What’s the top layover airport for flights from Regina to Chicago O'Hare Intl Airport?

Toronto (YYZ) – chosen by Cheapflights users on 76% of one-stop itineraries from Regina to Chicago O'Hare Intl Airport on Cheapflights.

What’s the cheapest layover airport for flights from Regina to Chicago O'Hare Intl Airport?

Calgary (YYC) is the most affordable 1-stop option, with an average round-trip price of C$ 441.

What’s the fastest layover option from Regina to Chicago O'Hare Intl Airport?

Flights via Minneapolis (MSP) have the shortest average one-way travel time for 1-stop routes: 5h 44m.

Which airport typically offers the quickest layover for flights from Regina to Chicago O'Hare Intl Airport?

Flights via Minneapolis (MSP) offer the fastest connection on this route, with an average layover time of 1h 41m.

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 8h 55m. The time it takes to get you to your destination can typically vary by up to 18h. 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 are the cheapest airlines flying 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$ 375. Other airlines that can offer you cheap pricing are Air Canada, from C$ 402, and Delta, from C$ 466. These flights start at 44% lower than the current average price 3 months from now.

What is the cheapest day to fly from Regina to Chicago O'Hare Intl Airport?

Travelers seeking maximum savings on their Regina to Chicago O'Hare Intl Airport flight should consider departing on Friday afternoons when fares are most often at their lowest. Monday mornings flights should be avoided if possible as fares are typically the most expensive at this time.

In terms of precipitation, rainfall in Chicago O'Hare Intl Airport 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 O'Hare Intl Airport when rainfall is around 43.0 mm.

If weather is an important factor for your trip to Chicago O'Hare Intl Airport, 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).

What are the most popular airlines that fly from Regina to Chicago O'Hare Intl Airport?

The most popular airlines flying from Regina to Chicago O'Hare Intl Airport are Air Canada, Delta and WestJet. Something to consider prior to booking your flight.

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

Travellers have found that booking a Friday departure is the best way to save up to 59% on the cost of booking your flights compared to booking on days of the week where this route is of high demand.

What is the cheapest month to fly from Regina to Chicago O'Hare Intl Airport?

Due to multiple factors, expect to potentially pay more when booking in November. For low rates, October can be a great choice for travel to Chicago O'Hare Intl Airport. Flights to Chicago O'Hare Intl Airport from Regina in October are about C$ 628 on average during October, but can be found for as low as C$ 280.

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 3 airlines. Regina is conveniently located just 4.0 km from Regina’s city centre.

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.

C$ 222+ Flights from Regina to Chicago O'Hare Intl Airport

Cheap flight deals from Regina to O'Hare Intl

Round-trip from	C$ 356
One-way from	C$ 222
Popular in	February
Cheapest in	April
Average price	C$ 719

WestJet
6/11-14/11
2 total stops
48h 20m total
Regina to Chicago

Search Deals

11/1
1 total stop
28h 05m total
Regina to Chicago

Search Deals

Highest demand for flights based on searches. 27% potential increase in price (C$ 353 potential increase over avg. RT price).

Search Deals

Cheapest flight prices on average. 14% potential price decrease (C$ 120 potential savings vs. average RT price).

Search Deals

Average for round-trip flights in September 2025

Search Deals

Find flight deals from Regina to O'Hare Intl

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 11 septiembre 2025.

