Title: CA $130 Cheap Flights from St. Louis (STL) 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://images.trvl-media.com/place/178248/e6aa83ce-7ad8-43a5-9d1d-b055eefa7e78.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # CA $130 Cheap Flights from St. Louis (STL) to Chicago (MDW) [View CA $130 flight on Thu, Apr 30, 2026](https://expedia.ca/Flights-Search?trip=oneway&leg1=from:STL,to:MDW,departure:30/04/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:129.90&airProductToken=AQpxCjYIxJgBEgQxNjI2GPJcIOO0ASiE3YsDMN3diwM4RUAAWAFqCU1BSU5CQVNJQ3IIWEFWU0E1QkMKNwjEmAESBDUyNTgY47QBIOywASiZ34sDMOffiwM4RUABWAFqCU1BSU5CQVNJQ3IIWEFWU0E1QkMSCggBEAEYASoCREwYASIECAEQASgCKAMoBDAB) - [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 Lambert-St. Louis International Airport (STL) to Chicago Midway Airport (MDW) - ![](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:STL,to:MDW,departure:24/02/2026TANYT&leg2=from:MDW,to:STL,departure:03/03/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"DL"}}]) - ![](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:STL,to:MDW,departure:24/02/2026TANYT&leg2=from:MDW,to:STL,departure:03/03/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"WN"}}]) - ![](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:STL,to:MDW,departure:24/02/2026TANYT&leg2=from:MDW,to:STL,departure:03/03/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"F9"}}]) - ![](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\* - ![](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\* - ![](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 St. Louis (STL) to Chicago (MDW) Prices were available within the past 7 days and start at CA $130 for one-way flights and CA $406 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, Feb 26 - Tue, Mar 3 STL St. Louis MDW Chicago CA $406 Roundtrip found 16 hours ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:STL,to:MDW,departure:26/02/2026TANYT&leg2=from:MDW,to:STL,departure:03/03/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:405.90&airProductToken=AQpECh8IxJgBEgM1NjYY8lwg4Fwo9piGAzDfmYYDOEVAAFgBCiEIxJgBEgQyMDYxGOBcIOywASilmoYDMJebhgM4RUABWAEKRQohCMSYARIEMzc5ORjssAEgzHwo8NaGAzDU14YDOEVAAFgBCiAIxJgBEgQxNjA5GMx8IPJcKIfYhgMw49iGAzhFQAFYARIKCAEQARgBKgJETBgBIgQIARABKAQwAQ) ![Delta](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/DL.gif) Thu, Feb 26 - Mon, Mar 2 STL St. Louis MDW Chicago CA $430 Roundtrip found 16 hours ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:STL,to:MDW,departure:26/02/2026TANYT&leg2=from:MDW,to:STL,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:429.50&airProductToken=AQpECh8IxJgBEgM1NjYY8lwg4Fwo9piGAzDfmYYDOEVAAFgBCiEIxJgBEgQyMDYxGOBcIOywASilmoYDMJebhgM4RUABWAEKRQohCMSYARIEMzc5ORjssAEgzHwo0MuGAzC0zIYDOEVAAFgBCiAIxJgBEgQxNjA5GMx8IPJcKOfMhgMww82GAzhFQAFYARIKCAEQARgBKgJETBgBIgQIARABKAQwAQ) ![Delta](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/DL.gif) Mon, Feb 23 - Mon, Mar 2 STL St. Louis MDW Chicago CA $472 Roundtrip found 16 hours ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:STL,to:MDW,departure:23/02/2026TANYT&leg2=from:MDW,to:STL,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:471.50&airProductToken=AQpuCjQIxJgBEgM1NjYY8lwg4FwolveFAzD_94UDOEVAAFgBaglNQUlOQkFTSUNyCEtBVU9BMEJDCjYIxJgBEgQyMDYxGOBcIOywASjF-IUDMLf5hQM4RUABWAFqCU1BSU5CQVNJQ3IIS0FVT0EwQkMKbwo2CMSYARIEMjA2MBjssAEg4FwoqMuGAzCqzIYDOEVAAFgBaglNQUlOQkFTSUNyCFhBVlNBNUJDCjUIxJgBEgQxNDAzGOBcIPJcKOvMhgMw0M2GAzhFQAFYAWoJTUFJTkJBU0lDcghYQVZTQTVCQxIKCAEQARgBKgJETBgBIgQIARABKAIoAygEMAE) ![Delta](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/DL.gif) Mon, Feb 