Cheap flights from Saskatchewan to Chicago

Round-trip
Economy
Boston (BOS)
Chicago (CHI)
Depart
Return
Any month
Compare vs. Cheapflights |

How to find the cheapest flight from
Saskatchewan to Chicago (CHI)

All the information you need to plan the best null to CHI flight in 2021: compare Saskatchewan to Chicago flight prices with the expected peak season, weather and rainfall in Chicago.
How far in advance should I book a flight from Saskatchewan to Chicago?

Travellers have found it’s best to book a flight 34 days in advance to save up to 86% compared to booking the same week of travel. As your travel date approaches, the cost of this flight route may potentially increase. While opting to book 34 days out may not be an option for all, there are still additional ways to secure a deal in the near future. You might find a flight from Saskatchewan to Chicago 1-2 weeks in advance for as low as C$ 436, or C$ 591 for flights within the next 24 hours.

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

Due to multiple factors, expect to potentially pay more when booking in January. For low rates, April can be a great choice for travel to Chicago. Flights to Chicago from Saskatchewan in April are about C$ 318 on average during April, but can be found for as low as C$ 240.

Cheap flights from Saskatchewan to Chicago in July, August 2021

The best prices found for Saskatchewan to CHI flights for July, August
21 Aug - 28 Aug
C$ 594pp
YXE
Saskatoon
Air Canada
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Air Canada
 
1 STOP
YXE
Saskatoon
19 Aug - 26 Aug
C$ 618pp
YXE
Saskatoon
Air Canada
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Air Canada
 
1 STOP
YXE
Saskatoon
21 Aug - 28 Aug
C$ 651pp
YXE
Saskatoon
United Airlines
   
2 STOPS
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
United Airlines
 
1 STOP
YXE
Saskatoon

Saskatchewan to Chicago 2021 flight deals

Cheap flights to Chicago from Saskatchewan found for this year
16 Oct - 31 Oct
C$ 432pp
YQR
Regina
Air Canada
   
2 STOPS
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Air Canada
   
2 STOPS
YQR
Regina
16 Oct - 31 Oct
C$ 435pp
YQR
Regina
Air Canada
   
2 STOPS
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Air Canada
   
2 STOPS
YQR
Regina
16 Oct - 31 Oct
C$ 437pp
YQR
Regina
Air Canada
   
2 STOPS
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Air Canada
 
1 STOP
YQR
Regina

Last minute flights from Saskatchewan to Chicago

Late deals on round-trip flights to Chicago from Saskatchewan, departing today and this week
7 Aug - 14 Aug
C$ 753pp
YQR
Regina
Multiple Airlines
   
2 STOPS
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Air Canada
 
1 STOP
YQR
Regina
7 Aug - 14 Aug
C$ 785pp
YQR
Regina
Air Canada
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Air Canada
 
1 STOP
YQR
Regina
7 Aug - 14 Aug
C$ 788pp
YQR
Regina
United Airlines
   
2 STOPS
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
United Airlines
 
1 STOP
YQR
Regina

One-way flights to Chicago from Saskatchewan

The cheapest one-way flights from Saskatchewan to Chicago
12:05 p.m. - 7:45 a.m.
Air Canada
1 stop
18h 40m
YQR - ORD
Air Canada
C$ 307
12:05 p.m. - 8:50 a.m.
Air Canada
1 stop
19h 45m
YQR - ORD
Air Canada
C$ 308
1:00 p.m. - 8:50 a.m.
Air Canada
1 stop
18h 50m
YXE - ORD
Air Canada
C$ 344
Air Canada

Related info for your journey

Useful info, stats and facts about <span class="emphasized">Saskatchewan</span> to <span class="emphasized">Chicago</span> flights.

Flight FAQs

From Saskatchewan to Chicago

Can I find flights from Saskatchewan to Chicago for under C$ 503 on Cheapflights?

Yes, there are multiple flights from Saskatchewan to Chicago for under C$ 503. The cheapest flight booked recently is on Air Canada for just C$ 432, but on average you can expect to pay C$ 505.