jue. 6/1110:40 a.m.YQR - ORD

1 stop26h 55mWestJet

vie. 14/112:20 p.m.ORD - YQR

1 stop21h 25mWestJet

Deal found 10/9C$ 356

jue. 6/1111:45 a.m.YQR - ORD

2 stops36h 30mMultiple Airlines

vie. 14/112:20 p.m.ORD - YQR

1 stop21h 25mMultiple Airlines

Deal found 10/9C$ 391

mié. 5/1112:15 p.m.YQR - ORD

2 stops18h 10mMultiple Airlines

vie. 14/112:20 p.m.ORD - YQR

1 stop21h 25mMultiple Airlines

Deal found 10/9C$ 468

mié. 5/1110:45 a.m.YQR - ORD

1 stop8h 55mUnited Airlines

jue. 13/112:40 p.m.ORD - YQR

1 stop8h 11mUnited Airlines

Deal found 10/9C$ 470

mié. 8/109:45 a.m.YQR - ORD

1 stop13h 14mUnited Airlines

mié. 15/107:10 a.m.ORD - YQR

1 stop15h 26mUnited Airlines

Deal found 10/9C$ 477

mié. 5/1110:45 a.m.YQR - ORD

1 stop8h 55mUnited Airlines

jue. 6/112:40 p.m.ORD - YQR

1 stop8h 11mUnited Airlines

Deal found 10/9C$ 491

mié. 5/1110:45 a.m.YQR - ORD

1 stop8h 55mUnited Airlines

vie. 14/118:15 p.m.ORD - YQR

1 stop14h 24mUnited Airlines

Deal found 10/9C$ 492

jue. 6/114:15 p.m.YQR - ORD

1 stop29h 28mMultiple Airlines

jue. 13/116:30 p.m.ORD - YQR

2 stops23h 47mMultiple Airlines

Deal found 10/9C$ 524

jue. 6/114:15 p.m.YQR - ORD

1 stop29h 28mMultiple Airlines

sáb. 15/115:45 p.m.ORD - YQR

2 stops24h 32mMultiple Airlines

Deal found 10/9C$ 538

jue. 6/1110:45 a.m.YQR - ORD

2 stops24h 51mUnited Airlines

jue. 13/118:50 a.m.ORD - YQR

2 stops14h 01mUnited Airlines

Deal found 10/9C$ 557

Best flights from Regina to O'Hare Intl
Discover carefully curated flight deals from Regina to O'Hare Intl that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated 11 septiembre 2025.

jue. 6/1110:40 a.m.YQR - ORD

1 stop26h 55mWestJet

vie. 14/112:20 p.m.ORD - YQR

1 stop21h 25mWestJet

Deal found 10/9C$ 356

jue. 6/1111:45 a.m.YQR - ORD

2 stops36h 30mMultiple Airlines

vie. 14/112:20 p.m.ORD - YQR

1 stop21h 25mMultiple Airlines

Deal found 10/9C$ 391

mié. 5/1110:45 a.m.YQR - ORD

1 stop8h 55mUnited Airlines

jue. 13/112:40 p.m.ORD - YQR

1 stop8h 11mUnited Airlines

Deal found 10/9C$ 470

mié. 5/1112:15 p.m.YQR - ORD

2 stops18h 10mMultiple Airlines

vie. 14/112:20 p.m.ORD - YQR

1 stop21h 25mMultiple Airlines

Deal found 10/9C$ 468

mié. 8/109:45 a.m.YQR - ORD

1 stop13h 14mUnited Airlines

mié. 15/107:10 a.m.ORD - YQR

1 stop15h 26mUnited Airlines

Deal found 10/9C$ 477

mié. 5/1110:45 a.m.YQR - ORD

1 stop8h 55mUnited Airlines

jue. 6/112:40 p.m.ORD - YQR

1 stop8h 11mUnited Airlines

Deal found 10/9C$ 491

jue. 6/114:15 p.m.YQR - ORD

1 stop29h 28mMultiple Airlines

sáb. 15/115:45 p.m.ORD - YQR

2 stops24h 32mMultiple Airlines

Deal found 10/9C$ 538

mié. 5/1110:45 a.m.YQR - ORD

1 stop8h 55mUnited Airlines

vie. 14/118:15 p.m.ORD - YQR

1 stop14h 24mUnited Airlines

Deal found 10/9C$ 492

vie. 7/1110:45 a.m.YQR - ORD

1 stop12h 05mUnited Airlines

vie. 14/118:15 p.m.ORD - YQR

1 stop14h 24mUnited Airlines

Deal found 10/9C$ 492

jue. 6/1110:45 a.m.YQR - ORD

2 stops24h 51mUnited Airlines

jue. 13/118:15 p.m.ORD - YQR

1 stop14h 24mUnited Airlines

Deal found 10/9C$ 554

One-way flights from Regina to O'Hare Intl
Search for one-way flight options from Regina to O'Hare Intl. Find affordable one-way fares based on user searches. Data last updated 11 septiembre 2025.

