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Cheap flights from Regina to Chicago from C$ 259

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 16/1. Fares are subject to change and may not be available on all flights or dates of travel.
YQR — CHI
23 Dec — 30 Dec1
1 adult

Cheap flight deals from Regina to Chicago

Discover tips and strategies to find the most affordable flight options for your journey from Regina (YQR) 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 18 December 2024.

Round-trip from

C$ 523

One-way from

C$ 259

Popular in

March

Cheapest in

February

Average price

C$ 816
16/1-23/1
  • 16/1-23/1
  • 4 total stops
  • 39h 13m total
  • Regina to Chicago
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16/1
  • 16/1
  • 1 total stop
  • 13h 16m total
  • Regina to Chicago
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High demand for flights, 6% potential price rise
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Best time to find cheap flights, 4% potential price drop
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Average for round-trip flights in December 2024
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Find flight deals from Regina to Chicago

Cheapest flights from Regina to Chicago
Explore the most affordable flight options available from Regina to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on 18 December 2024.

Tue 17/129:45 p.m.YQR - ORD
2 stops24h 43mWestJet
Sun 22/1210:45 a.m.ORD - YQR
2 stops38h 11mWestJet
Deal found 17/12C$ 1,614
Tue 17/126:30 p.m.YQR - MDW
2 stops24h 02mWestJet
Sun 22/1212:10 p.m.MDW - YQR
2 stops29h 29mWestJet
Deal found 17/12C$ 1,638

Find flights from Regina to Chicago within your budget

Customize your flight search to find flights from Regina 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 18 December 2024.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

ReginaChicago

YQR - ORD

YQRORD

Regina

Thu 16/1

4:15 p.m.-5:31 a.m.

1 stop13h 16m

Chicago O'Hare Intl

Thu 23/1

10:47 p.m.-12:44 a.m.

3 stops25h 57m

C$ 523

ReginaChicago

YQR - ORD

YQRORD

Regina

Thu 16/1

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

1 stop6h 26m

Chicago O'Hare Intl

Thu 23/1

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

1 stop7h 18m

C$ 558

ReginaChicago

YQR - ORD

YQRORD

Regina

Sat 18/1

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

1 stop6h 26m

Chicago O'Hare Intl

Sat 18/1

6:33 p.m.-2:48 p.m.

2 stops20h 15m

C$ 611

ReginaChicago

YQR - ORD

YQRORD

Regina

Fri 10/1

5:00 a.m.-10:36 p.m.

2 stops17h 36m

Chicago O'Hare Intl

Sun 12/1

6:45 a.m.-12:56 a.m.

2 stops18h 11m

C$ 651

ReginaChicago

YQR - MDW

YQRMDW

Regina

Fri 10/1

11:45 a.m.-5:47 p.m.

1 stop6h 02m

Chicago Midway

Sun 12/1

10:19 a.m.-5:36 p.m.

1 stop7h 17m

C$ 667

ReginaChicago

YQR - MDW

YQRMDW

Regina

Fri 10/1

11:45 a.m.-5:47 p.m.

1 stop6h 02m

Chicago Midway

Sun 12/1

10:57 a.m.-12:56 a.m.

2 stops13h 59m

C$ 817

ReginaChicago

YQR - ORD

YQRORD

Regina

Thu 16/1

4:15 p.m.-5:31 a.m.

1 stop13h 16m

C$ 259

ReginaChicago

YQR - ORD

YQRORD

Regina

Thu 9/1

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

1 stop6h 26m

C$ 308

ReginaChicago

YQR - ORD

YQRORD

Regina

Fri 17/1

6:45 a.m.-7:42 a.m.

2 stops24h 57m

C$ 786

Flights are sorted by cheapest round-trip flights first.

Deals found on 18/12

Best time to book a flight from Regina to Chicago

Have a flexible travel schedule? Discover the best time to fly to Chicago from Regina 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 Regina to Chicago

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

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

Currently, January is the cheapest month in which you can book a flight from Regina to Chicago (average of C$ 261). Flying from Regina to Chicago in May is currently the most expensive (average of C$ 342). 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 YQR to CHI?

