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Cheap flights from Saskatoon to Chicago from C$ 181

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 17/10. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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Find the cheapest flights from Saskatoon to Chicago

Cheap round-trip flights

WestJet Logo
7:00 a.m. - 4:43 p.m.YXE-ORD
8h 43m1 stop
WestJet Logo
5:30 p.m. - 12:53 a.m.ORD-YXE
8h 23m1 stop
C$ 228WestJet
Find Deal
dom., 19 oct. - sáb., 25 oct.
WestJet Logo
7:00 a.m. - 4:43 p.m.YXE-ORD
8h 43m1 stop
WestJet Logo
5:30 p.m. - 3:00 p.m.ORD-YXE
22h 30m2 stops
C$ 267WestJet
Find Deal
dom., 19 oct. - sáb., 25 oct.
Delta Logo
6:00 a.m. - 4:11 p.m.YXE-ORD
9h 11m2 stops
Delta Logo
5:37 p.m. - 9:24 p.m.ORD-YXE
4h 47m1 stop
C$ 390Delta
Find Deal
lun., 6 oct. - vie., 17 oct.
Air Canada Logo
7:40 p.m. - 9:14 a.m.YXE-ORD
12h 34m1 stop
Air Canada Logo
8:25 p.m. - 11:12 a.m.ORD-YXE
15h 47m1 stop
C$ 401Air Canada
Find Deal
lun., 6 oct. - vie., 17 oct.
Logo
3:25 p.m. - 11:48 a.m.YXE-ORD
19h 23m2 stops
Logo
1:40 p.m. - 8:17 a.m.ORD-YXE
19h 37m1 stop
C$ 409
Find Deal
mié., 24 sep. - sáb., 4 oct.
Logo
8:45 p.m. - 6:39 p.m.YXE-ORD
20h 54m3 stops
Logo
5:30 p.m. - 3:00 p.m.ORD-YXE
22h 30m2 stops
C$ 437
Find Deal
dom., 19 oct. - sáb., 25 oct.
Delta Logo
8:10 a.m. - 9:46 p.m.YXE-ORD
13h 36m2 stops
Delta Logo
2:20 p.m. - 8:59 p.m.ORD-YXE
6h 39m1 stop
C$ 485Delta
Find Deal
mar., 9 dic. - vie., 2 ene.
Air Canada Logo
7:40 p.m. - 9:14 a.m.YXE-ORD
12h 34m1 stop
Air Canada Logo
8:25 p.m. - 11:22 a.m.ORD-YXE
15h 57m1 stop
C$ 518Air Canada
Find Deal
mar., 7 oct. - mar., 14 oct.
United Airlines Logo
6:00 a.m. - 2:01 p.m.YXE-ORD
7h 01m1 stop
United Airlines Logo
9:40 p.m. - 11:57 p.m.ORD-YXE
27h 17m2 stops
C$ 679United Airlines
Find Deal
mar., 7 oct. - mar., 14 oct.
United Airlines Logo
5:05 a.m. - 8:58 p.m.YXE-ORD
15h 53m2 stops
United Airlines Logo
8:00 a.m. - 2:36 p.m.ORD-YXE
6h 36m1 stop
C$ 701United Airlines
Find Deal
dom., 23 nov. - dom., 30 nov.

WestJet flights from Saskatoon to Chicago

Our best WestJet deals on Saskatoon to Chicago flight tickets
WestJet
19 Oct
YXE7:00 a.m.Saskatoon
8h 43m
1 stop
ORD4:43 p.m.Chicago O'Hare Intl
25 Oct
ORD5:30 p.m.Chicago O'Hare Intl
8h 23m
1 stop
YXE12:53 a.m.Saskatoon
C$ 228
Find similar
WestJet
19 Oct
YXE7:00 a.m.Saskatoon
8h 43m
1 stop
ORD4:43 p.m.Chicago O'Hare Intl
25 Oct
ORD5:30 p.m.Chicago O'Hare Intl
22h 30m
2 stops
YXE3:00 p.m.Saskatoon
C$ 267
Find similar
WestJet
2 Oct
YXE6:50 p.m.Saskatoon
20h 53m
1 stop
ORD4:43 p.m.Chicago O'Hare Intl
6 Oct
ORD5:30 p.m.Chicago O'Hare Intl
8h 23m
1 stop
YXE12:53 a.m.Saskatoon
C$ 289
Find similar

