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Cheap flights from Regina to Chicago from C$ 215

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 28/6. 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
30 Apr — 7 May1
1 adult
Tue 30/4
Tue 7/5

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 25 April 2024.

Popular in

October

Cheapest in

November

Round-trip from

C$ 358

One-way from

C$ 215
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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From Regina to Chicago (CHI)
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One-way flight 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$ 808 per person but you can even find prices for as low as C$ 315. 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 508,915 searches. Data last updated 25 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 3/67:20 a.m.YQR - ORD
1 stop8h 45mDelta
Sat 15/66:00 a.m.ORD - YQR
1 stop9h 28mDelta
Deal found 24/4C$ 486
Wed 5/68:15 a.m.YQR - ORD
1 stop7h 34mDelta
Sat 15/66:00 a.m.ORD - YQR
1 stop9h 28mDelta
Deal found 24/4C$ 494
Wed 5/66:00 a.m.YQR - ORD
2 stops9h 33mDelta
Sat 15/66:00 a.m.ORD - YQR
1 stop9h 28mDelta
Deal found 24/4C$ 502
Tue 4/68:15 a.m.YQR - ORD
1 stop23h 24mDelta
Sat 15/66:00 a.m.ORD - YQR
1 stop9h 28mDelta
Deal found 24/4C$ 517
Thu 11/77:15 a.m.YQR - ORD
1 stop8h 42mDelta
Tue 16/76:00 a.m.ORD - YQR
1 stop9h 28mDelta
Deal found 24/4C$ 537
Tue 4/68:15 a.m.YQR - MDW
2 stops12h 46mDelta
Sat 15/69:28 a.m.MDW - YQR
2 stops14h 44mDelta
Deal found 24/4C$ 546
Fri 19/76:00 a.m.YQR - ORD
2 stops9h 46mDelta
Wed 24/76:00 a.m.ORD - YQR
1 stop9h 28mDelta
Deal found 24/4C$ 552
Wed 5/66:00 a.m.YQR - MDW
2 stops10h 06mDelta
Sat 15/69:28 a.m.MDW - YQR
2 stops14h 44mDelta
Deal found 24/4C$ 554
Sat 6/78:15 a.m.YQR - ORD
1 stop12h 42mDelta
Tue 16/76:00 a.m.ORD - YQR
1 stop9h 28mDelta
Deal found 24/4C$ 567

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 508,915 searches. Data last updated 25 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 2/67:35 p.m.YQR - ORD
1 stop12h 16mAir Canada
Wed 12/66:00 a.m.ORD - YQR
1 stop9h 25mAir Canada
Deal found 24/4C$ 538
Wed 5/63:20 p.m.YQR - ORD
2 stops15h 40mAir Canada
Wed 12/66:00 a.m.ORD - YQR
1 stop9h 25mAir Canada
Deal found 24/4C$ 578
Wed 10/77:35 p.m.YQR - ORD
2 stops13h 26mAir Canada
Wed 17/711:00 a.m.ORD - YQR
1 stop8h 40mAir Canada
Deal found 24/4C$ 583
Sun 9/67:35 p.m.YQR - ORD
1 stop11h 22mAir Canada
Tue 11/611:00 a.m.ORD - YQR
1 stop8h 40mAir Canada
Deal found 25/4C$ 612
Sun 7/77:35 p.m.YQR - ORD
2 stops13h 26mAir Canada
Sat 13/711:00 a.m.ORD - YQR
1 stop8h 40mAir Canada
Deal found 24/4C$ 701
Sun 7/77:35 p.m.YQR - ORD
1 stop13h 19mAir Canada
Wed 17/76:00 a.m.ORD - YQR
1 stop9h 25mAir Canada
Deal found 24/4C$ 702
Sun 7/77:35 p.m.YQR - ORD
1 stop13h 19mAir Canada
Fri 19/711:00 a.m.ORD - YQR
1 stop8h 40mAir Canada
Deal found 24/4C$ 732
Sun 7/77:35 p.m.YQR - ORD
2 stops13h 26mAir Canada
Wed 17/76:00 a.m.ORD - YQR
1 stop9h 25mAir Canada
Deal found 24/4C$ 745
Sun 14/77:35 p.m.YQR - ORD
2 stops13h 26mAir Canada
Thu 25/711:00 a.m.ORD - YQR
1 stop8h 40mAir Canada
Deal found 24/4C$ 775

