Title: Cheap Flights to Central Chicago , IL from CA $155 - Expedia.ca ![Water Tower Place](https://images.trvl-media.com/place/6064087/8c9e38be-2f48-4b19-a01f-41aa32936c45.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://images.trvl-media.com/place/6064087/8c9e38be-2f48-4b19-a01f-41aa32936c45.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Cheap Flights to Central Chicago , IL from CA $155 [View CA $155 flight on Thu, Mar 26, 2026](https://expedia.ca/Flights-Search?trip=oneway&leg1=from:YTZ,to:MDW,departure:26/03/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:154.60&airProductToken=AQo1CjMI0IgBEgQyMzg3GPjMASDssAEo-9OIAzDp1IgDOE1AAFgBagVCQVNJQ3IITTJOMFpSWkwSCggBEAEYASoCUEQYASIECAEQASgCKAMoBDAB) - [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 [Central Chicago Travel Guide](https://expedia.ca/Central-Chicago.dx553248635976475413)[Hotels in Central Chicago](https://expedia.ca/Central-Chicago-Hotels.d553248635976475413.Travel-Guide-Hotels)[Things to do in Central Chicago](https://expedia.ca/Things-To-Do-In-Central-Chicago.d553248635976475413.Travel-Guide-Activities)[Central Chicago Car Rentals](https://expedia.ca/Car-Rentals-In-Central-Chicago.d553248635976475413.Car-Rental-Guide)[Central Chicago Vacation Packages](https://expedia.ca/Central-Chicago.d553248635976475413.Destination-Travel-Guides) ## Popular airlines - ![Delta](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_DL.svg) Delta - ![Frontier Airlines](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_F9.svg) Frontier Airlines - ![American Airlines](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_AA.svg) American Airlines - ![United](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_UA.svg) United - ![Southwest Airlines](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_WN.svg) Southwest Airlines - ![Spirit Airlines](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_NK.svg) Spirit Airlines - ![Alaska Airlines](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_AS.svg) Alaska Airlines - ![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) ## How much is the cheapest flight to Central Chicago? Prices were available within the past 7 days and start at CA $155 for one-way flights and CA $249 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply. All deals One way Roundtrip ![Porter Airlines](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/PD.gif) Mon, Mar 23 - Fri, Mar 27 YTZ Toronto MDW Chicago CA $249 Roundtrip just found [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:YTZ,to:MDW,departure:23/03/2026TANYT&leg2=from:MDW,to:YTZ,departure:27/03/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:248.07&airProductToken=AQokCiII0IgBEgQyMzg3GPjMASDssAEom7KIAzCJs4gDOE1AAFgBCiQKIgjQiAESBDIzODgY7LABIPjMASjA4IgDMKbhiAM4TUAAWAESCggBEAEYASoCUEQYASIECAEQASgEMAE) ![Air Canada](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/AC.gif) Wed, Jan 14 - Sun, Jan 18 YYZ Toronto ORD Chicago CA $258 Roundtrip just found [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:YYZ,to:ORD,departure:14/01/2026TANYT&leg2=from:ORD,to:YYZ,departure:18/01/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:257.11&airProductToken=AQozCjEIwYYBEgM1MDkYmM4BIK4cKIK6ggMw-rqCAzhHQABYAWoFQkFTSUNyCEdOQTJBMkJBCjQKMgjBhgESBDg5MDQYrhwgmM4BKMDjggMwpOSCAzhHQABYAWoFQkFTSUNyCEdOQTJBMkJBEgoIARABGAEqAkFDGAEiBAgBEAEoAigDKAQwDQ) ![United](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/UA.gif) Tue, Apr 7 - Thu, Apr 16 YYZ Toronto ORD Chicago CA $258 Roundtrip just found [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:YYZ,to:ORD,departure:07/04/2026TANYT&leg2=from:ORD,to:YYZ,departure:16/04/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:257.11&airProductToken=AQojCiEI1YIBEgQyMDY2GJjOASCuHCjn2okDMN_biQM4TkAAWAEKIwohCNWCARIEMTA4MRiuHCCYzgEozcCKAzC2wYoDOE5AAFgBEgoIARABGAEqAlVBGAEiBAgBEAEoBDAB) ![WestJet](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/WS.gif) Fri, Feb 