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Cheap flights from Regina to Chicago from C$ 235

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 23/5. 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.
YQR — CHI
28 Apr — 5 May1
1 adult
Sun 28/4
Sun 5/5

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 23 April 2024.

Popular in

October

Cheapest in

November

Average price

C$ 1,226

Round-trip from

C$ 359
High demand for flights, 41% potential price rise
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Best time to find cheap flights, 45% potential price drop
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Average for round-trip flights in April 2024
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From Regina to Chicago (CHI)
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What is the cheapest day to fly round-trip from Regina to Chicago?

It’s generally more expensive to depart on a Wednesday, 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?

November is one of the best times of the year to fly to Chicago from Regina. Prices for November average C$ 809 per person but you can even find prices for as low as C$ 316. The most expensive prices can be found in the month of October. Opting for a November flight can save you 68% 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 afternoon tend to be the most expensive. A flight at noon could potentially save you up to 75% on airfare.

Cheap Delta flights from Regina to Chicago

Explore cheap flight options specifically provided by Delta for the route between Regina 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 504,710 searches. Data last updated 23 April 2024.
Peruse some of the lowest-priced Delta flights we've found from Regina to Chicago. Make sure to double check the flight details before booking.
Mon 17/67:15 a.m.YQR - ORD
1 stop8h 42mDelta
Tue 25/66:05 a.m.ORD - YQR
2 stops9h 23mDelta
Deal found 23/4C$ 501
Sun 16/68:15 a.m.YQR - MDW
1 stop9h 21mDelta
Tue 25/69:29 a.m.MDW - YQR
1 stop5h 59mDelta
Deal found 23/4C$ 509
Sat 15/66:00 a.m.YQR - MDW
2 stops10h 04mDelta
Wed 19/69:29 a.m.MDW - YQR
1 stop5h 59mDelta
Deal found 21/4C$ 516
Sun 16/66:00 a.m.YQR - ORD
2 stops11h 34mDelta
Tue 25/66:00 a.m.ORD - YQR
1 stop9h 28mDelta
Deal found 23/4C$ 517
Sat 6/78:15 a.m.YQR - ORD
1 stop12h 42mDelta
Tue 16/76:00 a.m.ORD - YQR
1 stop9h 28mDelta
Deal found 23/4C$ 578
Sat 22/68:15 a.m.YQR - ORD
1 stop12h 42mDelta
Wed 26/66:00 a.m.ORD - YQR
1 stop9h 28mDelta
Deal found 23/4C$ 590
Thu 11/77:15 a.m.YQR - ORD
1 stop8h 42mDelta
Tue 16/76:00 a.m.ORD - YQR
1 stop9h 28mDelta
Deal found 23/4C$ 598
Fri 12/78:15 a.m.YQR - ORD
1 stop12h 27mDelta
Tue 16/76:00 a.m.ORD - YQR
1 stop9h 28mDelta
Deal found 23/4C$ 599
Sat 22/68:15 a.m.YQR - ORD
2 stops11h 48mDelta
Tue 25/66:05 a.m.ORD - YQR
2 stops9h 23mDelta
Deal found 23/4C$ 608

Cheap Air Canada flights from Regina to Chicago

Explore cheap flight options specifically provided by Air Canada for the route between Regina 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 504,710 searches. Data last updated 23 April 2024.
Some of the best deals we've found on Air Canada flights travelling from Regina to Chicago. Ensure the flight price, dates, time, and airline match your criteria before you book.
Sun 23/67:35 p.m.YQR - ORD
1 stop13h 19mAir Canada
Tue 25/611:00 a.m.ORD - YQR
1 stop8h 40mAir Canada
Deal found 23/4C$ 481
Tue 18/610:25 a.m.YQR - ORD
1 stop10h 37mAir Canada
Tue 25/61:00 p.m.ORD - YQR
1 stop6h 40mAir Canada
Deal found 23/4C$ 509
Sat 29/67:35 p.m.YQR - ORD
1 stop12h 08mAir Canada
Tue 9/71:00 p.m.ORD - YQR
1 stop6h 40mAir Canada
Deal found 23/4C$ 567
Thu 4/710:25 a.m.YQR - ORD
1 stop7h 02mAir Canada
Sat 13/711:00 a.m.ORD - YQR
1 stop8h 40mAir Canada
Deal found 23/4C$ 580
Tue 2/77:35 p.m.YQR - ORD
1 stop11h 22mAir Canada
Tue 9/711:00 a.m.ORD - YQR
1 stop8h 40mAir Canada
Deal found 23/4C$ 624
Tue 18/610:25 a.m.YQR - ORD
1 stop10h 37mAir Canada
Wed 26/611:00 a.m.ORD - YQR
1 stop8h 40mAir Canada
Deal found 23/4C$ 656
Thu 4/710:25 a.m.YQR - ORD
1 stop7h 02mAir Canada
Sun 7/711:00 a.m.ORD - YQR
1 stop8h 40mAir Canada
Deal found 23/4C$ 669
Tue 18/610:25 a.m.YQR - ORD
1 stop10h 37mAir Canada
Thu 27/611:00 a.m.ORD - YQR
1 stop8h 40mAir Canada
Deal found 23/4C$ 700
Sun 7/77:35 p.m.YQR - ORD
1 stop13h 19mAir Canada
Tue 16/711:00 a.m.ORD - YQR
1 stop8h 40mAir Canada
Deal found 23/4C$ 713