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 508,915 searches. Prices were last updated on 25 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.
Mon 29/48:15 a.m.YQR - ORD
2 stops12h 06mDelta
Wed 1/56:20 a.m.ORD - YQR
1 stop9h 08mDelta
Deal found 23/4C$ 892
Tue 30/48:15 a.m.YQR - MDW
1 stop8h 05mDelta
Wed 1/56:00 p.m.MDW - YQR
2 stops21h 28mDelta
Deal found 24/4C$ 942
Tue 30/48:15 a.m.YQR - MDW
1 stop8h 05mWestJet
Wed 1/56:30 a.m.MDW - YQR
2 stops19h 26mWestJet
Deal found 23/4C$ 1,094
Tue 30/410:45 a.m.YQR - MDW
2 stops9h 47mWestJet
Wed 1/56:30 a.m.MDW - YQR
2 stops19h 26mWestJet
Deal found 23/4C$ 1,146
Mon 29/48:15 a.m.YQR - ORD
1 stop7h 35mWestJet
Wed 1/53:50 p.m.ORD - YQR
1 stop23h 38mWestJet
Deal found 24/4C$ 1,191
Tue 30/48:15 a.m.YQR - MDW
1 stop12h 17mWestJet
Wed 1/56:30 a.m.MDW - YQR
1 stop8h 58mWestJet
Deal found 24/4C$ 1,191
Mon 29/46:15 a.m.YQR - ORD
2 stops9h 20mWestJet
Wed 1/56:20 a.m.ORD - YQR
2 stops19h 36mWestJet
Deal found 23/4C$ 1,192
Tue 30/46:00 a.m.YQR - MDW
2 stops15h 14mWestJet
Wed 1/56:30 a.m.MDW - YQR
2 stops19h 26mWestJet
Deal found 24/4C$ 1,243

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 508,915 searches. Data last updated 25 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.
Mon 8/78:15 a.m.YQR - ORD
1 stop9h 55mMultiple Airlines
Thu 18/77:00 a.m.ORD - YQR
1 stop8h 28mMultiple Airlines
Deal found 24/4C$ 383
Wed 17/78:15 a.m.YQR - ORD
1 stop8h 04mMultiple Airlines
Thu 25/78:05 p.m.ORD - YQR
1 stop19h 23mMultiple Airlines
Deal found 24/4C$ 393
Mon 3/68:15 a.m.YQR - ORD
1 stop8h 03mMultiple Airlines
Fri 14/68:05 p.m.ORD - YQR
1 stop19h 23mMultiple Airlines
Deal found 24/4C$ 394
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 24/4C$ 402
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 24/4C$ 417
Mon 3/67:20 a.m.YQR - ORD
1 stop8h 45mDelta
Sat 15/66:00 a.m.ORD - YQR
1 stop9h 28mDelta
Deal found 24/4C$ 486
Wed 5/68:15 a.m.YQR - ORD
1 stop7h 34mDelta
Sat 15/66:00 a.m.ORD - YQR
1 stop9h 28mDelta
Deal found 24/4C$ 494
Wed 5/66:00 a.m.YQR - ORD
2 stops9h 33mDelta
Sat 15/66:00 a.m.ORD - YQR
1 stop9h 28mDelta
Deal found 24/4C$ 502
Tue 4/68:15 a.m.YQR - ORD
1 stop23h 24mDelta
Sat 15/66:00 a.m.ORD - YQR
1 stop9h 28mDelta
Deal found 24/4C$ 517

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 508,915 searches. Data last updated 25 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.
Tue 30/48:15 a.m.YQR - MDW
1 stop8h 05mDelta
Wed 1/56:00 p.m.MDW - YQR
2 stops21h 28mDelta
Deal found 24/4C$ 942
Tue 30/48:15 a.m.YQR - MDW
1 stop8h 05mWestJet
Wed 1/56:30 a.m.MDW - YQR
2 stops19h 26mWestJet
Deal found 23/4C$ 1,094
Tue 30/410:45 a.m.YQR - MDW
2 stops9h 47mWestJet
Wed 1/56:30 a.m.MDW - YQR
2 stops19h 26mWestJet
Deal found 23/4C$ 1,146
Tue 30/48:15 a.m.YQR - MDW
1 stop12h 17mWestJet
Wed 1/56:30 a.m.MDW - YQR
1 stop8h 58mWestJet
Deal found 24/4C$ 1,191
Tue 30/46:00 a.m.YQR - MDW
2 stops15h 14mWestJet
Wed 1/56:30 a.m.MDW - YQR
2 stops19h 26mWestJet
Deal found 24/4C$ 1,243

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 508,915 searches. Data last updated 25 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.
Fri 28/68:15 a.m.YQR - ORD
1 stop10h 11mMultiple Airlines
Deal found 24/4C$ 215
Fri 28/63:05 p.m.YQR - ORD
2 stops14h 23mMultiple Airlines
Deal found 24/4C$ 454

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 508,915 searches. Data last updated 25 April 2024.

