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Cheap flights from Saskatoon to Chicago Midway Airport from C$ 361

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 20/10. Fares are subject to change and may not be available on all flights or dates of travel.
YXE — MDW
9 Sep — 16 Sep1
1 adult
1 adult, Economy, 0 bags

Cheap flight deals from Saskatoon to Midway

Enter your travel dates to find the best prices.

Cheapest flights from Saskatoon to Midway
Explore the most affordable flight options available from Saskatoon to Midway. Find the lowest fares from popular airlines and budget airlines, with prices last updated on 10 August 2026.

Thu 1/106:00 a.m. -
2 stops11h 33m
Mon 5/101:19 p.m. -
2 stops12h 41m
Deal found 5/8C$ 658
Mon 21/92:00 p.m. -
3 stops20h 00m
Mon 28/911:45 a.m. -
3 stops14h 15m
Deal found 7/8C$ 960
Thu 13/810:10 a.m. -
2 stops22h 35m
Thu 27/810:25 a.m. -
2 stops15h 35m
Deal found 6/8C$ 982
Mon 7/96:00 a.m. -
2 stops26h 07m
Mon 14/97:13 p.m. -
2 stops30h 22m
Deal found 8/8C$ 1,020
Thu 3/127:00 a.m. -
2 stops11h 04m
Mon 7/1211:28 a.m. -
2 stops38h 02m
Deal found 9/8C$ 1,166
Thu 3/128:10 a.m. -
1 stop8h 29m
Mon 7/129:30 a.m. -
2 stops16h 00m
Deal found 9/8C$ 1,168
Sun 1/118:10 a.m. -
1 stop8h 37m
Mon 23/119:30 a.m. -
2 stops16h 00m
Deal found 8/8C$ 1,169
Mon 21/96:00 a.m. -
2 stops11h 33m
Mon 28/92:00 p.m. -
2 stops12h 00m
Deal found 7/8C$ 1,249
Fri 9/106:00 a.m. -
2 stops26h 17m
Mon 12/106:44 p.m. -
2 stops30h 51m
Deal found 5/8C$ 1,342

Find flight deals from Saskatoon to Midway

Discover tips and strategies to find the most affordable flight options for your journey from Saskatoon (YXE) to Midway (MDW). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated 10 August 2026.

Round-trip from

C$ 658

One-way from

C$ 361
Delta
  • Delta
  • 1/10-5/10
  • 4 total stops
  • 24h 14m total
  • Saskatoon to Chicago
Search Deals
Delta
  • Delta
  • 20/10
  • 2 total stops
  • 10h 00m total
  • Saskatoon to Chicago
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Saskatoon to Midway that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 629,999 searches. Data last updated 10 August 2026.
Use the filters below to find and compare flights from Saskatoon to Chicago Midway Airport that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

SaskatoonChicago

YXE Saskatoon - MDW Chicago Midway

YXEMDW

Saskatoon

Thu 1/10

6:00 a.m.-6:33 p.m.

2 stops11h 33m

Chicago Midway

Mon 5/10

1:19 p.m.-1:00 a.m.

2 stops12h 41m

C$ 658

SaskatoonChicago

YXE Saskatoon - MDW Chicago Midway

YXEMDW

Saskatoon

Mon 21/9

2:00 p.m.-11:00 a.m.

3 stops20h 00m

Chicago Midway

Mon 28/9

11:45 a.m.-1:00 a.m.

3 stops14h 15m

C$ 960

SaskatoonChicago

YXE Saskatoon - MDW Chicago Midway

YXEMDW

Saskatoon

Sun 1/11

8:10 a.m.-4:47 p.m.

1 stop8h 37m

Chicago Midway

Mon 23/11

9:30 a.m.-1:30 a.m.

2 stops16h 00m

C$ 1,169
Quickest round-trip

SaskatoonChicago

YXE Saskatoon - MDW Chicago Midway

YXEMDW

Saskatoon

Mon 21/9

6:00 a.m.-6:33 p.m.

2 stops11h 33m

Chicago Midway

Mon 28/9

2:00 p.m.-1:00 a.m.

2 stops12h 00m

C$ 1,249

SaskatoonChicago

YXE Saskatoon - MDW Chicago Midway

YXEMDW

Saskatoon

Fri 9/10

6:00 a.m.-9:17 a.m.

