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Cheap flights from Saskatoon to Chicago from C$ 220

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 11/10. 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.
Air Canada Logo
7:50 p.m. - 9:00 a.m.
YXE
-
ORD
12h 10m
1 stop
Air Canada Logo
3:45 p.m. - 11:16 p.m.
ORD
-
YXE
8h 31m
1 stop
C$ 491Air Canada
Mon, 19 Oct - Wed, 21 Oct
Delta Logo
7:00 a.m. - 4:40 p.m.
YXE
-
ORD
8h 40m
1 stop
Delta Logo
1:35 p.m. - 11:10 p.m.
ORD
-
YXE
10h 35m
2 stops
C$ 514Delta
Mon, 19 Oct - Wed, 21 Oct
Delta Logo
8:50 a.m. - 4:40 p.m.
YXE
-
ORD
6h 50m
1 stop
Delta Logo
2:00 p.m. - 11:10 p.m.
ORD
-
YXE
10h 10m
2 stops
C$ 515Delta
Mon, 19 Oct - Wed, 21 Oct
Air Canada Logo
7:50 p.m. - 9:00 a.m.
YXE
-
ORD
12h 10m
1 stop
Air Canada Logo
3:45 p.m. - 11:16 p.m.
ORD
-
YXE
8h 31m
1 stop
C$ 521Air Canada
Mon, 19 Oct - Wed, 21 Oct
Delta Logo
7:00 a.m. - 8:24 p.m.
YXE
-
ORD
12h 24m
2 stops
Delta Logo
6:00 a.m. - 3:40 p.m.
ORD
-
YXE
10h 40m
2 stops
C$ 522Delta
Mon, 19 Oct - Wed, 21 Oct
Delta Logo
7:00 a.m. - 6:05 p.m.
YXE
-
MDW
10h 05m
2 stops
Delta Logo
1:28 p.m. - 11:10 p.m.
MDW
-
YXE
10h 42m
2 stops
C$ 524Delta
Tue, 20 Oct - Sat, 24 Oct
Multiple Airlines Logo
11:35 a.m. - 8:20 p.m.
YXE
-
ORD
7h 45m
1 stop
Multiple Airlines Logo
5:30 p.m. - 11:10 p.m.
ORD
-
YXE
6h 40m
1 stop
C$ 596Multiple Airlines
Tue, 18 Aug - Sun, 23 Aug
WestJet Logo
6:00 a.m. - 9:17 a.m.
YXE
-
MDW
26h 17m
2 stops
WestJet Logo
9:24 a.m. - 1:00 a.m.
MDW
-
YXE
16h 36m
3 stops
C$ 988WestJet
Tue, 18 Aug - Sun, 23 Aug
WestJet Logo
6:00 a.m. - 6:01 p.m.
YXE
-
MDW
35h 01m
3 stops
WestJet Logo
9:24 a.m. - 1:00 p.m.
MDW
-
YXE
28h 36m
3 stops
C$ 1,015WestJet
Mon, 17 Aug - Mon, 24 Aug
Multiple Airlines Logo
6:00 a.m. - 6:01 p.m.
YXE
-
MDW
35h 01m
3 stops
Multiple Airlines Logo
9:24 a.m. - 10:38 a.m.
MDW
-
YXE
26h 14m
2 stops
C$ 1,060Multiple Airlines
Mon, 17 Aug - Mon, 24 Aug

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WestJet flights from Saskatoon to Chicago

Our best WestJet deals on Saskatoon to Chicago flight tickets
WestJet
11 Aug
YXE7:00 a.m.Saskatoon
8h 40m
1 stop
ORD4:40 p.m.Chicago O'Hare Intl
17 Aug
ORD5:30 p.m.Chicago O'Hare Intl
23h 00m
2 stops
YXE3:30 p.m.Saskatoon
C$ 657
WestJet
5 Aug
YXE6:55 p.m.Saskatoon
20h 45m
1 stop
ORD4:40 p.m.Chicago O'Hare Intl
12 Aug
ORD5:30 p.m.Chicago O'Hare Intl
6h 40m
1 stop
YXE11:10 p.m.Saskatoon
C$ 667
WestJet
13 Aug
YXE4:30 p.m.Saskatoon
23h 10m
1 stop
ORD4:40 p.m.Chicago O'Hare Intl
16 Aug
ORD5:30 p.m.Chicago O'Hare Intl
8h 30m
1 stop
YXE1:00 a.m.Saskatoon
C$ 670

United Airlines flights from Saskatoon to Chicago

Our best United Airlines deals on Saskatoon to Chicago flight tickets
United Airlines
15 Aug
YXE7:50 p.m.Saskatoon
12h 10m
1 stop
ORD9:00 a.m.Chicago O'Hare Intl
22 Aug
ORD7:50 p.m.Chicago O'Hare Intl
21h 27m
2 stops
YXE4:17 p.m.Saskatoon
C$ 798
United Airlines
29 Jul
YXE7:50 p.m.Saskatoon
16h 32m
1 stop
ORD1:22 p.m.Chicago O'Hare Intl
31 Jul
ORD12:55 p.m.Chicago O'Hare Intl
6h 59m
1 stop
YXE6:54 p.m.Saskatoon
C$ 930
United Airlines
1 Jul
YXE6:00 a.m.Saskatoon
13h 29m
1 stop
ORD8:29 p.m.Chicago O'Hare Intl
5 Jul
ORD5:55 p.m.Chicago O'Hare Intl
6h 44m
1 stop
YXE11:39 p.m.Saskatoon
C$ 1,263

momondo Fare Finder

 
Customize your flight search to find flights from Saskatoon to Chicago 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 29 June 2026.
Use the filters below to find and compare flights from Saskatoon to Chicago that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

SaskatoonChicago

YXE - ORD

YXEORD

Saskatoon

Mon 19/10

7:50 p.m.-9:00 a.m.

