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Cheap flights from Regina to Chicago from C$ 447

This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 18/6. 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
4 Jun — 11 Jun1
1 adult
Tue 4/6
Tue 11/6

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 30 May 2024.

Popular in

March

Cheapest in

January

Average price

C$ 762

Round-trip from

C$ 352
High demand for flights, 35% potential price rise
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Best time to find cheap flights, 54% potential price drop
Search Deals
Average for round-trip flights in May 2024
Search Deals
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?

January is one of the best times of the year to fly to Chicago from Regina. Prices for January average C$ 712 per person but you can even find prices for as low as C$ 228. The most expensive prices can be found in the month of March. Opting for a January flight can save you 53% on your journey compared to booking in March

What is the cheapest time of day to fly from YQR to 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 67% on airfare.

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 426,053 searches. Data last updated 30 May 2024.
Peruse some of the lowest-priced Air Canada flights we've found from Regina to Chicago. Make sure to double check the flight details before booking.
Tue 18/67:35 p.m.YQR - ORD
1 stop11h 22mAir Canada
Tue 6/89:15 p.m.ORD - YQR
1 stop13h 15mAir Canada
Deal found 29/5C$ 447
Fri 2/87:35 p.m.YQR - ORD
1 stop12h 26mAir Canada
Tue 6/89:15 p.m.ORD - YQR
1 stop13h 15mAir Canada
Deal found 29/5C$ 465
Tue 18/63:20 p.m.YQR - ORD
2 stops15h 38mAir Canada
Tue 6/89:15 p.m.ORD - YQR
1 stop13h 15mAir Canada
Deal found 29/5C$ 469
Wed 23/107:55 p.m.YQR - ORD
1 stop12h 58mAir Canada
Wed 30/1010:51 a.m.ORD - YQR
1 stop8h 12mAir Canada
Deal found 29/5C$ 601
Wed 23/107:55 p.m.YQR - ORD
1 stop12h 58mAir Canada
Wed 30/107:20 a.m.ORD - YQR
2 stops11h 43mAir Canada
Deal found 29/5C$ 608
Wed 23/103:20 p.m.YQR - ORD
2 stops15h 38mAir Canada
Wed 30/107:20 a.m.ORD - YQR
2 stops11h 43mAir Canada
Deal found 29/5C$ 629
Tue 25/63:20 p.m.YQR - ORD
2 stops15h 38mAir Canada
Wed 24/79:15 p.m.ORD - YQR
1 stop13h 15mAir Canada
Deal found 29/5C$ 654

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 426,053 searches. Data last updated 30 May 2024.
Some of the best deals we've found on Delta flights travelling from Regina to Chicago. Ensure the flight price, dates, time, and airline match your criteria before you book.
Tue 18/68:15 a.m.YQR - MDW
1 stop9h 21mDelta
Tue 6/89:18 a.m.MDW - YQR
1 stop6h 10mDelta
Deal found 29/5C$ 598
Tue 18/66:00 a.m.YQR - MDW
2 stops10h 04mDelta
Tue 6/89:18 a.m.MDW - YQR
1 stop6h 10mDelta
Deal found 29/5C$ 605
Wed 23/108:15 a.m.YQR - ORD
1 stop5h 41mDelta
Wed 30/109:30 a.m.ORD - YQR
1 stop8h 43mDelta
Deal found 29/5C$ 722
Tue 18/66:00 a.m.YQR - MDW
2 stops10h 04mDelta
Tue 6/89:33 a.m.MDW - YQR
2 stops12h 58mDelta
Deal found 29/5C$ 743
Tue 25/68:15 a.m.YQR - MDW
1 stop9h 21mDelta
Wed 24/79:18 a.m.MDW - YQR
1 stop6h 10mDelta
Deal found 29/5C$ 762
Wed 26/68:15 a.m.YQR - MDW
1 stop9h 21mDelta
Thu 25/79:18 a.m.MDW - YQR
1 stop6h 10mDelta
Deal found 29/5C$ 803
Tue 25/68:15 a.m.YQR - MDW
1 stop9h 21mDelta
Wed 24/76:00 a.m.MDW - YQR
2 stops9h 28mDelta
Deal found 29/5C$ 825
Wed 26/66:00 a.m.YQR - MDW
2 stops10h 04mDelta
Thu 25/79:18 a.m.MDW - YQR
1 stop6h 10mDelta
Deal found 29/5C$ 865
Wed 23/108:15 a.m.YQR - MDW
1 stop8h 50mDelta
Wed 30/1011:59 a.m.MDW - YQR
1 stop6h 14mDelta
Deal found 29/5C$ 881

