YQR - ORD

$145 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 1/1. 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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Everything you should know

Cheapest round-trip
$263
Typical prices: $531-$587
Multiple Airlines
Thu 1/1Thu 1/8
YQR - ORD • 1 stop
Cheapest one-way
$145
Multiple Airlines
Thu 1/1
YQR - ORD • 1 stop
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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!
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

Thu, Jan 1 - Thu, Jan 8
Multiple Airlines Logo
11:45 am - 5:14 pmYQR-ORD
5h 29m1 stop
Multiple Airlines Logo
6:15 am - 3:25 pmORD-YQR
9h 10m1 stop
$263Multiple Airlines
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Thu, Apr 16 - Wed, Jun 17
WestJet Logo
3:25 pm - 1:35 pmYQR-ORD
21h 10m1 stop
WestJet Logo
5:30 pm - 1:07 amORD-YQR
8h 37m1 stop
$268WestJet
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Thu, Jan 1 - Thu, Jan 8
Multiple Airlines Logo
11:45 am - 5:14 pmYQR-ORD
5h 29m1 stop
Multiple Airlines Logo
6:15 am - 9:08 pmORD-YQR
14h 53m2 stops
$286Multiple Airlines
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Thu, Apr 16 - Wed, Jun 17
WestJet Logo
5:10 pm - 1:35 pmYQR-ORD
19h 25m2 stops
WestJet Logo
5:30 pm - 11:02 pmORD-YQR
6h 32m1 stop
$291WestJet
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Mon, Dec 15 - Mon, Dec 22
Multiple Airlines Logo
6:10 am - 1:35 pmYQR-ORD
7h 25m1 stop
Multiple Airlines Logo
7:38 pm - 6:20 pmORD-YQR
22h 42m1 stop
$321Multiple Airlines
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Sun, May 3 - Mon, May 4
Delta Logo
6:55 am - 4:43 pmYQR-ORD
8h 48m1 stop
Delta Logo
5:30 pm - 11:02 pmORD-YQR
6h 32m1 stop
$344Delta
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Sun, May 3 - Mon, May 4
Air Canada Logo
7:15 pm - 9:54 amYQR-ORD
13h 39m2 stops
Air Canada Logo
3:40 pm - 9:33 amORD-YQR
18h 53m2 stops
$355Air Canada
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Sun, May 3 - Mon, May 4
Air Canada Logo
7:15 pm - 2:51 pmYQR-ORD
18h 36m2 stops
Air Canada Logo
8:25 pm - 9:33 amORD-YQR
14h 08m1 stop
$357Air Canada
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Mon, Dec 15 - Mon, Dec 22
Multiple Airlines Logo
10:40 am - 6:05 amYQR-ORD
19h 25m2 stops
Multiple Airlines Logo
7:38 pm - 6:20 pmORD-YQR
22h 42m1 stop
$366Multiple Airlines
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Thu, Apr 16 - Wed, Jun 17
Multiple Airlines Logo
3:25 pm - 6:27 pmYQR-ORD
26h 02m3 stops
Multiple Airlines Logo
5:30 pm - 11:02 pmORD-YQR
6h 32m1 stop
$390Multiple Airlines
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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.

What’s the cheapest day of the week to fly from Regina to Chicago?

The average price of all round-trip flights from Regina to Chicago O'Hare Intl Airport clicked on KAYAK for each day over the last 12 months.

If you are looking for a flight deal from Regina to Chicago, look for departures on Fridays and avoid leaving on a Thursday, as it's usually the priciest day. When flying back from Chicago, Wednesday is the cheapest day to fly and Monday is the most expensive.

Find deals

Good to know

Low seasonSeptember
Cheapest flight$145
Best time to beat the crowds with an average 49% drop in price.
Most popular time to fly with an average 124% increase in price.
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 $145 for a one-way ticket and $258 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)