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Cheap flights from Saskatoon to Chicago from C$ 315

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
6:00 a.m. - 6:33 p.m.YXE  Saskatoon-MDW Chicago Midway
11h 33m2 stops Calgary Detroit Metropolitan Wayne County
Delta Logo
1:19 p.m. - 1:00 a.m.MDW  Chicago Midway-YXE Saskatoon
12h 41m2 stops Detroit Metropolitan Wayne County Calgary
C$ 566Delta
Thu, 1 Oct - Mon, 5 Oct
Delta Logo
6:00 a.m. - 6:33 p.m.YXE  Saskatoon-MDW Chicago Midway
11h 33m2 stops Calgary Detroit Metropolitan Wayne County
Delta Logo
1:19 p.m. - 1:00 a.m.MDW  Chicago Midway-YXE Saskatoon
12h 41m2 stops Detroit Metropolitan Wayne County Calgary
C$ 568Delta
Thu, 1 Oct - Mon, 5 Oct
Delta Logo
6:00 a.m. - 6:33 p.m.YXE  Saskatoon-MDW Chicago Midway
11h 33m2 stops Calgary Detroit Metropolitan Wayne County
Delta Logo
1:19 p.m. - 1:00 a.m.MDW  Chicago Midway-YXE Saskatoon
12h 41m2 stops Detroit Metropolitan Wayne County Calgary
C$ 660Delta
Thu, 1 Oct - Mon, 5 Oct
Delta Logo
6:00 a.m. - 6:33 p.m.YXE  Saskatoon-MDW Chicago Midway
11h 33m2 stops Calgary Detroit Metropolitan Wayne County
Delta Logo
1:19 p.m. - 1:00 a.m.MDW  Chicago Midway-YXE Saskatoon
12h 41m2 stops Detroit Metropolitan Wayne County Calgary
C$ 661Delta
Thu, 1 Oct - Mon, 5 Oct
Delta Logo
6:00 a.m. - 6:33 p.m.YXE  Saskatoon-MDW Chicago Midway
11h 33m2 stops Calgary Detroit Metropolitan Wayne County
Delta Logo
9:59 a.m. - 9:15 p.m.MDW  Chicago Midway-YXE Saskatoon
12h 16m2 stops Minneapolis St Paul Winnipeg
C$ 719Delta
Thu, 1 Oct - Mon, 5 Oct
Multiple Airlines Logo
2:00 p.m. - 11:00 a.m.YXE  Saskatoon-MDW Chicago Midway
20h 00m3 stops Calgary Montreal Pierre Elliott Trudeau Intl Toronto Island
Multiple Airlines Logo
11:45 a.m. - 1:00 a.m.MDW  Chicago Midway-YXE Saskatoon
14h 15m3 stops Toronto Island Montreal Pierre Elliott Trudeau Intl Calgary
C$ 965Multiple Airlines
Mon, 21 Sep - Mon, 28 Sep
WestJet Logo
6:00 a.m. - 10:36 p.m.YXE  Saskatoon-MDW Chicago Midway
15h 36m2 stops Toronto Pearson Intl Atlanta Hartsfield-Jackson
WestJet Logo
9:24 a.m. - 11:10 p.m.MDW  Chicago Midway-YXE Saskatoon
14h 46m2 stops Detroit Metropolitan Wayne County Calgary
C$ 1,093WestJet
Wed, 2 Sep - Sat, 5 Sep
WestJet Logo
4:30 p.m. - 11:47 a.m.YXE  Saskatoon-MDW Chicago Midway
43h 17m2 stops Edmonton Minneapolis St Paul
WestJet Logo
5:25 p.m. - 1:30 a.m.MDW  Chicago Midway-YXE Saskatoon
32h 05m2 stops Minneapolis St Paul Toronto Pearson Intl
C$ 1,195WestJet
Thu, 5 Nov - Wed, 11 Nov
Delta Logo
8:10 a.m. - 4:47 p.m.YXE  Saskatoon-MDW Chicago Midway
8h 37m1 stop Minneapolis St Paul
Delta Logo
9:30 a.m. - 1:30 a.m.MDW  Chicago Midway-YXE Saskatoon
16h 00m2 stops Detroit Metropolitan Wayne County Toronto Pearson Intl
C$ 1,250Delta
Thu, 5 Nov - Wed, 11 Nov
Delta Logo
6:00 a.m. - 6:33 p.m.YXE  Saskatoon-MDW Chicago Midway
11h 33m2 stops Toronto Pearson Intl Detroit Metropolitan Wayne County
Delta Logo
2:00 p.m. - 1:00 a.m.MDW  Chicago Midway-YXE Saskatoon
12h 00m2 stops Minneapolis St Paul Calgary
C$ 1,256Delta
Mon, 21 Sep - Mon, 28 Sep

