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Cheap flights from Saskatoon to Chicago from C$ 213

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 19/10. Fares are subject to change and may not be available on all flights or dates of travel.
YXE — CHI
5 Aug — 12 Aug1
1 adult

Cheap flight deals from Saskatoon to Chicago

Discover tips and strategies to find the most affordable flight options for your journey from Saskatoon (YXE) to Chicago (CHI). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated 31 July 2025.

Round-trip from

C$ 356

One-way from

C$ 213

Popular in

February

Cheapest in

September

Average price

C$ 691
WestJet
  • WestJet
  • 1/10-6/10
  • 4 total stops
  • 39h 45m total
  • Saskatoon to Chicago
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WestJet
  • WestJet
  • 19/10
  • 1 total stop
  • 8h 43m total
  • Saskatoon to Chicago
Search Deals
Highest demand for flights based on searches. 9% potential increase in price (C$ 93 potential increase over avg. RT price).
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Cheapest flight prices on average. 4% potential price decrease (C$ 37 potential savings vs. average RT price).
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Average for round-trip flights in July 2025
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Find flight deals from Saskatoon to Chicago

Cheapest flights from Saskatoon to Chicago
Explore the most affordable flight options available from Saskatoon to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on 31 July 2025.

Wed 1/103:45 p.m.YXE - ORD
2 stops23h 58mWestJet
Mon 6/105:30 p.m.ORD - YXE
2 stops15h 47mWestJet
Deal found 31/7C$ 356
Thu 2/107:55 a.m.YXE - ORD
1 stop7h 48mMultiple Airlines
Mon 6/1011:41 a.m.ORD - YXE
1 stop10h 43mMultiple Airlines
Deal found 31/7C$ 385
Sat 30/86:00 a.m.YXE - ORD
1 stop8h 04mAir Canada
Sat 6/93:50 p.m.ORD - YXE
1 stop9h 07mAir Canada
Deal found 31/7C$ 498
Sat 23/83:15 p.m.YXE - ORD
1 stop5h 20mDelta
Tue 26/88:25 a.m.ORD - YXE
1 stop14h 00mDelta
Deal found 31/7C$ 563
Sat 30/85:15 a.m.YXE - ORD
2 stops17h 44mUnited Airlines
Sat 6/97:18 a.m.ORD - YXE
2 stops17h 39mUnited Airlines
Deal found 31/7C$ 649
Sat 23/83:45 p.m.YXE - MDW
2 stops16h 00mMultiple Airlines
Tue 26/85:20 p.m.MDW - YXE
3 stops22h 55mMultiple Airlines
Deal found 31/7C$ 794
Wed 1/105:40 a.m.YXE - MDW
2 stops10h 55mWestJet
Mon 6/109:20 a.m.MDW - YXE
2 stops11h 20mWestJet
Deal found 31/7C$ 819

Cheapflights 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, Cheapflights users made 629,999 searches. Data last updated 31 July 2025.
Use the filters below to find and compare flights from Saskatoon to Chicago that are best for you.

Fly from

Saskatoon

Fly to

Chicago

Route

Depart

Return

Price

SaskatoonChicago

YXE - ORD

YXEORD

Saskatoon

Wed 1/10

3:45 p.m.-4:43 p.m.

2 stops23h 58m

Chicago O'Hare Intl

Mon 6/10

5:30 p.m.-8:17 a.m.

2 stops15h 47m

C$ 356

SaskatoonChicago

YXE - ORD

YXEORD

Saskatoon

Thu 2/10

7:55 a.m.-4:43 p.m.

1 stop7h 48m

Chicago O'Hare Intl

Mon 6/10

11:41 a.m.-9:24 p.m.

1 stop10h 43m

C$ 385

SaskatoonChicago

YXE - ORD

YXEORD

Saskatoon

Sat 30/8

6:00 a.m.-3:04 p.m.

1 stop8h 04m

Chicago O'Hare Intl

Sat 6/9

3:50 p.m.-11:57 p.m.

1 stop9h 07m

C$ 498

SaskatoonChicago

YXE - ORD

YXEORD

Saskatoon

Sat 23/8

3:15 p.m.-9:35 p.m.

1 stop5h 20m

Chicago O'Hare Intl

Tue 26/8

8:25 a.m.-9:25 p.m.

1 stop14h 00m

C$ 563

SaskatoonChicago

YXE - ORD

YXEORD

Saskatoon

Sat 30/8

5:15 a.m.-11:59 p.m.

2 stops17h 44m

Chicago O'Hare Intl

Sat 6/9

7:18 a.m.-11:57 p.m.

2 stops17h 39m

C$ 649

SaskatoonChicago

YXE - MDW

YXEMDW

Saskatoon

Sat 23/8

3:45 p.m.-8:45 a.m.

2 stops16h 00m

Chicago Midway

Tue 26/8

5:20 p.m.-3:15 p.m.