23 - Mon, Mar 2 STL St. Louis MDW Chicago CA $519 Roundtrip found 16 hours ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:STL,to:MDW,departure:23/02/2026TANYT&leg2=from:MDW,to:STL,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:518.80&airProductToken=AQpuCjQIxJgBEgM1NjYY8lwg4FwolveFAzD_94UDOEVAAFgBaglNQUlOQkFTSUNyCEtBVU9BMEJRCjYIxJgBEgQyMDYxGOBcIOywASjF-IUDMLf5hQM4RUABWAFqCU1BSU5CQVNJQ3IIS0FVT0EwQlEKbwo2CMSYARIEMjA2MRjssAEg4FwoxciGAzC2yYYDOEVAAFgBaglNQUlOQkFTSUNyCFRBVlRBNUJDCjUIxJgBEgQxMzkzGOBcIPJcKIrKhgMw7sqGAzhFQAFYAWoJTUFJTkJBU0lDcghUQVZUQTVCQxIKCAEQARgBKgJETBgBIgQIARABKAIoAygEMAE) ![Delta](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/DL.gif) Mon, Feb 23 - Mon, Mar 2 STL St. Louis MDW Chicago CA $555 Roundtrip found 16 hours ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:STL,to:MDW,departure:23/02/2026TANYT&leg2=from:MDW,to:STL,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:554.20&airProductToken=AQpuCjQIxJgBEgM1NjYY8lwg4FwolveFAzD_94UDOEtAAFgBaglNQUlOQ0xBU0NyCEtBVU9BME1FCjYIxJgBEgQyMDYxGOBcIOywASjF-IUDMLf5hQM4S0ABWAFqCU1BSU5DTEFTQ3IIS0FVT0EwTUUKbwo2CMSYARIEMjA2MBjssAEg4FwoqMuGAzCqzIYDOFhAAFgBaglNQUlOQ0xBU0NyCFhBVlNBNU1FCjUIxJgBEgQxNDAzGOBcIPJcKOvMhgMw0M2GAzhYQAFYAWoJTUFJTkNMQVNDcghYQVZTQTVNRRIKCAEQARgBKgJETBgBIgQIARABKAIoAygEMAE) ![Delta](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/DL.gif) Mon, Feb 23 - Mon, Mar 2 STL St. Louis MDW Chicago CA $582 Roundtrip found 16 hours ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:STL,to:MDW,departure:23/02/2026TANYT&leg2=from:MDW,to:STL,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:581.10&airProductToken=AQpvCjUIxJgBEgQxNTk3GPJcIMx8KNr2hQMwuveFAzhRQABYAWoJTUFJTkNMQVNDcghRQVVPQTBNQwo2CMSYARIEMzY4MRjMfCDssAEokPmFAzD5-YUDOFFAAVgBaglNQUlOQ0xBU0NyCFFBVU9BME1DCm8KNgjEmAESBDM3OTkY7LABIMx8KNDLhgMwtMyGAzhYQABYAWoJTUFJTkNMQVNDcghYQVZTQTVNRQo1CMSYARIEMTYwORjMfCDyXCjnzIYDMMPNhgM4WEABWAFqCU1BSU5DTEFTQ3IIWEFWU0E1TUUSCggBEAEYASoCREwYASIECAEQASgCKAMoBDAB) ![Delta](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/DL.gif) Mon, Feb 23 - Mon, Mar 2 STL St. Louis MDW Chicago CA $587 Roundtrip found 16 hours ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:STL,to:MDW,departure:23/02/2026TANYT&leg2=from:MDW,to:STL,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:586.50&airProductToken=AQpxCjYIxJgBEgQxNjI2GPJcIOO0ASjz9oUDMM_3hQM4RUAAWAFqCU1BSU5CQVNJQ3IIS0FVT0EwQkMKNwjEmAESBDU0NDYY47QBIOywASiV-YUDMOb5hQM4RUABWAFqCU1BSU5CQVNJQ3IIS0FVT0EwQkMKbwo2CMSYARIEMTA2MxjssAEg4Fwo0ceGAzDFyIYDOEVAAFgBaglNQUlOQkFTSUNyCFVBVk5BMEJDCjUIxJgBEgQxMzkzGOBcIPJcKIrKhgMw7sqGAzhFQAFYAWoJTUFJTkJBU0lDcghVQVZOQTBCQxIKCAEQARgBKgJETBgBIgQIARABKAIoAygEMAE) ![Delta](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/DL.gif) Thu, Feb 26 - Fri, Feb 27 STL St. Louis MDW Chicago CA $598 Roundtrip found 16 hours ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:STL,to:MDW,departure:26/02/2026TANYT&leg2=from:MDW,to:STL,departure:27/02/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:597.20&airProductToken=AQpECh8IxJgBEgM1NjYY8lwg4Fwo9piGAzDfmYYDOEVAAFgBCiEIxJgBEgQyMDYxGOBcIOywASilmoYDMJebhgM4RUABWAEKRQohCMSYARIEMzc5ORjssAEgzHwo8KmGAzDUqoYDOEVAAFgBCiAIxJgBEgQxNjA5GMx8IPJcKIerhgMw46uGAzhFQAFYARIKCAEQARgBKgJETBgBIgQIARABKAQwAQ) ![Delta](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/DL.gif) Mon, Feb 