Which airlines flying from Saskatchewan to Chicago have flexible cancellations due to COVID-19?

Some of our airline partners flying from Saskatchewan to Chicago have new flexible policies in place due to COVID-19. Delta, Air Canada, and WestJet are some of the carriers where you may find flexible cancellation policies. You can use our site to filter for airlines like Delta with this kind of flexibility.

Are there direct flights from Saskatchewan to Chicago for under C$ 377 on Cheapflights?

There are no direct flights from Saskatchewan to Chicago, but Cheapflights can provide you with all the information you need to find the fastest route with the fewest stops.

Are there last-minute flights available from Saskatchewan to Chicago for under C$ 754?

There are currently 11+ open flights from Saskatchewan to Chicago within the next 7 days for less than C$ 754.

What are the most popular airlines that fly from Saskatchewan to Chicago?

Air Canada, Delta and WestJet are the most popular airlines when flying from Saskatchewan to Chicago.

What are the most popular routes from Saskatchewan to Chicago?

While some choose either Regina - Chicago O'Hare Intl or Regina - Chicago Midway, Saskatoon - Chicago O'Hare Intl is the most popular route from Saskatchewan to Chicago.

What are the cheapest flights from Saskatchewan to Chicago?

The cheapest flight price from Saskatchewan to Chicago is C$ 420. On average you can expect to pay C$ 572. The most popular route, (Saskatoon - Chicago O'Hare Intl), can usually be booked for C$ 816.

How long is the flight from Saskatchewan to Chicago?

A quick flight from Saskatchewan to Chicago can take about 6h 40m. Air Canada provides one of the quickest options available for as low as C$ 469. When browsing for deals, the options you’ll see will be for both direct flights and flights with stops.

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

Currently priced at C$ 432, Air Canada will fly you from Saskatchewan to Chicago and back. In addition to Air Canada, many other airlines offer competitively priced options for your trip. Check Cheapflights for deals on United Airlines for as low as C$ 506.

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

To fly one-way, consider booking your trip with Air Canada, which is currently one of the cheapest options available, starting at C$ 285. Air Canada is not the only option available. At the moment, Delta is another option, for C$ 450.

Departure points for flights from Saskatchewan to Chicago

Select to see more specific information for flights to Chicago from all departure points in Saskatchewan.
Show more

Destination information for Chicago

Things to know before you go - useful duration and weather info for your trip from Saskatchewan to Chicago.
Today's exchange rate
C$ 1 = $0.80
Average temperature for July in Chicago
29.0 °C
Avg rainfall for July in Chicago
95.0 mm

Airports servicing

Saskatoon (YXE)

Airports servicing Chicago

Chicago Midway (MDW)
Rockford (RFD)

Top 3 airlines flying from Saskatchewan to Chicago

The chart below displays the airlines Cheapflights users travelling from Saskatchewan to Chicago choose most often. Cheapest and average prices are based on aggregated data from the past 12 months.
Airline Cheapest Average Flexibility On-time COVID-19 safety
Delta
C$ 275 C$ 450 No cancel fee N/A
Search Delta flights
Air Canada
C$ 303 C$ 573 No cancel fee 67%
Search Air Canada flights
WestJet
C$ 344 C$ 596 No cancel fee 60%
Search WestJet flights
Home North America USA Illinois Chicago Cheap flights from Saskatchewan to Chicago
  • Round-trip
  • One-way
  • Multi-city
  • Economy
  • Premium Economy
  • Business
  • First
  • Multiple
Economy
  • Economy
  • Premium Economy
  • Business
  • First
Economy
  • Economy
  • Premium Economy
  • Business
  • First
Economy
  • Economy
  • Premium Economy
  • Business
  • First
Economy
  • Economy
  • Premium Economy
  • Business
  • First
Economy
  • Economy
  • Premium Economy
  • Business
  • First
Economy
  • Economy
  • Premium Economy
  • Business
  • First