Title: CA $220 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 $220 Cheap Flights from Saskatoon (YXE) to Chicago (MDW) [View CA $220 flight on Tue, Nov 18, 2025](https://expedia.ca/Flights-Search?trip=oneway&leg1=from:YXE,to:MDW,departure:18/11/2025TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:219.74&airProductToken=AQpnCiAIxJgBEgQ3MTQ2GPglIMx8KLK0_QIwwrX9AjhWQABYAQogCMSYARIEMTAzNhjMfCDgXCj-t_0CMJq5_QI4VkABWAEKIQjEmAESBDEwNzYY4Fwg7LABKNe6_QIwzLv9AjhWQAFYARIKCAEQARgBKgJETBgBIgQIARABKAQwAQ) - [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) - ![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:03/10/2025TANYT&leg2=from:mdw,to:yxe,departure:10/10/2025TANYT&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 $220 for one-way flights and CA $377 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) Sun, Jan 18 - Wed, Jan 28 YXE Saskatoon MDW Chicago CA $377 Roundtrip found 5 days ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:YXE,to:MDW,departure:18/01/2026TANYT&leg2=from:MDW,to:YXE,departure:28/01/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:376.83&airProductToken=AQpFCiAIxJgBEgQ3MTQ2GPglIMx8KNLiggMw4uOCAzhWQABYAQohCMSYARIENDE2ORjMfCDssAEoxuaCAzCo54IDOFZAAVgBCmcKIQjEmAESBDM3OTUY7LABIMx8KPDVgwMw1NaDAzhWQABYAQogCMSYARIEMjQ4NRjMfCCYFiiS2IMDMM7ZgwM4VkABWAEKIAjEmAESBDcxMjEYmBYg-CUo5tqDAzC124MDOFZAAVgBEgoIARABGAEqAkRMGAEiBAgBEAEoBDAB) ![Delta](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/DL.gif) Sat, Jan 17 - Wed, Jan 28 YXE Saskatoon MDW Chicago CA $386 Roundtrip found 5 days ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:YXE,to:MDW,departure:17/01/2026TANYT&leg2=from:MDW,to:YXE,departure:28/01/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:385.87&airProductToken=AQprCiEIxJgBEgQ3MDQ1GPglIJjOASjs1oIDMLvYggM4VkAAWAEKIgjEmAESBDQ5NzgYmM4BIOO0ASiY2YIDMO7ZggM4VkABWAEKIgjEmAESBDM4NjkY47QBIOywASjT24IDMKLcggM4VkABWAEKZwohCMSYARIEMzc5NRjssAEgzHwo8NWDAzDU1oMDOFZAAFgBCiAIxJgBEgQyNDg1GMx8IJgWKJLYgwMwztmDAzhWQAFYAQogCMSYARIENzEyMRiYFiD4JSjm2oMDMLXbgwM4VkABWAESCggBEAEYASoCREwYASIECAEQASgEMAE) ![Delta](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/DL.gif) Tue, Dec 30 - Wed, Jan 14 YXE Saskatoon MDW Chicago CA $397 Roundtrip found 5 days ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:YXE,to:MDW,departure:30/12/2025TANYT&leg2=from:MDW,to:YXE,departure:14/01/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:396.78&airProductToken=AQpFCiAIxJgBEgQ3MTQ2GPglIMx8KPKMgQMwgo6BAzhWQABYAQohCMSYARIENDE2ORjMfCDssAEoqpCBAzCXkYEDOFZAAVgBCmcKIQjEmAESBDM3OTUY7LABIMx8KLC4ggMwlLmCAzhWQABYAQogCMSYARIEMjQ4NRjMfCCYFijSuoIDMI68ggM4VkABWAEKIAjEmAESBDcxMjEYmBYg-CUopr2CAzD1vYIDOFZAAVgBEgoIARABGAEqAkRMGAEiBAgBEAEoBDAB) ![Delta](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/DL.gif) Wed, Jan 