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Cheap flights from Saskatchewan to Chicago from C$ 269

YXE — CHI
4 Dec — 11 Dec1
1 adult
1 adult, Economy, 0 bags

Cheap flight deals from Saskatchewan to Chicago

Enter your travel dates to find the best prices.

Cheapest flights from Saskatchewan to Chicago

Thu 10/125:00 a.m. -
1 stop10h 38m
Mon 25/14:30 p.m. -
1 stop6h 57m
Deal found 1/11C$ 694
Sat 21/1111:50 a.m. -
1 stop22h 51m
Sun 29/119:20 a.m. -
2 stops11h 45m
Deal found 1/11C$ 717
Fri 18/1211:50 a.m. -
1 stop6h 50m
Fri 25/1211:25 a.m. -
1 stop7h 15m
Deal found 3/11C$ 766
Tue 8/128:30 a.m. -
1 stop8h 13m
Wed 9/125:33 p.m. -
1 stop21h 37m
Deal found 2/11C$ 779
Fri 18/126:00 a.m. -
3 stops12h 40m
Fri 25/1211:24 a.m. -
3 stops13h 41m
Deal found 3/11C$ 793
Tue 8/123:40 p.m. -
1 stop16h 14m
Wed 9/129:21 p.m. -
1 stop13h 20m
Deal found 31/10C$ 829
Tue 8/126:50 a.m. -
2 stops14h 46m
Wed 9/1210:36 a.m. -
2 stops12h 49m
Deal found 1/11C$ 859
Thu 10/125:35 a.m. -
2 stops14h 10m
Mon 25/16:00 a.m. -
2 stops19h 20m
Deal found 1/11C$ 912
Mon 16/119:10 p.m. -
2 stops21h 20m
Wed 18/114:36 p.m. -
3 stops28h 29m
Deal found 2/11C$ 941
Fri 18/126:00 a.m. -
2 stops11h 05m
Fri 25/129:59 a.m. -
2 stops22h 11m
Deal found 3/11C$ 978
Fri 18/125:00 a.m. -
1 stop14h 58m
Fri 25/1210:32 a.m. -
2 stops13h 59m
Deal found 3/11C$ 992

Find flight deals from Saskatchewan to Chicago

Round-trip from

C$ 622

One-way from

C$ 269
Air Canada
  • Air Canada
  • 5/12-9/12
  • 2 total stops
  • 15h 04m total
  • Saskatchewan to Chicago
Search Deals
17/12-31/12
  • 17/12-31/12
  • 1 total stop
  • 7h 20m total
  • Saskatchewan to Chicago
Search Deals

Cheapflights Fare Finder

 
Use the filters below to find and compare flights from Saskatchewan to Chicago that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

ReginaChicago

YQR Regina - ORD Chicago O'Hare Intl

YQRORD

Regina

Thu 17/12

11:50 a.m.-7:10 p.m.

1 stop7h 20m

Chicago O'Hare Intl

Wed 31/12

12:00 a.m.-12:00 a.m.

Nonstop0h 00m

C$ 269

SaskatoonChicago

YXE Saskatoon - ORD Chicago O'Hare Intl

YXEORD

Saskatoon

Tue 15/12

7:00 a.m.-12:54 a.m.

3 stops17h 54m

Chicago O'Hare Intl

Wed 31/12

12:00 a.m.-12:00 a.m.

Nonstop0h 00m

C$ 361
Quickest round-trip

SaskatoonChicago

YXE Saskatoon - ORD Chicago O'Hare Intl

YXEORD

Saskatoon

Tue 15/12

8:30 a.m.-2:53 p.m.

1 stop6h 23m

Chicago O'Hare Intl

Wed 31/12

12:00 a.m.-12:00 a.m.

Nonstop0h 00m

C$ 385

SaskatoonChicago

YXE Saskatoon - ORD Chicago O'Hare Intl

YXEORD

Saskatoon

Thu 17/12

8:30 a.m.-7:45 p.m.

1 stop11h 15m

Chicago O'Hare Intl

Wed 31/12

12:00 a.m.-12:00 a.m.

Nonstop0h 00m

C$ 407

SaskatoonChicago

YXE Saskatoon - ORD Chicago O'Hare Intl

YXEORD

Saskatoon

Fri 18/12

2:05 p.m.-5:49 a.m.

2 stops15h 44m

Chicago O'Hare Intl

Wed 31/12

12:00 a.m.-12:00 a.m.

Nonstop0h 00m

C$ 443

SaskatoonChicago

YXE Saskatoon - ORD Chicago O'Hare Intl

YXEORD

Saskatoon

Fri 18/12

12:50 p.m.-7:55 p.m.

1 stop7h 05m

Chicago O'Hare Intl

Wed 31/12

12:00 a.m.-12:00 a.m.

Nonstop0h 00m

C$ 450

ReginaChicago

YQR Regina - ORD Chicago O'Hare Intl

YQRORD

Regina

Fri 18/12

10:25 a.m.-5:49 a.m.

2 stops19h 24m

Chicago O'Hare Intl

Wed 31/12

12:00 a.m.-12:00 a.m.

Nonstop0h 00m

C$ 510

ReginaChicago

YQR Regina - ORD Chicago O'Hare Intl

YQRORD

Regina

Thu 4/2

5:00 a.m.-1:13 p.m.

