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Cheap flights from Saskatoon to Chicago from C$ 256

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

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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
7:00 a.m. - 4:40 p.m.
YXE
-
ORD
8h 40m
1 stop
WestJet Logo
5:30 p.m. - 11:10 p.m.
ORD
-
YXE
6h 40m
1 stop
C$ 420WestJet
Thu, 1 Oct - Mon, 5 Oct
WestJet Logo
2:00 p.m. - 4:40 p.m.
YXE
-
ORD
25h 40m
1 stop
WestJet Logo
5:30 p.m. - 1:00 a.m.
ORD
-
YXE
8h 30m
1 stop
C$ 462WestJet
Wed, 30 Sep - Mon, 5 Oct
Air Canada Logo
6:00 a.m. - 2:55 p.m.
YXE
-
ORD
7h 55m
1 stop
Air Canada Logo
3:45 p.m. - 11:16 p.m.
ORD
-
YXE
8h 31m
1 stop
C$ 464Air Canada
Sat, 26 Sep - Wed, 30 Sep
WestJet Logo
7:00 a.m. - 4:40 p.m.
YXE
-
ORD
8h 40m
1 stop
WestJet Logo
5:30 p.m. - 8:15 a.m.
ORD
-
YXE
15h 45m
2 stops
C$ 468WestJet
Thu, 1 Oct - Mon, 5 Oct
WestJet Logo
7:00 a.m. - 4:40 p.m.
YXE
-
ORD
8h 40m
1 stop
WestJet Logo
5:30 p.m. - 1:00 a.m.
ORD
-
YXE
8h 30m
1 stop
C$ 477WestJet
Fri, 18 Sep - Mon, 21 Sep
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$ 512Air Canada
Sat, 5 Sep - Sat, 12 Sep
Delta Logo
7:00 a.m. - 6:11 p.m.
YXE
-
MDW
10h 11m
2 stops
Delta Logo
1:14 p.m. - 1:00 a.m.
MDW
-
YXE
12h 46m
2 stops
C$ 621Delta
Fri, 18 Sep - Mon, 21 Sep
Multiple Airlines Logo
11:35 a.m. - 2:35 p.m.
YXE
-
MDW
26h 00m
1 stop
Multiple Airlines Logo
10:25 a.m. - 12:35 a.m.
MDW
-
YXE
15h 10m
1 stop
C$ 658Multiple Airlines
Thu, 2 Jul - Thu, 9 Jul
Delta Logo
6:00 a.m. - 6:37 p.m.
YXE
-
MDW
11h 37m
2 stops
Delta Logo
9:30 a.m. - 1:30 a.m.
MDW
-
YXE
16h 00m
2 stops
C$ 664Delta
Sat, 31 Oct - Wed, 4 Nov
Multiple Airlines Logo
3:30 p.m. - 9:40 a.m.
YXE
-
MDW
17h 10m
2 stops
Multiple Airlines Logo
3:20 p.m. - 12:35 a.m.
MDW
-
YXE
10h 15m
1 stop
C$ 666Multiple Airlines
Thu, 2 Jul - Thu, 9 Jul

Air Canada flights from Saskatoon to Chicago

Our best Air Canada deals on Saskatoon to Chicago flight tickets
Air Canada
26 Sep
YXE6:00 a.m.Saskatoon
7h 55m
1 stop
ORD2:55 p.m.Chicago O'Hare Intl
30 Sep
ORD3:45 p.m.Chicago O'Hare Intl
8h 31m
1 stop
YXE11:16 p.m.Saskatoon
C$ 464
Air Canada
5 Sep
YXE7:50 p.m.Saskatoon
12h 10m
1 stop
ORD9:00 a.m.Chicago O'Hare Intl
12 Sep
ORD3:45 p.m.Chicago O'Hare Intl
8h 31m
1 stop
YXE11:16 p.m.Saskatoon
C$ 512
Air Canada
27 Oct
YXE5:00 a.m.Saskatoon
6h 56m
1 stop
ORD12:56 p.m.Chicago O'Hare Intl
28 Oct
ORD9:50 a.m.Chicago O'Hare Intl
13h 45m
1 stop
YXE10:35 p.m.Saskatoon
C$ 562