dom. 11/111:45 a.m.YQR - ORD

1 stop28h 05mMultiple Airlines

Deal found 10/9C$ 222

mié. 17/910:15 a.m.YQR - ORD

2 stops36h 55mMultiple Airlines

Deal found 11/9C$ 522

mié. 17/910:15 a.m.YQR - ORD

1 stop5h 32mWestJet

Deal found 11/9C$ 686

Cheapflights Fare Finder

Use the filters below to find and compare flights from Regina to Chicago O'Hare Intl Airport that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

ReginaChicago

YQR - ORD

YQRORD

Regina

jue. 6/11

10:40 a.m.-1:35 p.m.

1 stop26h 55m

Chicago O'Hare Intl

vie. 14/11

2:20 p.m.-11:45 a.m.

1 stop21h 25m

C$ 356

ReginaChicago

YQR - ORD

YQRORD

Regina

jue. 6/11

11:45 a.m.-12:15 a.m.

2 stops36h 30m

Chicago O'Hare Intl

vie. 14/11

2:20 p.m.-11:45 a.m.

1 stop21h 25m

C$ 391

ReginaChicago

YQR - ORD

YQRORD

Regina

mié. 5/11

12:15 p.m.-6:25 a.m.

2 stops18h 10m

Chicago O'Hare Intl

vie. 14/11

2:20 p.m.-11:45 a.m.

1 stop21h 25m

C$ 468

ReginaChicago

YQR - ORD

YQRORD

Regina

mié. 5/11

10:45 a.m.-7:40 p.m.

1 stop8h 55m

Chicago O'Hare Intl

jue. 13/11

2:40 p.m.-10:51 p.m.

1 stop8h 11m

C$ 470

ReginaChicago

YQR - ORD

YQRORD

Regina

mié. 8/10

9:45 a.m.-11:59 p.m.

1 stop13h 14m

Chicago O'Hare Intl

mié. 15/10

7:10 a.m.-9:36 p.m.

1 stop15h 26m

C$ 477

ReginaChicago

YQR - ORD

YQRORD

Regina

mié. 5/11

10:45 a.m.-7:40 p.m.

1 stop8h 55m

Chicago O'Hare Intl

jue. 6/11

2:40 p.m.-10:51 p.m.

1 stop8h 11m

C$ 491

ReginaChicago

YQR - ORD

YQRORD

Regina

mié. 5/11

10:45 a.m.-7:40 p.m.

1 stop8h 55m

Chicago O'Hare Intl

vie. 14/11

8:15 p.m.-10:39 a.m.

1 stop14h 24m

C$ 492

ReginaChicago

YQR - ORD

YQRORD

Regina

vie. 7/11

10:45 a.m.-10:50 p.m.

1 stop12h 05m

Chicago O'Hare Intl

vie. 14/11

8:15 p.m.-10:39 a.m.

1 stop14h 24m

C$ 492

ReginaChicago

YQR - ORD

YQRORD

Regina

jue. 6/11

4:15 p.m.-9:43 p.m.

1 stop29h 28m

Chicago O'Hare Intl

sáb. 15/11

5:45 p.m.-6:17 p.m.

2 stops24h 32m

C$ 538

ReginaChicago

YQR - ORD

YQRORD

Regina

jue. 6/11

10:45 a.m.-11:36 a.m.

2 stops24h 51m

Chicago O'Hare Intl

jue. 13/11

8:15 p.m.-10:39 a.m.

1 stop14h 24m

C$ 554

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/9

Showing 1-10 of 13 results

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

Prices

What is the cheapest month to book a flight from Regina to Chicago O'Hare Intl Airport?

Currently, January is the cheapest month in which you can book a flight from Regina to Chicago O'Hare Intl Airport (average of C$ 261). Flying from Regina to Chicago O'Hare Intl Airport in March is currently the most expensive (average of C$ 349). 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 ORD?

Unlike at noon, when flights are generally more expensive, you can save up to 31% 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

See what other customers who have flown with Delta,WestJet, andAir 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.