1 stop8h 13m

Chicago O'Hare Intl

Fri 5/2

4:30 p.m.-11:27 p.m.

1 stop6h 57m

C$ 661

ReginaChicago

YQR Regina - ORD Chicago O'Hare Intl

YQRORD

Regina

Thu 10/12

5:00 a.m.-3:38 p.m.

1 stop10h 38m

Chicago O'Hare Intl

Mon 25/1

4:30 p.m.-11:27 p.m.

1 stop6h 57m

C$ 694

SaskatoonChicago

YXE Saskatoon - ORD Chicago O'Hare Intl

YXEORD

Saskatoon

Sun 3/1

8:30 a.m.-12:13 a.m.

2 stops15h 43m

Chicago O'Hare Intl

Wed 13/1

6:21 a.m.-3:10 p.m.

2 stops32h 49m

C$ 701

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/11

Showing 1-10 of 21 resultsSorted by cheapest first
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Best time to book a flight from Saskatchewan to Chicago

Have a flexible travel schedule? Discover the best time to fly to Chicago from Saskatchewan with our price prediction graph.
Estimated round-trip price

Cheapflights Insights

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

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

Currently, September is the cheapest month in which you can book a flight from Saskatchewan to Chicago (average of C$ 481). Flying from Saskatchewan to Chicago in February is currently the most expensive (average of C$ 1,054). 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.

Related info for your journey

  • How long is the flight from Saskatchewan to Chicago?

    For as low as C$ 661, Air Canada can have you in Chicago from Saskatchewan in 8h 13m. The distance from Saskatchewan to Chicago is about 1588 km. Both multi-stop and direct flights can be found to your destination and back.

  • What are the most popular routes from Saskatchewan to Chicago?

    The most popular route from Saskatchewan to Chicago is Regina - Chicago O'Hare Intl. You may also consider Saskatoon - Chicago O'Hare Intl or Regina - Chicago Midway.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Saskatchewan 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 Saskatchewan to Chicago?

    Currently, September is the cheapest month in which you can book a flight from Saskatchewan to Chicago (average of C$ 481). Flying from Saskatchewan to Chicago in February is currently the most expensive (average of C$ 1,054). 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

Browse thousands of different options on Cheapflights for your next trip

Alternative routes for Saskatchewan to Chicago

Pearson Intl to O'Hare Intl flights
Pierre Elliott Trudeau Intl to O'Hare Intl flights
Toronto Island to O'Hare Intl flights
Pearson Intl to Midway flights
Vancouver Intl to O'Hare Intl flights
Pierre Elliott Trudeau Intl to Midway flights
Calgary to O'Hare Intl flights
Toronto Island to Midway flights
Hamilton to O'Hare Intl flights
Pearson Intl to St. Louis flights
Québec City to O'Hare Intl flights
Winnipeg to O'Hare Intl flights
Ottawa to O'Hare Intl flights
Vancouver Intl to Midway flights
Edmonton to O'Hare Intl flights
Calgary to Midway flights
Halifax to O'Hare Intl flights
Halifax to Midway flights
Edmonton to Midway flights
Pierre Elliott Trudeau Intl to St. Louis flights
Ottawa to Midway flights
Québec City to Midway flights
Victoria to O'Hare Intl flights
Edmonton to St. Louis flights
Calgary to St. Louis flights
Kelowna to Midway flights
Kelowna to O'Hare Intl flights
St. John's to O'Hare Intl flights
Vancouver Intl to St. Louis flights
Pearson Intl to Moline flights
Moncton to O'Hare Intl flights
Ottawa to St. Louis flights
London to O'Hare Intl flights
Nanaimo to O'Hare Intl flights
Pearson Intl to Peoria flights
Victoria to St. Louis flights
Vancouver Intl to Peoria flights
Regina to O'Hare Intl flights
Saskatoon to O'Hare Intl flights
St John to O'Hare Intl flights
Victoria to Midway flights
Region of Waterloo Intl to O'Hare Intl flights
Saskatoon to St. Louis flights
Comox to O'Hare Intl flights
Deer Lake to O'Hare Intl flights
Fort McMurray to O'Hare Intl flights
Sudbury to O'Hare Intl flights

Top 2 airlines flying from Saskatchewan to Chicago

AirlineCheapestAverageFlexibilityOn-time
WestJetCheapestC$ 177AverageC$ 492FlexibilityNo cancel feeOn-time60%
Search WestJet flights
United AirlinesCheapestC$ 431AverageC$ 602FlexibilityNo cancel feeOn-time69%
Search United Airlines flights

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

When you search for this flight from Saskatchewan to Chicago, Cheapflights searches on 900+ travel sites to save you time finding great flight deals online. Additionally, we offer filter features so you can choose a preferred cabin class or airline, see different price ranges, and much more so you can book the flight for you.

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

By finding flights from multiple airlines and providers at completely no cost, Cheapflights helps millions of users like you annually find the best flights to Chicago from Saskatchewan.

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

Need flexible booking options for your flight to Chicago from Saskatchewan? Don’t worry, Cheapflights have you covered. Use our search filter to only show flights with no change fees.

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

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

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