3 stops22h 55m

C$ 794

SaskatoonChicago

YXE - MDW

YXEMDW

Saskatoon

Wed 1/10

5:40 a.m.-5:35 p.m.

2 stops10h 55m

Chicago Midway

Mon 6/10

9:20 a.m.-7:40 p.m.

2 stops11h 20m

C$ 819

SaskatoonChicago

YXE - ORD

YXEORD

Saskatoon

Sun 19/10

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

1 stop8h 43m

C$ 213

SaskatoonChicago

YXE - ORD

YXEORD

Saskatoon

Thu 9/10

7:55 a.m.-4:43 p.m.

1 stop7h 48m

C$ 310

SaskatoonChicago

YXE - ORD

YXEORD

Saskatoon

Sun 14/9

6:00 a.m.-7:50 p.m.

2 stops12h 50m

C$ 361

Flights are sorted by cheapest round-trip flights first.

Deals found on 29/7

Showing 1-10 of 15 results
1
2

Best time to book a flight from Saskatoon to Chicago

Have a flexible travel schedule? Discover the best time to fly to Chicago from Saskatoon with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Saskatoon to Chicago

What is the cheapest month to book a flight from Saskatoon to Chicago?

Currently, January is the cheapest month in which you can book a flight from Saskatoon to Chicago (average of C$ 261). Flying from Saskatoon to Chicago in March is currently the most expensive (average of C$ 352). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from YXE to CHI?

Find hourly flight availability from Saskatoon to Chicago. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated 31 July 2025.

A simple way to save on the total cost of your ticket is to fly from Saskatoon to Chicago in the afternoon. If you’re flexible enough to do this you can expect to save up to 14% on your trip compared to booking a flight at noon.

What’s the top layover airport for flights from Saskatoon to Chicago?

Share of one-stop round-trip flights from Saskatoon to Chicago chosen by Cheapflights users in the past 12 months, using the same layover each way.

Toronto (YYZ) – chosen by Cheapflights users on 57% of one-stop itineraries from Saskatoon to Chicago on Cheapflights.

What’s the cheapest layover airport for flights from Saskatoon to Chicago?

Average round-trip fare for 1-stop flights from Saskatoon to Chicago, chosen by Cheapflights users in the past 12 months, with the same layover each way.

Calgary (YYC) is the most affordable 1-stop option, with an average round-trip price of C$ 387.

What’s the fastest layover option from Saskatoon to Chicago?

Shortest average travel time for 1-stop one-way flights from Saskatoon to Chicago, based on itineraries clicked by Cheapflights users over the past 12 months, grouped by layover airport.

Flights via Minneapolis (MSP) have the shortest average one-way travel time for 1-stop routes: 7h 30m.

Which airport typically offers the quickest layover for flights from Saskatoon to Chicago?

Average layover duration for 1-stop one-way flights from Saskatoon to Chicago, chosen by Cheapflights users in the last 12 months, grouped by stopover airport.

Flights via Toronto (YYZ) offer the fastest connection on this route, with an average layover time of 2h 44m.

Reviews of airlines servicing Chicago

Get insights into the airlines that provide service to Chicago. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Chicago. Reviews last updated 31 July 2025.
See what other customers who have flown with Delta,United Airlines, andWestJet from Saskatoon to Chicago have to say. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.0
Very good
7,981 reviews
Check prices

Comfort

7.9

Overall

8.0

Boarding

8.2

Food

7.3

Crew

8.5

Entertainment

7.9

Reviews

1 / 20
8.0
Excellent

Michael,Jul 2025

AMS - ATL

Overall it was great experience, with the exception of snack food. The food offered in two main meals was just fine but for the mid-flight snack, the only option was a large cookie, too sweet and high sugar content. Snacks at the back of the plane were also mainly sweets. There was one nice baked cheddar option but it quickly ran out.
Delta
8.0
Very good
7,981 reviews
Delta
8.0
Very good
7,981 reviews
Check prices

Comfort

7.9

Overall

8.0

Boarding

8.2

Food

7.3

Crew

8.5

Entertainment

7.9

Reviews

1 / 20
8.0
Excellent

Michael,Jul 2025

AMS - ATL

Overall it was great experience, with the exception of snack food. The food offered in two main meals was just fine but for the mid-flight snack, the only option was a large cookie, too sweet and high sugar content. Snacks at the back of the plane were also mainly sweets. There was one nice baked cheddar option but it quickly ran out.
United Airlines
7.4
Good
8,900 reviews
Delta
8.0
Very good
7,981 reviews
Check prices

Comfort

7.9

Overall

8.0

Boarding

8.2

Food

7.3

Crew

8.5

Entertainment

7.9

Reviews

1 / 20
8.0
Excellent

Michael,Jul 2025

AMS - ATL

Overall it was great experience, with the exception of snack food. The food offered in two main meals was just fine but for the mid-flight snack, the only option was a large cookie, too sweet and high sugar content. Snacks at the back of the plane were also mainly sweets. There was one nice baked cheddar option but it quickly ran out.
WestJet
7.2
Good
2,978 reviews
Delta
8.0
Very good
7,981 reviews
Check prices

