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Cheap flights from Regina to Chicago O'Hare Intl Airport from C$ 170

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 7/1. Fares are subject to change and may not be available on all flights or dates of travel.
YQR — ORD
3 Jan — 10 Jan1
1 adult
1 adult, Economy, 0 bags

Cheap flight deals from Regina to O'Hare Intl

Enter your travel dates to find the best prices.

Cheapest flights from Regina to O'Hare Intl
Explore the most affordable flight options available from Regina to O'Hare Intl. Find the lowest fares from popular airlines and budget airlines, with prices last updated on 4 December 2025.

Mon 22/1211:40 a.m.YQR - ORD
1 stop12h 14mMultiple Airlines
Thu 15/15:01 p.m.ORD - YQR
2 stops49h 19mMultiple Airlines
Deal found 3/12C$ 562
Mon 8/1211:40 a.m.YQR - ORD
2 stops20h 15mDelta
Tue 17/212:27 p.m.ORD - YQR
1 stop5h 54mDelta
Deal found 2/12C$ 670
Mon 8/125:00 a.m.YQR - ORD
1 stop8h 01mAir Canada
Tue 17/23:55 p.m.ORD - YQR
1 stop7h 24mAir Canada
Deal found 3/12C$ 689
Mon 22/1210:53 a.m.YQR - ORD
1 stop9h 07mUnited Airlines
Thu 15/12:36 p.m.ORD - YQR
1 stop8h 15mUnited Airlines
Deal found 3/12C$ 777
Mon 8/129:45 p.m.YQR - ORD
3 stops24h 44mMultiple Airlines
Tue 17/210:30 a.m.ORD - YQR
2 stops7h 51mMultiple Airlines
Deal found 2/12C$ 1,058
Mon 8/129:45 p.m.YQR - ORD
2 stops12h 29mWestJet
Tue 17/211:18 a.m.ORD - YQR
2 stops13h 03mWestJet
Deal found 2/12C$ 1,087

Find flight deals from Regina to O'Hare Intl

Discover tips and strategies to find the most affordable flight options for your journey from Regina (YQR) to O'Hare Intl (ORD). 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 4 December 2025.

Round-trip from

C$ 318

One-way from

C$ 170

Popular in

February

Cheapest in

September

Average price

C$ 1,253
WestJet
  • WestJet
  • 23/1-30/1
  • 2 total stops
  • 14h 13m total
  • Regina to Chicago
Search Deals
7/1
  • 7/1
  • 3 total stops
  • 38h 27m total
  • Regina to Chicago
Search Deals
Highest demand for flights based on searches. 26% potential increase in price (C$ 360 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 14% potential price decrease (C$ 128 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in December 2025
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Cheapflights Fare Finder

 
Customize your flight search to find flights from Regina to O'Hare Intl 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 4 December 2025.
Use the filters below to find and compare flights from Regina to Chicago O'Hare Intl Airport that are best for you.

Fly from

Regina

Fly to

O'Hare Intl

Route

Depart

Return

Price

ReginaChicago

YQR - ORD

YQRORD

Regina

Fri 23/1

6:10 a.m.-1:35 p.m.

1 stop7h 25m

Chicago O'Hare Intl

Fri 30/1

2:20 p.m.-9:08 p.m.

1 stop6h 48m

C$ 318

ReginaChicago

YQR - ORD

YQRORD

Regina

Wed 28/1

4:25 p.m.-5:56 p.m.

2 stops25h 31m

Chicago O'Hare Intl

Fri 30/1

2:20 p.m.-9:08 p.m.

1 stop6h 48m

C$ 349

ReginaChicago

YQR - ORD

YQRORD

Regina

Wed 28/1

10:45 a.m.-6:46 p.m.

1 stop8h 01m

Chicago O'Hare Intl

Fri 30/1

7:00 a.m.-10:51 p.m.

1 stop15h 51m

C$ 392

ReginaChicago

YQR - ORD

YQRORD

Regina

Wed 28/1

10:45 a.m.-5:04 p.m.

1 stop6h 19m

Chicago O'Hare Intl

Thu 29/1

7:00 a.m.-10:51 p.m.

1 stop15h 51m

C$ 392

ReginaChicago

YQR - ORD

YQRORD

Regina

Sun 25/1

10:45 a.m.-9:45 a.m.

2 stops23h 00m

Chicago O'Hare Intl

Thu 29/1

7:00 a.m.-10:51 p.m.

1 stop15h 51m

C$ 479

ReginaChicago

YQR - ORD

YQRORD

Regina

Wed 28/1

5:00 a.m.-6:51 p.m.

2 stops13h 51m

Chicago O'Hare Intl

Thu 29/1

6:28 p.m.-10:39 a.m.

1 stop16h 11m

C$ 529

ReginaChicago

YQR - ORD

YQRORD

Regina

Mon 22/12

11:40 a.m.-11:54 p.m.

1 stop12h 14m

Chicago O'Hare Intl

Thu 15/1

5:01 p.m.-6:20 p.m.

2 stops49h 19m

C$ 562

ReginaChicago

YQR - ORD

YQRORD

Regina

Sun 25/1

5:00 a.m.-3:10 p.m.

1 stop10h 10m

Chicago O'Hare Intl

Thu 29/1

6:28 p.m.-10:39 a.m.