21 - Mon, Feb 9 YXE Saskatoon MDW Chicago CA $427 Roundtrip found 5 days ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:YXE,to:MDW,departure:21/01/2026TANYT&leg2=from:MDW,to:YXE,departure:09/02/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:426.75&airProductToken=AQprCiEIxJgBEgQ3MDQ1GPglIJjOASjsg4MDMLuFgwM4VkAAWAEKIgjEmAESBDQ5NzgYmM4BIOO0ASiYhoMDMPOGgwM4VkABWAEKIgjEmAESBDM4NjkY47QBIOywASjTiIMDMKKJgwM4VkABWAEKZwohCMSYARIEMzc3OBjssAEgzHwo2NqEAzC824QDOFZAAFgBCiAIxJgBEgQyNDg1GMx8IJgWKJLfhAMwzuCEAzhWQAFYAQogCMSYARIENzEyMRiYFiD4JSjm4YQDMLTihAM4VkABWAESCggBEAEYASoCREwYASIECAEQASgEMAE) ![Delta](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/DL.gif) Tue, Feb 24 - Wed, Mar 11 YXE Saskatoon MDW Chicago CA $436 Roundtrip found 5 days ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:YXE,to:MDW,departure:24/02/2026TANYT&leg2=from:MDW,to:YXE,departure:11/03/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:435.53&airProductToken=AQpFCiAIxJgBEgQ3MTQ2GPglIMx8KPKChgMw_4OGAzhWQABYAQohCMSYARIENDE2ORjMfCDssAEo5oaGAzDIh4YDOFZAAVgBCmsKIgjEmAESBDM1MjcY7LABIOO0ASj0rYcDML6uhwM4VkAAWAEKIgjEmAESBDU0MDYY47QBIJjOASjsrocDMMCvhwM4VkABWAEKIQjEmAESBDcxNzAYmM4BIPglKIGyhwMwprOHAzhWQAFYARIKCAEQARgBKgJETBgBIgQIARABKAQwAQ) ![Delta](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/DL.gif) Wed, Oct 1 - Mon, Oct 6 YXE Saskatoon MDW Chicago CA $449 Roundtrip found 2 days ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:YXE,to:MDW,departure:01/10/2025TANYT&leg2=from:MDW,to:YXE,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:448.20&airProductToken=AQpnCiAIxJgBEgQ3MjY5GPglINg1KIiX-QIw7Jf5AjhWQABYAQogCMSYARIEMzg3MRjYNSDMfCiImvkCMOea-QI4VkABWAEKIQjEmAESBDQxNjkYzHwg7LABKMyb-QIwq5z5AjhWQAFYAQpFCiEIxJgBEgQzNzk1GOywASDMfCjo0vkCMMzT-QI4VkAAWAEKIAjEmAESBDcxNDUYzHwg-CUo4dX5AjDs1vkCOFZAAVgBEgoIARABGAEqAkRMGAEiBAgBEAEoBDAB) ![Delta](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/DL.gif) Sat, Nov 29 - Sun, Dec 7 YXE Saskatoon MDW Chicago CA $495 Roundtrip found 6 days ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:YXE,to:MDW,departure:29/11/2025TANYT&leg2=from:MDW,to:YXE,departure:07/12/2025TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:494.20&airProductToken=AQprCiEIxJgBEgQ3MDQ1GPglIJjOASjMr_4CMJux_gI4VkAAWAEKIgjEmAESBDQ4ODEYmM4BIOO0ASiWs_4CMPGz_gI4VkABWAEKIgjEmAESBDQ4NjkY47QBIOywASiXtP4CMOi0_gI4VkABWAEKawoiCMSYARIENDg1OBjssAEg47QBKOaK_wIwsIv_AjhWQABYAQoiCMSYARIENTQwNhjjtAEgmM4BKKeN_wIw943_AjhWQAFYAQohCMSYARIENzE3MBiYzgEg-CUowZD_AjClkv8COFZAAVgBEgoIARABGAEqAkRMGAEiBAgBEAEoBDAB) ![Delta](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/DL.gif) Thu, Jan 