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Cheap flights from Saskatoon to Chicago from $190

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 11/5. 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 pmYXE  Saskatoon-ORD Chicago O'Hare Intl
8h 40m1 stop Calgary
WestJet Logo
5:30 pm - 11:10 pmORD  Chicago O'Hare Intl-YXE Saskatoon
6h 40m1 stop Calgary
$306WestJet
Mon, Sep 21 - Mon, Sep 28
Air Canada Logo
12:55 pm - 7:58 pmYXE  Saskatoon-ORD Chicago O'Hare Intl
7h 03m1 stop Toronto Pearson Intl
Air Canada Logo
8:50 pm - 10:41 amORD  Chicago O'Hare Intl-YXE Saskatoon
13h 51m1 stop Toronto Pearson Intl
$365Air Canada
Mon, Nov 2 - Mon, Nov 23
Multiple Airlines Logo
8:10 am - 5:10 pmYXE  Saskatoon-ORD Chicago O'Hare Intl
9h 00m1 stop Minneapolis St Paul
Multiple Airlines Logo
11:38 am - 2:38 pmORD  Chicago O'Hare Intl-YXE Saskatoon
27h 00m1 stop Minneapolis St Paul
$386Multiple Airlines
Sun, Nov 1 - Mon, Nov 23
Air Canada Logo
12:55 pm - 7:58 pmYXE  Saskatoon-ORD Chicago O'Hare Intl
7h 03m1 stop Toronto Pearson Intl
Air Canada Logo
8:50 pm - 10:41 amORD  Chicago O'Hare Intl-YXE Saskatoon
13h 51m1 stop Toronto Pearson Intl
$390Air Canada
Thu, Dec 3 - Mon, Dec 7
WestJet Logo
8:50 am - 4:40 pmYXE  Saskatoon-ORD Chicago O'Hare Intl
6h 50m1 stop Calgary
WestJet Logo
5:30 pm - 3:30 pmORD  Chicago O'Hare Intl-YXE Saskatoon
23h 00m2 stops Calgary Edmonton
$394WestJet
Mon, Sep 21 - Mon, Sep 28
Air Canada Logo
7:55 pm - 9:00 amYXE  Saskatoon-ORD Chicago O'Hare Intl
12h 05m1 stop Toronto Pearson Intl
Air Canada Logo
3:45 pm - 11:16 pmORD  Chicago O'Hare Intl-YXE Saskatoon
8h 31m1 stop Toronto Pearson Intl
$403Air Canada
Mon, Sep 7 - Mon, Sep 14
Air Canada Logo
7:55 pm - 9:00 amYXE  Saskatoon-ORD Chicago O'Hare Intl
12h 05m1 stop Toronto Pearson Intl
Air Canada Logo
3:45 pm - 11:16 pmORD  Chicago O'Hare Intl-YXE Saskatoon
8h 31m1 stop Toronto Pearson Intl
$403Air Canada
Mon, Sep 7 - Wed, Sep 9
Multiple Airlines Logo
8:10 am - 12:25 amYXE  Saskatoon-ORD Chicago O'Hare Intl
16h 15m2 stops Minneapolis St Paul Dallas/Fort Worth
Multiple Airlines Logo
11:38 am - 2:38 pmORD  Chicago O'Hare Intl-YXE Saskatoon
27h 00m1 stop Minneapolis St Paul
$404Multiple Airlines
Sun, Nov 1 - Mon, Nov 23
Air Canada Logo
5:50 am - 1:23 pmYXE  Saskatoon-ORD Chicago O'Hare Intl
6h 33m1 stop Toronto Pearson Intl
Air Canada Logo
3:45 pm - 11:16 pmORD  Chicago O'Hare Intl-YXE Saskatoon
8h 31m1 stop Toronto Pearson Intl
$428Air Canada
Wed, Sep 16 - Sat, Sep 19
Air Canada Logo
5:50 am - 1:23 pmYXE  Saskatoon-ORD Chicago O'Hare Intl
6h 33m1 stop Toronto Pearson Intl
Air Canada Logo
3:45 pm - 11:16 pmORD  Chicago O'Hare Intl-YXE Saskatoon
8h 31m1 stop Toronto Pearson Intl
$429Air Canada
Wed, Sep 16 - Sat, Sep 19

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Air Canada flights from Saskatoon to Chicago

Our best Air Canada deals on Saskatoon to Chicago flight tickets
Air Canada
Nov 2
YXE12:55 pmSaskatoon
7h 03m
1 stop
ORD7:58 pmChicago O'Hare Intl
Nov 23
ORD8:50 pmChicago O'Hare Intl
13h 51m
1 stop
YXE10:41 amSaskatoon
$365
Air Canada
Dec 3
YXE12:55 pmSaskatoon
7h 03m
1 stop
ORD7:58 pmChicago O'Hare Intl
Dec 7
ORD8:50 pmChicago O'Hare Intl
13h 51m
1 stop
YXE10:41 amSaskatoon
$390
Air Canada
Sep 7
YXE7:55 pmSaskatoon
12h 05m
1 stop
ORD9:00 amChicago O'Hare Intl
Sep 9
ORD3:45 pmChicago O'Hare Intl
8h 31m
1 stop
YXE11:16 pmSaskatoon
$403