Cheap Regina to Chicago flights in April & May 2024

Find cheap flight options from Regina 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 504,710 searches. Prices were last updated on 23 April 2024.
The lowest fares we've come across on flights travelling from Regina to Chicago in April and May 2024. More deals are always being added, so be sure to check back regularly.
Tue 7/58:15 a.m.YQR - ORD
1 stop5h 27mDelta
Wed 8/53:50 p.m.ORD - YQR
1 stop23h 38mDelta
Deal found 21/4C$ 727
Tue 7/56:00 a.m.YQR - ORD
2 stops11h 17mDelta
Wed 8/58:36 p.m.ORD - YQR
1 stop18h 52mDelta
Deal found 21/4C$ 796
Mon 29/48:15 a.m.YQR - ORD
1 stop5h 40mDelta
Wed 1/56:20 a.m.ORD - YQR
1 stop9h 08mDelta
Deal found 22/4C$ 801
Tue 7/57:35 p.m.YQR - ORD
2 stops13h 31mAir Canada
Wed 8/51:56 p.m.ORD - YQR
2 stops20h 52mAir Canada
Deal found 21/4C$ 886
Mon 29/46:15 a.m.YQR - ORD
2 stops9h 20mWestJet
Wed 1/53:50 p.m.ORD - YQR
2 stops10h 06mWestJet
Deal found 22/4C$ 1,093

Regina to Chicago 2024 flight deals

Discover exclusive flight deals for travel between Regina and Chicago in 2024. Find excellent offers based on user searches. Over the last 7 days, Cheapflights users made 504,710 searches. Data last updated 23 April 2024.
The lowest fares we've come across on flights travelling from Regina to Chicago in April and May 2024. More deals are always being added, so be sure to check back regularly.
Sun 30/68:15 a.m.YQR - ORD
1 stop9h 21mMultiple Airlines
Mon 8/77:30 a.m.ORD - YQR
1 stop7h 58mMultiple Airlines
Deal found 23/4C$ 384
Thu 11/78:15 a.m.YQR - ORD
1 stop9h 55mMultiple Airlines
Thu 18/77:00 a.m.ORD - YQR
1 stop8h 28mMultiple Airlines
Deal found 23/4C$ 403
Sun 7/78:15 a.m.YQR - ORD
1 stop9h 55mMultiple Airlines
Thu 18/77:00 a.m.ORD - YQR
1 stop8h 28mMultiple Airlines
Deal found 23/4C$ 418
Mon 17/68:15 a.m.YQR - ORD
1 stop9h 51mMultiple Airlines
Fri 28/68:25 p.m.ORD - YQR
1 stop19h 03mMultiple Airlines
Deal found 23/4C$ 436
Sun 23/67:35 p.m.YQR - ORD
1 stop13h 19mAir Canada
Tue 25/611:00 a.m.ORD - YQR
1 stop8h 40mAir Canada
Deal found 23/4C$ 481
Mon 17/67:15 a.m.YQR - ORD
1 stop8h 42mDelta
Wed 26/66:00 a.m.ORD - YQR
1 stop9h 28mDelta
Deal found 23/4C$ 501
Tue 18/610:25 a.m.YQR - ORD
1 stop10h 37mAir Canada
Tue 25/61:00 p.m.ORD - YQR
1 stop6h 40mAir Canada
Deal found 23/4C$ 509
Sun 16/68:15 a.m.YQR - MDW
1 stop9h 21mDelta
Tue 25/69:29 a.m.MDW - YQR
1 stop5h 59mDelta
Deal found 23/4C$ 509
Sat 15/66:00 a.m.YQR - MDW
2 stops10h 04mDelta
Wed 19/69:29 a.m.MDW - YQR
1 stop5h 59mDelta
Deal found 21/4C$ 516

