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Cheap flights from Saskatchewan to Chicago from C$ 268

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 28/6. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
YXE — CHI
25 Apr — 2 May1
1 adult
Thu 25/4
Thu 2/5

How far in advance should I book a flight from Saskatchewan to Chicago?

To save on the cost of your flight from Saskatchewan to Chicago, book at least 38 days before your planned departure. Booking around this time can save you about 198% on the cost of this flight compared to booking a flight leaving this week. We have found prices from C$ 615 if you need a flight within two weeks. For flights within the next 72 hours, you can find tickets from as low as C$ 1,314.

What is the cheapest month to fly from Saskatchewan to Chicago?

The best pricing can be found in the month of June. Prices to Chicago from Saskatchewan average C$ 845. You can even find prices in June for less than C$ 845, as users have found deals to Chicago from as low as C$ 512. The month of February appears to be one of the more expensive times to travel to Chicago from Saskatchewan. Flying in the targeted month can save you up to 138%.

When is the cheapest time to fly from Saskatchewan to Chicago (SK - CHI)?

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.

Cheap WestJet flights from Saskatchewan to Chicago

Explore cheap flight options specifically provided by WestJet for the route between Saskatchewan and Chicago. Find affordable fares and compare prices with other airlines to secure the best deal for your journey. Over the last 7 days, Cheapflights users made 497,902 searches. Data last updated 20 April 2024.
Consider these cheap WestJet flights we've found departing from Saskatchewan to Chicago. It's recommended that users confirm their flight details before booking.
Thu 23/56:15 a.m.YXE - ORD
1 stop9h 50mWestJet
Thu 30/55:55 p.m.ORD - YXE
1 stop7h 46mWestJet
Deal found 20/4C$ 469
Thu 23/58:25 a.m.YXE - ORD
2 stops31h 40mWestJet
Thu 30/55:55 p.m.ORD - YXE
1 stop7h 46mWestJet
Deal found 20/4C$ 476
Thu 23/58:25 a.m.YXE - ORD
2 stops31h 40mWestJet
Thu 30/55:55 p.m.ORD - YXE
2 stops24h 06mWestJet
Deal found 20/4C$ 510
Fri 12/77:15 a.m.YQR - ORD
1 stop8h 42mWestJet
Sun 14/75:55 p.m.ORD - YQR
1 stop8h 02mWestJet
Deal found 19/4C$ 632
Wed 22/55:45 a.m.YXE - ORD
2 stops9h 48mWestJet
Wed 29/59:36 a.m.ORD - YXE
2 stops14h 46mWestJet
Deal found 20/4C$ 658
Tue 2/77:30 a.m.YXE - ORD
1 stop6h 29mWestJet
Thu 11/75:55 p.m.ORD - YXE
1 stop7h 46mWestJet
Deal found 20/4C$ 671
Tue 2/75:45 a.m.YXE - ORD
2 stops17h 14mWestJet
Thu 11/75:55 p.m.ORD - YXE
1 stop7h 46mWestJet
Deal found 20/4C$ 695
Tue 25/67:30 a.m.YXE - MDW
1 stop10h 06mWestJet
Tue 2/712:45 p.m.MDW - YXE
2 stops31h 57mWestJet
Deal found 19/4C$ 703
Thu 1/87:50 a.m.YXE - ORD
1 stop8h 07mWestJet
Fri 30/85:55 p.m.ORD - YXE
1 stop7h 46mWestJet
Deal found 19/4C$ 705

Cheap Delta flights from Saskatchewan to Chicago

Explore cheap flight options specifically provided by Delta for the route between Saskatchewan and Chicago. Find affordable fares and compare prices with other airlines to secure the best deal for your journey. Over the last 7 days, Cheapflights users made 497,902 searches. Data last updated 20 April 2024.
To aid your search, here are some of the cheapest Delta flights we've found from Saskatchewan to Chicago. Deals are refreshing constantly so come back soon for more options.
Sat 11/57:30 a.m.YXE - MDW
2 stops13h 31mDelta
Tue 14/59:46 a.m.MDW - YXE
1 stop5h 19mDelta
Deal found 18/4C$ 548
Tue 21/55:45 a.m.YXE - ORD
2 stops11h 32mDelta
Wed 29/56:07 a.m.ORD - YXE
1 stop8h 58mDelta
Deal found 20/4C$ 555
Sat 15/66:00 a.m.YQR - MDW
2 stops10h 04mDelta
Wed 19/69:29 a.m.MDW - YQR
1 stop5h 59mDelta
Deal found 19/4C$ 559
Tue 21/55:45 a.m.YXE - ORD
2 stops11h 32mDelta
Wed 29/58:45 a.m.ORD - YXE
2 stops15h 37mDelta
Deal found 20/4C$ 607
Sat 15/66:00 a.m.YQR - MDW
2 stops10h 04mDelta
Wed 19/62:24 p.m.MDW - YQR
1 stop25h 04mDelta
Deal found 18/4C$ 608
Sat 15/68:15 a.m.YQR - MDW
1 stop23h 39mDelta
Wed 19/69:29 a.m.MDW - YQR
1 stop5h 59mDelta
Deal found 19/4C$ 644
Tue 18/65:45 a.m.YXE - ORD
2 stops10h 03mDelta
Tue 25/65:55 p.m.ORD - YXE
1 stop7h 46mDelta
Deal found 19/4C$ 670
Sat 15/66:00 a.m.YQR - MDW
2 stops10h 04mDelta
Wed 19/66:00 a.m.MDW - YQR
2 stops33h 28mDelta
Deal found 18/4C$ 689
Sat 15/68:15 a.m.YQR - MDW
1 stop23h 39mDelta
Wed 19/62:24 p.m.MDW - YQR
1 stop25h 04mDelta
Deal found 18/4C$ 692

