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Cheap flights from Saskatchewan to Chicago from C$ 176

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 6/3. Fares are subject to change and may not be available on all flights or dates of travel.
YXE — CHI
26 janv. — 2 févr.1
1 adult

Cheap flight deals from Saskatchewan to Chicago

Discover tips and strategies to find the most affordable flight options for your journey from Saskatchewan (CASK) 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 21 janvier 2025.

Round-trip from

C$ 383

One-way from

C$ 176
WestJet
  • WestJet
  • 21/4-24/4
  • 2 total stops
  • 22h 23m total
  • Saskatchewan to Chicago
Search Deals
WestJet
  • WestJet
  • 6/3
  • 1 total stop
  • 6h 51m total
  • Saskatchewan to Chicago
Search Deals

Find flight deals from Saskatchewan to Chicago

Cheapest flights from Saskatchewan to Chicago
Explore the most affordable flight options available from Saskatchewan to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on 21 janvier 2025.

jeu. 1/56:50 p.m.YXE - ORD
1 stop20h 54mWestJet
sam. 17/55:30 p.m.ORD - YXE
1 stop22h 09mWestJet
Deal found 21/1C$ 469
mer. 12/211:45 a.m.YQR - ORD
1 stop10h 13mDelta
sam. 15/26:15 a.m.ORD - YQR
1 stop11h 21mDelta
Deal found 21/1C$ 666
jeu. 13/24:15 p.m.YQR - ORD
1 stop12h 45mMultiple Airlines
dim. 16/26:50 a.m.ORD - YQR
1 stop10h 46mMultiple Airlines
Deal found 21/1C$ 669
jeu. 1/56:00 a.m.YXE - MDW
2 stops10h 03mWestJet
sam. 17/52:00 p.m.MDW - YXE
1 stop8h 25mWestJet
Deal found 21/1C$ 694
mer. 12/25:00 a.m.YQR - ORD
2 stops11h 13mWestJet
sam. 15/210:10 a.m.ORD - YQR
2 stops14h 44mWestJet
Deal found 21/1C$ 704
jeu. 13/26:45 a.m.YQR - ORD
1 stop6h 26mAir Canada
dim. 16/24:00 p.m.ORD - YQR
1 stop7h 18mAir Canada
Deal found 21/1C$ 769
mer. 12/211:45 a.m.YQR - MDW
1 stop5h 58mWestJet
sam. 15/211:25 a.m.MDW - YQR
1 stop6h 11mWestJet
Deal found 21/1C$ 797
ven. 7/36:00 a.m.YQR - ORD
2 stops17h 31mUnited Airlines
ven. 14/34:05 p.m.ORD - YQR
2 stops25h 57mUnited Airlines
Deal found 20/1C$ 842
jeu. 1/512:15 p.m.YXE - MDW
1 stop27h 05mMultiple Airlines
sam. 17/52:00 p.m.MDW - YXE
1 stop8h 25mMultiple Airlines
Deal found 21/1C$ 866
jeu. 13/26:45 a.m.YQR - MDW
3 stops29h 25mMultiple Airlines
dim. 16/21:05 p.m.MDW - YQR
3 stops21h 29mMultiple Airlines
Deal found 21/1C$ 920
jeu. 13/25:00 a.m.YQR - MDW
2 stops13h 11mDelta
dim. 16/211:30 a.m.MDW - YQR
1 stop6h 06mDelta
Deal found 21/1C$ 1,075

Find flights from Saskatchewan to Chicago within your budget

Customize your flight search to find flights from Saskatchewan 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 21 janvier 2025.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

SaskatoonChicago

YXE - ORD

YXEORD

Saskatoon

jeu. 1/5

6:50 p.m.-4:44 p.m.

1 stop20h 54m

Chicago O'Hare Intl

sam. 17/5

5:30 p.m.-2:39 p.m.

1 stop22h 09m

C$ 469

ReginaChicago

YQR - ORD

YQRORD

Regina

mer. 12/2

11:45 a.m.-9:58 p.m.

1 stop10h 13m

Chicago O'Hare Intl

sam. 15/2

6:15 a.m.-5:36 p.m.

1 stop11h 21m

C$ 666

ReginaChicago

YQR - ORD

YQRORD

Regina

jeu. 13/2

4:15 p.m.-5:00 a.m.

1 stop12h 45m

Chicago O'Hare Intl

dim. 16/2

6:50 a.m.-5:36 p.m.

1 stop10h 46m

C$ 669

SaskatoonChicago

YXE - MDW

YXEMDW

Saskatoon

jeu. 1/5

6:00 a.m.-5:03 p.m.

2 stops10h 03m

Chicago Midway

sam. 17/5

2:00 p.m.-9:25 p.m.

1 stop8h 25m

C$ 694

ReginaChicago

YQR - ORD

YQRORD

Regina

mer. 12/2

5:00 a.m.-4:13 p.m.

2 stops11h 13m

Chicago O'Hare Intl

sam. 15/2

10:10 a.m.-12:54 a.m.

2 stops14h 44m

C$ 704

ReginaChicago

YQR - ORD

YQRORD

Regina

jeu. 13/2

6:45 a.m.-1:11 p.m.

1 stop6h 26m

Chicago O'Hare Intl

dim. 16/2

4:00 p.m.-11:18 p.m.

