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Cheap flights from Saskatoon to Chicago from C$ 231

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 23/11. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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Find the cheapest flights from Saskatoon to Chicago

Cheap round-trip flights

Enter your travel dates to find the best prices.
Multiple Airlines Logo
4:45 p.m. - 6:48 p.m.YXE-ORD
26h 03m2 stops
Multiple Airlines Logo
7:53 p.m. - 11:51 p.m.ORD-YXE
27h 58m1 stop
C$ 347Multiple Airlines
Find Deal
Sun, 1 Feb - Mon, 9 Feb
WestJet Logo
9:45 p.m. - 1:35 p.m.YXE-ORD
15h 50m1 stop
WestJet Logo
2:20 p.m. - 8:58 p.m.ORD-YXE
6h 38m1 stop
C$ 349WestJet
Find Deal
Thu, 29 Jan - Mon, 2 Feb
Multiple Airlines Logo
6:25 a.m. - 1:35 p.m.YXE-ORD
7h 10m1 stop
Multiple Airlines Logo
7:53 p.m. - 11:51 p.m.ORD-YXE
27h 58m1 stop
C$ 353Multiple Airlines
Find Deal
Fri, 6 Feb - Mon, 9 Feb
Multiple Airlines Logo
6:25 a.m. - 1:35 p.m.YXE-ORD
7h 10m1 stop
Multiple Airlines Logo
10:38 p.m. - 11:51 p.m.ORD-YXE
25h 13m2 stops
C$ 356Multiple Airlines
Find Deal
Fri, 6 Feb - Mon, 9 Feb
WestJet Logo
8:20 p.m. - 1:35 p.m.YXE-ORD
17h 15m1 stop
WestJet Logo
2:20 p.m. - 8:58 p.m.ORD-YXE
6h 38m1 stop
C$ 377WestJet
Find Deal
Thu, 29 Jan - Mon, 2 Feb
WestJet Logo
6:25 a.m. - 1:35 p.m.YXE-ORD
7h 10m1 stop
WestJet Logo
2:20 p.m. - 8:58 p.m.ORD-YXE
6h 38m1 stop
C$ 380WestJet
Find Deal
Mon, 2 Feb - Mon, 9 Feb
Multiple Airlines Logo
6:25 a.m. - 1:35 p.m.YXE-ORD
7h 10m1 stop
Multiple Airlines Logo
1:45 p.m. - 9:46 a.m.ORD-YXE
20h 01m2 stops
C$ 395Multiple Airlines
Find Deal
Fri, 6 Feb - Wed, 11 Feb
Air Canada Logo
5:00 a.m. - 1:00 p.m.YXE-ORD
7h 00m1 stop
Air Canada Logo
3:45 p.m. - 11:56 p.m.ORD-YXE
9h 11m1 stop
C$ 398Air Canada
Find Deal
Tue, 28 Apr - Sat, 2 May
Delta Logo
6:00 a.m. - 6:31 p.m.YXE-MDW
11h 31m2 stops
Delta Logo
9:30 a.m. - 10:43 p.m.MDW-YXE
14h 13m2 stops
C$ 476Delta
Find Deal
Tue, 28 Apr - Sat, 2 May
Delta Logo
8:10 a.m. - 5:55 p.m.YXE-MDW
9h 45m2 stops
Delta Logo
1:28 p.m. - 1:30 a.m.MDW-YXE
12h 02m2 stops
C$ 485Delta
Find Deal
Tue, 3 Feb - Sun, 8 Feb

Air Canada flights from Saskatoon to Chicago

Our best Air Canada deals on Saskatoon to Chicago flight tickets
Air Canada
28 Apr
YXE5:00 a.m.Saskatoon
7h 00m
1 stop
ORD1:00 p.m.Chicago O'Hare Intl
2 May
ORD3:45 p.m.Chicago O'Hare Intl
9h 11m
1 stop
YXE11:56 p.m.Saskatoon
C$ 398
Find similar
Air Canada
28 Apr
YXE5:00 a.m.Saskatoon
13h 50m
2 stops
ORD7:50 p.m.Chicago O'Hare Intl
2 May
ORD12:00 p.m.Chicago O'Hare Intl
12h 56m
1 stop
YXE11:56 p.m.Saskatoon
C$ 447
Find similar
Air Canada
10 Jan
YXE6:00 a.m.Saskatoon
9h 10m
1 stop
ORD3:10 p.m.Chicago O'Hare Intl
12 Jan
ORD8:30 p.m.Chicago O'Hare Intl
14h 05m
1 stop
YXE10:35 a.m.Saskatoon
C$ 516
Find similar

WestJet flights from Saskatoon to Chicago

Our best WestJet deals on Saskatoon to Chicago flight tickets
WestJet
29 Jan
YXE9:45 p.m.Saskatoon
15h 50m
1 stop
ORD1:35 p.m.Chicago O'Hare Intl
2 Feb
ORD2:20 p.m.Chicago O'Hare Intl
6h 38m
1 stop
YXE8:58 p.m.Saskatoon
C$ 349
Find similar
WestJet
29 Jan
YXE8:20 p.m.Saskatoon
17h 15m
1 stop
ORD1:35 p.m.Chicago O'Hare Intl
2 Feb
ORD2:20 p.m.Chicago O'Hare Intl
6h 38m
1 stop
YXE8:58 p.m.Saskatoon
C$ 377
Find similar
WestJet
2 Feb
YXE6:25 a.m.Saskatoon
7h 10m
1 stop
ORD1:35 p.m.Chicago O'Hare Intl
9 Feb
ORD2:20 p.m.Chicago O'Hare Intl
6h 38m
1 stop
YXE8:58 p.m.Saskatoon
C$ 380
Find similar

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 13 November 2025.
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

SaskatoonChicago

YXE - ORD

YXEORD

Saskatoon

Sun 1/2

4:45 p.m.-6:48 p.m.