20 - Mon, Mar 2 YYC Calgary ORD Chicago CA $263 Roundtrip just found [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:YYC,to:ORD,departure:20/02/2026TANYT&leg2=from:ORD,to:YYC,departure:02/03/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:262.54&airProductToken=AQoiCiAI16YBEgQxNjEwGJgWIK4cKODWhQMwt9iFAzhBQABYAQoiCiAI16YBEgQxNjExGK4cIJgWKKTJhgMwj8uGAzhBQABYARIKCAEQARgBKgJXUxgBIgQIARABKAQwAQ) ![American Airlines](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/AA.gif) Fri, Dec 5 - Mon, Dec 8 YYZ Toronto ORD Chicago CA $264 Roundtrip just found [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:YYZ,to:ORD,departure:05/12/2025TANYT&leg2=from:ORD,to:YYZ,departure:08/12/2025TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:263.50&airProductToken=AQo0CjIIwYIBEgQzNTI0GJjOASCuHCiU8v4CMJvz_gI4QkAAWAFqBUJBU0lDcghPVkFDWlNCWAplCjAIwYIBEgQyMzQ1GK4cIEMotJT_AjCnlf8COEJAAFgBagVCQVNJQ3IIT1ZBQ1pTQlgKMQjBggESBDU2NjUYQyCYzgEo6JX_AjDYlv8COEJAAVgBagVCQVNJQ3IIT1ZBQ1pTQlgSCggBEAEYASoCQUEYASIECAEQASgCKAMoBDAL) ## Find the cheapest month to fly from Columbus (CMH) to Chicago (ORD) ### July is typically the cheapest month to fly From CA $109 - CA $409 per traveller. ## Alternative airports Prices were available within the past 7 days. Prices and availability are subject to change. [](https://www.expedia.ca/Flights-Search?leg1=from:CMH,to:MDW,departure:26/11/2025TANYT&leg2=from:MDW,to:CMH,departure:16/12/2025TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&sortOrder=INCREASING&sortType=PRICE) MDW Midway Intl. Cheapest [Flights from CA $485](https://www.expedia.ca/Flights-Search?leg1=from:CMH,to:MDW,departure:26/11/2025TANYT&leg2=from:MDW,to:CMH,departure:16/12/2025TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&sortOrder=INCREASING&sortType=PRICE) ## Frequently asked questions ### How do I find cheap flights to Central Chicago that have flexible change policies? > By using our smart "No change fee" filter, that's how. Just type in your dates and other details, click the "Search" button, then select the box directly below the "Flexible change policies" heading (it's on the left). Expedia makes it a cinch to find affordable, flexible tickets to Central Chicago. ### Which airlines fly to Central Chicago? > Choose a seat with one of these airlines and dynamic Central Chicago will be yours to explore: > > > > - United Airlines - 12,777 flights to or near Central Chicago each month, including 12,777 flights to O'Hare Intl. Airport (ORD) per month. > - American Airlines - 9,109 flights to or near Central Chicago each month, including 9,109 flights to O'Hare Intl. Airport (ORD) per month. > - Delta - 1,023 flights to or near Central Chicago each month, including 1,023 flights to O'Hare Intl. Airport (ORD) per month. ### How can I find cheap tickets to Central Chicago? > Book well ahead, consider nearby airports, use frequent flyer miles — there are lots of ways! Another one is to take advantage of Expedia's "flexible dates" feature. Find your Central Chicago flight, then compare the cheapest prices for nearby dates. In the last seven days, the best price for a flight to Central Chicago was CA $249. ### How much is a flight to Central Chicago? > The cost of a round-trip flight to Central Chicago in the last seven days fluctuated between CA $249 and CA $264. If you were travelling one way from Toronto (YTZ), you could have nabbed a deal from only CA $155. ### What are the most popular airports to fly into in Central Chicago? > Fly into O'Hare Intl. Airport (ORD) and sample all that Central Chicago has to offer. As the region's main entry point, roughly 24,728 flights land here every month. ### When is the cheapest time to fly to Central Chicago? > If you'd rather spend your