Find flights
When to book
FAQs

Cheap flights from Saskatoon to Chicago Midway Airport from C$ 533

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 1/1. Fares are subject to change and may not be available on all flights or dates of travel.
YXE — MDW
24 Dec — 31 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 24 November 2025.

Wed 24/128:35 p.m.YXE - MDW
3 stops20h 44mMultiple Airlines
Sun 28/1211:48 a.m.MDW - YXE
3 stops24h 52mMultiple Airlines
Deal found 24/11C$ 1,256
Tue 23/128:10 a.m.YXE - MDW
1 stop9h 09mWestJet
Tue 13/19:50 a.m.MDW - YXE
1 stop4h 48mWestJet
Deal found 23/11C$ 1,270
Wed 24/128:35 p.m.YXE - MDW
3 stops20h 44mWestJet
Sun 28/125:59 p.m.MDW - YXE
2 stops31h 34mWestJet
Deal found 24/11C$ 1,275
Sun 21/128:10 a.m.YXE - MDW
1 stop9h 09mWestJet
Sat 3/15:59 p.m.MDW - YXE
1 stop20h 39mWestJet
Deal found 24/11C$ 1,431
Sat 20/124:35 p.m.YXE - MDW
2 stops19h 23mWestJet
Sat 3/15:59 p.m.MDW - YXE
1 stop20h 39mWestJet
Deal found 24/11C$ 1,747

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 24 November 2025.

Round-trip from

C$ 616

One-way from

C$ 533

Popular in

February

Cheapest in

January

Average price

C$ 688
Delta
  • Delta
  • 26/1-29/1
  • 3 total stops
  • 30h 56m total
  • Saskatoon to Chicago
Search Deals
Delta
  • Delta
  • 1/1
  • 1 total stop
  • 9h 09m total
  • Saskatoon to Chicago
Search Deals
Highest demand for flights based on searches. 6% potential increase in price (C$ 61 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 4% potential price decrease (C$ 40 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in November 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 24 November 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

Mon 26/1

7:00 a.m.-9:08 a.m.

2 stops26h 08m

Chicago Midway

Thu 29/1

9:50 a.m.-2:38 p.m.

1 stop4h 48m

C$ 616

SaskatoonChicago

YXE - MDW

YXEMDW

Saskatoon

Wed 7/1

4:45 p.m.-1:09 p.m.

3 stops20h 24m

Chicago Midway

Wed 14/1

9:50 a.m.-12:12 a.m.

3 stops14h 22m

C$ 830

SaskatoonChicago

YXE - MDW

YXEMDW

Saskatoon

Thu 12/2

4:30 p.m.-10:10 a.m.

2 stops17h 40m

Chicago Midway

Sun 15/2

11:05 a.m.-1:30 a.m.

1 stop14h 25m

C$ 912

SaskatoonChicago

YXE - MDW

YXEMDW

Saskatoon

Thu 12/2

4:30 p.m.-6:37 p.m.

2 stops26h 07m

Chicago Midway

Sun 15/2

11:01 a.m.-1:30 a.m.

2 stops38h 29m

C$ 984

SaskatoonChicago

YXE - MDW

YXEMDW

Saskatoon

Wed 24/12

8:35 p.m.-5:19 p.m.

3 stops20h 44m

Chicago Midway

Sun 28/12

11:48 a.m.-12:40 p.m.

3 stops24h 52m

C$ 1,256

SaskatoonChicago

YXE - MDW

YXEMDW

Saskatoon

Mon 26/1

4:30 p.m.-5:29 p.m.

2 stops24h 59m

Chicago Midway

Thu 29/1

10:48 a.m.-6:50 p.m.

2 stops32h 02m

C$ 1,269

SaskatoonChicago

YXE - MDW

YXEMDW

Saskatoon

Tue 23/12

8:10 a.m.-5:19 p.m.

1 stop9h 09m

Chicago Midway

Tue 6/1

9:50 a.m.-2:38 p.m.

1 stop4h 48m

C$ 1,270

SaskatoonChicago

YXE - MDW

YXEMDW

Saskatoon

Thu 1/1

8:10 a.m.-5:19 p.m.

1 stop9h 09m

C$ 533

SaskatoonChicago

YXE - MDW

YXEMDW

Saskatoon

Thu 1/1

9:45 p.m.-10:10 a.m.

3 stops36h 25m

C$ 541

SaskatoonChicago

YXE - MDW

YXEMDW

Saskatoon

Thu 4/12

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

1 stop10h 08m

C$ 747

Flights are sorted by cheapest round-trip flights first.

Deals found on 23/11

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 20h 24m. Fly via Delta or WestJet to get the fastest option. The distance from Saskatoon to Chicago Midway Airport is about 1833 km. Both multi-stop and direct flights can be found to your destination and back.

  • 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.