Regina to Chicago flights leaving soon

Find last-minute flight options from Regina 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 504,710 searches. Data last updated 23 April 2024.
Check out these flights departing soon from Regina to Chicago. To prevent any unwanted surprises, users should verify their flight info before booking.
Mon 29/48:15 a.m.YQR - ORD
1 stop5h 40mDelta
Wed 1/56:20 a.m.ORD - YQR
1 stop9h 08mDelta
Deal found 22/4C$ 801
Mon 29/46:15 a.m.YQR - ORD
2 stops9h 20mWestJet
Wed 1/53:50 p.m.ORD - YQR
2 stops10h 06mWestJet
Deal found 22/4C$ 1,093

One-way flights to Chicago from Regina

Search for one-way flight options from Regina 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 504,710 searches. Data last updated 23 April 2024.
If you're seeking multiple options on one-way flights from Regina to Chicago, be sure to check out these deals, which are updated often. Those seeking round-trip flights from Regina to Chicago should utilize the search form at the top of the page.
Thu 23/58:15 a.m.YQR - ORD
1 stop9h 48mMultiple Airlines
Deal found 22/4C$ 235
Thu 23/57:35 p.m.YQR - ORD
2 stops13h 26mAir Canada
Deal found 22/4C$ 291
Mon 30/97:30 p.m.YQR - ORD
1 stop12h 31mAir Canada
Deal found 22/4C$ 372
Mon 30/98:35 p.m.YQR - ORD
2 stops23h 29mWestJet
Deal found 22/4C$ 410
Thu 23/511:40 a.m.YQR - ORD
3 stops16h 20mMultiple Airlines
Deal found 22/4C$ 427
Thu 23/58:15 a.m.YQR - MDW
1 stop8h 52mWestJet
Deal found 22/4C$ 455
Thu 23/56:00 a.m.YQR - MDW
2 stops11h 07mWestJet
Deal found 22/4C$ 615

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 504,710 searches. Data last updated 23 April 2024.

Fly from

Any airport

Fly to

Any airport

Budget

C$ 384 - C$ 602

Route

Depart

Return

Price

ReginaChicago O'Hare Intl

YQR - ORD

YQRORD

Regina

Sun 30/6

1 stop9h 21m

Chicago O'Hare Intl

Mon 8/7

1 stop7h 58m

C$ 384

ReginaChicago O'Hare Intl

YQR - ORD

YQRORD

Regina

Thu 11/7

1 stop9h 55m

Chicago O'Hare Intl

Thu 18/7

1 stop8h 28m

C$ 403

ReginaChicago O'Hare Intl

YQR - ORD

YQRORD

Regina

Sun 7/7

1 stop9h 55m

Chicago O'Hare Intl

Thu 18/7

1 stop8h 28m

C$ 418

ReginaChicago O'Hare Intl

YQR - ORD

YQRORD

Regina

Mon 17/6

1 stop9h 51m

Chicago O'Hare Intl

Fri 28/6

1 stop19h 03m

C$ 436

ReginaChicago O'Hare Intl

YQR - ORD

YQRORD

Regina

Sun 23/6

1 stop13h 19m

Chicago O'Hare Intl

Tue 25/6

1 stop8h 40m

C$ 481

ReginaChicago O'Hare Intl

YQR - ORD

YQRORD

Regina

Mon 17/6

1 stop8h 42m

Chicago O'Hare Intl

Tue 25/6

2 stops9h 23m

C$ 501

ReginaChicago O'Hare Intl

YQR - ORD

YQRORD

Regina

Tue 18/6

1 stop10h 37m

Chicago O'Hare Intl

Tue 25/6

1 stop6h 40m

C$ 509

ReginaChicago Midway

YQR - MDW

YQRMDW

Regina

Sun 16/6

1 stop9h 21m

Chicago Midway

Tue 25/6

1 stop5h 59m

C$ 509

ReginaChicago O'Hare Intl

YQR - ORD

YQRORD

Regina

Sun 16/6

1 stop19h 22m

Chicago O'Hare Intl

Tue 25/6

1 stop8h 02m

C$ 602

Flights are sorted by cheapest first

Deals found on 23/4

When is the cheapest time to fly from Regina to Chicago?