Cheap Saskatchewan to Chicago flights in April & May 2024

Find cheap flight options from Saskatchewan to Chicago specifically for the months of April and May 2024. Explore affordable fares based on user searches. Over the last 7 days, Cheapflights users made 497,902 searches. Prices were last updated on 20 April 2024.
Check out some of the best flight deals from Saskatchewan to Chicago in 2024. Check back regularly for other flight deals.
Thu 23/56:15 a.m.YXE - ORD
1 stop9h 50mWestJet
Thu 30/55:55 p.m.ORD - YXE
1 stop7h 46mWestJet
Deal found 20/4C$ 469
Wed 22/53:30 p.m.YXE - MDW
2 stops13h 20mMultiple Airlines
Wed 29/511:31 a.m.MDW - YXE
1 stop13h 12mMultiple Airlines
Deal found 20/4C$ 473
Thu 23/58:25 a.m.YXE - ORD
2 stops31h 40mWestJet
Thu 30/55:55 p.m.ORD - YXE
1 stop7h 46mWestJet
Deal found 20/4C$ 476
Tue 21/53:45 p.m.YXE - MDW
2 stops13h 05mMultiple Airlines
Wed 29/511:31 a.m.MDW - YXE
1 stop13h 12mMultiple Airlines
Deal found 20/4C$ 510
Thu 23/58:25 a.m.YXE - ORD
2 stops31h 40mWestJet
Thu 30/55:55 p.m.ORD - YXE
2 stops24h 06mWestJet
Deal found 20/4C$ 510
Sat 11/57:30 a.m.YXE - MDW
1 stop8h 25mDelta
Tue 14/59:46 a.m.MDW - YXE
1 stop5h 19mDelta
Deal found 18/4C$ 548
Tue 21/57:15 p.m.YXE - ORD
1 stop11h 46mAir Canada
Wed 29/59:15 p.m.ORD - YXE
1 stop13h 29mAir Canada
Deal found 20/4C$ 549
Sun 12/55:45 a.m.YXE - MDW
2 stops10h 21mDelta
Tue 14/59:46 a.m.MDW - YXE
1 stop5h 19mDelta
Deal found 19/4C$ 555
Tue 21/55:45 a.m.YXE - ORD
2 stops11h 32mDelta
Wed 29/56:07 a.m.ORD - YXE
1 stop8h 58mDelta
Deal found 20/4C$ 555

Saskatchewan to Chicago 2024 flight deals

Discover exclusive flight deals for travel between Saskatchewan and Chicago in 2024. Find excellent offers based on user searches. Over the last 7 days, Cheapflights users made 497,902 searches. Data last updated 20 April 2024.
Check out some of the best flight deals from Saskatchewan to Chicago in 2024. Check back regularly for other flight deals.
Thu 23/56:15 a.m.YXE - ORD
1 stop9h 50mWestJet
Thu 30/55:55 p.m.ORD - YXE
1 stop7h 46mWestJet
Deal found 20/4C$ 469
Wed 22/53:30 p.m.YXE - MDW
2 stops13h 20mMultiple Airlines
Wed 29/511:31 a.m.MDW - YXE
1 stop13h 12mMultiple Airlines
Deal found 20/4C$ 473
Thu 23/58:25 a.m.YXE - ORD
2 stops31h 40mWestJet
Thu 30/55:55 p.m.ORD - YXE
1 stop7h 46mWestJet
Deal found 20/4C$ 476
Tue 21/53:45 p.m.YXE - MDW
2 stops13h 05mMultiple Airlines
Wed 29/511:31 a.m.MDW - YXE
1 stop13h 12mMultiple Airlines
Deal found 20/4C$ 510
Thu 23/58:25 a.m.YXE - ORD
2 stops31h 40mWestJet
Thu 30/55:55 p.m.ORD - YXE
2 stops24h 06mWestJet
Deal found 20/4C$ 510
Sat 11/57:30 a.m.YXE - MDW
1 stop8h 25mDelta
Tue 14/59:46 a.m.MDW - YXE
1 stop5h 19mDelta
Deal found 18/4C$ 548
Tue 21/57:15 p.m.YXE - ORD
1 stop11h 46mAir Canada
Wed 29/59:15 p.m.ORD - YXE
1 stop13h 29mAir Canada
Deal found 20/4C$ 549
Sun 12/55:45 a.m.YXE - MDW
2 stops10h 21mDelta
Tue 14/59:46 a.m.MDW - YXE
1 stop5h 19mDelta
Deal found 19/4C$ 555
Tue 21/55:45 a.m.YXE - ORD
2 stops11h 32mDelta
Wed 29/56:07 a.m.ORD - YXE
1 stop8h 58mDelta
Deal found 20/4C$ 555