1 stop16h 11m

C$ 574

ReginaChicago

YQR - ORD

YQRORD

Regina

Fri 23/1

6:10 a.m.-6:55 p.m.

2 stops12h 45m

Chicago O'Hare Intl

Fri 30/1

4:50 p.m.-11:45 a.m.

2 stops18h 55m

C$ 586

ReginaChicago

YQR - ORD

YQRORD

Regina

Wed 28/1

5:00 a.m.-6:51 p.m.

2 stops13h 51m

Chicago O'Hare Intl

Fri 30/1

12:00 p.m.-11:19 p.m.

2 stops11h 19m

C$ 624

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/12

Showing 1-10 of 21 results
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Best time to book a flight from Regina to O'Hare Intl

Have a flexible travel schedule? Discover the best time to fly to O'Hare Intl 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.

Cheapflights Insights

Everything you need to know about your flight from Regina to Chicago O'Hare Intl Airport

What is the cheapest time of day to fly from YQR to ORD?

Find hourly flight availability from Regina to O'Hare Intl. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated 4 December 2025.

Unlike at noon, when flights are generally more expensive, you can save up to 30% on flights from Regina to Chicago O'Hare Intl Airport by exploring options for tickets in the afternoon.

Reviews of airlines servicing O'Hare Intl

Get insights into the airlines that provide service to O'Hare Intl. 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 O'Hare Intl. Reviews last updated 4 December 2025.
See what other customers who have flown with Air Canada from Regina to Chicago O'Hare Intl Airport have to say. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Air Canada
7.1
Good
10,500 reviews
Check prices

Boarding

7.3

Entertainment

6.8

Food

6.3

Comfort

7.1

Crew

7.8

Overall

7.1

Reviews

1 / 20
10.0
Excellent

Anonymous,Nov 2025

YYZ - LAS

It's was great and the crew are very nice, captain has a smooth land on the runway 👍
Air Canada
7.1
Good
10,500 reviews
Air Canada
7.1
Good
10,500 reviews
Check prices

Boarding

7.3

Entertainment

6.8

Food

6.3

Comfort

7.1

Crew

7.8

Overall

7.1

Reviews

1 / 20
10.0
Excellent

Anonymous,Nov 2025

YYZ - LAS

It's was great and the crew are very nice, captain has a smooth land on the runway 👍

Related info for your journey

Find useful and relevant information for your journey from Regina to O'Hare Intl. 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 O'Hare Intl?

    Most people fly from Regina (YQR) if they book a flight from Regina to Chicago O'Hare Intl. On average, Regina has 0 outbound flights to Chicago O'Hare Intl per day from 1 airline. Regina is conveniently located just 4.0 km from Regina’s city centre.

  • How long is the flight from Regina to Chicago O'Hare Intl Airport?

    Airlines like WestJet and United Airlines fly from Regina to Chicago O'Hare Intl Airport in about 7h 25m. The time it takes to get you to your destination can typically vary by up to 36m. Airlines will cover a distance of 1588 km. When browsing for deals, the options you’ll see will be for both direct flights and flights with stops.

  • What is the cheapest airline to fly from Regina to Chicago O'Hare Intl Airport round-trip?

    Cheapflights users have booked flights from Regina to Chicago O'Hare Intl Airport round-trip from C$ 179. This flight start at 75% lower than the current average price 3 months from now.

  • Can I find deals for flights from Regina to O'Hare Intl that include hotel bookings?

    Yes. In addition to deals on Regina to O'Hare Intl flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Regina to O'Hare Intl?

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

  • Can I find deals for business class flights from Regina to O'Hare Intl?

    Yes. Cheapflights offers flight deals from Regina to O'Hare Intl by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

See more FAQs

Travelling to a place near Chicago O'Hare Intl Airport?

Book flights to Chicago O'Hare Intl Airport if you plan to visit one of these locations
Evanston
Des Plaines
Elk Grove Village
Skokie
Downers Grove
Racine
Naperville
Bolingbrook
Romeoville

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Alternative routes for Regina to O'Hare Intl

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

Top airline flying from Regina to O'Hare Intl

Discover the top airline that operate flights from Regina to O'Hare Intl. 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 4 December 2025.
AirlineCheapestAverageFlexibilityOn-time
Air CanadaCheapestC$ 410AverageC$ 1,489FlexibilityNo cancel feeOn-time67%
Search Air Canada flights

Fly with Cheapflights

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How does Cheapflights help users find flights from Regina to O'Hare Intl?

Cheapflights helps you search for flights from Regina to O'Hare Intl via 900+ travel sites so you don’t have to. After performing a flight search, users can also filter their flight selection by filtering for price, number of stops, airlines, and so on.

Why should you use Cheapflights to find cheap flight tickets from Regina to O'Hare Intl?

It’s simple! Cheapflights, which is free to use for everyone, saves millions of users time and money every year by helping them find the cheapest and most suitable flights from Regina to O'Hare Intl.

Can Cheapflights find flights from Regina to O'Hare Intl with no change fees?

Certainly. Search results for flights to O'Hare Intl 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 O'Hare Intl become cheaper?

Not ready to book yet? You can track prices for flights from Regina to O'Hare Intl on Cheapflights with our Price Alert feature and get notified when better prices are available.

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