Delta flights from Saskatoon to Chicago

Our best Delta deals on Saskatoon to Chicago flight tickets
Delta
18 Sep
YXE1:20 p.m.Saskatoon
7h 13m
2 stops
ORD9:33 p.m.Chicago O'Hare Intl
21 Sep
ORD2:00 p.m.Chicago O'Hare Intl
10h 10m
2 stops
YXE11:10 p.m.Saskatoon
C$ 621
Delta
27 Oct
YXE7:10 a.m.Saskatoon
8h 39m
1 stop
ORD4:49 p.m.Chicago O'Hare Intl
28 Oct
ORD7:40 p.m.Chicago O'Hare Intl
18h 58m
1 stop
YXE1:38 p.m.Saskatoon
C$ 637
Delta
27 Oct
YXE7:10 a.m.Saskatoon
10h 22m
2 stops
ORD6:32 p.m.Chicago O'Hare Intl
28 Oct
ORD7:40 p.m.Chicago O'Hare Intl
18h 58m
1 stop
YXE1:38 p.m.Saskatoon
C$ 638

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 5 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
Quickest round-trip

SaskatoonChicago

YXE - ORD

YXEORD

Saskatoon

Thu 1/10

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

1 stop8h 40m

Chicago O'Hare Intl

Mon 5/10

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

1 stop6h 40m

C$ 420

SaskatoonChicago

YXE - ORD

YXEORD

Saskatoon

Wed 30/9

2:00 p.m.-4:40 p.m.

1 stop25h 40m

Chicago O'Hare Intl

Mon 5/10

5:30 p.m.-1:00 a.m.

1 stop8h 30m

C$ 462

SaskatoonChicago

YXE - ORD

YXEORD

Saskatoon

Sat 26/9

6:00 a.m.-2:55 p.m.

1 stop7h 55m

Chicago O'Hare Intl

Wed 30/9

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

1 stop8h 31m

C$ 464

SaskatoonChicago

YXE - ORD

YXEORD

Saskatoon

Thu 1/10

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

1 stop8h 40m

Chicago O'Hare Intl

Mon 5/10

5:30 p.m.-8:15 a.m.

2 stops15h 45m

C$ 468

SaskatoonChicago

YXE - ORD

YXEORD

Saskatoon

Fri 18/9

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

1 stop8h 40m

Chicago O'Hare Intl

Mon 21/9

5:30 p.m.-1:00 a.m.

1 stop8h 30m

C$ 477

SaskatoonChicago

YXE - ORD

YXEORD

Saskatoon

Sat 5/9

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

1 stop12h 10m

Chicago O'Hare Intl

Sat 12/9

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

1 stop8h 31m

C$ 512

SaskatoonChicago

YXE - MDW

YXEMDW

Saskatoon

Fri 18/9

7:00 a.m.-6:11 p.m.

2 stops10h 11m

Chicago Midway

Mon 21/9

1:14 p.m.-1:00 a.m.

2 stops12h 46m

C$ 621

SaskatoonChicago

YXE - MDW

YXEMDW

Saskatoon

Thu 2/7

11:35 a.m.-2:35 p.m.

1 stop26h 00m

Chicago Midway

Thu 9/7

10:25 a.m.-12:35 a.m.

1 stop15h 10m

C$ 658

SaskatoonChicago

YXE - MDW

YXEMDW

Saskatoon

Sat 31/10

6:00 a.m.-6:37 p.m.

2 stops11h 37m

Chicago Midway

Wed 4/11

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

2 stops16h 00m

C$ 664

SaskatoonChicago

YXE - MDW

YXEMDW

Saskatoon

Thu 2/7

3:30 p.m.-9:40 a.m.

2 stops17h 10m

Chicago Midway

Thu 9/7

3:20 p.m.-12:35 a.m.

1 stop10h 15m

C$ 666

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 33% 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

8h 40m

Direct flights

None
The fastest flight from Saskatoon to Chicago takes 8h 40m
There are no direct flights from Saskatoon to Chicago. There are no popular flight routes from Saskatoon to Chicago.
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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 8h 40m, 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$ 176Free CancellationRating
7.2
3,351 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