Find flights
When to book
FAQs

Cheap flights from Saskatoon to Chicago Midway Airport from C$ 233

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 9/12. Fares are subject to change and may not be available on all flights or dates of travel.
YXE — MDW
29 Nov — 6 Dec1
1 adult
1 adult, Economy, 0 bags

Find 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 30 October 2025.

Thu 27/118:10 a.m.YXE - MDW
2 stops14h 33mMultiple Airlines
Thu 4/1211:00 a.m.MDW - YXE
1 stop14h 33mMultiple Airlines
Deal found 30/10C$ 564
Sun 23/118:10 a.m.YXE - MDW
2 stops16h 03mMultiple Airlines
Sat 29/1112:45 p.m.MDW - YXE
1 stop12h 48mMultiple Airlines
Deal found 28/10C$ 580
Sat 22/117:00 a.m.YXE - MDW
1 stop27h 05mMultiple Airlines
Sat 29/1112:45 p.m.MDW - YXE
1 stop12h 48mMultiple Airlines
Deal found 28/10C$ 588
Thu 27/117:00 a.m.YXE - MDW
3 stops35h 18mWestJet
Thu 4/127:02 p.m.MDW - YXE
2 stops30h 31mWestJet
Deal found 30/10C$ 765
Wed 10/124:45 p.m.YXE - MDW
2 stops17h 20mMultiple Airlines
Sat 13/121:50 p.m.MDW - YXE
3 stops26h 09mMultiple Airlines
Deal found 29/10C$ 771
Wed 10/124:45 p.m.YXE - MDW
3 stops25h 33mWestJet
Sat 13/129:59 a.m.MDW - YXE
3 stops30h 00mWestJet
Deal found 29/10C$ 839
Sun 9/118:10 a.m.YXE - MDW
2 stops51h 28mMultiple Airlines
Thu 13/119:00 a.m.MDW - YXE
1 stop14h 57mMultiple Airlines
Deal found 30/10C$ 850
Mon 24/114:45 p.m.YXE - MDW
2 stops17h 20mMultiple Airlines
Sun 30/114:15 p.m.MDW - YXE
1 stop20h 25mMultiple Airlines
Deal found 29/10C$ 864

Cheap 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 30 October 2025.

Round-trip from

C$ 564

One-way from

C$ 233

Popular in

February

Cheapest in

January

Average price

C$ 533
27/11-4/12
  • 27/11-4/12
  • 3 total stops
  • 29h 06m total
  • Saskatoon to Chicago
Search Deals
9/12
  • 9/12
  • 2 total stops
  • 46h 24m total
  • Saskatoon to Chicago
Search Deals
Highest demand for flights based on searches. 3% potential increase in price (C$ 39 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 4% potential price decrease (C$ 38 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in October 2025
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 30 October 2025.
Use the filters below to find and compare flights from Saskatoon to Chicago Midway Airport that are best for you.

Fly from

Saskatoon

Fly to

Midway

Route

Depart

Return

Price

SaskatoonChicago

YXE - MDW

YXEMDW

Saskatoon

Sun 23/11

8:10 a.m.-12:13 a.m.

2 stops16h 03m

Chicago Midway

Sat 29/11

12:45 p.m.-1:33 a.m.

1 stop12h 48m

C$ 580

SaskatoonChicago

YXE - MDW

YXEMDW

Saskatoon

Sat 22/11

4:35 p.m.-10:05 a.m.

2 stops17h 30m

Chicago Midway

Sat 29/11

12:45 p.m.-1:33 a.m.

1 stop12h 48m

C$ 591

SaskatoonChicago

YXE - MDW

YXEMDW

Saskatoon

Wed 10/12

4:45 p.m.-10:05 a.m.

2 stops17h 20m

Chicago Midway

Sat 13/12

9:59 a.m.-1:33 a.m.

2 stops15h 34m

C$ 771

SaskatoonChicago

YXE - MDW

YXEMDW

Saskatoon

Thu 27/11

4:45 p.m.-10:05 a.m.

2 stops17h 20m

Chicago Midway

Thu 4/12

7:02 p.m.-1:33 a.m.

2 stops30h 31m

C$ 792

SaskatoonChicago

YXE - MDW

YXEMDW

Saskatoon

Tue 28/4

6:00 a.m.-6:31 p.m.

2 stops11h 31m

Chicago Midway

Sat 2/5

2:00 p.m.-9:24 p.m.

1 stop8h 24m

C$ 821

SaskatoonChicago

YXE - MDW

YXEMDW

Saskatoon

Tue 9/12

3:40 p.m.-2:04 p.m.

2 stops46h 24m

C$ 233

SaskatoonChicago

YXE - MDW

YXEMDW

Saskatoon

Mon 1/12

9:35 a.m.-8:46 a.m.

3 stops47h 11m

C$ 256

SaskatoonChicago

YXE - MDW

YXEMDW

Saskatoon

Sun 23/11

7:00 a.m.-10:05 a.m.

1 stop27h 05m

C$ 260

SaskatoonChicago

YXE - MDW

YXEMDW

Saskatoon

Sun 14/12

8:10 a.m.-6:18 p.m.

1 stop10h 08m

C$ 271

SaskatoonChicago

YXE - MDW

YXEMDW

Saskatoon

Sun 14/12

4:45 p.m.-11:08 a.m.

3 stops18h 23m

C$ 279

Flights are sorted by cheapest round-trip flights first.

Deals found on 28/10

Showing 1-10 of 12 results
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.

  • 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

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

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.

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.