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Cheap flights from Saskatoon to Chicago from C$ 227

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 13/1. 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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Find the cheapest flights from Saskatoon to Chicago

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$ 348WestJet
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$ 355WestJet
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$ 383WestJet
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. - 3:59 p.m.
ORD
-
YXE
25h 39m2 stops
C$ 435WestJet
Thu, 29 Jan - Mon, 2 Feb
Delta Logo
8:10 a.m. - 5:55 p.m.
YXE
-
ORD
9h 45m1 stop
Delta Logo
6:15 a.m. - 2:37 p.m.
ORD
-
YXE
8h 22m1 stop
C$ 472Delta
Thu, 29 Jan - Sun, 1 Feb
Delta Logo
8:10 a.m. - 5:55 p.m.
YXE
-
ORD
9h 45m1 stop
Delta Logo
1:58 p.m. - 1:30 a.m.
ORD
-
YXE
11h 32m2 stops
C$ 482Delta
Thu, 29 Jan - Sun, 1 Feb
Air Canada Logo
6:00 a.m. - 7:45 p.m.
YXE
-
ORD
13h 45m1 stop
Air Canada Logo
8:45 p.m. - 10:52 a.m.
ORD
-
YXE
14h 07m1 stop
C$ 493Air Canada
Mon, 12 Jan - Fri, 16 Jan
Air Canada Logo
6:00 a.m. - 7:45 p.m.
YXE
-
ORD
13h 45m1 stop
Air Canada Logo
8:45 p.m. - 10:52 a.m.
ORD
-
YXE
14h 07m1 stop
C$ 497Air Canada
Mon, 12 Jan - Fri, 16 Jan
Air Canada Logo
3:25 p.m. - 11:06 a.m.
YXE
-
ORD
19h 41m2 stops
Air Canada Logo
8:45 p.m. - 10:52 a.m.
ORD
-
YXE
14h 07m1 stop
C$ 501Air Canada
Mon, 12 Jan - Fri, 16 Jan
Delta Logo
8:10 a.m. - 12:48 p.m.
YXE
-
MDW
28h 38m2 stops
Delta Logo
9:50 a.m. - 2:38 p.m.
MDW
-
YXE
4h 48m1 stop
C$ 591Delta
Sun, 11 Jan - Thu, 15 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$ 348
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$ 355
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$ 383
Find similar

Delta flights from Saskatoon to Chicago

Our best Delta deals on Saskatoon to Chicago flight tickets
Delta
29 Jan
YXE8:10 a.m.Saskatoon
9h 45m
1 stop
ORD5:55 p.m.Chicago O'Hare Intl
1 Feb
ORD6:15 a.m.Chicago O'Hare Intl
8h 22m
1 stop
YXE2:37 p.m.Saskatoon
C$ 472
Find similar
Delta
29 Jan
YXE8:10 a.m.Saskatoon
9h 45m
1 stop
ORD5:55 p.m.Chicago O'Hare Intl
1 Feb
ORD1:58 p.m.Chicago O'Hare Intl
11h 32m
2 stops
YXE1:30 a.m.Saskatoon
C$ 482
Find similar
Delta
11 Jan
YXE8:10 a.m.Saskatoon
28h 38m
2 stops
MDW12:48 p.m.Chicago Midway
15 Jan
MDW9:50 a.m.Chicago Midway
4h 48m
1 stop
YXE2:38 p.m.Saskatoon
C$ 591
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 8 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$ 348

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$ 355

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$ 383

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$ 435

SaskatoonChicago

YXE - ORD

YXEORD

Saskatoon

Thu 29/1

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

1 stop9h 45m

Chicago O'Hare Intl

Sun 1/2

6:15 a.m.-2:37 p.m.

1 stop8h 22m

C$ 472

SaskatoonChicago

YXE - ORD

YXEORD

Saskatoon

Thu 29/1

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

1 stop9h 45m

Chicago O'Hare Intl

Sun 1/2

1:58 p.m.-1:30 a.m.

2 stops11h 32m

C$ 482

SaskatoonChicago

YXE - ORD

YXEORD

Saskatoon

Mon 12/1

6:00 a.m.-7:45 p.m.

1 stop13h 45m

Chicago O'Hare Intl

Fri 16/1

8:45 p.m.-10:52 a.m.

1 stop14h 07m

C$ 493

SaskatoonChicago

YXE - ORD

YXEORD

Saskatoon

Mon 12/1

6:00 a.m.-7:45 p.m.

1 stop13h 45m

Chicago O'Hare Intl

Fri 16/1

8:45 p.m.-10:52 a.m.

1 stop14h 07m

C$ 497

SaskatoonChicago

YXE - ORD

YXEORD

Saskatoon

Mon 12/1

3:25 p.m.-11:06 a.m.

2 stops19h 41m

Chicago O'Hare Intl

Fri 16/1

8:45 p.m.-10:52 a.m.

1 stop14h 07m

C$ 501

SaskatoonChicago

YXE - MDW

YXEMDW

Saskatoon

Sun 11/1

8:10 a.m.-12:48 p.m.

2 stops28h 38m

Chicago Midway

Thu 15/1

9:50 a.m.-2:38 p.m.

1 stop4h 48m

C$ 591

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 May is another great option to travel to Chicago, with average flight prices from Saskatoon averaging around C$ 488.

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$ 518. 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$ 699. 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$ 597. 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$ 688 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 11m

Direct flights

None
The fastest flight from Saskatoon to Chicago takes 7h 11m
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 6h 33m, 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$ 175Free CancellationRating
7.2
3,193 reviews
Search WestJet flights
Air CanadaPriceFrom C$ 411Free CancellationRating
7.1
10,514 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