What is the cheapest airline that flies from Saskatoon to Chicago?

WestJet, Air Canada, and Delta are the most popular carriers operating from Saskatoon to Chicago

Which layover airport has the shortest connection time from Saskatoon to Chicago?

Toronto (YYZ) has the shortest average layover time for this route: 1h 20m.

Which layover airport offers the lowest fares from Saskatoon to Chicago?

Flights via Calgary (YYC) offer the lowest average round-trip price of C$ 351.

Which layover airport has the shortest travel time from Saskatoon to Chicago?

Flights connecting via Toronto (YYZ) have the shortest average one-way travel time: 6h 23m.

Which airport is the most popular layover for flights between Saskatoon and Chicago?

Calgary (YYC) was the most common stop: 67% of momondo users choosing one-stop flights on this route connected there.

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?

As of August 2026, there is 1 operator available to choose from 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.

C$ 199 Cheap Flights from Saskatoon to Chicago in 2026

Find the cheapest flights from Saskatoon to Chicago

Round-trip

One-way

Last minute

Cheap round-trip flights

Enter your travel dates to find the best prices.

7:00 a.m. - 4:40 p.m.YXE Saskatoon-ORD Chicago O'Hare Intl

8h 40m1 stop Calgary

5:30 p.m. - 11:10 p.m.ORD Chicago O'Hare Intl-YXE Saskatoon

6h 40m1 stop Calgary

C$ 396WestJet

Mon, 12 Oct - Fri, 16 Oct

8:50 a.m. - 4:40 p.m.YXE Saskatoon-ORD Chicago O'Hare Intl

6h 50m1 stop Calgary

5:30 p.m. - 11:10 p.m.ORD Chicago O'Hare Intl-YXE Saskatoon

6h 40m1 stop Calgary

C$ 432WestJet

Thu, 10 Sep - Mon, 14 Sep

7:00 a.m. - 4:40 p.m.YXE Saskatoon-ORD Chicago O'Hare Intl

8h 40m1 stop Calgary

5:30 p.m. - 11:10 p.m.ORD Chicago O'Hare Intl-YXE Saskatoon

6h 40m1 stop Calgary

C$ 432WestJet

Thu, 10 Sep - Mon, 14 Sep

6:00 a.m. - 2:55 p.m.YXE Saskatoon-ORD Chicago O'Hare Intl

7h 55m1 stop Toronto Pearson Intl

3:45 p.m. - 11:16 p.m.ORD Chicago O'Hare Intl-YXE Saskatoon

8h 31m1 stop Toronto Pearson Intl

C$ 456Air Canada

Thu, 10 Sep - Mon, 14 Sep

7:00 a.m. - 4:40 p.m.YXE Saskatoon-ORD Chicago O'Hare Intl

8h 40m1 stop Calgary

5:30 p.m. - 2:45 p.m.ORD Chicago O'Hare Intl-YXE Saskatoon

22h 15m2 stops Calgary Edmonton

C$ 464WestJet

Mon, 12 Oct - Fri, 16 Oct

7:00 a.m. - 4:40 p.m.YXE Saskatoon-ORD Chicago O'Hare Intl

8h 40m1 stop Calgary

5:30 p.m. - 3:30 p.m.ORD Chicago O'Hare Intl-YXE Saskatoon

23h 00m2 stops Calgary Edmonton

C$ 490WestJet

Thu, 10 Sep - Mon, 14 Sep

8:50 a.m. - 4:40 p.m.YXE Saskatoon-ORD Chicago O'Hare Intl

6h 50m1 stop Calgary

5:30 p.m. - 8:15 a.m.ORD Chicago O'Hare Intl-YXE Saskatoon

15h 45m2 stops Calgary Edmonton

C$ 492WestJet

Thu, 10 Sep - Mon, 14 Sep

7:00 a.m. - 4:40 p.m.YXE Saskatoon-ORD Chicago O'Hare Intl

8h 40m1 stop Calgary

5:30 p.m. - 8:15 a.m.ORD Chicago O'Hare Intl-YXE Saskatoon

15h 45m2 stops Calgary Edmonton

C$ 492WestJet

Thu, 10 Sep - Mon, 14 Sep

3:10 p.m. - 5:38 p.m.YXE Saskatoon-ORD Chicago O'Hare Intl

25h 28m1 stop Minneapolis St Paul