Delta flights from Saskatoon to Chicago

Our best Delta deals on Saskatoon to Chicago flight tickets
Delta
Oct 1
YXE6:00 amSaskatoon
11h 33m
2 stops
MDW6:33 pmChicago Midway
Oct 5
MDW1:19 pmChicago Midway
12h 41m
2 stops
YXE1:00 amSaskatoon
$471
Delta
Oct 1
YXE6:00 amSaskatoon
11h 33m
2 stops
MDW6:33 pmChicago Midway
Oct 5
MDW1:19 pmChicago Midway
12h 41m
2 stops
YXE1:00 amSaskatoon
$472
Delta
Oct 1
YXE6:00 amSaskatoon
11h 33m
2 stops
MDW6:33 pmChicago Midway
Oct 5
MDW9:59 amChicago Midway
12h 16m
2 stops
YXE9:15 pmSaskatoon
$513

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 August 9, 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

SaskatoonChicago

YXE Saskatoon - ORD Chicago O'Hare Intl

YXEORD

Saskatoon

Mon 9/21

7:00 am-4:40 pm

1 stop8h 40m

Chicago O'Hare Intl

Mon 9/28

5:30 pm-11:10 pm

1 stop6h 40m

$306

SaskatoonChicago

YXE Saskatoon - ORD Chicago O'Hare Intl

YXEORD

Saskatoon

Mon 11/2

12:55 pm-7:58 pm

1 stop7h 03m

Chicago O'Hare Intl

Mon 11/23

8:50 pm-10:41 am

1 stop13h 51m

$365

SaskatoonChicago

YXE Saskatoon - ORD Chicago O'Hare Intl

YXEORD

Saskatoon

Sun 11/1

8:10 am-5:10 pm

1 stop9h 00m

Chicago O'Hare Intl

Mon 11/23

11:38 am-2:38 pm

1 stop27h 00m

$386

SaskatoonChicago

YXE Saskatoon - ORD Chicago O'Hare Intl

YXEORD

Saskatoon

Thu 12/3

12:55 pm-7:58 pm

1 stop7h 03m

Chicago O'Hare Intl

Mon 12/7

8:50 pm-10:41 am

1 stop13h 51m

$390

SaskatoonChicago

YXE Saskatoon - ORD Chicago O'Hare Intl

YXEORD

Saskatoon

Mon 9/21

8:50 am-4:40 pm

1 stop6h 50m

Chicago O'Hare Intl

Mon 9/28

5:30 pm-3:30 pm

2 stops23h 00m

$394

SaskatoonChicago

YXE Saskatoon - ORD Chicago O'Hare Intl

YXEORD

Saskatoon

Mon 9/7

7:55 pm-9:00 am

1 stop12h 05m

Chicago O'Hare Intl

Mon 9/14

3:45 pm-11:16 pm

1 stop8h 31m

$403

SaskatoonChicago

YXE Saskatoon - ORD Chicago O'Hare Intl

YXEORD

Saskatoon

Mon 9/7

7:55 pm-9:00 am

1 stop12h 05m

Chicago O'Hare Intl

Wed 9/9

3:45 pm-11:16 pm

1 stop8h 31m

$403

SaskatoonChicago

YXE Saskatoon - ORD Chicago O'Hare Intl

YXEORD

Saskatoon

Sun 11/1

8:10 am-12:25 am

2 stops16h 15m

Chicago O'Hare Intl

Mon 11/23

11:38 am-2:38 pm

1 stop27h 00m

$404
Quickest round-trip

SaskatoonChicago

YXE Saskatoon - ORD Chicago O'Hare Intl

YXEORD

Saskatoon

Wed 9/16

5:50 am-1:23 pm

1 stop6h 33m

Chicago O'Hare Intl

Sat 9/19

3:45 pm-11:16 pm

1 stop8h 31m

$428

SaskatoonChicago

YXE Saskatoon - ORD Chicago O'Hare Intl

YXEORD

Saskatoon

Wed 9/16

5:50 am-1:23 pm

1 stop6h 33m

Chicago O'Hare Intl

Sat 9/19

3:45 pm-11:16 pm

1 stop8h 31m

$429

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

6h 50m

Direct flights

None
The fastest flight from Saskatoon to Chicago takes 6h 50m
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?

    The distance between Saskatoon and Chicago is about 1136.6 mi. A reasonable flight in good conditions will take 6h 50m.

  • 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
3,426 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
Lansing
Saint Joseph
Valparaiso
Schererville
Munster
Chesterton
Monticello
Crown Point
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