Cheap Regina to Chicago flights in May & June 2024

Find cheap flight options from Regina to Chicago specifically for the months of May and June 2024. Explore affordable fares based on user searches. Over the last 7 days, Cheapflights users made 426,053 searches. Prices were last updated on 30 May 2024.
The lowest fares we've come across on flights travelling from Regina to Chicago in May and June 2024. More deals are always being added, so be sure to check back regularly.
Tue 18/67:35 p.m.YQR - ORD
1 stop11h 22mAir Canada
Tue 6/89:15 p.m.ORD - YQR
1 stop13h 15mAir Canada
Deal found 29/5C$ 447
Tue 18/63:20 p.m.YQR - ORD
2 stops15h 38mAir Canada
Tue 6/89:15 p.m.ORD - YQR
1 stop13h 15mAir Canada
Deal found 29/5C$ 469
Wed 26/68:15 a.m.YQR - ORD
1 stop9h 51mMultiple Airlines
Thu 25/75:55 p.m.ORD - YQR
1 stop8h 02mMultiple Airlines
Deal found 29/5C$ 504
Wed 26/67:15 a.m.YQR - ORD
2 stops21h 45mMultiple Airlines
Thu 25/75:55 p.m.ORD - YQR
2 stops17h 03mMultiple Airlines
Deal found 29/5C$ 551
Tue 18/68:15 a.m.YQR - MDW
1 stop9h 21mDelta
Tue 6/89:18 a.m.MDW - YQR
1 stop6h 10mDelta
Deal found 29/5C$ 598
Tue 18/66:00 a.m.YQR - MDW
2 stops10h 04mDelta
Tue 6/89:18 a.m.MDW - YQR
1 stop6h 10mDelta
Deal found 29/5C$ 605
Tue 25/611:40 a.m.YQR - ORD
3 stops17h 56mMultiple Airlines
Wed 24/78:26 p.m.ORD - YQR
3 stops24h 35mMultiple Airlines
Deal found 29/5C$ 632
Tue 18/68:15 a.m.YQR - ORD
2 stops21h 21mMultiple Airlines
Tue 6/810:52 p.m.ORD - YQR
3 stops27h 05mMultiple Airlines
Deal found 29/5C$ 650
Tue 25/63:20 p.m.YQR - ORD
2 stops15h 38mAir Canada
Wed 24/79:15 p.m.ORD - YQR
1 stop13h 15mAir Canada
Deal found 29/5C$ 654

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 426,053 searches. Data last updated 30 May 2024.
The lowest fares we've come across on flights travelling from Regina to Chicago in May and June 2024. More deals are always being added, so be sure to check back regularly.
Tue 18/67:35 p.m.YQR - ORD
1 stop11h 22mAir Canada
Tue 6/89:15 p.m.ORD - YQR
1 stop13h 15mAir Canada
Deal found 29/5C$ 447
Fri 2/87:35 p.m.YQR - ORD
1 stop12h 26mAir Canada
Tue 6/89:15 p.m.ORD - YQR
1 stop13h 15mAir Canada
Deal found 29/5C$ 465
Tue 18/63:20 p.m.YQR - ORD
2 stops15h 38mAir Canada
Tue 6/89:15 p.m.ORD - YQR
1 stop13h 15mAir Canada
Deal found 29/5C$ 469
Wed 26/68:15 a.m.YQR - ORD
1 stop9h 51mMultiple Airlines
Thu 25/75:55 p.m.ORD - YQR
1 stop8h 02mMultiple Airlines
Deal found 29/5C$ 504
Wed 26/67:15 a.m.YQR - ORD
2 stops21h 45mMultiple Airlines
Thu 25/75:55 p.m.ORD - YQR
2 stops17h 03mMultiple Airlines
Deal found 29/5C$ 551
Thu 26/97:15 a.m.YQR - ORD
1 stop8h 54mWestJet
Mon 30/97:10 a.m.ORD - YQR
2 stops16h 44mWestJet
Deal found 29/5C$ 584
Tue 18/68:15 a.m.YQR - MDW
1 stop9h 21mDelta
Tue 6/89:18 a.m.MDW - YQR
1 stop6h 10mDelta
Deal found 29/5C$ 598
Wed 23/107:55 p.m.YQR - ORD
1 stop12h 58mAir Canada
Wed 30/1010:51 a.m.ORD - YQR
1 stop8h 12mAir Canada
Deal found 29/5C$ 601
Tue 18/66:00 a.m.YQR - MDW
2 stops10h 04mDelta
Tue 6/89:18 a.m.MDW - YQR
1 stop6h 10mDelta
Deal found 29/5C$ 605

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 426,053 searches. Data last updated 30 May 2024.