6:30 a.m. - 9:35 p.m.ORD Chicago O'Hare Intl-YXE Saskatoon

16h 05m2 stops Denver Intl Minneapolis St Paul

C$ 576Multiple Airlines

Thu, 8 Oct - Tue, 13 Oct

7:00 a.m. - 6:19 p.m.YXE Saskatoon-MDW Chicago Midway

10h 19m2 stops Winnipeg Minneapolis St Paul

9:59 a.m. - 1:00 a.m.MDW Chicago Midway-YXE Saskatoon

16h 01m2 stops Minneapolis St Paul Calgary

C$ 626Delta

Wed, 9 Sep - Sat, 12 Sep

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WestJet flights from Saskatoon to Chicago

Our best WestJet deals on Saskatoon to Chicago flight tickets

WestJet

12 Oct

YXE7:00 a.m.Saskatoon

8h 40m

1 stop

ORD4:40 p.m.Chicago O'Hare Intl

16 Oct

ORD5:30 p.m.Chicago O'Hare Intl

6h 40m

1 stop

YXE11:10 p.m.Saskatoon

C$ 396

WestJet

28 Aug

YXE8:50 a.m.Saskatoon

6h 50m

1 stop

ORD4:40 p.m.Chicago O'Hare Intl

6 Sep

ORD5:30 p.m.Chicago O'Hare Intl

15h 45m

2 stops

YXE8:15 a.m.Saskatoon

C$ 397

WestJet

10 Sep

YXE7:00 a.m.Saskatoon

8h 40m

1 stop

ORD4:40 p.m.Chicago O'Hare Intl

14 Sep

ORD5:30 p.m.Chicago O'Hare Intl

6h 40m

1 stop

YXE11:10 p.m.Saskatoon

C$ 432

Air Canada flights from Saskatoon to Chicago

Our best Air Canada deals on Saskatoon to Chicago flight tickets

Air Canada

26 Oct

YXE11:55 a.m.Saskatoon

7h 18m

1 stop

ORD8:13 p.m.Chicago O'Hare Intl

28 Oct

ORD9:05 p.m.Chicago O'Hare Intl

13h 36m

1 stop

YXE9:41 a.m.Saskatoon

C$ 630

Air Canada

17 Sep

YXE7:50 p.m.Saskatoon

12h 10m

1 stop

ORD9:00 a.m.Chicago O'Hare Intl

24 Sep

ORD3:45 p.m.Chicago O'Hare Intl

8h 31m

1 stop

YXE11:16 p.m.Saskatoon

C$ 637

Air Canada

15 Feb

YXE12:55 p.m.Saskatoon

7h 03m

1 stop

ORD7:58 p.m.Chicago O'Hare Intl

23 Feb

ORD8:50 p.m.Chicago O'Hare Intl

13h 51m

1 stop

YXE10:41 a.m.Saskatoon

C$ 705

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

SaskatoonChicago

YXE Saskatoon - ORD Chicago O'Hare Intl

YXEORD

Saskatoon

Mon 12/10

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

1 stop8h 40m

Chicago O'Hare Intl

Fri 16/10

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

1 stop6h 40m

C$ 396

Quickest round-trip

SaskatoonChicago

YXE Saskatoon - ORD Chicago O'Hare Intl

YXEORD

Saskatoon

Thu 10/9

8:50 a.m.-4:40 p.m.

1 stop6h 50m

Chicago O'Hare Intl

Mon 14/9

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

1 stop6h 40m

C$ 432

SaskatoonChicago

YXE Saskatoon - ORD Chicago O'Hare Intl

YXEORD

Saskatoon

Thu 10/9

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

1 stop8h 40m

Chicago O'Hare Intl

Mon 14/9

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

1 stop6h 40m

C$ 432

SaskatoonChicago

YXE Saskatoon - ORD Chicago O'Hare Intl

YXEORD

Saskatoon

Thu 10/9

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

1 stop7h 55m

Chicago O'Hare Intl

Mon 14/9

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

1 stop8h 31m

C$ 456

SaskatoonChicago

YXE Saskatoon - ORD Chicago O'Hare Intl

YXEORD

Saskatoon

Mon 12/10

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

1 stop8h 40m

Chicago O'Hare Intl

Fri 16/10

5:30 p.m.-2:45 p.m.