2 stops26h 03m

Chicago O'Hare Intl

Mon 9/2

7:53 p.m.-11:51 p.m.

1 stop27h 58m

C$ 347

SaskatoonChicago

YXE - ORD

YXEORD

Saskatoon

Thu 29/1

9:45 p.m.-1:35 p.m.

1 stop15h 50m

Chicago O'Hare Intl

Mon 2/2

2:20 p.m.-8:58 p.m.

1 stop6h 38m

C$ 349

SaskatoonChicago

YXE - ORD

YXEORD

Saskatoon

Fri 6/2

6:25 a.m.-1:35 p.m.

1 stop7h 10m

Chicago O'Hare Intl

Mon 9/2

7:53 p.m.-11:51 p.m.

1 stop27h 58m

C$ 353

SaskatoonChicago

YXE - ORD

YXEORD

Saskatoon

Fri 6/2

6:25 a.m.-1:35 p.m.

1 stop7h 10m

Chicago O'Hare Intl

Mon 9/2

10:38 p.m.-11:51 p.m.

2 stops25h 13m

C$ 356

SaskatoonChicago

YXE - ORD

YXEORD

Saskatoon

Thu 29/1

8:20 p.m.-1:35 p.m.

1 stop17h 15m

Chicago O'Hare Intl

Mon 2/2

2:20 p.m.-8:58 p.m.

1 stop6h 38m

C$ 377

SaskatoonChicago

YXE - ORD

YXEORD

Saskatoon

Mon 2/2

6:25 a.m.-1:35 p.m.

1 stop7h 10m

Chicago O'Hare Intl

Mon 9/2

2:20 p.m.-8:58 p.m.

1 stop6h 38m

C$ 380

SaskatoonChicago

YXE - ORD

YXEORD

Saskatoon

Fri 6/2

6:25 a.m.-1:35 p.m.

1 stop7h 10m

Chicago O'Hare Intl

Wed 11/2

1:45 p.m.-9:46 a.m.

2 stops20h 01m

C$ 395

SaskatoonChicago

YXE - ORD

YXEORD

Saskatoon

Tue 28/4

5:00 a.m.-1:00 p.m.

1 stop7h 00m

Chicago O'Hare Intl

Sat 2/5

3:45 p.m.-11:56 p.m.

1 stop9h 11m

C$ 398

SaskatoonChicago

YXE - MDW

YXEMDW

Saskatoon

Tue 28/4

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

2 stops11h 31m

Chicago Midway

Sat 2/5

9:30 a.m.-10:43 p.m.

2 stops14h 13m

C$ 476

SaskatoonChicago

YXE - MDW

YXEMDW

Saskatoon

Tue 3/2

8:10 a.m.-5:55 p.m.

2 stops9h 45m

Chicago Midway

Sun 8/2

1:28 p.m.-1:30 a.m.

2 stops12h 02m

C$ 485

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 typical price of a round-trip flight between Saskatoon and Chicago?

What is the cheapest month to fly to Chicago?

The month of September is another great option to travel to Chicago, with average flight prices from Saskatoon averaging around C$ 424.

What is the cheapest day to depart on your flight to Chicago?

The cheapest day to depart on your flight to Chicago is on a Friday when prices can be found for as low as C$ 525. This is often the case because there is less demand to fly during this day of the week. If your travel schedule is flexible, try to avoid departing on a Sunday because tickets tend to average around C$ 709. These prices are subject to change though, so be sure to set up a Price Alert for flights to Chicago.

What is the cheapest time of day to depart on your flight to Chicago?

In the evening is the cheapest time of day to fly from Saskatoon to Chicago when you can find flight prices for as low as C$ 606. Flying to Chicago in the evening is an ideal time because this is during off-peak travel hours. At noon is when there is more demand to fly to Chicago, so prices are often more expensive at around C$ 698 per ticket.

Can stopping save me money on Saskatoon to Chicago flights?

You could potentially save up to 25% 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

Direct flights

None
There are no direct flights from Saskatoon to Chicago. There are no popular flight routes from Saskatoon to Chicago.
Search flight deals

  • How far is Saskatoon to Chicago by plane?

    There are 1829.3 km between Saskatoon and Chicago. Flights usually cover this in 7h 00m, 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$ 382Free CancellationRating
7.2
3,161 reviews
Search WestJet flights
Air CanadaPriceFrom C$ 417Free CancellationRating
7.1
10,448 reviews
Search Air Canada flights

Travelling to a place near Chicago?

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

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