Comfort

7.9

Overall

8.0

Boarding

8.2

Food

7.3

Crew

8.5

Entertainment

7.9

Reviews

1 / 20
8.0
Excellent

Michael,Jul 2025

AMS - ATL

Overall it was great experience, with the exception of snack food. The food offered in two main meals was just fine but for the mid-flight snack, the only option was a large cookie, too sweet and high sugar content. Snacks at the back of the plane were also mainly sweets. There was one nice baked cheddar option but it quickly ran out.
Air Canada
7.1
Good
9,851 reviews
Delta
8.0
Very good
7,981 reviews
Check prices

Comfort

7.9

Overall

8.0

Boarding

8.2

Food

7.3

Crew

8.5

Entertainment

7.9

Reviews

1 / 20
8.0
Excellent

Michael,Jul 2025

AMS - ATL

Overall it was great experience, with the exception of snack food. The food offered in two main meals was just fine but for the mid-flight snack, the only option was a large cookie, too sweet and high sugar content. Snacks at the back of the plane were also mainly sweets. There was one nice baked cheddar option but it quickly ran out.

Related info for your journey

Find useful and relevant information for your journey from Saskatoon to Chicago. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly from for flights from Saskatoon to Chicago?

    Located just 4.6 km from the city centre, Saskatoon is the airport most travellers will use when flying to Chicago from Saskatoon. Booking flights from Saskatoon (YXE) to Chicago should be relatively easy as there are 0 daily outbound flights to Chicago from 2 different airlines.

  • What are the cheapest airlines flying from Saskatoon to Chicago round-trip?

    Currently priced at C$ 356, WestJet will fly you from Saskatoon to Chicago and back. In addition to WestJet, many other airlines offer competitively priced options for your trip. Search Cheapflights for deals from Air Canada and Delta - these airlines can fly you to your destination from C$ 498 and C$ 563, respectively. You may be able to fly from Saskatoon to Chicago for 47% less than the average price by searching for these airlines.

  • What are the cheapest airlines to fly from Saskatoon to Chicago one-way?

    For one-way options, check prices for WestJet. According to our data, you can fly for as low as C$ 213. Users have also found prices from C$ 310 and C$ 376 on Delta and Air Canada, respectively.

  • Can I find deals for flights from Saskatoon to Chicago that include hotel bookings?

    Yes. In addition to deals on Saskatoon to Chicago flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Saskatoon to Chicago?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Saskatoon to Chicago.

  • Can I find deals for business class flights from Saskatoon to Chicago?

    Yes. Cheapflights offers flight deals from Saskatoon to Chicago by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Saskatoon to Chicago?

    Currently, January is the cheapest month in which you can book a flight from Saskatoon to Chicago (average of C$ 261). Flying from Saskatoon to Chicago in March is currently the most expensive (average of C$ 352). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

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Alternative routes for Saskatoon to Chicago

See prices for flight routes from nearby airports that may be better suited for you.
Saskatoon to O'Hare Intl flights
Saskatoon to Midway flights
Regina to O'Hare Intl flights
Saskatoon to St. Louis flights

Top 2 airlines flying from Saskatoon to Chicago

Discover the top 2 airlines that operate flights from Saskatoon to Chicago. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 629,999 searches. Data last updated 31 July 2025.
AirlineCheapestAverageFlexibilityOn-time
WestJetCheapestC$ 314AverageC$ 474FlexibilityNo cancel feeOn-time60%
Search WestJet flights
Air CanadaCheapestC$ 377AverageC$ 594FlexibilityNo cancel feeOn-time67%
Search Air Canada flights

Fly with Cheapflights

Find the best flight deals on Cheapflights, where travelers can enjoy low prices and a wide availability of flights to their desired destinations.

How does Cheapflights help users find flights from Saskatoon to Chicago?

Deals for Saskatoon to Chicago flights are sourced from 900+ travel sites when you use Cheapflights. When all flight results come back, Cheapflights lets you sort and filter flights using different criteria to choose better, like price, airport, cabin class, and plenty of other options.

Why should you use Cheapflights to find cheap flight tickets from Saskatoon to Chicago?

Millions of users choose and trust Cheapflights to book the best flight deals from Saskatoon to Chicago for free. We help you search and compare prices from hundreds of airlines for the right flight just for you.

Can Cheapflights find flights from Saskatoon to Chicago with no change fees?

Yes, we can. To see specific flights from Saskatoon to Chicago with no change fees, users can toggle flexible booking options after using the search form above to find flights.

Can Cheapflights notify me if prices for flights from Saskatoon to Chicago become cheaper?

Not ready to book yet? You can track prices for flights from Saskatoon to Chicago on Cheapflights with our Price Alert feature and get notified when better prices are available.

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