15 - Wed, Jan 28 YXE Saskatoon MDW Chicago CA $512 Roundtrip found 5 days ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:YXE,to:MDW,departure:15/01/2026TANYT&leg2=from:MDW,to:YXE,departure:28/01/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:511.87&airProductToken=AQpFCiAIxJgBEgQ3MTQ2GPglIMx8KPLAggMwgsKCAzhWQABYAQohCMSYARIENDE2ORjMfCDssAEo5sSCAzDIxYIDOFhAAVgBCmcKIQjEmAESBDM3OTUY7LABIMx8KPDVgwMw1NaDAzhWQABYAQogCMSYARIEMjQ4NRjMfCCYFiiS2IMDMM7ZgwM4VkABWAEKIAjEmAESBDcxMjEYmBYg-CUo5tqDAzC124MDOFZAAVgBEgoIARABGAEqAkRMGAEiBAgBEAEoBDAB) ![Delta](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/DL.gif) Tue, Dec 2 - Wed, Dec 3 YXE Saskatoon MDW Chicago CA $553 Roundtrip found 4 days ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:YXE,to:MDW,departure:02/12/2025TANYT&leg2=from:MDW,to:YXE,departure:03/12/2025TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:552.75&airProductToken=AQpFCiAIxJgBEgQ3MTQ2GPglIMx8KPLR_gIwgtP-AjhWQABYAQohCMSYARIENDE2ORjMfCDssAEo5tX-AjDS1v4COFhAAVgBCmcKIQjEmAESBDM3NzgY7LABIMx8KP_d_gIw5t7-AjhWQABYAQogCMSYARIEMjQ4NRjMfCCYFiiS4v4CMMzj_gI4VkABWAEKIAjEmAESBDcxMjEYmBYg-CUo5uT-AjC15f4COFZAAVgBEgoIARABGAEqAkRMGAEiBAgBEAEoBDAB) ![WestJet](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/WS.gif) Sat, Nov 29 - Thu, Dec 4 YXE Saskatoon MDW Chicago CA $862 Roundtrip found 4 days ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:YXE,to:MDW,departure:29/11/2025TANYT&leg2=from:MDW,to:YXE,departure:04/12/2025TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:861.62&airProductToken=AQqlAQoxCNemARIDNTcyGPglIJjOASjMr_4CMJux_gI4TEAAWAFqBUVDT05PcghMQ1ZEMExFVwo3CMSYARIENDg4MRiYzgEg47QBKJaz_gIw8bP-AjhVQAFYAWoJTUFJTkNMQVNDcghVQVZOQTBNUQo3CMSYARIENDg2ORjjtAEg7LABKJe0_gIw6LT-AjhVQAFYAWoJTUFJTkNMQVNDcghVQVZOQTBNUQqlAQo3CMSYARIENDg1OBjssAEg47QBKIbp_gIw0On-AjhVQABYAWoJTUFJTkNMQVNDcghVQVZOQTBNUQo3CMSYARIENTQwNhjjtAEgmM4BKMfr_gIwl-z-AjhVQAFYAWoJTUFJTkNMQVNDcghVQVZOQTBNUQoxCNemARIDNTczGJjOASD4JSjh7v4CMMXw_gI4TEABWAFqBUVDT05PcghMQ1ZEMExFVxIKCAEQARgBKgJXUxgBIgQIARABKAIoAygEMAE) Flight from Saskatoon to Chicago (YXE - MDW) route information | Origin airport | John G. Diefenbaker Intl. | | --- | --- | | Destination airport | Midway Intl. | | Roundtrip price | CA $377 | | 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 $377 rising to CA $862.   Here are more money-saving tips:  - Fly in January 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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