Title: Cheap Flights to Chicago , IL from CA $228 - 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) # Cheap Flights to Chicago , IL from CA $228 [View CA $228 flight on Mon, Oct 6, 2025](https://expedia.ca/Flights-Search?trip=oneway&leg1=from:YYZ,to:ORD,departure:06/10/2025TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:227.92&airProductToken=AQqcAQozCMGCARIEMTg3NhiYzgEg4poBKKHT-QIwo9T5AjhCQABYAWoFQkFTSUNyCE9VQUNaTkJWCjIIwYIBEgQxNTAyGOKaASChAyjU1vkCMLnX-QI4QkABWAFqBUJBU0lDcghPVUFDWk5CVgoxCMGCARIENDkxNRihAyCuHCiE2_kCMPLb-QI4QkABWAFqBUJBU0lDcghPVkFJWFNCWBIKCAEQARgBKgJBQRgBIgQIARABKAIoAygEMAs) - [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 [Chicago Travel Guide](https://expedia.ca/Chicago.dx178248)[Hotels in Chicago](https://expedia.ca/Chicago-Hotels.d178248.Travel-Guide-Hotels)[Things to do in Chicago](https://expedia.ca/Things-To-Do-In-Chicago.d178248.Travel-Guide-Activities)[Chicago Car Rentals](https://expedia.ca/Car-Rentals-In-Chicago.d178248.Car-Rental-Guide)[Chicago Vacation Packages](https://expedia.ca/Chicago.d178248.Destination-Travel-Guides) ## Popular airlines to Chicago - ![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:CMH,to:Chicago, Illinois, United States of America,departure:30/09/2025TANYT&leg2=from:Chicago, Illinois, United States of America,to:CMH,departure:07/10/2025TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"DL"}}]) - ![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:CMH,to:Chicago, Illinois, United States of America,departure:30/09/2025TANYT&leg2=from:Chicago, Illinois, United States of America,to:CMH,departure:07/10/2025TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"AA"}}]) - ![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:CMH,to:Chicago, Illinois, United States of America,departure:30/09/2025TANYT&leg2=from:Chicago, Illinois, United States of America,to:CMH,departure:07/10/2025TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"F9"}}]) - ![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:CMH,to:Chicago, Illinois, United States of America,departure:30/09/2025TANYT&leg2=from:Chicago, Illinois, United States of America,to:CMH,departure:07/10/2025TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"UA"}}]) - ![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:CMH,to:Chicago, Illinois, United States of America,departure:30/09/2025TANYT&leg2=from:Chicago, Illinois, United States of America,to:CMH,departure:07/10/2025TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"WN"}}]) - ![Spirit Airlines](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_NK.svg) Spirit Airlines [](https://www.expedia.ca/Flights-Search?leg1=from:CMH,to:Chicago, Illinois, United States of America,departure:30/09/2025TANYT&leg2=from:Chicago, Illinois, United States of America,to:CMH,departure:07/10/2025TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"NK"}}]) - ![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:CMH,to:Chicago, Illinois, United States of America,departure:30/09/2025TANYT&leg2=from:Chicago, Illinois, United States of America,to:CMH,departure:07/10/2025TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"AS"}}]) ![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 Chicago? Prices were available within the past 7 days and start at CA $228 for one-way flights and CA $296 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply. All deals One way Roundtrip ![Air Canada](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/AC.gif) Wed, Oct 15 - Mon, Dec 1 YYZ Toronto ORD Chicago CA $296 Roundtrip found 6 days ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:YYZ,to:ORD,departure:15/10/2025TANYT&leg2=from:ORD,to:YYZ,departure:01/12/2025TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:295.16&airProductToken=AQplCjEIwYYBEgM0ODAYmM4BIJhdKIe0-gIw27T6AjhHQABYAWoFQkFTSUNyCEdOQTJBMkJBCjAIwYYBEgM1MjEYmF0grhwohLX6AjCbtvoCOEdAAVgBagVCQVNJQ3IIR05BMkEyQkEKMwoxCMGGARIDNTA4GK4cIJjOASijyv4CMIbL_gI4R0AAWAFqBUJBU0lDcghHTkEyQTJCQRIKCAEQARgBKgJBQxgBIgQIARABKAIoAygEMA0) ![United](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/UA.gif) Sun, Oct 12 - Sun, Nov 30 YYZ Toronto ORD Chicago CA $296 Roundtrip