23 - Mon, Mar 2 STL St. Louis MDW Chicago CA $601 Roundtrip found 16 hours ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:STL,to:MDW,departure:23/02/2026TANYT&leg2=from:MDW,to:STL,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:600.50&airProductToken=AQpuCjQIxJgBEgM1NjYY8lwg4FwolveFAzD_94UDOEtAAFgBaglNQUlOQ0xBU0NyCEtBVU9BME1FCjYIxJgBEgQyMDYxGOBcIOywASjF-IUDMLf5hQM4S0ABWAFqCU1BSU5DTEFTQ3IIS0FVT0EwTUUKbwo2CMSYARIEMjA2MRjssAEg4FwoxciGAzC2yYYDOFRAAFgBaglNQUlOQ0xBU0NyCFRBVlRBNU1FCjUIxJgBEgQxMzkzGOBcIPJcKIrKhgMw7sqGAzhUQAFYAWoJTUFJTkNMQVNDcghUQVZUQTVNRRIKCAEQARgBKgJETBgBIgQIARABKAIoAygEMAE) ![Delta](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/DL.gif) Mon, Feb 23 - Mon, Mar 2 STL St. Louis MDW Chicago CA $622 Roundtrip found 16 hours ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:STL,to:MDW,departure:23/02/2026TANYT&leg2=from:MDW,to:STL,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:622.00&airProductToken=AQpvCjUIxJgBEgQxNDAwGPJcIOBcKLP5hQMwkfqFAzhIQABYAWoJTUFJTkNMQVNDcghIQVVPQTBNUQo2CMSYARIEMjA2MBjgXCDssAEoovuFAzCR_IUDOEhAAVgBaglNQUlOQ0xBU0NyCEhBVU9BME1RCm8KNgjEmAESBDM3OTkY7LABIMx8KNDLhgMwtMyGAzhYQABYAWoJTUFJTkNMQVNDcghYQVZTQTVNRQo1CMSYARIEMTYwORjMfCDyXCjnzIYDMMPNhgM4WEABWAFqCU1BSU5DTEFTQ3IIWEFWU0E1TUUSCggBEAEYASoCREwYASIECAEQASgCKAMoBDAB) ## Find the cheapest month to fly from St. Louis (STL) to Chicago (MDW) ### October is typically the cheapest month to fly From CA $109 - CA $576 per traveller. __Flight from St. Louis to Chicago (STL - MDW) route information__ | Origin airport | Lambert-St. Louis Intl. | | ------------------- | ----------------------- | | Destination airport | Midway Intl. | | Airlines serving | Delta | | Roundtrip price | CA $406 | | Distance | 402 km | | Average flight time | 1 hour 9 mins | ## St. Louis to Chicago Flights **The easy way to book your flights from St. Louis to Chicago** With Expedia, it’s simple to find and book flights to Chicago from St. Louis 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 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 St. Louis to Chicago today, tomorrow, or this week. **Save dollars with cheap flights from Lambert-St. Louis Intl., STL to Midway Intl., MDW** Sort your search results by price to find great deals on your flight from St. Louis to Chicago—you get all your cheapest options first. Grab yourself a bargain now—the lowest price on flights to Chicago from St. Louis currently is just CA $406 rising to CA $622\. 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 St. Louis** 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 Lambert Field to MDW? ### Do I need to pay a cancellation fee if I cancel my flight from STL to Chicago Airport? ### How do I find cheap flights from STL to Midway Intl. Airport (MDW) that have flexible change policies? ### How many hours is the flight from Lambert Field to Midway Airport? ### How far is the flight from Lambert Field to Midway Intl. Airport (MDW)? ### Which airlines fly direct from STL to Midway Airport? ### Are Lambert-St. Louis Intl. 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[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.