YQR - ORD

C$ 266 Find Cheap Flights from Regina to Chicago

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Regina to Chicago departing on 19/6. 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.
1 adult
1 adult, Economy, 0 bags

KAYAK searches hundreds of travel sites at once for deals on flights to Chicago O'Hare Intl Airport

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Regina to Chicago, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Regina to Chicago, as well as popular online travel agencies
Travellers love KAYAK
41,299,237 searches in the past 7 days on KAYAK

Save 21% or moreCompare multiple travel sites with one search.

Track pricesNot ready to book? Create a price alert for when prices drop.

Free to useThere are no hidden charges or fees.

Filter your dealsChoose cabin class, free Wi-Fi and more.

Everything you should know

Cheapest round-trip
C$ 461
Air Canada
Sat 9/5Tue 12/5
YQR - ORD • 1 stop
Cheapest one-way flights
C$ 255
United Airlines
Fri 19/6
YQR - ORD • 1 stop
Direct flights
Not available
There are currently no direct flights between Regina and Chicago. You’ll need at least 1 connection.
Insights
Insights
Insights
Insights
Top layover airports
Denver (DEN)
Cheapest • Avg C$ 388 (round-trip)
Minneapolis (MSP)
Shortest trip • 5h 51m (one-way)
Insights
Insights
Insights
Insights
Start a new search
KAYAK searches hundreds of sites at once to find you the best travel deals.
We hope you love your trip to Chicago!
Flight Deals
Booking Insights
Flight Deals

Cheap Flights from Regina to Chicago (YQR-ORD)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Regina to Chicago that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Regina to Chicago

Sat, 9 May - Tue, 12 May
Air Canada Logo
5:45 a.m. - 2:55 p.m.
YQR
-
ORD
8h 10m
1 stop
Air Canada Logo
8:45 a.m. - 7:07 p.m.
ORD
-
YQR
11h 22m
2 stops
C$ 461Air Canada
Sat, 9 May - Tue, 12 May
Air Canada Logo
5:45 a.m. - 8:08 p.m.
YQR
-
ORD
13h 23m
2 stops
Air Canada Logo
8:45 a.m. - 7:07 p.m.
ORD
-
YQR
11h 22m
2 stops
C$ 465Air Canada
Wed, 20 May - Wed, 27 May
Air Canada Logo
5:45 a.m. - 2:55 p.m.
YQR
-
ORD
8h 10m
1 stop
Air Canada Logo
8:35 p.m. - 9:02 a.m.
ORD
-
YQR
13h 27m
1 stop
C$ 476Air Canada
Sat, 9 May - Tue, 12 May
Air Canada Logo
5:45 a.m. - 2:55 p.m.
YQR
-
ORD
8h 10m
1 stop
Air Canada Logo
8:45 a.m. - 7:07 p.m.
ORD
-
YQR
11h 22m
2 stops
C$ 483Air Canada
Sat, 9 May - Tue, 12 May
Air Canada Logo
5:45 a.m. - 8:08 p.m.
YQR
-
ORD
13h 23m
2 stops
Air Canada Logo
8:45 a.m. - 7:07 p.m.
ORD
-
YQR
11h 22m
2 stops
C$ 487Air Canada
Fri, 22 May - Sun, 24 May
WestJet Logo
7:00 a.m. - 4:40 p.m.
YQR
-
ORD
8h 40m
1 stop
WestJet Logo
5:30 p.m. - 1:10 a.m.
ORD
-
YQR
8h 40m
1 stop
C$ 504WestJet
Sat, 9 May - Tue, 12 May
Air Canada Logo
5:45 a.m. - 1:25 p.m.
YQR
-
ORD
6h 40m
1 stop
Air Canada Logo
8:35 p.m. - 9:02 a.m.
ORD
-
YQR
13h 27m
1 stop
C$ 506Air Canada
Sat, 9 May - Tue, 12 May
Air Canada Logo
5:45 a.m. - 8:08 p.m.
YQR
-
ORD
13h 23m
2 stops
Air Canada Logo
8:45 a.m. - 7:07 p.m.
ORD
-
YQR
11h 22m
2 stops
C$ 516Air Canada
Wed, 20 May - Wed, 27 May
WestJet Logo
8:20 p.m. - 4:40 p.m.
YQR
-
ORD
43h 20m
2 stops
WestJet Logo
5:30 p.m. - 11:20 p.m.
ORD
-
YQR
6h 50m
1 stop
C$ 520WestJet
Sat, 23 May - Sat, 30 May
Air Canada Logo
5:45 a.m. - 2:55 p.m.
YQR
-
ORD
8h 10m
1 stop
Air Canada Logo
9:55 a.m. - 7:07 p.m.
ORD
-
YQR
10h 12m
1 stop
C$ 529Air Canada
Booking Insights

KAYAK's insights & trends for Regina to Chicago flights

Get data-powered insights and trends into flights from Regina to Chicago to help you find the cheapest flights, the best time to fly and much more.

Which airlines provide the cheapest flights from Regina to Chicago?

The cheapest round-trip price for the route for each airline clicked by KAYAK users in the last 72 hours.

In the past 3 days, the cheapest round-trip tickets from Regina to Chicago were found on Air Canada (C$ 461) and WestJet (C$ 504).

Find deals

Good to know

Cheapest flightC$ 255
Flight from Regina to Chicago

When to book flights from Regina to Chicago

Are your dates flexible? Find out the best times to travel from Regina to Chicago based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs for booking Regina to Chicago flights

  • What is the cheapest flight from Regina to Chicago O'Hare Intl Airport?

    In the last 3 days, the lowest price for a flight from Regina to Chicago O'Hare Intl Airport was C$ 255 for a one-way ticket and C$ 461 for a round-trip.

  • Which airports will I be using when flying from Regina to Chicago?

    Regina and Chicago are both served by 1 main airport. You will leave Regina from Regina and will be arriving at Chicago O'Hare Intl.

  • Which aircraft models fly most regularly from Regina to Chicago?

    We unfortunately don’t have that data for this specific route.

  • How does KAYAK find such low prices on flights from Regina to Chicago?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Regina to Chicago.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Regina to Chicago?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Chicago from Regina is likely to change within 7 days, so travellers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Regina to Chicago?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Chicago with an airline and back to Regina with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Regina to Chicago?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Chicago from Regina up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Everything you need to know for your flight from Regina to Chicago

Information on your arrival and departure airports

Regina (YQR)
O'Hare Intl (ORD)