Delta

8.0

Very good

7,960 reviews

Check prices

Reviews

1 / 20

6.0

Good

Morgan Rae,Aug 2025

BRU - JFK

Typically I choose delta because they do a great job but this time the flight attendant in my zone was very rude and didnt offer the same treatment as she did to others

Delta

8.0

Very good

7,960 reviews

Delta

8.0

Very good

7,960 reviews

Check prices

Reviews

1 / 20

6.0

Good

Morgan Rae,Aug 2025

BRU - JFK

Typically I choose delta because they do a great job but this time the flight attendant in my zone was very rude and didnt offer the same treatment as she did to others

WestJet

7.2

Good

3,091 reviews

Delta

8.0

Very good

7,960 reviews

Check prices

Reviews

1 / 20

6.0

Good

Morgan Rae,Aug 2025

BRU - JFK

Typically I choose delta because they do a great job but this time the flight attendant in my zone was very rude and didnt offer the same treatment as she did to others

Air Canada

7.1

Good

10,000 reviews

Delta

8.0

Very good

7,960 reviews

Check prices

Reviews

1 / 20

6.0

Good

Morgan Rae,Aug 2025

BRU - JFK

Typically I choose delta because they do a great job but this time the flight attendant in my zone was very rude and didnt offer the same treatment as she did to others

Related info for your journey

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 3 airlines. 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 8h 55m. The time it takes to get you to your destination can typically vary by up to 18h. 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 are the cheapest airlines flying 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$ 375. Other airlines that can offer you cheap pricing are Air Canada, from C$ 402, and Delta, from C$ 466. These flights start at 44% 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.
What is the cheapest month to book a flight from Regina to Chicago O'Hare Intl Airport?
Currently, January is the cheapest month in which you can book a flight from Regina to Chicago O'Hare Intl Airport (average of C$ 261). Flying from Regina to Chicago O'Hare Intl Airport in March is currently the most expensive (average of C$ 349). 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

Evanston

Des Plaines

Elk Grove Village

Skokie

Downers Grove

Naperville

Bolingbrook

Romeoville

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Top 3 airlines flying from Regina to O'Hare Intl

Airline	Cheapest	Average	Flexibility	On-time
WestJet	CheapestC$ 375	AverageC$ 700	FlexibilityNo cancel fee	On-time60%	Search WestJet flights
Air Canada	CheapestC$ 402	AverageC$ 856	FlexibilityNo cancel fee	On-time67%	Search Air Canada flights
Delta	CheapestC$ 466	AverageC$ 611	FlexibilityNo cancel fee	On-timeN/A	Search Delta flights

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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?

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Cheap flights from Regina to Chicago O'Hare Intl Airport from C$ 222

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 11/1. Fares are subject to change and may not be available on all flights or dates of travel.

Cheap flight deals from Regina to O'Hare Intl

Round-trip from

One-way from

Popular in

Cheapest in

Average price

Find flight deals from Regina to O'Hare Intl

Cheapest flights from Regina to O'Hare IntlExplore 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 11 septiembre 2025.

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 11 septiembre 2025.

Cheapflights Fare Finder

Use the filters below to find and compare flights from Regina to Chicago O'Hare Intl Airport that are best for you.

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.

Cheapflights Insights

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

What is the cheapest month to book a flight from Regina to Chicago O'Hare Intl Airport?

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

What’s the top layover airport for flights from Regina to Chicago O'Hare Intl Airport?

What’s the fastest layover option from Regina to Chicago O'Hare Intl Airport?

What’s the fastest layover option from Regina to Chicago O'Hare Intl Airport?

Which airport typically offers the quickest layover for flights from Regina to Chicago O'Hare Intl Airport?

Reviews of airlines servicing O'Hare Intl

See what other customers who have flown with Delta,WestJet, andAir 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.

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?

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

What are the cheapest airlines flying from Regina to Chicago O'Hare Intl Airport round-trip?

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

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

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

What is the cheapest month to book a flight from Regina to Chicago O'Hare Intl Airport?

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

Browse thousands of different options on Cheapflights for your next trip

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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.

Top 3 airlines flying from Regina to O'Hare Intl

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

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

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

Can Cheapflights notify me if prices for flights from Regina to O'Hare Intl become cheaper?

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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 11 septiembre 2025.