1 stop12h 10m

Chicago O'Hare Intl

Wed 21/10

3:45 p.m.-11:16 p.m.

1 stop8h 31m

C$ 491

SaskatoonChicago

YXE - ORD

YXEORD

Saskatoon

Mon 19/10

7:00 a.m.-4:40 p.m.

1 stop8h 40m

Chicago O'Hare Intl

Wed 21/10

1:35 p.m.-11:10 p.m.

2 stops10h 35m

C$ 514

SaskatoonChicago

YXE - ORD

YXEORD

Saskatoon

Mon 19/10

8:50 a.m.-4:40 p.m.

1 stop6h 50m

Chicago O'Hare Intl

Wed 21/10

2:00 p.m.-11:10 p.m.

2 stops10h 10m

C$ 515

SaskatoonChicago

YXE - ORD

YXEORD

Saskatoon

Mon 19/10

7:50 p.m.-9:00 a.m.

1 stop12h 10m

Chicago O'Hare Intl

Wed 21/10

3:45 p.m.-11:16 p.m.

1 stop8h 31m

C$ 521

SaskatoonChicago

YXE - ORD

YXEORD

Saskatoon

Mon 19/10

7:00 a.m.-8:24 p.m.

2 stops12h 24m

Chicago O'Hare Intl

Wed 21/10

6:00 a.m.-3:40 p.m.

2 stops10h 40m

C$ 522

SaskatoonChicago

YXE - MDW

YXEMDW

Saskatoon

Tue 20/10

7:00 a.m.-6:05 p.m.

2 stops10h 05m

Chicago Midway

Sat 24/10

1:28 p.m.-11:10 p.m.

2 stops10h 42m

C$ 524
Quickest round-trip

SaskatoonChicago

YXE - ORD

YXEORD

Saskatoon

Tue 18/8

11:35 a.m.-8:20 p.m.

1 stop7h 45m

Chicago O'Hare Intl

Sun 23/8

5:30 p.m.-11:10 p.m.

1 stop6h 40m

C$ 596

SaskatoonChicago

YXE - MDW

YXEMDW

Saskatoon

Tue 18/8

6:00 a.m.-9:17 a.m.

2 stops26h 17m

Chicago Midway

Sun 23/8

9:24 a.m.-1:00 a.m.

3 stops16h 36m

C$ 988

SaskatoonChicago

YXE - MDW

YXEMDW

Saskatoon

Mon 17/8

6:00 a.m.-6:01 p.m.

3 stops35h 01m

Chicago Midway

Mon 24/8

9:24 a.m.-1:00 p.m.

3 stops28h 36m

C$ 1,015

SaskatoonChicago

YXE - MDW

YXEMDW

Saskatoon

Mon 17/8

6:00 a.m.-6:01 p.m.

3 stops35h 01m

Chicago Midway

Mon 24/8

9:24 a.m.-10:38 a.m.

2 stops26h 14m

C$ 1,060

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Chicago from

How to get the cheapest flight ticket from Saskatoon to Chicago

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

What is the cheapest month to fly to Chicago?

The month of January is another great option to travel to Chicago, with average flight prices from Saskatoon averaging around C$ 0.

Can stopping save me money on Saskatoon to Chicago flights?

You could potentially save up to 16% on your flight if you consider stops on a Saskatoon to Chicago flight.

When to book flights from Saskatoon to Chicago

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

Cheap Saskatoon to Chicago (YXE to CHI) flight deals and tips

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

Fastest flight time

5h 37m

Direct flights

None
The fastest flight from Saskatoon to Chicago takes 5h 37m
There are no direct flights from Saskatoon to Chicago. There are no popular flight routes from Saskatoon to Chicago.
Search flight deals

Frequently asked questions about flying from Saskatoon to Chicago

  • How far is Saskatoon to Chicago by plane?

    There are 1829.3 km between Saskatoon and Chicago. Flights usually cover this in 5h 37m, depending on flying conditions and air traffic around both airports.

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

    Prices for flights from Saskatoon Airport to Chicago were last updated today.

  • How many operators does momondo search for flights from Saskatoon Airport to Chicago?

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

    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.

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

    The required travel and health documents for your Chicago trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Chicago. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

  • What is the most popular airline from Saskatoon to Chicago?

Best airlines flying from Saskatoon to Chicago

Compare and see reviews for airlines that fly from Saskatoon to Chicago with momondo
Airline
Rating
Free Cancellation
Price
WestJetPriceFrom C$ 180Free CancellationRating
7.2
3,388 reviews
Search WestJet flights

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 collates all your flight options in one place and lets you filter them to find the perfect flight from Saskatoon to Chicago. momondo saves you time and could save you money on your trip.

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

Yes. momondo enables you to select and highlight flights to Chicago from Saskatoon with this policy.

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

Once you have performed a search in the form on the page, momondo provides useful filters and insights. We can show you the cheapest days and times to fly as well as help filter your options to help you make an informed choice when booking flights to Chicago from Saskatoon.

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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Find better results for your trip to the United States

Fly into one of these airports located in Chicago

Airports listed have a maximum distance of 25.6 km from Chicago
Chicago Midway Airport
Chicago O'Hare Intl Airport