Use this chart to determine the cheapest time to fly round-trip from Regina to Chicago. Price data was last updated on 21 April 2024.
Morning
Noon
Afternoon
Evening
All times are departure.
Travelers seeking maximum savings on their Regina to Chicago flight should consider departing on Thursday at noon when fares are most often at their lowest. Thursday mornings flights should be avoided if possible as fares are typically the most expensive at this time.
Search Deals

Average price of flights to Chicago by month

Plan your trip from Regina to Chicago by taking into account the cheapest months to travel. The average price of a one-way flight from Regina to Chicago is currently C$ 401 while a round-trip flight costs C$ 472. Price data was last updated on 21 April 2024.

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 August is currently the most expensive (average of C$ 452). 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.

January

C$ 358

February

C$ 417

March

C$ 444

April

C$ 457

May

C$ 538

June

C$ 562

July

C$ 608

August

C$ 620

September

C$ 475

October

C$ 510

November

C$ 464

December

C$ 479

Temperature and rainfall in Chicago by month

Plan your trip to Chicago by taking into account the average temperature and rainfall totals by month.

CHI

Temperature

-5 - 23 °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 23 April 2024.
Peruse reviews from past customers who have flown with Delta, Air Canada and WestJet from Regina to Chicago to help guide your decision. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.1
Very good
11,028 reviews
Check prices

Comfort

7.9

Boarding

8.2

Overall

8.1

Crew

8.6

Entertainment

8.0

Food

7.5

Reviews

1 / 10

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

Delta
8.1
Very good
11,028 reviews
Delta
8.1
Very good
11,028 reviews
Check prices

Comfort

7.9

Boarding

8.2

Overall

8.1

Crew

8.6

Entertainment

8.0

Food

7.5

Reviews

1 / 10

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

WestJet
7.5
Good
2,990 reviews
Delta
8.1
Very good
11,028 reviews
Check prices

Comfort

7.9

Boarding

8.2

Overall

8.1

Crew

8.6

Entertainment

8.0

Food

7.5

Reviews

1 / 10

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

Air Canada
7.0
Good
6,859 reviews
Delta
8.1
Very good
11,028 reviews
Check prices

Comfort

7.9

Boarding

8.2

Overall

8.1

Crew

8.6

Entertainment

8.0

Food

7.5

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 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 2 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.

  • Can I find flights from Regina to Chicago for under C$ 400 on Cheapflights?

    Yes, there are multiple flights from Regina to Chicago for under C$ 400. The cheapest flight booked recently is on Multiple Airlines for just C$ 384, but on average you can expect to pay C$ 512.

  • Are there last-minute flights available from Regina to Chicago for under C$ 900?

    There are currently 2+ open flights from Regina to Chicago within the next 7 days for less than C$ 900.

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

    Air Canada, at C$ 481, 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 40% cheaper than the average price of flights available within the next 90 days to this destination.

  • What does YQR to ORD mean?

    YQR stands for Regina Airport, while ORD stands for Chicago O'Hare Intl Airport. These codes are often called IATA codes, a set of identifiers established by IATA (International Air Transport Association) that is widely used by airlines and the aviation industry. Chicago Midway Airport (MDW), Chicago Greater Rockford Airport (RFD) are other airports near this flight route and their unique identifiers/IATA codes.

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

    The amount of baggage you can bring on your Regina 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 Regina to Chicago with specific airlines?

    Yes, Cheapflights allows you to browse and filter Regina 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 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.

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

    Many airlines flying from Regina 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 Regina to Chicago?

    Yes, you can often find last-minute deals on Regina 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 Regina to Chicago flight deals updated?

    The Regina to Chicago flight deals you see on this page were last updated on 23/4.

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.

Saskatoon to O'Hare Intl flights
Saskatoon to St. Louis flights
Regina to O'Hare Intl flights

Top 2 airlines flying from Regina to Chicago

Discover the top 2 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 504,710 searches. Data last updated 23 April 2024.
AirlineCheapestAverageFlexibilityOn-time
Air CanadaCheapestC$ 280AverageC$ 614FlexibilityNo cancel feeOn-time67%
Search Air Canada flights
WestJetCheapestC$ 512AverageC$ 757FlexibilityNo cancel feeOn-time60%
Search WestJet flights
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Search flights from Regina to Chicago by cabin class

Find flights from Regina to Chicago, based on your preferred cabin class, be it economy, premium economy, business, or first 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 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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