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$ 350.

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.

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 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 September 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.

7:50 p.m. - 1:23 p.m.YXE Saskatoon-ORD Chicago O'Hare Intl

16h 33m1 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$ 389Air Canada

Fri, 16 Oct - Fri, 23 Oct

7:00 a.m. - 6:26 p.m.YXE Saskatoon-ORD Chicago O'Hare Intl

10h 26m2 stops Calgary Detroit Metropolitan Wayne County

5:30 p.m. - 1:00 a.m.ORD Chicago O'Hare Intl-YXE Saskatoon

8h 30m1 stop Calgary

C$ 453Delta

Thu, 1 Oct - Thu, 8 Oct

7:50 p.m. - 9:00 a.m.YXE Saskatoon-ORD Chicago O'Hare Intl

12h 10m1 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

Mon, 28 Sep - Tue, 29 Sep

3:10 p.m. - 9:33 p.m.YXE Saskatoon-ORD Chicago O'Hare Intl

5h 23m1 stop Minneapolis St Paul

5:30 p.m. - 1:00 a.m.ORD Chicago O'Hare Intl-YXE Saskatoon

8h 30m1 stop Calgary

C$ 456Delta

Tue, 29 Sep - Fri, 2 Oct

1:20 p.m. - 9:33 p.m.YXE Saskatoon-ORD Chicago O'Hare Intl

7h 13m2 stops Winnipeg Minneapolis St Paul

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

6h 40m1 stop Calgary

C$ 456Delta

Tue, 29 Sep - Fri, 2 Oct

7:50 p.m. - 9:00 a.m.YXE Saskatoon-ORD Chicago O'Hare Intl

12h 10m1 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$ 458Air Canada

Mon, 28 Sep - Tue, 29 Sep

7:50 p.m. - 9:00 a.m.YXE Saskatoon-ORD Chicago O'Hare Intl

12h 10m1 stop Toronto Pearson Intl

4:30 p.m. - 11:31 p.m.ORD Chicago O'Hare Intl-YXE Saskatoon

8h 01m1 stop Toronto Pearson Intl

C$ 460Air Canada

Fri, 23 Oct - Wed, 28 Oct

3:30 p.m. - 4:40 p.m.YXE Saskatoon-ORD Chicago O'Hare Intl

48h 10m2 stops Edmonton Calgary

5:30 p.m. - 1:00 a.m.ORD Chicago O'Hare Intl-YXE Saskatoon

8h 30m1 stop Calgary

C$ 461WestJet

Fri, 16 Oct - Fri, 23 Oct

7:50 p.m. - 9:00 a.m.YXE Saskatoon-ORD Chicago O'Hare Intl

12h 10m1 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$ 465Air Canada

Mon, 28 Sep - Tue, 29 Sep

3:30 p.m. - 4:40 p.m.YXE Saskatoon-ORD Chicago O'Hare Intl

48h 10m2 stops Edmonton Calgary

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

22h 15m2 stops Calgary Edmonton

C$ 503WestJet

Fri, 16 Oct - Fri, 23 Oct

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Air Canada flights from Saskatoon to Chicago

Our best Air Canada deals on Saskatoon to Chicago flight tickets

Air Canada

16 Oct

YXE7:50 p.m.Saskatoon

16h 33m

1 stop

ORD1:23 p.m.Chicago O'Hare Intl

23 Oct

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

8h 31m

1 stop

YXE11:16 p.m.Saskatoon

C$ 389

Air Canada

28 Sep

YXE7:50 p.m.Saskatoon

12h 10m

1 stop

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

29 Sep

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

8h 31m

1 stop

YXE11:16 p.m.Saskatoon

C$ 456

Air Canada

28 Sep

YXE7:50 p.m.Saskatoon

12h 10m

1 stop

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

29 Sep

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

8h 31m

1 stop

YXE11:16 p.m.Saskatoon

C$ 458

Delta flights from Saskatoon to Chicago

Our best Delta deals on Saskatoon to Chicago flight tickets

Delta

1 Oct

YXE7:00 a.m.Saskatoon

10h 26m

2 stops

ORD6:26 p.m.Chicago O'Hare Intl

8 Oct

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

8h 30m

1 stop

YXE1:00 a.m.Saskatoon

C$ 453

Delta

21 Oct

YXE6:00 a.m.Saskatoon

11h 00m

2 stops

MDW6:00 p.m.Chicago Midway

24 Oct

MDW1:27 p.m.Chicago Midway

12h 33m

2 stops

YXE1:00 a.m.Saskatoon

C$ 694

Delta

28 Sep

YXE7:00 a.m.Saskatoon

8h 59m

2 stops

ORD4:59 p.m.Chicago O'Hare Intl

29 Sep

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

6h 40m

1 stop

YXE11:10 p.m.Saskatoon

C$ 699

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

SaskatoonChicago

YXE Saskatoon - ORD Chicago O'Hare Intl

YXEORD

Saskatoon

Fri 16/10

7:50 p.m.-1:23 p.m.