Fly from

Any airport

Fly to

Any airport

Budget

C$ 447 - C$ 657

Route

Depart

Return

Price

ReginaChicago O'Hare Intl

YQR - ORD

YQRORD

Regina

Tue 18/6

1 stop11h 22m

Chicago O'Hare Intl

Tue 6/8

1 stop13h 15m

C$ 447

ReginaChicago O'Hare Intl

YQR - ORD

YQRORD

Regina

Fri 2/8

1 stop12h 26m

Chicago O'Hare Intl

Tue 6/8

1 stop13h 15m

C$ 465

ReginaChicago O'Hare Intl

YQR - ORD

YQRORD

Regina

Tue 18/6

2 stops15h 38m

Chicago O'Hare Intl

Tue 6/8

1 stop13h 15m

C$ 469

ReginaChicago O'Hare Intl

YQR - ORD

YQRORD

Regina

Wed 26/6

1 stop9h 51m

Chicago O'Hare Intl

Thu 25/7

1 stop8h 02m

C$ 504

ReginaChicago O'Hare Intl

YQR - ORD

YQRORD

Regina

Wed 26/6

2 stops21h 45m

Chicago O'Hare Intl

Thu 25/7

2 stops17h 03m

C$ 551

ReginaChicago O'Hare Intl

YQR - ORD

YQRORD

Regina

Thu 26/9

1 stop8h 54m

Chicago O'Hare Intl

Mon 30/9

2 stops16h 44m

C$ 584

ReginaChicago Midway

YQR - MDW

YQRMDW

Regina

Tue 18/6

1 stop9h 21m

Chicago Midway

Tue 6/8

1 stop6h 10m

C$ 598

ReginaChicago Midway

YQR - MDW

YQRMDW

Regina

Tue 18/6

2 stops10h 04m

Chicago Midway

Tue 6/8

1 stop6h 10m

C$ 605

ReginaChicago O'Hare Intl

YQR - ORD

YQRORD

Regina

Thu 26/9

2 stops25h 04m

Chicago O'Hare Intl

Mon 30/9

2 stops15h 21m

C$ 657

Flights are sorted by cheapest first

Deals found on 29/5

What is the cheapest day 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 26 May 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

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.

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 30 May 2024.
Peruse reviews from past customers who have flown with Air Canada, Delta 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
8.0
Very good
10,457 reviews
Check prices

Comfort

7.9

Boarding

8.2

Crew

8.6

Overall

8.0

Food

7.4

Entertainment

8.0

Reviews

1 / 10

When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.

Delta
8.0
Very good
10,457 reviews
Delta
8.0
Very good
10,457 reviews
Check prices

Comfort

7.9

Boarding

8.2

Crew

8.6

Overall

8.0

Food

7.4

Entertainment

8.0

Reviews

1 / 10

When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.

WestJet
7.5
Good
2,869 reviews
Delta
8.0
Very good
10,457 reviews
Check prices

Comfort

7.9

Boarding

8.2

Crew

8.6

Overall

8.0

Food

7.4

Entertainment

8.0

Reviews

1 / 10

When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.

Air Canada
7.0
Good
7,004 reviews
Delta
8.0
Very good
10,457 reviews
Check prices

Comfort

7.9

Boarding

8.2

Crew

8.6

Overall

8.0

Food

7.4

Entertainment

8.0

Reviews

1 / 10

When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.

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$ 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$ 447, but on average you can expect to pay C$ 592.

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

    Air Canada, at C$ 447, was found to be the cheapest airline from Regina to Chicago.Alternate airlines to your destination round-trip include WestJet and Delta. Air Canada is 37% 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 29/5.

  • 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 August is currently the most expensive (average of C$ 438). 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.

Saskatoon to O'Hare Intl flights
Regina to O'Hare Intl flights
Saskatoon to Midway flights
Saskatoon to St. Louis 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 426,053 searches. Data last updated 30 May 2024.
AirlineCheapestAverageFlexibilityOn-time
Air CanadaCheapestC$ 292AverageC$ 593FlexibilityNo cancel feeOn-time67%
Search Air Canada flights
WestJetCheapestC$ 437AverageC$ 755FlexibilityNo 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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