Title: CA $335 Cheap Flights from Saskatoon (YXE) 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 $335 Cheap Flights from Saskatoon (YXE) to Chicago (MDW) [View CA $335 flight on Sun, Dec 21, 2025](https://expedia.ca/Flights-Search?trip=oneway&leg1=from:YXE,to:MDW,departure:21/12/2025TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:334.23&airProductToken=AQpFCiAIxJgBEgQ3MTQ2GPglIMx8KNKngAMw4qiAAzhWQABYAQohCMSYARIENDE2ORjMfCDssAEoiquAAzD3q4ADOFZAAVgBEgoIARABGAEqAkRMGAEiBAgBEAEoBDAB) - [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 John G. Diefenbaker Intl. Airport (YXE) to Chicago Midway Airport (MDW) - ![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:yxe,to:mdw,departure:18/11/2025TANYT&leg2=from:mdw,to:yxe,departure:25/11/2025TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"DL"}}]) - ![WestJet](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_WS.svg) WestJet [](https://www.expedia.ca/Flights-Search?leg1=from:yxe,to:mdw,departure:18/11/2025TANYT&leg2=from:mdw,to:yxe,departure:25/11/2025TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"WS"}}]) - ![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 Saskatoon (YXE) to Chicago (MDW) Prices were available within the past 7 days and start at CA $335 for one-way flights and CA $475 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) Tue, Mar 31 - Thu, Apr 9 YXE Saskatoon MDW Chicago CA $475 Roundtrip found 16 hours ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:YXE,to:MDW,departure:31/03/2026TANYT&leg2=from:MDW,to:YXE,departure:09/04/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:474.72&airProductToken=AQpFCiAIxJgBEgQ3MTQ2GPglIMx8KJaMiQMwo42JAzhWQABYAQohCMSYARIENDE2ORjMfCDssAEoipCJAzDskIkDOFZAAVgBCkUKIQjEmAESBDM3NzgY7LABIMx8KPzxiQMw4PKJAzhWQABYAQogCMSYARIENjg3MhjMfCD4JSir84kDMLn0iQM4VkABWAESCggBEAEYASoCREwYASIECAEQASgEMAE) ![Delta](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/DL.gif) Tue, Dec 16 - Wed, Dec 24 YXE Saskatoon MDW Chicago CA $504 Roundtrip found 3 days ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:YXE,to:MDW,departure:16/12/2025TANYT&leg2=from:MDW,to:YXE,departure:24/12/2025TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:503.94&airProductToken=AQpFCiAIxJgBEgQ3MTQ2GPglIMx8KLLv_wIwwvD_AjhWQABYAQohCMSYARIENDE2ORjMfCDssAEopvP_AjCS9P8COFZAAVgBCkUKIQjEmAESBDM3OTkY7LABIMx8KP_NgAMw6c6AAzhWQABYAQogCMSYARIENjg3MhjMfCD4JSjH1oADMNbXgAM4VkABWAESCggBEAEYASoCREwYASIECAEQASgEMAE) ![Delta](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/DL.gif) Sat, Apr 4 - Thu, Apr 9 YXE Saskatoon MDW Chicago CA $534 Roundtrip found 16 hours ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:YXE,to:MDW,departure:04/04/2026TANYT&leg2=from:MDW,to:YXE,departure:09/04/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:533.42&airProductToken=AQprCiEIxJgBEgQ3MDQ1GPglIJjOASjQuIkDMJ26iQM4VkAAWAEKIgjEmAESBDQ4ODEYmM4BIOO0ASivvIkDMIK9iQM4VkABWAEKIgjEmAESBDM4NjkY47QBIOywASi3vYkDMIa-iQM4VkABWAEKRQohCMSYARIEMzc3OBjssAEgzHwo_PGJAzDg8okDOFZAAFgBCiAIxJgBEgQ2ODcyGMx8IPglKKvziQMwufSJAzhWQAFYARIKCAEQARgBKgJETBgBIgQIARABKAQwAQ) ![Delta](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/DL.gif) Wed, Mar 