) to Chicago (MDW) ](https://www.expedia.ca/lp/flights/yyc/mdw/calgary-to-chicago) - [Flights from Victoria (YYJ) to Chicago (CHI) ](https://www.expedia.ca/lp/flights/yyj/chi/victoria-to-chicago) - [Flights from St. John's (YYT) to Chicago (CHI) ](https://www.expedia.ca/lp/flights/yyt/chi/st-johns-to-chicago) - [Flights from Toronto (YYZ) to Chicago (MDW) ](https://www.expedia.ca/lp/flights/yyz/mdw/toronto-to-chicago) - [Flights from Toronto (YYZ) to Chicago (PWK) ](https://www.expedia.ca/lp/flights/yyz/pwk/toronto-to-chicago) \*Available to Expedia members.