hard-earned vacation money on having fun in Central Chicago rather than on your trip there, take off early in the week. The cheapest day to fly is normally Tuesday, with Monday coming in second. With many people travelling on the weekend, Saturday tends to have the costliest fares. ### How much is a plane ticket to Central Chicago? > Airfares ranged from CA $249 to CA $264 in the last seven days. When you're ready to book, we'll help you find a fabulous deal to Central Chicago. ### What months are the cheapest to book a flight to Central Chicago? > To pick up a low-cost flight to Central Chicago, try to book during February when the price of airfares are at their lowest. When's the most expensive? In the U.S, it's the month of December. ## Book with confidence Expedia.ca gives you the best tools to secure great deals on flights to Central Chicago. Use our easy and convenient booking engine to browse nonstop flights and convenient departure points every day of the year. Search airfares from the top airlines to book your perfect flight to Central Chicago. Whatever your travel needs, you can always rely on Expedia.ca to help you find cheap flights to Central Chicago. Using our booking engine is simple - just type in your points of travel and preferred dates and Expedia.ca does the rest! If your travel times are flexible, you can find even better bargains by adjusting your flight dates. Browse connecting flights to increase your chances of finding even lower fares. Thanks to Expedia's Best Price Guarantee, you can book your Central Chicago flights with full confidence knowing that you've found the best deal online. Expedia.ca makes the booking process easy and stress-free by offering support along the entire way. Our friendly staff is available 24 hours a day to provide assistance and help you book your ticket. Call us toll-free at 1-888-397-3342 to answer any questions that you may have about your trip to Central Chicago. Looking to save even more? Get additional savings by bundling your Central Chicago flight with a hotel and/or car rental to create a bargain travel package. Early birds can discover terrific savings by booking in advance while last minute travelers can enjoy great last minute deals. With Expedia.ca, there's no shortage of options to save even more on your Central Chicago trip! ## Travel information | Destination airport | Midway Intl. | | --- | --- | | Destination airport IATA code | MDW | | Destination city name | Chicago | | Roundtrip price | CA $248 | ## Trending flights to Central Chicago Prices were available within the past 7 days and start at CA $155 for one-way flights and CA $249 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply. All deals One way Roundtrip ![Porter Airlines](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/PD.gif) Mon, Mar 23 - Fri, Mar 27 YTZ Toronto MDW Chicago CA $249 Roundtrip just found [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:YTZ,to:MDW,departure:23/03/2026TANYT&leg2=from:MDW,to:YTZ,departure:27/03/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:248.07&airProductToken=AQokCiII0IgBEgQyMzg3GPjMASDssAEom7KIAzCJs4gDOE1AAFgBCiQKIgjQiAESBDIzODgY7LABIPjMASjA4IgDMKbhiAM4TUAAWAESCggBEAEYASoCUEQYASIECAEQASgEMAE) ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Other - [4 Star Hotels in Downtown Chicago](https://www.expedia.ca/4Star-Downtown-Chicago-Chicago-Hotels.s40-n6350699-0.Travel-Guide-Filter-Hotels) - [5 Star Hotels in Downtown Chicago](https://www.expedia.ca/5Star-Downtown-Chicago-Chicago-Hotels.s50-n6350699-0.Travel-Guide-Filter-Hotels) - 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[Flights to Far Southwest Side](https://www.expedia.ca/Cheap-Flights-To-Far-Southwest-Side.d553248635976475353.Travel-Guide-Flights) - [Flights to Franklin Park](https://www.expedia.ca/Cheap-Flights-To-Franklin-Park.d180646.Travel-Guide-Flights) - [Flights