25 - Thu, Apr 2 YXE Saskatoon MDW Chicago CA $534 Roundtrip just found [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:YXE,to:MDW,departure:25/03/2026TANYT&leg2=from:MDW,to:YXE,departure:02/04/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:533.82&airProductToken=AQprCiEIxJgBEgQ3MDQ1GPglIJjOASiQyIgDMN3JiAM4VkAAWAEKIgjEmAESBDQ4ODEYmM4BIOO0ASjvy4gDMMLMiAM4VkABWAEKIgjEmAESBDM4NjkY47QBIOywASj3zIgDMMbNiAM4VkABWAEKRQohCMSYARIEMzc3OBjssAEgzHwonKOJAzCApIkDOFZAAFgBCiAIxJgBEgQ2ODcyGMx8IPglKMukiQMw2aWJAzhWQAFYARIKCAEQARgBKgJETBgBIgQIARABKAQwAQ) ![Delta](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/DL.gif) Sun, Dec 21 - Wed, Dec 24 YXE Saskatoon MDW Chicago CA $570 Roundtrip found 3 days ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:YXE,to:MDW,departure:21/12/2025TANYT&leg2=from:MDW,to:YXE,departure:24/12/2025TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:569.03&airProductToken=AQpFCiAIxJgBEgQ3MTQ2GPglIMx8KNKngAMw4qiAAzhWQABYAQohCMSYARIENDE2ORjMfCDssAEoiquAAzD3q4ADOFZAAVgBCkUKIQjEmAESBDM3OTkY7LABIMx8KP_NgAMw6c6AAzhWQABYAQogCMSYARIENjg3MhjMfCD4JSjH1oADMNbXgAM4VkABWAESCggBEAEYASoCREwYASIECAEQASgEMAE) ![Delta](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/DL.gif) Sat, Apr 4 - Wed, Apr 8 YXE Saskatoon MDW Chicago CA $593 Roundtrip found 16 hours ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:YXE,to:MDW,departure:04/04/2026TANYT&leg2=from:MDW,to:YXE,departure:08/04/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:592.11&airProductToken=AQprCiEIxJgBEgQ3MDQ1GPglIJjOASjQuIkDMJ26iQM4VkAAWAEKIgjEmAESBDQ4ODEYmM4BIOO0ASivvIkDMIK9iQM4VkABWAEKIgjEmAESBDM4NjkY47QBIOywASi3vYkDMIa-iQM4VkABWAEKawoiCMSYARIEMzg1OBjssAEg47QBKObmiQMwrueJAzhWQABYAQoiCMSYARIENTQwNhjjtAEgmM4BKLDpiQMwhOqJAzhWQAFYAQohCMSYARIENzE3MBiYzgEg-CUoxeyJAzCm7okDOFZAAVgBEgoIARABGAEqAkRMGAEiBAgBEAEoBDAB) ![Delta](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/DL.gif) Wed, Mar 25 - Sat, Mar 28 YXE Saskatoon MDW Chicago CA $593 Roundtrip just found [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:YXE,to:MDW,departure:25/03/2026TANYT&leg2=from:MDW,to:YXE,departure:28/03/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:592.51&airProductToken=AQprCiEIxJgBEgQ3MDQ1GPglIJjOASiQyIgDMN3JiAM4VkAAWAEKIgjEmAESBDQ4ODEYmM4BIOO0ASjvy4gDMMLMiAM4VkABWAEKIgjEmAESBDM4NjkY47QBIOywASj3zIgDMMbNiAM4VkABWAEKawoiCMSYARIEMzUyNxjssAEg47QBKNjsiAMwou2IAzhWQABYAQoiCMSYARIENTQwNhjjtAEgmM4BKNDtiAMwpO6IAzhWQAFYAQohCMSYARIENzE3MBiYzgEg-CUo5fCIAzDG8ogDOFZAAVgBEgoIARABGAEqAkRMGAEiBAgBEAEoBDAB) ![Delta](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/DL.gif) Sun, Jan 11 - Sun, Jan 25 YXE Saskatoon MDW Chicago CA $644 Roundtrip found 15 hours ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:YXE,to:MDW,departure:11/01/2026TANYT&leg2=from:MDW,to:YXE,departure:25/01/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:643.34&airProductToken=AQpFCiAIxJgBEgQ3MTQ2GPglIMx8KPKTggMwgpWCAzhWQABYAQohCMSYARIENDE2ORjMfCDssAEo-peCAzDgmIIDOFhAAVgBCkUKIQjEmAESBDM3NzgY7LABIMx8KJaygwMw_rKDAzhWQABYAQogCMSYARIENjg3NxjMfCD4JSins4MDMLa0gwM4VkABWAESCggBEAEYASoCREwYASIECAEQASgEMAE) ![Delta](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/DL.gif) Thu, Mar 