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Cheap flights from Saskatoon to Chicago from C$ 306

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Saskatoon to Chicago departing on 7/10. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
1 adult, Economy, 0 bags

Find the cheapest flights from Saskatoon to Chicago

Cheap round-trip flights

Enter your travel dates to find the best prices.
Delta Logo
8:10 a.m. - 11:51 a.m.
YXE
-
MDW
27h 41m
1 stop
Delta Logo
1:00 p.m. - 1:30 a.m.
MDW
-
YXE
12h 30m
2 stops
C$ 726Delta
Sun, 22 Nov - Tue, 24 Nov
Delta Logo
6:00 a.m. - 6:33 p.m.
YXE
-
MDW
11h 33m
2 stops
Delta Logo
9:59 a.m. - 9:15 p.m.
MDW
-
YXE
12h 16m
2 stops
C$ 727Delta
Wed, 5 Aug - Wed, 12 Aug
Multiple Airlines Logo
1:20 p.m. - 9:40 a.m.
YXE
-
MDW
19h 20m
1 stop
Multiple Airlines Logo
10:20 a.m. - 9:15 p.m.
MDW
-
YXE
11h 55m
2 stops
C$ 753Multiple Airlines
Fri, 24 Jul - Sun, 2 Aug
Multiple Airlines Logo
4:30 p.m. - 9:45 a.m.
YXE
-
MDW
16h 15m
2 stops
Multiple Airlines Logo
3:15 p.m. - 12:35 a.m.
MDW
-
YXE
10h 20m
1 stop
C$ 756Multiple Airlines
Thu, 13 Aug - Wed, 19 Aug
Multiple Airlines Logo
1:20 p.m. - 9:40 a.m.
YXE
-
MDW
19h 20m
1 stop
Multiple Airlines Logo
10:20 a.m. - 10:38 a.m.
MDW
-
YXE
25h 18m
1 stop
C$ 804Multiple Airlines
Fri, 24 Jul - Sun, 2 Aug
Multiple Airlines Logo
4:30 p.m. - 9:45 a.m.
YXE
-
MDW
16h 15m
2 stops
Multiple Airlines Logo
10:25 a.m. - 9:15 p.m.
MDW
-
YXE
11h 50m
2 stops
C$ 817Multiple Airlines
Thu, 13 Aug - Wed, 19 Aug
Multiple Airlines Logo
11:35 a.m. - 9:40 a.m.
YXE
-
MDW
21h 05m
1 stop
Multiple Airlines Logo
10:20 a.m. - 8:15 p.m.
MDW
-
YXE
10h 55m
1 stop
C$ 845Multiple Airlines
Thu, 13 Aug - Wed, 19 Aug
Multiple Airlines Logo
10:10 a.m. - 9:40 a.m.
YXE
-
MDW
22h 30m
2 stops
Multiple Airlines Logo
10:20 a.m. - 9:15 p.m.
MDW
-
YXE
11h 55m
2 stops
C$ 853Multiple Airlines
Fri, 24 Jul - Sun, 2 Aug
Delta Logo
6:00 a.m. - 6:33 p.m.
YXE
-
MDW
11h 33m
2 stops
Delta Logo
1:25 p.m. - 11:10 p.m.
MDW
-
YXE
10h 45m
2 stops
C$ 1,003Delta
Mon, 24 Aug - Sat, 29 Aug
Multiple Airlines Logo
2:00 p.m. - 2:35 p.m.
YXE
-
MDW
23h 35m
3 stops
Multiple Airlines Logo
10:20 a.m. - 1:00 a.m.
MDW
-
YXE
15h 40m
3 stops
C$ 1,032Multiple Airlines
Thu, 13 Aug - Sun, 16 Aug

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Delta flights from Saskatoon to Chicago Midway Airport

Our best Delta deals on Saskatoon to Chicago Midway Airport flight tickets
Delta
22 Nov
YXE8:10 a.m.Saskatoon
27h 41m
1 stop
MDW11:51 a.m.Chicago Midway
24 Nov
MDW1:00 p.m.Chicago Midway
12h 30m
2 stops
YXE1:30 a.m.Saskatoon
C$ 726
Delta
5 Aug
YXE6:00 a.m.Saskatoon
11h 33m
2 stops
MDW6:33 p.m.Chicago Midway
12 Aug
MDW9:59 a.m.Chicago Midway
12h 16m
2 stops
YXE9:15 p.m.Saskatoon
C$ 727
Delta
24 Aug
YXE6:00 a.m.Saskatoon
11h 33m
2 stops
MDW6:33 p.m.Chicago Midway
29 Aug
MDW1:25 p.m.Chicago Midway
10h 45m
2 stops
YXE11:10 p.m.Saskatoon
C$ 1,003

WestJet flights from Saskatoon to Chicago Midway Airport

Our best WestJet deals on Saskatoon to Chicago Midway Airport flight tickets
WestJet
14 Jul
YXE4:30 p.m.Saskatoon
15h 43m
3 stops
MDW9:13 a.m.Chicago Midway
20 Jul
MDW1:18 p.m.Chicago Midway
29h 47m
3 stops
YXE6:05 p.m.Saskatoon
C$ 1,104
WestJet
18 Jul
YXE3:30 p.m.Saskatoon
20h 08m
3 stops
MDW12:38 p.m.Chicago Midway
25 Jul
MDW9:19 a.m.Chicago Midway
16h 16m
2 stops
YXE12:35 a.m.Saskatoon
C$ 1,121
WestJet
18 Jul
YXE7:00 a.m.Saskatoon
25h 13m
3 stops
MDW9:13 a.m.Chicago Midway
25 Jul
MDW9:19 a.m.Chicago Midway
16h 16m
2 stops
YXE12:35 a.m.Saskatoon
C$ 1,129

momondo Fare Finder

 
Customize your flight search to find flights from Saskatoon to Chicago Midway Airport 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, momondo users made 96,600 searches. Data last updated 22 June 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 - MDW

YXEMDW

Saskatoon

Sun 22/11

8:10 a.m.-11:51 a.m.

