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Cheap flights from Saskatoon to Chicago from $155

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 10/11. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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.
WestJet Logo
7:00 am - 4:40 pm
YXE
-
ORD
8h 40m
1 stop
WestJet Logo
5:30 pm - 11:10 pm
ORD
-
YXE
6h 40m
1 stop
$340WestJet
Wed, Aug 12 - Sat, Aug 15
Air Canada Logo
7:50 pm - 9:00 am
YXE
-
ORD
12h 10m
1 stop
Air Canada Logo
3:45 pm - 11:16 pm
ORD
-
YXE
8h 31m
1 stop
$346Air Canada
Mon, Oct 19 - Wed, Oct 21
WestJet Logo
7:00 am - 4:40 pm
YXE
-
ORD
8h 40m
1 stop
WestJet Logo
5:30 pm - 1:00 am
ORD
-
YXE
8h 30m
1 stop
$355WestJet
Tue, Aug 11 - Mon, Aug 17
WestJet Logo
3:30 pm - 4:40 pm
YXE
-
ORD
24h 10m
2 stops
WestJet Logo
5:30 pm - 11:10 pm
ORD
-
YXE
6h 40m
1 stop
$361WestJet
Fri, Aug 14 - Wed, Aug 19
Delta Logo
7:00 am - 4:40 pm
YXE
-
ORD
8h 40m
1 stop
Delta Logo
1:35 pm - 11:10 pm
ORD
-
YXE
10h 35m
2 stops
$362Delta
Mon, Oct 19 - Wed, Oct 21
WestJet Logo
7:00 am - 4:40 pm
YXE
-
ORD
8h 40m
1 stop
WestJet Logo
5:30 pm - 1:00 am
ORD
-
YXE
8h 30m
1 stop
$363WestJet
Tue, Aug 11 - Mon, Aug 17
Delta Logo
7:00 am - 8:24 pm
YXE
-
ORD
12h 24m
2 stops
Delta Logo
6:00 am - 3:40 pm
ORD
-
YXE
10h 40m
2 stops
$368Delta
Mon, Oct 19 - Wed, Oct 21
WestJet Logo
11:25 am - 4:40 pm
YXE
-
ORD
28h 15m
1 stop
WestJet Logo
5:30 pm - 11:10 pm
ORD
-
YXE
6h 40m
1 stop
$369WestJet
Fri, Aug 14 - Wed, Aug 19
Multiple Airlines Logo
4:30 pm - 9:45 am
YXE
-
MDW
16h 15m
2 stops
Multiple Airlines Logo
3:15 pm - 12:35 am
MDW
-
YXE
10h 20m
1 stop
$534Multiple Airlines
Thu, Aug 13 - Wed, Aug 19
Multiple Airlines Logo
4:30 pm - 9:45 am
YXE
-
MDW
16h 15m
2 stops
Multiple Airlines Logo
10:25 am - 9:15 pm
MDW
-
YXE
11h 50m
2 stops
$577Multiple Airlines
Thu, Aug 13 - Wed, Aug 19

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Delta flights from Saskatoon to Chicago

Our best Delta deals on Saskatoon to Chicago flight tickets
Delta
Oct 19
YXE7:00 amSaskatoon
8h 40m
1 stop
ORD4:40 pmChicago O'Hare Intl
Oct 21
ORD1:35 pmChicago O'Hare Intl
10h 35m
2 stops
YXE11:10 pmSaskatoon
$362
Delta
Oct 19
YXE7:00 amSaskatoon
12h 24m
2 stops
ORD8:24 pmChicago O'Hare Intl
Oct 21
ORD6:00 amChicago O'Hare Intl
10h 40m
2 stops
YXE3:40 pmSaskatoon
$368
Delta
Oct 19
YXE7:00 amSaskatoon
8h 40m
1 stop
ORD4:40 pmChicago O'Hare Intl
Oct 21
ORD1:35 pmChicago O'Hare Intl
10h 35m
2 stops
YXE11:10 pmSaskatoon
$380

WestJet flights from Saskatoon to Chicago

Our best WestJet deals on Saskatoon to Chicago flight tickets
WestJet
Aug 12
YXE7:00 amSaskatoon
8h 40m
1 stop
ORD4:40 pmChicago O'Hare Intl
Aug 15
ORD5:30 pmChicago O'Hare Intl
6h 40m
1 stop
YXE11:10 pmSaskatoon
$340
WestJet
Aug 11
YXE7:00 amSaskatoon
8h 40m
1 stop
ORD4:40 pmChicago O'Hare Intl
Aug 17
ORD5:30 pmChicago O'Hare Intl
8h 30m
1 stop
YXE1:00 amSaskatoon
$355
WestJet
Aug 14
YXE3:30 pmSaskatoon
24h 10m
2 stops
ORD4:40 pmChicago O'Hare Intl
Aug 19
ORD5:30 pmChicago O'Hare Intl
6h 40m
1 stop
YXE11:10 pmSaskatoon
$361