Saskatchewan to Chicago flights leaving soon

Find last-minute flight options from Saskatchewan to Chicago for spontaneous travel. Discover available flights and compare prices based on user searches. Secure great deals and offers for spontaneous trips with quick booking options. Over the last 7 days, Cheapflights users made 497,902 searches. Data last updated 20 April 2024.
Consider one of these great deals we found on last-minute flights from Saskatchewan to Chicago. Tip: verify your flight details before completing your reservation.
Tue 30/47:30 a.m.YXE - ORD
1 stop6h 25mDelta
Wed 1/53:50 p.m.ORD - YXE
1 stop23h 15mDelta
Deal found 19/4C$ 938
Tue 30/46:15 a.m.YXE - ORD
2 stops9h 20mWestJet
Wed 1/57:15 a.m.ORD - YXE
2 stops13h 27mWestJet
Deal found 19/4C$ 1,088

One-way flights to Chicago from Saskatchewan

Search for one-way flight options from Saskatchewan to Chicago. Find affordable one-way fares based on user searches. Compare prices and availability to plan your one-way journey according to your preferred dates and budget. Over the last 7 days, Cheapflights users made 497,902 searches. Data last updated 20 April 2024.
Users travelling one-way from Saskatchewan to Chicago can select one of these great deals. Users in need of a round-trip flight from Saskatchewan to Chicago instead should update the search form at the top of page.
Fri 28/68:15 a.m.YQR - ORD
1 stop10h 11mMultiple Airlines
Deal found 19/4C$ 268
Fri 28/68:15 a.m.YQR - ORD
2 stops21h 13mMultiple Airlines
Deal found 19/4C$ 439
Fri 28/611:40 a.m.YQR - ORD
3 stops17h 48mMultiple Airlines
Deal found 19/4C$ 465
Fri 28/63:05 p.m.YQR - MDW
2 stops19h 50mWestJet
Deal found 19/4C$ 850

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 497,902 searches. Data last updated 20 April 2024.

Fly from

Any airport

Fly to

Any airport

Budget

C$ 469 - C$ 660

Route

Depart

Return

Price

SaskatoonChicago O'Hare Intl

YXE - ORD

YXEORD

Saskatoon

Thu 23/5

1 stop9h 50m

Chicago O'Hare Intl

Thu 30/5

1 stop7h 46m

C$ 469

SaskatoonChicago O'Hare Intl

YXE - ORD

YXEORD

Saskatoon

Thu 23/5

2 stops31h 40m

Chicago O'Hare Intl

Thu 30/5

1 stop7h 46m

C$ 476

SaskatoonChicago O'Hare Intl

YXE - ORD

YXEORD

Saskatoon

Thu 23/5

2 stops31h 40m

Chicago O'Hare Intl

Thu 30/5

2 stops24h 06m

C$ 510

SaskatoonChicago Midway

YXE - MDW

YXEMDW

Saskatoon

Sat 11/5

2 stops13h 31m

Chicago Midway

Tue 14/5

1 stop5h 19m

C$ 548

SaskatoonChicago O'Hare Intl

YXE - ORD

YXEORD

Saskatoon

Tue 21/5

1 stop11h 46m

Chicago O'Hare Intl

Wed 29/5

1 stop13h 29m

C$ 549

SaskatoonChicago Midway

YXE - MDW

YXEMDW

Saskatoon

Sun 12/5

2 stops10h 21m

Chicago Midway

Tue 14/5

1 stop5h 19m

C$ 555

SaskatoonChicago O'Hare Intl

YXE - ORD

YXEORD

Saskatoon

Tue 21/5

2 stops11h 32m

Chicago O'Hare Intl

Wed 29/5

1 stop8h 58m

C$ 555

ReginaChicago Midway

YQR - MDW

YQRMDW

Regina

Sat 15/6

2 stops10h 04m

Chicago Midway

Wed 19/6

1 stop5h 59m

C$ 559

SaskatoonChicago Midway

YXE - MDW

YXEMDW

Saskatoon

Tue 18/6

1 stop9h 32m

Chicago Midway

Tue 25/6

1 stop13h 20m

C$ 660

Flights are sorted by cheapest first

Deals found on 20/4

No data available for this route at this time. Please check back soon.