2 stops26h 17m

Chicago Midway

Mon 12/10

6:44 p.m.-12:35 a.m.

2 stops30h 51m

C$ 1,342

SaskatoonChicago

YXE Saskatoon - MDW Chicago Midway

YXEMDW

Saskatoon

Wed 11/11

7:00 a.m.-6:04 p.m.

2 stops11h 04m

Chicago Midway

Sun 15/11

9:30 a.m.-1:30 a.m.

2 stops16h 00m

C$ 1,385

SaskatoonChicago

YXE Saskatoon - MDW Chicago Midway

YXEMDW

Saskatoon

Mon 21/9

8:55 p.m.-9:49 a.m.

2 stops11h 54m

Chicago Midway

Mon 28/9

7:13 p.m.-9:35 p.m.

1 stop27h 22m

C$ 1,447

SaskatoonChicago

YXE Saskatoon - MDW Chicago Midway

YXEMDW

Saskatoon

Sat 26/9

6:00 a.m.-9:07 a.m.

2 stops26h 07m

Chicago Midway

Mon 28/9

9:29 a.m.-1:00 a.m.

2 stops16h 31m

C$ 1,506
Cheapest one-way
Quickest one-way

SaskatoonChicago

YXE Saskatoon - MDW Chicago Midway

YXEMDW

Saskatoon

Tue 20/10

7:00 a.m.-6:00 p.m.

2 stops10h 00m

C$ 361

SaskatoonChicago

YXE Saskatoon - MDW Chicago Midway

YXEMDW

Saskatoon

Wed 7/10

6:00 a.m.-6:00 p.m.

2 stops11h 00m

C$ 361

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/8

Showing 1-10 of 15 resultsSorted by cheapest first
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Best time to book a flight from Saskatoon to Midway

Have a flexible travel schedule? Discover the best time to fly to Midway from Saskatoon with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Related info for your journey

Find useful and relevant information for your journey from Saskatoon to Midway. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly from for flights from Saskatoon to Chicago Midway?

    Located just 4.6 km from the city centre, Saskatoon is the airport most travellers will use when flying to Chicago Midway from Saskatoon. Booking flights from Saskatoon (YXE) to Chicago Midway should be relatively easy as there are 0 daily outbound flights to Chicago Midway from 0 different airlines.

  • How long is the flight from Saskatoon to Chicago Midway Airport?

    There are many flights that can get you from Saskatoon to Chicago Midway Airport in 11h 33m. Fly via Delta to get the fastest option. The distance from Saskatoon to Chicago Midway Airport is about 1833 km.

  • Can I find deals for flights from Saskatoon to Midway that include hotel bookings?

    Yes. In addition to deals on Saskatoon to Midway flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Saskatoon to Midway?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Saskatoon to Midway.

  • Can I find deals for business class flights from Saskatoon to Midway?

    Yes. Cheapflights offers flight deals from Saskatoon to Midway by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

See more FAQs

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Alternative routes for Saskatoon to Midway

See prices for flight routes from nearby airports that may be better suited for you.
Saskatoon to O'Hare Intl flights
Regina to O'Hare Intl flights

Fly with Cheapflights

Find the best flight deals on Cheapflights, where travelers can enjoy low prices and a wide availability of flights to their desired destinations.

How does Cheapflights help users find flights from Saskatoon to Midway?

Cheapflights goes through 900+ travel sites to look for the best flight deals for flights from Saskatoon to Midway. Too many options? Cheapflights also provides filters for things like airlines, price ranges, and number of stops to help you make a decision easily.

Why should you use Cheapflights to find cheap flight tickets from Saskatoon to Midway?

It’s simple! Cheapflights, which is free to use for everyone, saves millions of users time and money every year by helping them find the cheapest and most suitable flights from Saskatoon to Midway.

Can Cheapflights find flights from Saskatoon to Midway with no change fees?

Need flexible booking options for your flight to Midway from Saskatoon? Don’t worry, Cheapflights have you covered. Use our search filter to only show flights with no change fees.

Can Cheapflights notify me if prices for flights from Saskatoon to Midway become cheaper?

Of course! You can now track prices for flights from Saskatoon to Midway and get an alert from Cheapflights when they change. Have a valid email address ready and click the bell icon next to the flight deals above to set up your price alerts.

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