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Cheap flights from Saskatoon to Chicago from C$ 292

This is the cheapest round-trip flight price found by a momondo user in the last 72 hours by searching for a flight from Saskatoon to Chicago departing on 29/1. 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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Cheap round-trip flights

Enter your travel dates to find the best prices.
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$ 292WestJet
Thu, 29 Jan - Mon, 2 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$ 314WestJet
Thu, 29 Jan - Mon, 2 Feb
WestJet Logo
4:30 p.m. - 1:35 p.m.
YXE
-
ORD
21h 05m2 stops
WestJet Logo
2:20 p.m. - 8:58 p.m.
ORD
-
YXE
6h 38m1 stop
C$ 316WestJet
Thu, 29 Jan - Mon, 2 Feb
WestJet Logo
4:30 p.m. - 1:35 p.m.
YXE
-
ORD
21h 05m2 stops
WestJet Logo
2:20 p.m. - 8:58 p.m.
ORD
-
YXE
6h 38m1 stop
C$ 338WestJet
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. - 4:00 p.m.
ORD
-
YXE
25h 40m2 stops
C$ 373WestJet
Mon, 12 Jan - Fri, 16 Jan
Delta Logo
6:25 a.m. - 1:35 p.m.
YXE
-
ORD
7h 10m1 stop
Delta Logo
2:20 p.m. - 8:59 p.m.
ORD
-
YXE
6h 39m1 stop
C$ 408Delta
Mon, 12 Jan - Fri, 16 Jan
WestJet Logo
4:30 p.m. - 1:35 p.m.
YXE
-
ORD
21h 05m2 stops
WestJet Logo
2:20 p.m. - 3:59 p.m.
ORD
-
YXE
25h 39m2 stops
C$ 415WestJet
Thu, 29 Jan - Mon, 2 Feb
Multiple Airlines Logo
9:45 p.m. - 1:35 p.m.
YXE
-
ORD
15h 50m1 stop
Multiple Airlines Logo
4:41 p.m. - 6:50 p.m.
ORD
-
YXE
26h 09m2 stops
C$ 442Multiple Airlines
Thu, 8 Jan - Thu, 15 Jan
Delta Logo
6:25 a.m. - 1:35 p.m.
YXE
-
ORD
7h 10m1 stop
Delta Logo
6:15 a.m. - 6:50 p.m.
ORD
-
YXE
12h 35m2 stops
C$ 464Delta
Mon, 12 Jan - Fri, 16 Jan
Delta Logo
7:00 a.m. - 9:08 a.m.
YXE
-
MDW
26h 08m2 stops
Delta Logo
7:16 p.m. - 1:49 a.m.
MDW
-
YXE
30h 33m2 stops
C$ 700Delta
Mon, 12 Jan - Fri, 16 Jan

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$ 292
Find similar
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$ 314
Find similar
WestJet
29 Jan
YXE4:30 p.m.Saskatoon
21h 05m
2 stops
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$ 316
Find similar

Air Canada flights from Saskatoon to Chicago

Our best Air Canada deals on Saskatoon to Chicago flight tickets
Air Canada
8 Jan
YXE6:00 a.m.Saskatoon
7h 01m
1 stop
ORD1:01 p.m.Chicago O'Hare Intl
15 Jan
ORD2:00 p.m.Chicago O'Hare Intl
9h 35m
1 stop
YXE11:35 p.m.Saskatoon
C$ 568
Find similar
Air Canada
8 Jan
YXE11:25 a.m.Saskatoon
8h 20m
1 stop
ORD7:45 p.m.Chicago O'Hare Intl
15 Jan
ORD3:55 p.m.Chicago O'Hare Intl
7h 40m
1 stop
YXE11:35 p.m.Saskatoon
C$ 594
Find similar
Air Canada
15 Jun
YXE7:50 p.m.Saskatoon
12h 10m
1 stop
ORD9:00 a.m.Chicago O'Hare Intl
23 Jun
ORD8:40 p.m.Chicago O'Hare Intl
14h 09m
1 stop
YXE9:49 a.m.Saskatoon
C$ 679
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 18 December 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

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$ 292

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$ 314

SaskatoonChicago

YXE - ORD

YXEORD

Saskatoon

Thu 29/1

4:30 p.m.-1:35 p.m.

2 stops21h 05m

Chicago O'Hare Intl

Mon 2/2

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

1 stop6h 38m

C$ 316

SaskatoonChicago

YXE - ORD

YXEORD

Saskatoon

Thu 29/1

4:30 p.m.-1:35 p.m.

2 stops21h 05m

Chicago O'Hare Intl

Mon 2/2

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

1 stop6h 38m

C$ 338

SaskatoonChicago

YXE - ORD

YXEORD

Saskatoon

Mon 12/1

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

1 stop7h 10m

Chicago O'Hare Intl

Fri 16/1

2:20 p.m.-4:00 p.m.

2 stops25h 40m

C$ 373

SaskatoonChicago

YXE - ORD

YXEORD

Saskatoon

Mon 12/1

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

1 stop7h 10m

Chicago O'Hare Intl

Fri 16/1

2:20 p.m.-8:59 p.m.

1 stop6h 39m

C$ 408

SaskatoonChicago

YXE - ORD

YXEORD

Saskatoon

Thu 29/1

4:30 p.m.-1:35 p.m.

2 stops21h 05m

Chicago O'Hare Intl

Mon 2/2

2:20 p.m.-3:59 p.m.

2 stops25h 39m

C$ 415

SaskatoonChicago

YXE - ORD

YXEORD

Saskatoon

Thu 8/1

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

1 stop15h 50m

Chicago O'Hare Intl

Thu 15/1

4:41 p.m.-6:50 p.m.

2 stops26h 09m

C$ 442

SaskatoonChicago

YXE - ORD

YXEORD

Saskatoon

Mon 12/1

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

1 stop7h 10m

Chicago O'Hare Intl

Fri 16/1

6:15 a.m.-6:50 p.m.

2 stops12h 35m

C$ 464

SaskatoonChicago

YXE - MDW

YXEMDW

Saskatoon

Mon 12/1

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

2 stops26h 08m

Chicago Midway

Fri 16/1

7:16 p.m.-1:49 a.m.

2 stops30h 33m

C$ 700

Flights are sorted by cheapest round-trip flights first.

Sorted by cheapest first

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 May is another great option to travel to Chicago, with average flight prices from Saskatoon averaging around C$ 486.

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$ 517. 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$ 697. 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$ 596. 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$ 686 per ticket.

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

7h 10m

Direct flights

None
The fastest flight from Saskatoon to Chicago takes 7h 10m
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 10m, 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$ 174Free CancellationRating
7.2
3,204 reviews
Search WestJet flights
Air CanadaPriceFrom C$ 410Free CancellationRating
7.1
10,534 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