Cheap flights from Regina to Chicago

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Economy
Regina (YQR)
Chicago (CHI)
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How to find the cheapest flight from
Regina (YQR) to Chicago (CHI)

All the information you need to plan the best YQR to CHI flight in 2021: compare Regina to Chicago flight prices with the expected peak season, weather and rainfall in Chicago.
What is the cheapest day to fly round-trip from Regina to Chicago?

It’s generally more expensive to depart on a Friday, if you have to leave on this day you can still search on Cheapflights to find great options that meet your needs.

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

April is one of the best times of the year to fly to Chicago from Regina. Prices for April average C$ 700 per person but you can even find prices for as low as C$ 520. The most expensive prices can be found in the month of February. Opting for a April flight can save you 13% on your journey compared to booking in April

When is the cheapest time to fly from Regina to Chicago (YQR - CHI)?

One of the essential ways to save on airfare from Regina to Chicago is to remain as flexible as possible. Flights that are in the afternoon tend to be the most expensive. A flight at noon could potentially save you up to 39% on airfare.

Cheap flights from Regina to Chicago in September, October 2021

The best prices found for YQR to CHI flights for September, October
28 Oct - 31 Oct
C$ 508pp
YQR
Regina
Air Canada
   
2 STOPS
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Air Canada
 
1 STOP
YQR
Regina
28 Oct - 31 Oct
C$ 509pp
YQR
Regina
Multiple Airlines
     
3 STOPS
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Multiple Airlines
   
2 STOPS
YQR
Regina
5 Oct - 21 Oct
C$ 575pp
YQR
Regina
Air Canada
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Air Canada
 
1 STOP
YQR
Regina

Regina to Chicago 2021 flight deals

Cheap flights to Chicago from Regina found for this year
28 Oct - 31 Oct
C$ 508pp
YQR
Regina
Air Canada
   
2 STOPS
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Air Canada
 
1 STOP
YQR
Regina
28 Oct - 31 Oct
C$ 509pp
YQR
Regina
Multiple Airlines
     
3 STOPS
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Multiple Airlines
   
2 STOPS
YQR
Regina
17 Nov - 21 Nov
C$ 510pp
YQR
Regina
Air Canada
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Air Canada
 
1 STOP
YQR
Regina

Last minute flights from Regina to Chicago

Late deals on round-trip flights to Chicago from Regina, departing today and this week
2 Oct - 21 Oct
C$ 656pp
YQR
Regina
Air Canada
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Air Canada
 
1 STOP
YQR
Regina
2 Oct - 16 Nov
C$ 660pp
YQR
Regina
Air Canada
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Air Canada
 
1 STOP
YQR
Regina
2 Oct - 21 Oct
C$ 661pp
YQR
Regina
Air Canada
   
2 STOPS
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Air Canada
 
1 STOP
YQR
Regina

One-way flights to Chicago from Regina

The cheapest one-way flights from Regina to Chicago
1:00 a.m. - 8:19 a.m.
Air Canada
1 stop
7h 19m
YQR - ORD
Air Canada
C$ 278
Air Canada

Related info for your journey

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

Flight FAQs

From Regina to Chicago

What airport do you fly from for flights from Regina to Chicago?

Regina (YQR) is the airport you will fly out of if you book a flight from Regina to Chicago. You should not have trouble finding flights to Chicago from Regina; the airport handles an average of 0 outbound flights to Chicago per day. You should also have plenty of airline options to choose from since 3 airlines have flights from the Regina airport to Chicago. It is only a 4.0 km journey to Regina (YQR) from Regina’s city centre.

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

Due to the rapidly changing circumstances due to COVID-19, airlines like Air Canada, WestJet, and Delta flying from Regina to Chicago have implemented new flexible cancellation policies.

Can I find flights from Regina to Chicago for under C$ 600 on Cheapflights?

Yes, there are multiple flights from Regina to Chicago for under C$ 600. The cheapest flight booked recently is on Air Canada for just C$ 508, but on average you can expect to pay C$ 554.

Are there last-minute flights available from Regina to Chicago for under C$ 700?

There are currently 20+ open flights from Regina to Chicago within the next 7 days for less than C$ 700.

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

Air Canada, at C$ 508, was found to be the cheapest airline from Regina to Chicago. An alternate airline flying to your destination would be United Airlines. Air Canada is 27% cheaper than the average price of flights available within the next 90 days to this destination.

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

The most popular airlines flying from Regina to Chicago are Air Canada, Delta and WestJet. Something to consider prior to booking your flight.

What are the cheapest flights from Regina to Chicago?

Looking for the cheapest flight from Regina to Chicago? While on average our users pay C$ 638, our data indicates the cheapest price to be C$ 296. The most popular route (Regina - Chicago O'Hare Intl), is priced around C$ 519.

COVID Restrictions

View COVID Travel Restrictions for Chicago, IL

Do I need a COVID test to fly to Chicago from Regina?

Information is based on travel restrictions from Regina to Chicago

Most visitors from Regina need to provide a negative COVID-19 test result and/or quarantine to enter Chicago.

COVID-19 testing requirements
Visitors from Regina must present a negative RT-PCR (NAAT) or Antigen (quick-test) test taken 72 hours before departing to Chicago.

Quarantine requirements
Visitors from Regina are not required to quarantine after entering Chicago.

Do I need a test to fly back to Regina from Chicago?

Returning to Regina from Chicago

COVID-19 testing requirements
Visitors from Chicago must present a negative RT-PCR (NAAT) test taken 72 hours before departing to Regina.

Quarantine requirements
Visitors from Chicago are not required to quarantine after entering Regina.

Hide COVID Travel Restrictions for Chicago, IL

Destination information for Chicago

Things to know before you go - useful duration and weather info for your trip from Regina to Chicago.
Today's exchange rate
C$ 1 = $0.79
Average temperature for September in Chicago
25.0 °C
Avg rainfall for September in Chicago
60.0 mm

Airports servicing Regina

Airports servicing Chicago

Midway (MDW)
Rockford (RFD)
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