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 20 April 2024.
Read through reviews of airlines operating flights from Saskatchewan to Chicago, such as WestJet, Delta and Air Canada. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.1
Very good
11,069 reviews
Check prices

Overall

8.1

Boarding

8.2

Comfort

7.9

Food

7.5

Entertainment

8.0

Crew

8.6

Reviews

1 / 10

Terrible flight crew that skipped our row for service multiple times.

Delta
8.1
Very good
11,069 reviews
Delta
8.1
Very good
11,069 reviews
Check prices

Overall

8.1

Boarding

8.2

Comfort

7.9

Food

7.5

Entertainment

8.0

Crew

8.6

Reviews

1 / 10

Terrible flight crew that skipped our row for service multiple times.

WestJet
7.5
Good
3,006 reviews
Delta
8.1
Very good
11,069 reviews
Check prices

Overall

8.1

Boarding

8.2

Comfort

7.9

Food

7.5

Entertainment

8.0

Crew

8.6

Reviews

1 / 10

Terrible flight crew that skipped our row for service multiple times.

Air Canada
7.0
Good
6,847 reviews
Delta
8.1
Very good
11,069 reviews
Check prices

Overall

8.1

Boarding

8.2

Comfort

7.9

Food

7.5

Entertainment

8.0

Crew

8.6

Reviews

1 / 10

Terrible flight crew that skipped our row for service multiple times.

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.

  • Can I find flights from Saskatchewan to Chicago for under C$ 500 on Cheapflights?

    Yes, there are multiple flights from Saskatchewan to Chicago for under C$ 500. The cheapest flight booked recently is on WestJet for just C$ 469, but on average you can expect to pay C$ 605.

  • Are there last-minute flights available from Saskatchewan to Chicago for under C$ 1,000?

    There are currently 2+ open flights from Saskatchewan to Chicago within the next 7 days for less than C$ 1,000.

  • 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.

  • What does YXE to ORD mean?

    Great question - YXE to ORD just means Saskatoon Airport to Chicago O'Hare Intl Airport. Now you’ll know what these unique codes when you look for flights! Chicago Midway Airport (MDW), Chicago Greater Rockford Airport (RFD) are some additional IATA codes for airports related to your trip.

  • Can I find deals for flights from Saskatchewan to Chicago that include extra baggage allowance?

    The amount of baggage you can bring on your Saskatchewan to Chicago flight depends on the airline and the type of fare you've chosen. After entering your flight details, you'll be able to view the specific baggage policies for each deal in the search results. Keep in mind that certain deals may offer additional baggage allowance.

  • Can I find deals on flights from Saskatchewan to Chicago with specific airlines?

    Yes, Cheapflights allows you to browse and filter Saskatchewan to Chicago flight deals by airline. After entering your origin and destination, use the available filters to view flights offered by airlines.

  • 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.

  • Can I find deals for flights from Saskatchewan to Chicago that allow pets onboard?

    Many airlines flying from Saskatchewan to Chicago offer the option to travel with pets. After selecting a flight deal, you can find more information about the airline's pet policy on their official website or by contacting the airline directly. Please note that additional fees and restrictions may apply.

  • Can I find deals on last-minute flights from Saskatchewan to Chicago?

    Yes, you can often find last-minute deals on Saskatchewan to Chicago flights on Cheapflights. However, these deals can vary and may not always be available. We recommend checking back frequently or signing up for price alerts for the most up-to-date deals.

  • How recently were the Saskatchewan to Chicago flight deals updated?

    The Saskatchewan to Chicago flight deals you see on this page were last updated on 20/4.

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 2 airlines flying from Saskatchewan to Chicago

Discover the top 2 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 497,902 searches. Data last updated 20 April 2024.
AirlineCheapestAverageFlexibilityOn-time
Air CanadaCheapestC$ 281AverageC$ 629FlexibilityNo cancel feeOn-time67%
Search Air Canada flights
WestJetCheapestC$ 514AverageC$ 793FlexibilityNo cancel feeOn-time60%
Search WestJet flights
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Search flights from Saskatchewan to Chicago by cabin class

Find flights from Saskatchewan to Chicago, based on your preferred cabin class, be it economy, premium economy, business, or first class.
First Class
Business Class
Prem Econ Class
Economy Class

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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 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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