Air Canada flights from Saskatoon to Chicago

Our best Air Canada deals on Saskatoon to Chicago flight tickets
Air Canada
6 Oct
YXE7:40 p.m.Saskatoon
12h 34m
1 stop
ORD9:14 a.m.Chicago O'Hare Intl
17 Oct
ORD8:25 p.m.Chicago O'Hare Intl
15h 47m
1 stop
YXE11:12 a.m.Saskatoon
C$ 401
Find similar
Air Canada
7 Oct
YXE7:40 p.m.Saskatoon
12h 34m
1 stop
ORD9:14 a.m.Chicago O'Hare Intl
14 Oct
ORD8:25 p.m.Chicago O'Hare Intl
15h 57m
1 stop
YXE11:22 a.m.Saskatoon
C$ 518
Find similar
Air Canada
29 Jan
YXE6:00 a.m.Saskatoon
7h 01m
1 stop
ORD1:01 p.m.Chicago O'Hare Intl
2 Feb
ORD3:55 p.m.Chicago O'Hare Intl
7h 40m
1 stop
YXE11:35 p.m.Saskatoon
C$ 578
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 25 agosto 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

dom. 19/10

7:00 a.m.-4:43 p.m.

1 stop8h 43m

Chicago O'Hare Intl

sáb. 25/10

5:30 p.m.-12:53 a.m.

1 stop8h 23m

C$ 228

SaskatoonChicago

YXE - ORD

YXEORD

Saskatoon

dom. 19/10

7:00 a.m.-4:43 p.m.

1 stop8h 43m

Chicago O'Hare Intl

sáb. 25/10

5:30 p.m.-3:00 p.m.

2 stops22h 30m

C$ 267

SaskatoonChicago

YXE - ORD

YXEORD

Saskatoon

lun. 6/10

6:00 a.m.-4:11 p.m.

2 stops9h 11m

Chicago O'Hare Intl

vie. 17/10

5:37 p.m.-9:24 p.m.

1 stop4h 47m

C$ 390

SaskatoonChicago

YXE - ORD

YXEORD

Saskatoon

lun. 6/10

7:40 p.m.-9:14 a.m.

1 stop12h 34m

Chicago O'Hare Intl

vie. 17/10

8:25 p.m.-11:12 a.m.

1 stop15h 47m

C$ 401

SaskatoonChicago

YXE - ORD

YXEORD

Saskatoon

mié. 24/9

3:25 p.m.-11:48 a.m.

2 stops19h 23m

Chicago O'Hare Intl

sáb. 4/10

1:40 p.m.-8:17 a.m.

1 stop19h 37m

C$ 409

SaskatoonChicago

YXE - ORD

YXEORD

Saskatoon

dom. 19/10

8:45 p.m.-6:39 p.m.

3 stops20h 54m

Chicago O'Hare Intl

sáb. 25/10

5:30 p.m.-3:00 p.m.

2 stops22h 30m

C$ 437

SaskatoonChicago

YXE - ORD

YXEORD

Saskatoon

mar. 9/12

8:10 a.m.-9:46 p.m.

2 stops13h 36m

Chicago O'Hare Intl

vie. 2/1

2:20 p.m.-8:59 p.m.

1 stop6h 39m

C$ 485

SaskatoonChicago

YXE - ORD

YXEORD

Saskatoon

mar. 7/10

7:40 p.m.-9:14 a.m.

1 stop12h 34m

Chicago O'Hare Intl

mar. 14/10

8:25 p.m.-11:22 a.m.

1 stop15h 57m

C$ 518

SaskatoonChicago

YXE - ORD

YXEORD

Saskatoon

mar. 7/10

6:00 a.m.-2:01 p.m.

1 stop7h 01m

Chicago O'Hare Intl

mar. 14/10

9:40 p.m.-11:57 p.m.

2 stops27h 17m

C$ 679

SaskatoonChicago

YXE - ORD

YXEORD

Saskatoon

dom. 23/11

5:05 a.m.-8:58 p.m.

2 stops15h 53m

Chicago O'Hare Intl

dom. 30/11

8:00 a.m.-2:36 p.m.

1 stop6h 36m

C$ 701

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$ 476.

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$ 700. 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$ 598. 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 35% 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

Direct flights

None
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 14m, 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$ 376Free CancellationRating
7.2
3,050 reviews
Search WestJet flights
Air CanadaPriceFrom C$ 399Free CancellationRating
7.1
10,000 reviews
Search Air Canada flights

Travelling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Hammond
Munster
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