found 6 days ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:YYZ,to:ORD,departure:12/10/2025TANYT&leg2=from:ORD,to:YYZ,departure:30/11/2025TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:295.16&airProductToken=AQojCiEI1YIBEgQxNTM4GJjOASCuHCjMk_oCML-U-gI4TkAAWAEKIwohCNWCARIEMzQ0MBiuHCCYzgEo9rr-AjDiu_4COE5AAFgBEgoIARABGAEqAlVBGAEiBAgBEAEoBDAB) ![American Airlines](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/AA.gif) Mon, Oct 6 - Tue, Oct 7 YYZ Toronto ORD Chicago CA $363 Roundtrip just found [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:YYZ,to:ORD,departure:06/10/2025TANYT&leg2=from:ORD,to:YYZ,departure:07/10/2025TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:362.97&airProductToken=AQqcAQozCMGCARIENTAzMBiYzgEg4poBKPzU-QIwg9b5AjhCQABYAWoFQkFTSUNyCE9VQUNaTkJWCjIIwYIBEgQxNTAyGOKaASChAyjU1vkCMLnX-QI4QkABWAFqBUJBU0lDcghPVUFDWk5CVgoxCMGCARIENDkxNRihAyCuHCiE2_kCMPLb-QI4QkABWAFqBUJBU0lDcghPVkFJWFNCWAqcAQoxCMGCARIEMjU1NhiuHCChAyiI4vkCMOTi-QI4QkAAWAFqBUJBU0lDcghPVkFJWFNCWAoyCMGCARIEMjY5MhihAyDimgEokOb5AjDs5vkCOEJAAVgBagVCQVNJQ3IIT1VBQ1pOQlYKMwjBggESBDE4NzYY4poBIJjOASi86PkCMLPp-QI4QkABWAFqBUJBU0lDcghPVUFDWk5CVhIKCAEQARgBKgJBQRgBIgQIARABKAIoAygEMAs) ![WestJet](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/WS.gif) Wed, Mar 11 - Mon, Mar 23 YYZ Toronto ORD Chicago CA $388 Roundtrip just found [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:YYZ,to:ORD,departure:11/03/2026TANYT&leg2=from:ORD,to:YYZ,departure:23/03/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:387.04&airProductToken=AQpHCiII16YBEgQ2NDczGJjOASDjtAEo666HAzC-r4cDOExAAFgBCiEI16YBEgQ1NDYxGOO0ASCuHCjur4cDMM6whwM4TEABWAEKRwohCNemARIEODQyNhiuHCDjtAEokbeIAzDqt4gDOExAAFgBCiII16YBEgQ4NzE0GOO0ASCYzgEovriIAzCSuYgDOExAAVgBEgoIARABGAEqAldTGAEiBAgBEAEoBDAB) ![Delta](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/DL.gif) Sat, Dec 6 - Tue, Dec 9 YUL Montreal MDW Chicago CA $400 Roundtrip found 4 days ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:YUL,to:MDW,departure:06/12/2025TANYT&leg2=from:MDW,to:YUL,departure:09/12/2025TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:399.41&airProductToken=AQpFCiAIxJgBEgQyNjQzGJhdIOBcKPD9_gIwr__-AjhFQABYAQohCMSYARIEMjQxNxjgXCDssAEox4H_AjC3gv8COEVAAVgBCkcKIgjEmAESBDQ4NTgY7LABIOO0ASimof8CMPCh_wI4RUAAWAEKIQjEmAESBDQ4MTYY47QBIJhdKPei_wIw5aP_AjhFQAFYARIKCAEQARgBKgJETBgBIgQIARABKAQwAQ) ## Find the cheapest month to fly from Columbus (CMH) to Chicago (CHI) ### August is typically the cheapest month to fly From CA $118 - CA $505 per traveller. Expedia.ca gives you the best tools to secure great deals on flights to 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 Chicago. Whatever your travel needs, you can always rely on Expedia.ca to help you find cheap flights to 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 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 Chicago. Looking to save even more? Get additional savings by bundling your 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 Chicago trip! ## Frequently asked questions ### What is the name of Chicago's airport? > Chicago has more than one airport, but most travellers touch down at O'Hare Intl. Airport (ORD). ### How far is O'Hare Intl. Airport (ORD) from central Chicago? > The journey from O'Hare Intl. Airport (ORD) to downtown Chicago is fairly long. You'll need to travel 26 kilometres before you can check in to your city hotel. ### What airport is best to fly into Chicago? > A flight to Chicago means hopping off the plane at O'Hare Airport or Chicago Airport. The first is 26 kilometres away from downtown. The second is 14 kilometres away. ### How many airlines fly to Chicago? > There are a total of 51 airlines connecting Chicago with 237 airports globally. ### Which airlines fly to Chicago? > Chicago receives the highest number of flights from United Airlines, American Airlines and Delta with United Airlines being the number one choice of airline. New York is the most popular city for passengers to jet off from. ### How many nonstop flights are there to Chicago? > With roughly 7,564 nonstop flights running every week, you'll be hitting the runway in Chicago before you