Fly from

Any airport

Fly to

Any airport

Budget

C$ 383 - C$ 582

Route

Depart

Return

Price

ReginaChicago O'Hare Intl

YQR - ORD

YQRORD

Regina

Mon 8/7

1 stop9h 55m

Chicago O'Hare Intl

Thu 18/7

1 stop8h 28m

C$ 383

ReginaChicago O'Hare Intl

YQR - ORD

YQRORD

Regina

Wed 17/7

1 stop8h 04m

Chicago O'Hare Intl

Thu 25/7

1 stop19h 23m

C$ 393

ReginaChicago O'Hare Intl

YQR - ORD

YQRORD

Regina

Mon 3/6

1 stop8h 03m

Chicago O'Hare Intl

Fri 14/6

1 stop19h 23m

C$ 394

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$ 402

ReginaChicago O'Hare Intl

YQR - ORD

YQRORD

Regina

Mon 3/6

1 stop8h 45m

Chicago O'Hare Intl

Sat 15/6

1 stop9h 28m

C$ 486

ReginaChicago O'Hare Intl

YQR - ORD

YQRORD

Regina

Wed 5/6

1 stop7h 34m

Chicago O'Hare Intl

Sat 15/6

1 stop9h 28m

C$ 494

ReginaChicago O'Hare Intl

YQR - ORD

YQRORD

Regina

Sun 2/6

1 stop12h 16m

Chicago O'Hare Intl

Wed 12/6

1 stop9h 25m

C$ 538

ReginaChicago O'Hare Intl

YQR - ORD

YQRORD

Regina

Thu 11/7

1 stop8h 42m

Chicago O'Hare Intl

Tue 16/7

2 stops17h 03m

C$ 572

ReginaChicago O'Hare Intl

YQR - ORD

YQRORD

Regina

Thu 18/7

1 stop12h 57m

Chicago O'Hare Intl

Sat 27/7

1 stop8h 40m

C$ 582

Flights are sorted by cheapest first

Deals found on 24/4

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$ 335 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$ 357

February

C$ 416

March

C$ 444

April

C$ 456

May

C$ 537

June

C$ 561

July

C$ 606

August

C$ 619

September

C$ 474

October

C$ 509

November

C$ 463

December

C$ 478

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 25 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
10,975 reviews
Check prices

Comfort

7.9

Boarding

8.2

Crew

8.6

Overall

8.1

Entertainment

8.0

Food

7.4

Reviews

1 / 10

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

Delta
8.1
Very good
10,975 reviews
Delta
8.1
Very good
10,975 reviews
Check prices

Comfort

7.9

Boarding

8.2

Crew

8.6

Overall

8.1

Entertainment

8.0

Food

7.4

Reviews

1 / 10

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

WestJet
7.5
Good
2,985 reviews
Delta
8.1
Very good
10,975 reviews
Check prices

Comfort

7.9

Boarding

8.2

Crew

8.6

Overall

8.1

Entertainment

8.0

Food

7.4

Reviews

1 / 10

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

United Airlines
7.4
Good
11,234 reviews
Delta
8.1
Very good
10,975 reviews
Check prices

Comfort

7.9

Boarding

8.2

Crew

8.6

Overall

8.1

Entertainment

8.0

Food

7.4

Reviews

1 / 10

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

Air Canada
7.0
Good
6,862 reviews
Delta
8.1
Very good
10,975 reviews
Check prices

Comfort

7.9

Boarding

8.2

Crew

8.6

Overall

8.1

Entertainment

8.0

Food

7.4

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$ 383, but on average you can expect to pay C$ 506.

  • Are there last-minute flights available from Regina to Chicago for under C$ 1,000?

    There are currently 5+ open flights from Regina to Chicago within the next 7 days for less than C$ 1,000.

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

    Delta, at C$ 486, was found to be the cheapest airline from Regina to Chicago.Alternate airlines to your destination round-trip include Air Canada and WestJet. Delta is 39% 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 24/4.

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 St. Louis flights
Regina to O'Hare Intl flights
Saskatoon to O'Hare Intl flights
Saskatoon to Midway 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 508,915 searches. Data last updated 25 April 2024.
AirlineCheapestAverageFlexibilityOn-time
Air CanadaCheapestC$ 279AverageC$ 612FlexibilityNo cancel feeOn-time67%
Search Air Canada flights
WestJetCheapestC$ 511AverageC$ 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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