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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
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
$333WestJet
Fri, Sep 4 - Thu, Sep 10
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
WestJet Logo
3:30 pm - 4:40 pmYXE  Saskatoon-ORD Chicago O'Hare Intl
24h 10m2 stops Edmonton Calgary
WestJet Logo
5:30 pm - 11:10 pmORD  Chicago O'Hare Intl-YXE Saskatoon
6h 40m1 stop Calgary
$400WestJet
Fri, Sep 4 - Thu, Sep 10
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

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WestJet flights from Saskatoon to Chicago O'Hare Intl Airport

Our best WestJet deals on Saskatoon to Chicago O'Hare Intl Airport flight tickets
WestJet
Sep 21
YXE7:00 amSaskatoon
8h 40m
1 stop
ORD4:40 pmChicago O'Hare Intl
Sep 28
ORD5:30 pmChicago O'Hare Intl
6h 40m
1 stop
YXE11:10 pmSaskatoon
$306
WestJet
Sep 4
YXE7:00 amSaskatoon
8h 40m
1 stop
ORD4:40 pmChicago O'Hare Intl
Sep 10
ORD5:30 pmChicago O'Hare Intl
6h 40m
1 stop
YXE11:10 pmSaskatoon
$333
WestJet
Sep 21
YXE8:50 amSaskatoon
6h 50m
1 stop
ORD4:40 pmChicago O'Hare Intl
Sep 28
ORD5:30 pmChicago O'Hare Intl
23h 00m
2 stops
YXE3:30 pmSaskatoon
$394

Air Canada flights from Saskatoon to Chicago O'Hare Intl Airport

Our best Air Canada deals on Saskatoon to Chicago O'Hare Intl Airport 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

momondo Fare Finder

 
Customize your flight search to find flights from Saskatoon to Chicago O'Hare Intl Airport 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 10, 2026.
Use the filters below to find and compare flights from Saskatoon to Chicago O'Hare Intl Airport that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip
Quickest 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

Fri 9/4

7:00 am-4:40 pm

1 stop8h 40m

Chicago O'Hare Intl

Thu 9/10

5:30 pm-11:10 pm

1 stop6h 40m

$333

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

Fri 9/4

3:30 pm-4:40 pm

2 stops24h 10m

Chicago O'Hare Intl

Thu 9/10

5:30 pm-11:10 pm

1 stop6h 40m

$400

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

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 O'Hare Intl Airport

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 typical price of a round-trip flight between Saskatoon and Chicago O'Hare Intl Airport?

Prices are currently low for flights on this route.

Typical prices usually range from $352 to $382.
The lowest price recently found on this route was $306.

What is the cheapest month to fly to Chicago O'Hare Intl Airport?

The month of January is another great option to travel to Chicago O'Hare Intl Airport, with average flight prices from Saskatoon averaging around $0.

When to book flights from Saskatoon to Chicago O'Hare Intl Airport

Are you open to changing your travel dates? Check out the ideal times to fly from Saskatoon to Chicago O'Hare Intl Airport according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Saskatoon to Chicago O'Hare Intl Airport (YXE to ORD) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Saskatoon to Chicago O'Hare Intl Airport

Fastest flight time

6h 50m

Direct flights

None
The fastest flight from Saskatoon to Chicago O'Hare Intl Airport takes 6h 50m
There are no direct flights from Saskatoon to Chicago O'Hare Intl Airport. There are no popular flight routes from Saskatoon to Chicago O'Hare Intl Airport.
Search flight deals

Frequently asked questions about flying from Saskatoon to Chicago O'Hare Intl Airport

  • How far is Saskatoon to Chicago O'Hare Intl by plane?

    A flight from Saskatoon to Chicago O'Hare Intl will travel around 1121.5 mi. By plane, this route typically takes 6h 50m.

  • When did momondo last update prices for flights from Saskatoon Airport to Chicago O'Hare Intl Airport?

    Prices for flights from Saskatoon Airport to Chicago O'Hare Intl Airport were last updated today.

  • How many operators does momondo search for flights from Saskatoon Airport to Chicago O'Hare Intl Airport?

  • How old do you have to be to fly from Saskatoon Airport to Chicago O'Hare Intl Airport?

    The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from Saskatoon Airport to Chicago O'Hare Intl Airport.

  • What documentation or ID do you need to fly to Chicago O'Hare Intl Airport?

    The travel and health documents required for your trip to Chicago O'Hare Intl Airport can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Chicago O'Hare Intl Airport. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

  • What is the most popular airline from Saskatoon to Chicago O'Hare Intl Airport?

Best airlines flying from Saskatoon to Chicago O'Hare Intl Airport

Compare and see reviews for airlines that fly from Saskatoon to Chicago O'Hare Intl Airport with momondo
Airline
Rating
Free Cancellation
Price
WestJetPriceFrom $209Free CancellationRating
7.2
3,430 reviews
Search WestJet flights

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
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Gurnee
Rosemont
Oak Brook
Orland Park
Naperville
Joliet
New Buffalo
Kenosha
Hammond
Racine
Aurora
Janesville
Elgin
South Holland
Evanston

Why use momondo?

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

Finding the right flight to Chicago from Saskatoon is quick and easy when you have a range of options in front of you, from reputable agents and recognisable airlines. Options that can then be filtered down to find the best fit. That is what momondo does. We make finding flights to Chicago quick and easy, saving you time and money.

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?

If you are not ready to book a flight from Saskatoon to Chicago now, use our insights above to find helpful tips or alternatively set up a price alert, where momondo will track prices on flights to Chicago and let you know when they change.

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