can ask, "Are we there yet?" ### Where are the most popular flights to Chicago departing from? > The most popular flights to Chicago set off from New York, Washington and Dallas airports. ### How long is the flight to Chicago Airport? > If it's New York you're leaving behind, you'll be in the air for around 2 hours and 44 minutes before you arrive in Chicago. Terminal to terminal from Washington generally takes 2 hours and 15 minutes and from Dallas, the average flight time is 2 hours and 18 minutes. ### How to book the cheapest flight to Chicago? > Don't leave booking your flight to Chicago until the last minute. That's one trick seasoned travellers use to get the best prices. Booking well in advance means more choices and cheaper flights. Don't stop there, however. Do some research and see if there is more than one airport at your destination. Fares often differ depending on which airport you go for. Don't forget to compare fares across air carriers too. Finally, another easy way to save a few dollars is be ready to book at a moment's notice. If you stumble on a good bargain, don't hold off — grab it while you can. ### Do you have any tips for my flight to Chicago? > Depending on where you're coming from, your trip to Chicago could be simple and straightforward or it could go on forever. We've put together some handy tips that will help you start your next unforgettable escape on the right foot. What to pack in your hand luggage: > > > > - It's simple — first, pack your passport, travel documents, wallet and daily medications. Next, you'll need some in-flight entertainment to while away the hours. A thrilling book and a laptop filled with your favourite shows are some wonderful options. If you intend to take a quick nap, a neck pillow and a pair of earplugs will also be useful. Finally, leave some space for a few toiletry items to ensure you touchdown feeling fresh and raring to go. > > > > Do not pack the following items in your hand luggage: > > > > - Leave all your full-sized bottles of shampoo and hair gel in your checked luggage. Any gels or liquids in your carry-on suitcase larger than 3.4 ounces (100 millilitres) will be confiscated. Sharp or pointed objects, like a Swiss Army knife, and dangerous products which are explosive or flammable, such as spray paint, flares and fireworks, are also restricted. > > > > What to wear on a flight: > > > > - Choose comfort over style. Prepare for changes in temperature by donning layers, and opt for flat, enclosed shoes like sneakers. > - Most of us have heard about deep vein thrombosis (DVT), a blood clot condition caused by long periods of inactivity. To reduce your risk on board, stay hydrated, consider wearing compression socks and move your lower limbs often. ### How to get through airport security fast when flying to Chicago? > The secret is to be well prepared before you arrive at airport security. That way, you'll be boarding that plane to Chicago in a flash. Follow these helpful tips and get your vacation off to a fantastic start: > > > > - First things first. Your passport and boarding pass will need to be shown to airport security personnel. Keep them at hand so you don't have to dig around for them. > - Your belt, jacket, keys and other small items, like your headphones, will need to go through the X-ray machine. Make the whole process faster by removing them as your turn draws near. > - For just a few moments, you'll need to unplug from the digital world. Your phone, laptop and any other electronic gadgets will need to go through the scanner. > - Remove all gels and liquids from your hand luggage. They often need to be sent through the X-ray machine separately. Each product should be in a container no larger than 3.4 ounces (100 millilitres) and everything must fit inside a single quart-size (one litre), clear zip-close bag. > - The right choice of footwear can save you several minutes. Boots are often required to be removed and X-rayed separately. Slip-on shoes usually aren't. > - Airlines will not allow any sharp objects to come on board with you. If you must bring these kinds of items, check them in. Flights to Chicago information | Destination airport | O'Hare Intl. | | --- | --- | | Destination airport IATA code | ORD | | Destination city name | Chicago | | Roundtrip price | CA $78 | ## Need more than a Flight to Chicago? Heading to Chicago? Explore Chicago with Expedia's Travel Guides to find the best hotels, vacation packages, car rental deals and more! [Chicago Hotels](https://expedia.ca/Chicago-Hotels.d178248.Travel-Guide-Hotels)[Chicago Vacation Rentals](https://expedia.ca/Chicago-Vacation-Rentals.d178248.Travel-Guide-VacationRentals)[Chicago Car Rentals](https://expedia.ca/Car-Rentals-In-Chicago.d178248.Car-Rental-Guide)[Chicago Vacations](https://expedia.ca/Chicago.d178248.Destination-Travel-Guides)[Things to do in Chicago](https://expedia.ca/Things-To-Do-In-Chicago.d178248.Travel-Guide-Activities) ## Trending flights to Chicago Prices were available within the past 7 days and start at CA $228 for one-way flights and CA $296 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply. All deals One way Roundtrip ![Air Canada](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/AC.gif) Wed, Oct 15 - Mon, Dec 1 YYZ Toronto ORD Chicago CA $296 Roundtrip found 6 days ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:YYZ,to:ORD,departure:15/10/2025TANYT&leg2=from:ORD,to:YYZ,departure:01/12/2025TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:295.16&airProductToken=AQplCjEIwYYBEgM0ODAYmM4BIJhdKIe0-gIw27T6AjhHQABYAWoFQkFTSUNyCEdOQTJBMkJBCjAIwYYBEgM1MjEYmF0grhwohLX6AjCbtvoCOEdAAVgBagVCQVNJQ3IIR05BMkEyQkEKMwoxCMGGARIDNTA4GK4cIJjOASijyv4CMIbL_gI4R0AAWAFqBUJBU0lDcghHTkEyQTJCQRIKCAEQARgBKgJBQxgBIgQIARABKAIoAygEMA0) - Top Flights Destinations - From Other Airports to Chicago - Flights to Cities Near Chicago - Top Chicago Hotels - Other Airlines - Expedia's Latest Trends ### Top Flight Destinations - [Flights to Las Vegas](https://expedia.ca/Cheap-Flights-To-Las-Vegas.d178276.Travel-Guide-Flights) - 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[Flights to India](https://expedia.ca/Destinations-In-India.d80.Flight-Destinations) - [Flights to Japan](https://expedia.ca/Destinations-In-Japan.d89.Flight-Destinations) - [Flights to Philippines](https://expedia.ca/Destinations-In-Philippines.d145.Flight-Destinations) - [Flights to Mexico](https://expedia.ca/Destinations-In-Mexico.d117.Flight-Destinations) - [Flights to Italy](https://expedia.ca/Destinations-In-Italy.d86.Flight-Destinations) - [Flights to Portugal](https://expedia.ca/Destinations-In-Portugal.d147.Flight-Destinations) - [Flights to Costa Rica](https://expedia.ca/Destinations-In-Costa-Rica.d42.Flight-Destinations) - [Flights to Thailand](https://expedia.ca/Destinations-In-Thailand.d178.Flight-Destinations) - [Flights to Greece](https://expedia.ca/Destinations-In-Greece.d67.Flight-Destinations) - [Flights to Australia](https://expedia.ca/Destinations-In-Australia.d10.Flight-Destinations) - [Flights to Dominican Republic](https://expedia.ca/Destinations-In-Dominican-Republic.d50.Flight-Destinations) - 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[Congress Plaza Hotel](https://expedia.ca/Chicago-Hotels-Congress-Plaza-Hotel.h6452.Hotel-Information) - [Hilton Garden Inn Chicago Downtown/Magnificent Mile](https://expedia.ca/Chicago-Hotels-Hilton-Garden-Inn-Chicago-DowntownMagnificent-Mile.h424187.Hotel-Information) - [Hilton Chicago O'Hare Airport](https://expedia.ca/Chicago-Hotels-Hilton-Chicago-OHare-Airport.h8058.Hotel-Information) ### Other Airlines - [Amber Air](https://expedia.ca/Amber-Air-Flights.c0A.Travel-Guide-Airlines) - [BlueAir](https://expedia.ca/BlueAir-Flights.c0B.Travel-Guide-Airlines) - [Catovair](https://expedia.ca/Cobra-Aviation-Flights.c0C.Travel-Guide-Airlines) - [Darwin Airline SA Lugano](https://expedia.ca/Darwin-Airline-SA-Lugano-Flights.c0D.Travel-Guide-Airlines) - [Evergreen International](https://expedia.ca/Evergreen-International-Flights.c0E.Travel-Guide-Airlines) - [Ghadames Air Transport](https://expedia.ca/Ghadames-Air-Transport-Flights.c0G.Travel-Guide-Airlines) - [Aircompany Kokshetau](https://expedia.ca/AirCompany-Kokshetau-Flights.c0K.Travel-Guide-Airlines) - 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