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Cheap flights from Saskatoon to Chicago Midway Airport from C$ 348

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 13/6. Fares are subject to change and may not be available on all flights or dates of travel.
YXE — MDW
28 Jun — 5 Jul1
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 29 May 2026.

Sat 17/107:00 a.m.
YXE
-
MDW
2 stops10h 37m
Delta
Tue 20/105:35 p.m.
MDW
-
YXE
1 stop5h 00m
Delta
Deal found 27/5C$ 597
Thu 11/63:30 p.m.
YXE
-
MDW
2 stops17h 05m
Multiple Airlines
Fri 3/73:20 p.m.
MDW
-
YXE
1 stop10h 15m
Multiple Airlines
Deal found 28/5C$ 666
Fri 26/63:30 p.m.
YXE
-
MDW
2 stops17h 10m
Multiple Airlines
Fri 3/73:20 p.m.
MDW
-
YXE
1 stop10h 15m
Multiple Airlines
Deal found 28/5C$ 763
Thu 11/63:30 p.m.
YXE
-
MDW
2 stops17h 05m
Multiple Airlines
Mon 15/63:20 p.m.
MDW
-
YXE
1 stop10h 15m
Multiple Airlines
Deal found 28/5C$ 777
Thu 13/86:00 a.m.
YXE
-
MDW
2 stops11h 33m
Delta
Tue 18/81:51 p.m.
MDW
-
YXE
1 stop8h 44m
Delta
Deal found 26/5C$ 910
Sat 5/96:00 a.m.
YXE
-
MDW
2 stops27h 10m
WestJet
Fri 11/910:35 a.m.
MDW
-
YXE
2 stops10h 40m
WestJet
Deal found 28/5C$ 951
Tue 16/68:55 p.m.
YXE
-
MDW
3 stops35h 19m
WestJet
Fri 19/69:17 a.m.
MDW
-
YXE
2 stops16h 18m
WestJet
Deal found 25/5C$ 965
Fri 14/87:00 a.m.
YXE
-
MDW
2 stops10h 33m
Delta
Wed 19/81:27 p.m.
MDW
-
YXE
2 stops12h 33m
Delta
Deal found 28/5C$ 967

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 29 May 2026.

Round-trip from

C$ 597

One-way from

C$ 348
Delta
  • Delta
  • 17/10-20/10
  • 4 total stops
  • 22h 37m total
  • Saskatoon to Chicago
Search Deals
13/6
  • 13/6
  • 2 total stops
  • 24h 15m 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 29 May 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
Quickest round-trip

SaskatoonChicago

YXE - MDW

YXEMDW

Saskatoon

Sat 17/10

7:00 a.m.-6:37 p.m.

2 stops10h 37m

Chicago Midway

Tue 20/10

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

2 stops12h 00m

C$ 597

SaskatoonChicago

YXE - MDW

YXEMDW

Saskatoon

Thu 11/6

6:00 a.m.-9:35 a.m.

1 stop26h 35m

Chicago Midway

Fri 3/7

10:25 a.m.-12:35 a.m.

1 stop15h 10m

C$ 678

SaskatoonChicago

YXE - MDW

YXEMDW

Saskatoon

Fri 26/6

3:30 p.m.-9:40 a.m.

2 stops17h 10m

Chicago Midway

Fri 3/7

3:20 p.m.-12:35 a.m.

1 stop10h 15m

C$ 763
Cheapest one-way

SaskatoonChicago

YXE - MDW

YXEMDW

Saskatoon

Sat 13/6

1:20 p.m.-2:35 p.m.

2 stops24h 15m

C$ 348

SaskatoonChicago

YXE - MDW

YXEMDW

Saskatoon

Sun 14/6

1:20 p.m.-9:35 a.m.

2 stops19h 15m

C$ 348

SaskatoonChicago

YXE - MDW

YXEMDW

Saskatoon

Sat 13/6

11:35 a.m.-9:35 a.m.

1 stop21h 00m

C$ 394

SaskatoonChicago

YXE - MDW

YXEMDW

Saskatoon

Fri 3/7

4:30 p.m.-3:15 p.m.

3 stops21h 45m

C$ 426

SaskatoonChicago

YXE - MDW

YXEMDW

Saskatoon

Fri 24/7

6:00 a.m.-5:26 p.m.

3 stops34h 26m

C$ 514

SaskatoonChicago

YXE - MDW

YXEMDW

Saskatoon

Thu 16/7

4:30 p.m.-5:22 p.m.

3 stops23h 52m

C$ 538
Quickest one-way

SaskatoonChicago

YXE - MDW

YXEMDW

Saskatoon

Fri 24/7

1:20 p.m.-9:08 a.m.

2 stops18h 48m

C$ 574

Flights are sorted by cheapest round-trip flights first.

Deals found on 28/5

Sorted by cheapest first

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 37m. 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.
Regina to O'Hare Intl flights
Saskatoon to O'Hare Intl flights

Fly with Cheapflights

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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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