Find hourly flight availability from Regina 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 18 December 2024.

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 morning tend to be the most expensive. A flight in the afternoon could potentially save you up to 34% on airfare.

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 18 December 2024.
Delta
8.0
Very good
8,604 reviews
Check prices

Comfort

7.9

Crew

8.6

Overall

8.0

Food

7.3

Boarding

8.2

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
8,604 reviews
Delta
8.0
Very good
8,604 reviews
Check prices

Comfort

7.9

Crew

8.6

Overall

8.0

Food

7.3

Boarding

8.2

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
9,055 reviews
Delta
8.0
Very good
8,604 reviews
Check prices

Comfort

7.9

Crew

8.6

Overall

8.0

Food

7.3

Boarding

8.2

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
7.3
Good
2,818 reviews
Delta
8.0
Very good
8,604 reviews
Check prices

Comfort

7.9

Crew

8.6

Overall

8.0

Food

7.3

Boarding

8.2

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
8,382 reviews
Delta
8.0
Very good
8,604 reviews
Check prices

Comfort

7.9

Crew

8.6

Overall

8.0

Food

7.3

Boarding

8.2

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 Regina to Chicago. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • 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.

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

    Air Canada, at C$ 558, was found to be the cheapest airline from Regina to Chicago.Alternate airlines to your destination round-trip include United Airlines and WestJet. Air Canada is 29% cheaper than the average price of flights available within the next 90 days to this destination.

  • Can I find deals for flights from Regina to Chicago that include hotel bookings?

    Yes. In addition to deals on Regina to Chicago flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Regina to Chicago?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Regina to Chicago.

  • Can I find deals for business class flights from Regina to Chicago?

    Yes. Cheapflights offers flight deals from Regina 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 Regina to Chicago?

    Currently, January is the cheapest month in which you can book a flight from Regina to Chicago (average of C$ 261). Flying from Regina to Chicago in May is currently the most expensive (average of C$ 342). 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 Regina to Chicago

See prices for flight routes from nearby airports that may be better suited for you.
Regina to O'Hare Intl flights
Saskatoon to Midway flights
Saskatoon to O'Hare Intl flights
Saskatoon to St. Louis flights

Top 3 airlines flying from Regina to Chicago

Discover the top 3 airlines that operate flights from Regina 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 18 December 2024.
AirlineCheapestAverageFlexibilityOn-time
Air CanadaCheapestC$ 409AverageC$ 645FlexibilityNo cancel feeOn-time67%
Search Air Canada flights
WestJetCheapestC$ 417AverageC$ 724FlexibilityNo cancel feeOn-time60%
Search WestJet flights
DeltaCheapestC$ 510AverageC$ 569FlexibilityNo cancel feeOn-timeN/A
Search Delta flights

Fly with Cheapflights

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How does Cheapflights help users find flights from Regina to Chicago?

Deals for Regina to Chicago flights are sourced from 900+ travel sites when you use Cheapflights. When all flight results come back, Cheapflights lets you sort and filter flights using different criteria to choose better, like price, airport, cabin class, and plenty of other options.

Why should you use Cheapflights to find cheap flight tickets from Regina to Chicago?

Millions of users choose and trust Cheapflights to book the best flight deals from Regina to Chicago for free. We help you search and compare prices from hundreds of airlines for the right flight just for you.

Can Cheapflights find flights from Regina to Chicago with no change fees?

Certainly. Search results for flights to Chicago from Regina shown to you on Cheapflights can be narrowed down with different useful search filters, which includes flexible booking options.

Can Cheapflights notify me if prices for flights from Regina to Chicago become cheaper?

Of course! You can now track prices for flights from Regina to Chicago and get an alert from Cheapflights when they change. Have a valid email address ready and click the bell icon next to the flight deals above to set up your price alerts.

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