1 stop16h 33m

Chicago O'Hare Intl

Fri 23/10

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

1 stop8h 31m

C$ 389

SaskatoonChicago

YXE Saskatoon - ORD Chicago O'Hare Intl

YXEORD

Saskatoon

Thu 1/10

7:00 a.m.-6:26 p.m.

2 stops10h 26m

Chicago O'Hare Intl

Thu 8/10

5:30 p.m.-1:00 a.m.

1 stop8h 30m

C$ 453

SaskatoonChicago

YXE Saskatoon - ORD Chicago O'Hare Intl

YXEORD

Saskatoon

Mon 28/9

7:50 p.m.-9:00 a.m.

1 stop12h 10m

Chicago O'Hare Intl

Tue 29/9

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

1 stop8h 31m

C$ 456

Quickest round-trip

SaskatoonChicago

YXE Saskatoon - ORD Chicago O'Hare Intl

YXEORD

Saskatoon

Tue 29/9

3:10 p.m.-9:33 p.m.

1 stop5h 23m

Chicago O'Hare Intl

Fri 2/10

5:30 p.m.-1:00 a.m.

1 stop8h 30m

C$ 456

SaskatoonChicago

YXE Saskatoon - ORD Chicago O'Hare Intl

YXEORD

Saskatoon

Tue 29/9

1:20 p.m.-9:33 p.m.

2 stops7h 13m

Chicago O'Hare Intl

Fri 2/10

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

1 stop6h 40m

C$ 456

SaskatoonChicago

YXE Saskatoon - ORD Chicago O'Hare Intl

YXEORD

Saskatoon

Mon 28/9

7:50 p.m.-9:00 a.m.

1 stop12h 10m

Chicago O'Hare Intl

Tue 29/9

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

1 stop8h 31m

C$ 458

SaskatoonChicago

YXE Saskatoon - ORD Chicago O'Hare Intl

YXEORD

Saskatoon

Fri 23/10

7:50 p.m.-9:00 a.m.

1 stop12h 10m

Chicago O'Hare Intl

Wed 28/10

4:30 p.m.-11:31 p.m.

1 stop8h 01m

C$ 460

SaskatoonChicago

YXE Saskatoon - ORD Chicago O'Hare Intl

YXEORD

Saskatoon

Fri 16/10

3:30 p.m.-4:40 p.m.

2 stops48h 10m

Chicago O'Hare Intl

Fri 23/10

5:30 p.m.-1:00 a.m.

1 stop8h 30m

C$ 461

SaskatoonChicago

YXE Saskatoon - ORD Chicago O'Hare Intl

YXEORD

Saskatoon

Mon 28/9

7:50 p.m.-9:00 a.m.

1 stop12h 10m

Chicago O'Hare Intl

Tue 29/9

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

1 stop8h 31m

C$ 465

SaskatoonChicago

YXE Saskatoon - ORD Chicago O'Hare Intl

YXEORD

Saskatoon

Fri 16/10

3:30 p.m.-4:40 p.m.

2 stops48h 10m

Chicago O'Hare Intl

Fri 23/10

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

2 stops22h 15m

C$ 503

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$ 199
Fastest flight time	7h 13m
Direct flights	None

The best one-way flight to Chicago from Saskatoon in the past 72 hours is C$ 199. The best round-trip flight deal from Saskatoon to Chicago found on momondo in the last 72 hours is C$ 389.

The fastest flight from Saskatoon to Chicago takes 7h 13m

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 13m, 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 September 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 3,447 reviews		Search WestJet flights

Merrillville

Benton Harbor

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$ 199

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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Air Canada flights from Saskatoon to Chicago

Our best Air Canada deals on Saskatoon to Chicago flight tickets

Delta flights from Saskatoon to Chicago

Our best Delta 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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Popular flights according to clicks in the last 7 days on momondo

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