to Glenview](https://www.expedia.ca/Cheap-Flights-To-Glenview.d8006.Travel-Guide-Flights) - [Flights to Hickory Hills](https://www.expedia.ca/Cheap-Flights-To-Hickory-Hills.d6132128.Travel-Guide-Flights) - [Flights to Hillside](https://www.expedia.ca/Cheap-Flights-To-Hillside.d8353.Travel-Guide-Flights) - [Flights to La Grange](https://www.expedia.ca/Cheap-Flights-To-La-Grange.d178165.Travel-Guide-Flights) - [Flights to Lyons](https://www.expedia.ca/Cheap-Flights-To-Lyons.d183188.Travel-Guide-Flights) - [Flights to McCook](https://www.expedia.ca/Cheap-Flights-To-McCook.d6132272.Travel-Guide-Flights) - [Flights to Midway Intl.](https://www.expedia.ca/Cheap-Flights-To-Midway-Intl.d5719117.Travel-Guide-Flights) - [Flights to North Side](https://www.expedia.ca/Cheap-Flights-To-North-Side.d553248635976475406.Travel-Guide-Flights) - [Flights to Northlake](https://www.expedia.ca/Cheap-Flights-To-Northlake.d55171.Travel-Guide-Flights) - [Flights to O'Hare Intl.](https://www.expedia.ca/Cheap-Flights-To-OHare-Intl.d4477519.Travel-Guide-Flights) - [Flights to Oak Brook](https://www.expedia.ca/Cheap-Flights-To-Oak-Brook.d9218.Travel-Guide-Flights) - [Flights to Oak Park](https://www.expedia.ca/Cheap-Flights-To-Oak-Park.d9228.Travel-Guide-Flights) - [Flights to Rosemont](https://www.expedia.ca/Cheap-Flights-To-Rosemont.d7581.Travel-Guide-Flights) - [Flights to Southwest Side](https://www.expedia.ca/Cheap-Flights-To-Southwest-Side.d553248635976475403.Travel-Guide-Flights) - [Flights to Wilmette](https://www.expedia.ca/Cheap-Flights-To-Wilmette.d54976.Travel-Guide-Flights) - [Flights to Winnetka](https://www.expedia.ca/Cheap-Flights-To-Winnetka.d175751.Travel-Guide-Flights) - [Flights to Worth](https://www.expedia.ca/Cheap-Flights-To-Worth.d176696.Travel-Guide-Flights) - [Flights from Toronto (YYZ) to Chicago (ORD)](https://www.expedia.ca/lp/flights/yyz/ord/toronto-to-chicago) - [Carbide and Carbon Building](https://www.expedia.ca/Carbide-And-Carbon-Building-Downtown-Chicago.d553248621555594910.Vacation-Attraction) - [Visit Downtown Chicago](https://www.expedia.ca/Chicago-Downtown-Chicago.dx6350699) - [Visit Magnificent Mile](https://www.expedia.ca/Chicago-Magnificent-Mile.dx800025) - [Chicago Riverwalk](https://www.expedia.ca/Chicago-Riverwalk-Downtown-Chicago.d553248621533116610.Vacation-Attraction) - [Visit The Loop](https://www.expedia.ca/Chicago-The-Loop.dx800024) - [Chicago Theatre](https://www.expedia.ca/Chicago-Theatre-Downtown-Chicago.d6064049.Vacation-Attraction) - [Chicago Vacations](https://www.expedia.ca/Chicago.d178248.Destination-Travel-Guides) - [Visit Chicago](https://www.expedia.ca/Chicago.dx178248) - [Downtown Chicago Vacations](https://www.expedia.ca/Downtown-Chicago.d6350699.Destination-Travel-Guides) - [House of Blues Chicago](https://www.expedia.ca/House-Of-Blues-Chicago-Downtown-Chicago.d6227753.Vacation-Attraction) - [Marina City](https://www.expedia.ca/Marina-City-Downtown-Chicago.d553248621533116577.Vacation-Attraction) - [Michigan Avenue](https://www.expedia.ca/Michigan-Avenue-Downtown-Chicago.d6156167.Vacation-Attraction) - [Shops at North Bridge](https://www.expedia.ca/Shops-At-North-Bridge-Downtown-Chicago.d6227764.Vacation-Attraction) - [Wrigley Building](https://www.expedia.ca/Wrigley-Building-Downtown-Chicago.d6064091.Vacation-Attraction) - [Car rentals near Chicago](https://www.expedia.ca/Car-Rentals-In-Chicago.d178248.Car-Rental-Guide) - [Car rentals near Downtown Chicago](https://www.expedia.ca/Car-Rentals-In-Downtown-Chicago.d6350699.Car-Rental-Guide) - [Car rentals near Michigan Avenue](https://www.expedia.ca/Car-Rentals-In-Michigan-Avenue.d6156167.Car-Rental-Guide) - [Things to do in Chicago](https://www.expedia.ca/Things-To-Do-In-Chicago.d178248.Travel-Guide-Activities) \*Available to Expedia members.