1 stop7h 18m

C$ 769

ReginaChicago

YQR - MDW

YQRMDW

Regina

mer. 12/2

11:45 a.m.-5:43 p.m.

1 stop5h 58m

Chicago Midway

sam. 15/2

11:25 a.m.-5:36 p.m.

1 stop6h 11m

C$ 797

ReginaChicago

YQR - ORD

YQRORD

Regina

ven. 7/3

6:00 a.m.-11:31 p.m.

2 stops17h 31m

Chicago O'Hare Intl

ven. 14/3

4:05 p.m.-5:02 p.m.

2 stops25h 57m

C$ 842

SaskatoonChicago

YXE - MDW

YXEMDW

Saskatoon

jeu. 1/5

12:15 p.m.-4:20 p.m.

1 stop27h 05m

Chicago Midway

sam. 17/5

2:00 p.m.-9:25 p.m.

1 stop8h 25m

C$ 866

ReginaChicago

YQR - MDW

YQRMDW

Regina

jeu. 13/2

6:45 a.m.-12:10 p.m.

3 stops29h 25m

Chicago Midway

dim. 16/2

1:05 p.m.-10:34 a.m.

3 stops21h 29m

C$ 920

Flights are sorted by cheapest round-trip flights first.

Deals found on 21/1

Showing 1-10 of 20 results
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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
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.

Travel insights for flights from Saskatchewan to Chicago

Get recent, data-driven insights about flights from Saskatchewan to Chicago including ideal travel times, pricing trends, and more.

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

Currently, January is the cheapest month in which you can book a flight from Saskatchewan to Chicago (average of C$ 261). Flying from Saskatchewan to Chicago in March is currently the most expensive (average of C$ 355). 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 SK to CHI?

Find hourly flight availability from Saskatchewan 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 21 janvier 2025.

When flying from Saskatchewan to Chicago, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

Rainfall in Chicago by month

Plan your trip to Chicago by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Chicago ranges from 43.0 - 125.0 mm per month. August is typically the wettest month, when rainfall can reach 125.0 mm. January is typically the driest time to visit Chicago when rainfall is around 43.0 mm.

Temperature in Chicago by month

Plan your trip to Chicago by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Chicago, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 23.0 C. Travellers hoping to avoid the cold should look outside of January, when temperatures are typically at their lowest (around -5.0 C).

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 21 janvier 2025.
Read through reviews of airlines operating flights from Saskatchewan to Chicago, such as Delta and WestJet. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.0
Very good
8,521 reviews
Check prices

Boarding

8.2

Food

7.3

Overall

8.0

Crew

8.6

Comfort

8.0

Entertainment

7.9

Reviews

1 / 10

Delta has consistently been the best U.S. airline for my travels and this flight was no exception

Delta
8.0
Very good
8,521 reviews
Delta
8.0
Very good
8,521 reviews
Check prices

Boarding

8.2

Food

7.3

Overall

8.0

Crew

8.6

Comfort

8.0

Entertainment

7.9

Reviews

1 / 10

Delta has consistently been the best U.S. airline for my travels and this flight was no exception

United Airlines
7.4
Good
8,985 reviews
Delta
8.0
Very good
8,521 reviews
Check prices

Boarding

8.2

Food

7.3

Overall

8.0

Crew

8.6

Comfort

8.0

Entertainment

7.9

Reviews

1 / 10

Delta has consistently been the best U.S. airline for my travels and this flight was no exception

WestJet
7.2
Good
2,829 reviews
Delta
8.0
Very good
8,521 reviews
Check prices

Boarding

8.2

Food

7.3

Overall

8.0

Crew

8.6

Comfort

8.0

Entertainment

7.9

Reviews

1 / 10

Delta has consistently been the best U.S. airline for my travels and this flight was no exception

Air Canada
7.0
Good
8,635 reviews
Delta
8.0
Very good
8,521 reviews
Check prices

Boarding

8.2

Food

7.3

Overall

8.0

Crew

8.6

Comfort

8.0

Entertainment

7.9

Reviews

1 / 10

Delta has consistently been the best U.S. airline for my travels and this flight was no exception

Related info for your journey

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

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

    The cheapest airlines for a one-way flight from Saskatchewan to Chicago are WestJet (C$ 176), Air Canada (C$ 402), and Delta (C$ 476).

  • 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 Regina - Chicago Midway or Saskatoon - Chicago O'Hare Intl.

  • 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, January is the cheapest month in which you can book a flight from Saskatchewan to Chicago (average of C$ 261). Flying from Saskatchewan to Chicago in March is currently the most expensive (average of C$ 355). 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 Saskatchewan to Chicago

See prices for flight routes from nearby airports that may be better suited for you.
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Top 3 airlines flying from Saskatchewan to Chicago

Discover the top 3 airlines that operate flights from Saskatchewan 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 21 janvier 2025.
AirlineCheapestAverageFlexibilityOn-time
WestJetCheapestC$ 327AverageC$ 643FlexibilityNo cancel feeOn-time60%
Search WestJet flights
Air CanadaCheapestC$ 392AverageC$ 638FlexibilityNo cancel feeOn-time67%
Search Air Canada flights
DeltaCheapestC$ 514AverageC$ 613FlexibilityNo cancel feeOn-timeN/A
Search Delta flights

Fly with Cheapflights

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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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