2 stops22h 15m

C$ 464

SaskatoonChicago

YXE Saskatoon - ORD Chicago O'Hare Intl

YXEORD

Saskatoon

Thu 10/9

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

1 stop8h 40m

Chicago O'Hare Intl

Mon 14/9

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

2 stops23h 00m

C$ 490

SaskatoonChicago

YXE Saskatoon - ORD Chicago O'Hare Intl

YXEORD

Saskatoon

Thu 10/9

8:50 a.m.-4:40 p.m.

1 stop6h 50m

Chicago O'Hare Intl

Mon 14/9

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

2 stops15h 45m

C$ 492

SaskatoonChicago

YXE Saskatoon - ORD Chicago O'Hare Intl

YXEORD

Saskatoon

Thu 10/9

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

1 stop8h 40m

Chicago O'Hare Intl

Mon 14/9

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

2 stops15h 45m

C$ 492

SaskatoonChicago

YXE Saskatoon - ORD Chicago O'Hare Intl

YXEORD

Saskatoon

Thu 8/10

3:10 p.m.-5:38 p.m.

1 stop25h 28m

Chicago O'Hare Intl

Tue 13/10

6:30 a.m.-9:35 p.m.

2 stops16h 05m

C$ 576

SaskatoonChicago

YXE Saskatoon - MDW Chicago Midway

YXEMDW

Saskatoon

Wed 9/9

7:00 a.m.-6:19 p.m.

2 stops10h 19m

Chicago Midway

Sat 12/9

9:59 a.m.-1:00 a.m.

2 stops16h 01m

C$ 626

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first

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

Prices

Airlines

Layovers

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.

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

Best price found	C$ 217
Fastest flight time	7h 55m
Direct flights	None

The best one-way flight to Chicago from Saskatoon in the past 72 hours is C$ 217. The best round-trip flight deal from Saskatoon to Chicago found on momondo in the last 72 hours is C$ 396.

The fastest flight from Saskatoon to Chicago takes 7h 55m

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?
There are 1829.3 km between Saskatoon and Chicago. Flights usually cover this in 7h 55m, 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?
As of August 2026, there is 1 operator available to choose from 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?
momondo data reveals that the most frequently booked airline on the route from Saskatoon to Chicago is WestJet, representing 58% of all bookings. The subsequent popular airline is Air Canada at 42%.

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
WestJet	PriceFrom C$ 175	Free Cancellation	Rating 7.2 3,430 reviews		Search WestJet flights

Merrillville

Hammond

Munster

Valparaiso

Portage

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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Cheap flights from Saskatoon to Chicago from C$ 217

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.

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WestJet flights from Saskatoon to Chicago

Our best WestJet deals on Saskatoon to Chicago flight tickets

Air Canada flights from Saskatoon to Chicago

Our best Air Canada deals on Saskatoon to Chicago flight tickets

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How to get the cheapest flight ticket from Saskatoon to Chicago

What is the cheapest month to fly to Chicago?

What is the cheapest airline that flies from Saskatoon to Chicago?

Which airport is the most popular layover for flights between Saskatoon and Chicago?

Which layover airport offers the lowest fares from Saskatoon to Chicago?

Which layover airport has the shortest travel time from Saskatoon to Chicago?

Which layover airport has the shortest connection time from Saskatoon to Chicago?

When to book flights from Saskatoon to Chicago

Cheap Saskatoon to Chicago (YXE to CHI) flight deals and tips

Best price found

Fastest flight time

Direct flights

Frequently asked questions about flying 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

Travelling to a place near Chicago?

Why use momondo?

An easier way to manage your Chicago trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.

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

Fly your favourite airline to Chicago

Airlines are sorted and displayed according to clicks in the past 7 days on momondo

Cabin classes currently available on flights to Chicago

List of cabin classes available on flights landing in Chicago. Availability may vary depending on flight origin and airline.

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