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Cheap flights from Saskatoon to Chicago Midway Airport from C$ 272

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 28/9. Fares are subject to change and may not be available on all flights or dates of travel.
YXE — MDW
15 Sep — 22 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 16 August 2026.

Wed 9/97:00 a.m. -
2 stops10h 19m
Sat 12/99:59 a.m. -
2 stops16h 01m
Deal found 13/8C$ 624
Fri 28/84:25 p.m. -
1 stop16h 15m
Sun 6/93:20 p.m. -
2 stops20h 15m
Deal found 13/8C$ 800
Thu 22/1011:35 a.m. -
1 stop22h 25m
Mon 26/1012:27 p.m. -
2 stops13h 03m
Deal found 13/8C$ 967
Thu 22/106:00 a.m. -
2 stops11h 00m
Mon 26/1010:01 a.m. -
2 stops15h 29m
Deal found 13/8C$ 1,178
Fri 11/96:50 p.m. -
3 stops18h 45m
Mon 14/911:45 a.m. -
3 stops14h 15m
Deal found 14/8C$ 1,275
Fri 11/97:00 a.m. -
2 stops10h 19m
Mon 14/92:00 p.m. -
2 stops12h 00m
Deal found 14/8C$ 1,312
Sun 27/97:00 a.m. -
3 stops30h 35m
Sun 4/103:20 p.m. -
3 stops22h 25m
Deal found 13/8C$ 1,419
Sun 27/98:55 p.m. -
2 stops18h 20m
Sun 4/101:19 p.m. -
2 stops12h 41m
Deal found 13/8C$ 1,450
Fri 28/87:00 a.m. -
2 stops10h 01m
Sun 6/910:56 a.m. -
2 stops11h 39m
Deal found 13/8C$ 1,556

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 16 August 2026.

Round-trip from

C$ 624

One-way from

C$ 272
Delta
  • Delta
  • 9/9-12/9
  • 4 total stops
  • 26h 20m total
  • Saskatoon to Chicago
Search Deals
28/9
  • 28/9
  • 3 total stops
  • 25h 16m 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 16 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

Wed 9/9

7:00 a.m.-6:19 p.m.

2 stops10h 19m

Chicago Midway

Sat 12/9

9:59 a.m.-1:00 a.m.

2 stops16h 01m

C$ 624

SaskatoonChicago

YXE Saskatoon - MDW Chicago Midway

YXEMDW

Saskatoon

Thu 22/10

11:35 a.m.-11:00 a.m.

1 stop22h 25m

Chicago Midway

Mon 26/10

12:27 p.m.-12:30 a.m.

2 stops13h 03m

C$ 967

SaskatoonChicago

YXE Saskatoon - MDW Chicago Midway

YXEMDW

Saskatoon

Fri 11/9

6:50 p.m.-2:35 p.m.

3 stops18h 45m

Chicago Midway

Mon 14/9

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

3 stops14h 15m

C$ 1,275

SaskatoonChicago

YXE Saskatoon - MDW Chicago Midway

YXEMDW

Saskatoon

Fri 11/9

7:00 a.m.-6:19 p.m.

2 stops10h 19m

Chicago Midway

Mon 14/9

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

2 stops12h 00m

C$ 1,312

SaskatoonChicago

YXE Saskatoon - MDW Chicago Midway

YXEMDW

Saskatoon

Sun 27/9

7:00 a.m.-2:35 p.m.

3 stops30h 35m

Chicago Midway

Sun 4/10

3:20 p.m.-12:45 p.m.

3 stops22h 25m

C$ 1,419

SaskatoonChicago

YXE Saskatoon - MDW Chicago Midway

YXEMDW

Saskatoon

Sun 27/9

8:55 p.m.-4:15 p.m.

2 stops18h 20m

Chicago Midway

Sun 4/10

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

2 stops12h 41m

C$ 1,450
Quickest round-trip

SaskatoonChicago

YXE Saskatoon - MDW Chicago Midway

YXEMDW

Saskatoon

Fri 28/8

7:00 a.m.-6:01 p.m.

2 stops10h 01m

Chicago Midway

Sun 6/9

10:56 a.m.-9:35 p.m.

2 stops11h 39m

C$ 1,556

SaskatoonChicago

YXE Saskatoon - MDW Chicago Midway

YXEMDW

Saskatoon

Fri 18/12

7:00 a.m.-8:45 a.m.

2 stops25h 45m

Chicago Midway

Sat 2/1

5:35 p.m.-3:00 p.m.

2 stops45h 25m

C$ 1,584

SaskatoonChicago

YXE Saskatoon - MDW Chicago Midway

YXEMDW

Saskatoon

Sun 13/9

8:55 p.m.-10:44 p.m.

2 stops24h 49m

Chicago Midway

Sun 20/9

10:48 a.m.-8:20 p.m.

2 stops10h 32m

C$ 1,678
Cheapest one-way

SaskatoonChicago

YXE Saskatoon - MDW Chicago Midway

YXEMDW

Saskatoon

Tue 29/9

7:00 a.m.-6:19 p.m.

2 stops10h 19m

C$ 286

Flights are sorted by cheapest round-trip flights first.

Deals found on 15/8

Showing 1-10 of 14 resultsSorted by cheapest first
1
2

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 10h 19m. 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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