Cheap flights from Regina to Chicago

YQR — CHI
13 Dec — 20 Dec1
Return
1 adult
Economy
From?
To?
Tue 13/12
Tue 20/12

The best prices from Regina to Chicago are usually found in September or January, booked 60 days in advance, depart on a Saturday or Wednesday and return on a Monday

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 2022: compare Regina to Chicago flight prices with the expected peak season, weather and rainfall in Chicago.

YQR - CHI

Price

C$ 423 - C$ 792

CHI

Temperature

-5 - 23 °C

CHI

Rainfall

43 - 125 mm

Popular inOctoberHigh demand for flights, 27% potential price rise
Cheapest inSeptemberBest time to find cheap flights, 27% potential price drop
Round-trip fromC$ 577From Regina to Chicago (CHI)
One-way fromC$ 485One-way flight from Regina to Chicago (CHI)

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.

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

To save up to 127% on this flight, we recommend booking at least 61 days prior to travel. The price may fluctuate and will likely increase closer to your departure date. Users on Cheapflights have found tickets from Regina to Chicago from C$ 1,029 1-2 weeks out and tickets from C$ 1,559 for flights departing within the next 72 hours.

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

September is one of the best times of the year to fly to Chicago from Regina. Prices for September average C$ 787 per person but you can even find prices for as low as C$ 496. The most expensive prices can be found in the month of October. Opting for a September flight can save you 37% on your journey compared to booking in October

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 evening tend to be the most expensive. A flight in the afternoon could potentially save you up to 33% on airfare.

Cheap flights from Regina to Chicago in December, January 2022

The best prices found for YQR to CHI flights for December, January
14 Jan. - 27 Jan.
YQR

Regina

ORD

Chicago O'Hare Intl

1 stop

6h 54m
ORD

Chicago O'Hare Intl

YQR

Regina

1 stop

9h 18m
C$ 408

Air Canada

Deal found 7/12

14 Jan. - 27 Jan.
YQR

Regina

ORD

Chicago O'Hare Intl

2 stops

11h 06m
ORD

Chicago O'Hare Intl

YQR

Regina

1 stop

9h 18m
C$ 422

Air Canada

Deal found 7/12

14 Jan. - 27 Jan.
YQR

Regina

ORD

Chicago O'Hare Intl

2 stops

11h 06m
ORD

Chicago O'Hare Intl

YQR

Regina

2 stops

10h 37m
C$ 545

Air Canada

Deal found 7/12

Regina to Chicago 2022 flight deals

Cheap flights to Chicago from Regina found for this year
21 Dec. - 30 Dec.
YQR

Regina

ORD

Chicago O'Hare Intl

1 stop

7h 26m
ORD

Chicago O'Hare Intl

YQR

Regina

1 stop

9h 18m
C$ 823

Air Canada

Deal found 7/12

25 Dec. - 30 Dec.
YQR

Regina

ORD

Chicago O'Hare Intl

2 stops

14h 50m
ORD

Chicago O'Hare Intl

YQR

Regina

1 stop

8h 19m
C$ 846

Multiple Airlines

Deal found 7/12

21 Dec. - 31 Dec.
YQR

Regina

ORD

Chicago O'Hare Intl

1 stop

7h 26m
ORD

Chicago O'Hare Intl

YQR

Regina

1 stop

9h 18m
C$ 861

Air Canada

Deal found 7/12

Cheap Air Canada flights from Regina to Chicago

14 Jan. - 27 Jan.
YQR

Regina

ORD

Chicago O'Hare Intl

1 stop

6h 54m
ORD

Chicago O'Hare Intl

YQR

Regina

1 stop

9h 18m
C$ 408

Air Canada

Deal found 7/12

14 Jan. - 27 Jan.
YQR

Regina

ORD

Chicago O'Hare Intl

2 stops

11h 06m
ORD

Chicago O'Hare Intl

YQR

Regina

1 stop

9h 18m
C$ 422

Air Canada

Deal found 7/12

14 Jan. - 27 Jan.
YQR

Regina

ORD

Chicago O'Hare Intl

2 stops

11h 06m
ORD

Chicago O'Hare Intl

YQR

Regina

2 stops

10h 37m
C$ 545

Air Canada

Deal found 7/12

Cheap WestJet flights from Regina to Chicago

25 Dec. - 29 Dec.
YQR

Regina

ORD

Chicago O'Hare Intl

2 stops

14h 50m
ORD

Chicago O'Hare Intl

YQR

Regina

2 stops

17h 53m
C$ 965

WestJet

Deal found 7/12

24 Dec. - 29 Dec.
YQR

Regina

ORD

Chicago O'Hare Intl

2 stops

26h 20m
ORD

Chicago O'Hare Intl

YQR

Regina

2 stops

17h 53m
C$ 976

WestJet

Deal found 7/12

20 Dec. - 29 Dec.
YQR

Regina

ORD

Chicago O'Hare Intl

2 stops

14h 52m
ORD

Chicago O'Hare Intl

YQR

Regina

2 stops

17h 53m
C$ 1,047

WestJet

Deal found 7/12

One-way flights to Chicago from Regina

The cheapest one-way flights from Regina to Chicago
17 Jan.
YQR

Regina

ORD

Chicago O'Hare Intl

1 stop

7h 09m
C$ 310

Air Canada

Deal found 7/12

17 Jan.
YQR

Regina

ORD

Chicago O'Hare Intl

2 stops

14h 04m
C$ 343

Air Canada

Deal found 7/12

14 Dec.
YQR

Regina

ORD

Chicago O'Hare Intl

1 stop

6h 49m
C$ 388

Air Canada

Deal found 7/12

Related info for your journey

Useful info, stats and facts about Regina to Chicago flights.

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 United Airlines flying from Regina to Chicago have implemented new flexible cancellation policies.

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

Yes, there are multiple flights from Regina to Chicago for under C$ 500. The cheapest flight booked recently is on Air Canada for just C$ 408, but on average you can expect to pay C$ 848.

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

Air Canada, at C$ 408, was found to be the cheapest airline from Regina to Chicago.Alternate airlines to your destination round-trip include Delta and WestJet. Air Canada is 48% cheaper than the average price of flights available within the next 90 days to this destination.

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

The cheapest airline one-way is Air Canada, with whom users have recently found tickets for as low as C$ 310. However, be on the lookout for offers from Delta and WestJet, as they are both options that can get you from Regina to Chicago for a low price.

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

The most popular airlines flying from Regina to Chicago are Air Canada, United Airlines 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$ 1,280, our data indicates the cheapest price to be C$ 467. The most popular route (Regina - Chicago Midway), is priced around C$ 3,266.

Alternative routes for Regina to Chicago

See prices for flight routes from nearby airports that may be better suited for you.
Saskatoon to Molinefrom C$ 1,020 pp

Top 2 airlines flying from Regina to Chicago

The chart below displays the airlines Cheapflights users travelling from Regina to Chicago choose most often. Cheapest and average prices are based on aggregated data from the past 12 months.
AirlineCheapestAverageFlexibilityOn-timeCOVID-19 safety
Air CanadaCheapestC$ 438AverageC$ 641FlexibilityNo cancel feeOn-time67%COVID-19 safety
Search Air Canada flights
WestJetCheapestC$ 469AverageC$ 814FlexibilityNo cancel feeOn-time60%COVID-19 safety
Search WestJet flights