1 stop27h 41m

Chicago Midway

Tue 24/11

1:00 p.m.-1:30 a.m.

2 stops12h 30m

C$ 726

SaskatoonChicago

YXE - MDW

YXEMDW

Saskatoon

Wed 5/8

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

2 stops11h 33m

Chicago Midway

Wed 12/8

9:59 a.m.-9:15 p.m.

2 stops12h 16m

C$ 727

SaskatoonChicago

YXE - MDW

YXEMDW

Saskatoon

Fri 24/7

1:20 p.m.-9:40 a.m.

1 stop19h 20m

Chicago Midway

Sun 2/8

10:20 a.m.-9:15 p.m.

2 stops11h 55m

C$ 753

SaskatoonChicago

YXE - MDW

YXEMDW

Saskatoon

Thu 13/8

4:30 p.m.-9:45 a.m.

2 stops16h 15m

Chicago Midway

Wed 19/8

3:15 p.m.-12:35 a.m.

1 stop10h 20m

C$ 756

SaskatoonChicago

YXE - MDW

YXEMDW

Saskatoon

Fri 24/7

1:20 p.m.-9:40 a.m.

1 stop19h 20m

Chicago Midway

Sun 2/8

10:20 a.m.-10:38 a.m.

1 stop25h 18m

C$ 804

SaskatoonChicago

YXE - MDW

YXEMDW

Saskatoon

Thu 13/8

4:30 p.m.-9:45 a.m.

2 stops16h 15m

Chicago Midway

Wed 19/8

10:25 a.m.-9:15 p.m.

2 stops11h 50m

C$ 817

SaskatoonChicago

YXE - MDW

YXEMDW

Saskatoon

Thu 13/8

11:35 a.m.-9:40 a.m.

1 stop21h 05m

Chicago Midway

Wed 19/8

10:20 a.m.-8:15 p.m.

1 stop10h 55m

C$ 845

SaskatoonChicago

YXE - MDW

YXEMDW

Saskatoon

Fri 24/7

10:10 a.m.-9:40 a.m.

2 stops22h 30m

Chicago Midway

Sun 2/8

10:20 a.m.-9:15 p.m.

2 stops11h 55m

C$ 853
Quickest round-trip

SaskatoonChicago

YXE - MDW

YXEMDW

Saskatoon

Mon 24/8

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

2 stops11h 33m

Chicago Midway

Sat 29/8

1:25 p.m.-11:10 p.m.

2 stops10h 45m

C$ 1,003

SaskatoonChicago

YXE - MDW

YXEMDW

Saskatoon

Thu 13/8

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

3 stops23h 35m

Chicago Midway

Sun 16/8

10:20 a.m.-1:00 a.m.

3 stops15h 40m

C$ 1,032

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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How to get the cheapest flight ticket from Saskatoon to Chicago Midway Airport

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

Can stopping save me money on Saskatoon to Chicago Midway Airport flights?

You could potentially save up to 48% on your flight if you consider stops on a Saskatoon to Chicago Midway Airport flight.

When to book flights from Saskatoon to Chicago Midway Airport

Are you open to changing your travel dates? Check out the ideal times to fly from Saskatoon to Chicago Midway Airport according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Saskatoon to Chicago Midway Airport (YXE to MDW) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Saskatoon to Chicago Midway Airport

Fastest flight time

10h 01m

Direct flights

None
The fastest flight from Saskatoon to Chicago Midway Airport takes 10h 01m
There are no direct flights from Saskatoon to Chicago Midway Airport. There are no popular flight routes from Saskatoon to Chicago Midway Airport.
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Frequently asked questions about flying from Saskatoon to Chicago Midway Airport

  • How far is Saskatoon to Chicago Midway by plane?

    The distance between Saskatoon and Chicago Midway is about 1829.4 km. In terms of flight time, this usually takes a little over 10h 01m.

  • When did momondo last update prices for flights from Saskatoon Airport to Chicago Midway Airport?

    Prices for flights from Saskatoon Airport to Chicago Midway Airport refresh daily.

  • How old do you have to be to fly from Saskatoon Airport to Chicago Midway Airport?

    The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Saskatoon Airport to Chicago Midway Airport.

  • What documentation or ID do you need to fly to Chicago Midway Airport?

    The travel and health documents required for your trip to Chicago Midway Airport can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Chicago Midway Airport. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

Travelling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Merrillville
Hammond
Munster

Why use momondo?

Why should I use momondo to find a flight deal from Saskatoon to Chicago?

momondo compares prices from hundreds of airlines and agents so you can find and book the best deal on flights from Saskatoon to Chicago . Millions of users trust and use momondo every year so you are in good hands.

Can I find flights from Saskatoon to Chicago with flexible booking policies on momondo?

Yes. All flights to Chicago from Saskatoon on momondo can be compared and filtered by various policies on offer, including flexible booking.

How can momondo help me find flights from Saskatoon to Chicago?

momondo provides multiple filters to help you find the best flight to Chicago from Saskatoon. Filter by price, airline, airports, cabin, aircraft, payment method, number of stops and more.

I’m not ready to book a flight from Saskatoon to Chicago right now. Can momondo alert me if prices change?

Of course. momondo tracks the price of Saskatoon to Chicago flights. All you need is a valid email address and we will do the rest; it is that quick and easy.

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