YQR - ORD

$119 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 5/11. 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
Travelers love KAYAK
41,299,237 searches in the past 7 days on KAYAK

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Bundle and saveSave money when you bundle your flight + hotel.

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

Everything you should know

Cheapest round-trip
$178
WestJet
Fri 4/10Fri 4/17
YQR - ORD • 1 stop
Cheapest one-way
$119
WestJet
Mon 5/11
YQR - ORD • 1 stop
Nonstop flights
Not available
There are currently no direct flights between Regina and Chicago. You'll need at least 1 connection.
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KAYAK searches 100s of sites at once to find you the best travel deals.
We hope you love your trip to Chicago!
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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

Fri, Apr 10 - Fri, Apr 17
WestJet Logo
5:10 am - 1:35 pm
YQR
-
ORD
7h 25m
1 stop
WestJet Logo
2:20 pm - 8:06 pm
ORD
-
YQR
6h 46m
1 stop
$178WestJet
Sat, Apr 25 - Thu, May 14
WestJet Logo
3:25 pm - 4:40 pm
YQR
-
ORD
24h 15m
1 stop
WestJet Logo
5:30 pm - 1:10 am
ORD
-
YQR
8h 40m
1 stop
$268WestJet
Fri, Apr 10 - Fri, Apr 17
WestJet Logo
5:10 am - 1:35 pm
YQR
-
ORD
7h 25m
1 stop
WestJet Logo
2:20 pm - 9:30 am
ORD
-
YQR
44h 10m
2 stops
$292WestJet
Mon, Mar 30 - Thu, Apr 2
United Airlines Logo
5:00 am - 2:00 pm
YQR
-
ORD
8h 00m
1 stop
United Airlines Logo
2:05 pm - 9:30 pm
ORD
-
YQR
8h 25m
1 stop
$311United Airlines
Fri, Jun 5 - Sun, Jun 7
WestJet Logo
7:00 am - 4:40 pm
YQR
-
ORD
8h 40m
1 stop
WestJet Logo
5:30 pm - 1:10 am
ORD
-
YQR
8h 40m
1 stop
$316WestJet
Sat, Apr 25 - Thu, May 14
WestJet Logo
3:25 pm - 4:40 pm
YQR
-
ORD
24h 15m
1 stop
WestJet Logo
5:30 pm - 11:15 am
ORD
-
YQR
18h 45m
2 stops
$333WestJet
Fri, Jun 5 - Sun, Jun 7
WestJet Logo
11:50 am - 4:40 pm
YQR
-
ORD
27h 50m
2 stops
WestJet Logo
5:30 pm - 1:10 am
ORD
-
YQR
8h 40m
1 stop
$342WestJet
Tue, Mar 10 - Fri, Mar 13
Multiple Airlines Logo
5:10 am - 6:08 am
YQR
-
ORD
23h 58m
2 stops
Multiple Airlines Logo
6:40 pm - 6:31 pm
ORD
-
YQR
24h 51m
1 stop
$381Multiple Airlines
Mon, Mar 30 - Thu, Apr 2
Multiple Airlines Logo
6:00 am - 2:30 pm
YQR
-
ORD
31h 30m
2 stops
Multiple Airlines Logo
6:25 pm - 6:21 pm
ORD
-
YQR
24h 56m
1 stop
$385Multiple Airlines
Fri, Jun 5 - Sun, Jun 7
WestJet Logo
11:50 am - 4:40 pm
YQR
-
ORD
27h 50m
2 stops
WestJet Logo
5:30 pm - 11:15 am
ORD
-
YQR
18h 45m
2 stops
$434WestJet
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 WestJet ($178) and United Airlines ($311).

Find deals

Good to know

Cheapest flight$119
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 $119 for a one-way ticket and $178 for a round-trip.

  • Do I need a passport to fly between Regina and Chicago?

    Yes, you’ll need a passport to travel to Chicago from Regina.

  • 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 travelers 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. Booking your flights between Regina and ORD can sometimes prove cheaper using this method.

  • 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)