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 832,500 searches. Data last updated June 27, 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

Wed 8/12

7:00 am-4:40 pm

1 stop8h 40m

Chicago O'Hare Intl

Sat 8/15

5:30 pm-11:10 pm

1 stop6h 40m

$340

SaskatoonChicago

YXE - ORD

YXEORD

Saskatoon

Mon 10/19

7:50 pm-9:00 am

1 stop12h 10m

Chicago O'Hare Intl

Wed 10/21

3:45 pm-11:16 pm

1 stop8h 31m

$346

SaskatoonChicago

YXE - ORD

YXEORD

Saskatoon

Tue 8/11

7:00 am-4:40 pm

1 stop8h 40m

Chicago O'Hare Intl

Mon 8/17

5:30 pm-1:00 am

1 stop8h 30m

$355

SaskatoonChicago

YXE - ORD

YXEORD

Saskatoon

Fri 8/14

3:30 pm-4:40 pm

2 stops24h 10m

Chicago O'Hare Intl

Wed 8/19

5:30 pm-11:10 pm

1 stop6h 40m

$361

SaskatoonChicago

YXE - ORD

YXEORD

Saskatoon

Mon 10/19

7:00 am-4:40 pm

1 stop8h 40m

Chicago O'Hare Intl

Wed 10/21

1:35 pm-11:10 pm

2 stops10h 35m

$362

SaskatoonChicago

YXE - ORD

YXEORD

Saskatoon

Tue 8/11

7:00 am-4:40 pm

1 stop8h 40m

Chicago O'Hare Intl

Mon 8/17

5:30 pm-1:00 am

1 stop8h 30m

$363

SaskatoonChicago

YXE - ORD

YXEORD

Saskatoon

Mon 10/19

7:00 am-8:24 pm

2 stops12h 24m

Chicago O'Hare Intl

Wed 10/21

6:00 am-3:40 pm

2 stops10h 40m

$368

SaskatoonChicago

YXE - ORD

YXEORD

Saskatoon

Fri 8/14

11:25 am-4:40 pm

1 stop28h 15m

Chicago O'Hare Intl

Wed 8/19

5:30 pm-11:10 pm

1 stop6h 40m

$369

SaskatoonChicago

YXE - MDW

YXEMDW

Saskatoon

Thu 8/13

4:30 pm-9:45 am

2 stops16h 15m

Chicago Midway

Wed 8/19

3:15 pm-12:35 am

1 stop10h 20m

$534

SaskatoonChicago

YXE - MDW

YXEMDW

Saskatoon

Thu 8/13

4:30 pm-9:45 am

2 stops16h 15m

Chicago Midway

Wed 8/19

10:25 am-9:15 pm

2 stops11h 50m

$577

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 November is, on average, the cheapest month to fly to Chicago from Saskatoon, with most prices found around $0. If you’re not able to fly to Chicago in November, then January is your next best option. Flight prices from Saskatoon to Chicago during January average around $0.

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 45m

Direct flights

None
The fastest flight from Saskatoon to Chicago takes 7h 45m
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?

    The distance between Saskatoon and Chicago is about 1136.6 mi. A reasonable flight in good conditions will take 7h 45m.

  • 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?

    Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, 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 necessary travel and health documents for your Chicago trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.

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 $209Free CancellationRating
7.2
3,384 reviews
Search WestJet flights

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Merrillville
New Buffalo
Hammond
Portage
Benton Harbor
Saint Joseph
Lansing
Valparaiso
Schererville
Munster
Crown Point
Chesterton
Monticello
Porter
Griffith
Saint John

Why use momondo?

Why should I use momondo to find a flight deal from Saskatoon to Chicago?

To find the flight that best suits your needs, momondo gathers a range of flights from a large pool of different airlines and agents; you can then use our insights and filters to find and book the right flight to Chicago from Saskatoon.

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 for Saskatoon to Chicago flights, momondo helps you find the right one by offering useful filters to narrow down your flight selection. Flights can be filtered by multiple factors such as airline, airport and price; but also by other criteria like aircraft type and payment method.

I’m not ready to book a flight from Saskatoon to Chicago right now. Can momondo alert me if prices change?

Yes momondo offers price alerts on flights to Chicago from Saskatoon. After performing a search on this page you should be able to see the price alert set up feature. Simply provide a valid email address and momondo will instantly alert you when prices change.

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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 78.5 mi from Chicago
Chicago Midway Airport
Chicago O'Hare Intl Airport
Chicago Greater Rockford Airport