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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
1 Oct
YXE6:00 a.m.Saskatoon
11h 33m
2 stops
MDW6:33 p.m.Chicago Midway
5 Oct
MDW1:19 p.m.Chicago Midway
12h 41m
2 stops
YXE1:00 a.m.Saskatoon
C$ 566
Delta
1 Oct
YXE6:00 a.m.Saskatoon
11h 33m
2 stops
MDW6:33 p.m.Chicago Midway
5 Oct
MDW1:19 p.m.Chicago Midway
12h 41m
2 stops
YXE1:00 a.m.Saskatoon
C$ 568
Delta
1 Oct
YXE6:00 a.m.Saskatoon
11h 33m
2 stops
MDW6:33 p.m.Chicago Midway
5 Oct
MDW1:19 p.m.Chicago Midway
12h 41m
2 stops
YXE1:00 a.m.Saskatoon
C$ 660

WestJet flights from Saskatoon to Chicago Midway Airport

Our best WestJet deals on Saskatoon to Chicago Midway Airport flight tickets
WestJet
2 Sep
YXE6:00 a.m.Saskatoon
15h 36m
2 stops
MDW10:36 p.m.Chicago Midway
5 Sep
MDW9:24 a.m.Chicago Midway
14h 46m
2 stops
YXE11:10 p.m.Saskatoon
C$ 1,093
WestJet
5 Nov
YXE4:30 p.m.Saskatoon
43h 17m
2 stops
MDW11:47 a.m.Chicago Midway
11 Nov
MDW5:25 p.m.Chicago Midway
32h 05m
2 stops
YXE1:30 a.m.Saskatoon
C$ 1,195
WestJet
11 Aug
YXE8:55 p.m.Saskatoon
12h 04m
2 stops
MDW9:59 a.m.Chicago Midway
17 Aug
MDW1:51 p.m.Chicago Midway
35h 44m
2 stops
YXE12:35 a.m.Saskatoon
C$ 1,340

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 7 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

Thu 1/10

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

2 stops11h 33m

Chicago Midway

Mon 5/10

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

2 stops12h 41m

C$ 566

SaskatoonChicago

YXE Saskatoon - MDW Chicago Midway

YXEMDW

Saskatoon

Thu 1/10

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

2 stops11h 33m

Chicago Midway

Mon 5/10

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

2 stops12h 41m

C$ 568

SaskatoonChicago

YXE Saskatoon - MDW Chicago Midway

YXEMDW

Saskatoon

Thu 1/10

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

2 stops11h 33m

Chicago Midway

Mon 5/10

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

2 stops12h 41m

C$ 660

SaskatoonChicago

YXE Saskatoon - MDW Chicago Midway

YXEMDW

Saskatoon

Thu 1/10

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

2 stops11h 33m

Chicago Midway

Mon 5/10

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

2 stops12h 41m

C$ 661

SaskatoonChicago

YXE Saskatoon - MDW Chicago Midway

YXEMDW

Saskatoon

Thu 1/10

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

2 stops11h 33m

Chicago Midway

Mon 5/10

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

2 stops12h 16m

C$ 719

SaskatoonChicago

YXE Saskatoon - MDW Chicago Midway

YXEMDW

Saskatoon

Mon 21/9

2:00 p.m.-11:00 a.m.

3 stops20h 00m

Chicago Midway

Mon 28/9

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

3 stops14h 15m

C$ 965

SaskatoonChicago

YXE Saskatoon - MDW Chicago Midway

YXEMDW

Saskatoon

Wed 2/9

6:00 a.m.-10:36 p.m.

2 stops15h 36m

Chicago Midway

Sat 5/9

9:24 a.m.-11:10 p.m.

2 stops14h 46m

C$ 1,093

SaskatoonChicago

YXE Saskatoon - MDW Chicago Midway

YXEMDW

Saskatoon

Thu 5/11

4:30 p.m.-11:47 a.m.

2 stops43h 17m

Chicago Midway

Wed 11/11

5:25 p.m.-1:30 a.m.

2 stops32h 05m

C$ 1,195

SaskatoonChicago

YXE Saskatoon - MDW Chicago Midway

YXEMDW

Saskatoon

Thu 5/11

8:10 a.m.-4:47 p.m.

1 stop8h 37m

Chicago Midway

Wed 11/11

9:30 a.m.-1:30 a.m.

2 stops16h 00m

C$ 1,250
Quickest round-trip

SaskatoonChicago

YXE Saskatoon - MDW Chicago Midway

YXEMDW

Saskatoon

Mon 21/9

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

2 stops11h 33m

Chicago Midway

Mon 28/9

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

2 stops12h 00m

C$ 1,256

Flights are sorted by cheapest round-trip flights 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

8h 37m

Direct flights

None
The fastest flight from Saskatoon to Chicago Midway Airport takes 8h 37m
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 8h 37m.

  • 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
Valparaiso
Portage

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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