26 - Thu, Apr 2 YXE Saskatoon MDW Chicago CA $644 Roundtrip just found [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:YXE,to:MDW,departure:26/03/2026TANYT&leg2=from:MDW,to:YXE,departure:02/04/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:643.74&airProductToken=AQpFCiAIxJgBEgQ3MTQ2GPglIMx8KPbTiAMwg9WIAzhWQABYAQohCMSYARIENDE2ORjMfCDssAEo6teIAzDM2IgDOFhAAVgBCkUKIQjEmAESBDM3NzgY7LABIMx8KJyjiQMwgKSJAzhWQABYAQogCMSYARIENjg3MhjMfCD4JSjLpIkDMNmliQM4VkABWAESCggBEAEYASoCREwYASIECAEQASgEMAE) ![WestJet](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/WS.gif) Wed, Apr 1 - Sat, Apr 4 YXE Saskatoon MDW Chicago CA $991 Roundtrip found 1 day ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:YXE,to:MDW,departure:01/04/2026TANYT&leg2=from:MDW,to:YXE,departure:04/04/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:990.20&airProductToken=AQqlAQoxCNemARIDNTcyGPglIJjOASjwlokDML2YiQM4TEAAWAFqBUVDT05PcghMQ1ZEMExFSwo3CMSYARIENDg4MRiYzgEg47QBKM-aiQMwopuJAzhVQAFYAWoJTUFJTkNMQVNDcghVQVZUQTBNTAo3CMSYARIEMzg2ORjjtAEg7LABKNebiQMwppyJAzhVQAFYAWoJTUFJTkNMQVNDcghVQVZUQTBNTAqhAQo2CMSYARIEMzc5NRjssAEgzHwo9LuJAzDYvIkDOFVAAFgBaglNQUlOQ0xBU0NyCFVBVk9BME1MCjUIxJgBEgQyNDg1GMx8IJgWKJa-iQMw0r-JAzhVQAFYAWoJTUFJTkNMQVNDcghVQVZPQTBNTAowCNemARIDMzc4GJgWIPglKOrAiQMwuMGJAzhMQAFYAWoFRUNPTk9yCExBVkQwSEVLEgoIARABGAEqAldTGAEiBAgBEAEoAigDKAQwAQ) ## 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:YXE,to:ORD,departure:18/11/2025TANYT&leg2=from:ORD,to:YXE,departure:22/11/2025TANYT&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 $1,128](https://www.expedia.ca/Flights-Search?leg1=from:YXE,to:ORD,departure:18/11/2025TANYT&leg2=from:ORD,to:YXE,departure:22/11/2025TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&sortOrder=INCREASING&sortType=PRICE) Flight from Saskatoon to Chicago (YXE - MDW) route information | Origin airport | John G. Diefenbaker Intl. | | --- | --- | | Destination airport | Midway Intl. | | Airlines serving | Delta, WestJet | | Roundtrip price | CA $475 | | Distance | 1823 km | ## Saskatoon to Chicago Flights **The easy way to book your flights from Saskatoon to Chicago**  With Expedia, it’s simple to find and book flights to Chicago from Saskatoon 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 Saskatoon to Chicago today, tomorrow, or this week.   **Save dollars with cheap flights from John G. Diefenbaker Intl., YXE to Midway Intl., MDW**  Sort your search results by price to find great deals on your flight from Saskatoon to Chicago—you get all your cheapest options first. Grab yourself a bargain now—the lowest price on flights to Chicago from Saskatoon currently is just CA $475 rising to CA $1,463.   Here are more money-saving tips:  - Fly in March 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 Saskatoon**  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 - [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. 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