YQR - ORD

$157 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 11/14. 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

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
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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

Wed, Oct 29 - Wed, Nov 5
United Airlines Logo
9:45 am - 8:58 pmYQR-ORD
10h 13m1 stop
United Airlines Logo
7:10 am - 10:51 pmORD-YQR
15h 41m1 stop
$265United Airlines
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Wed, Nov 5 - Fri, Nov 14
Multiple Airlines Logo
10:45 am - 8:58 pmYQR-ORD
10h 13m1 stop
Multiple Airlines Logo
8:15 pm - 10:39 amORD-YQR
14h 24m1 stop
$285Multiple Airlines
Find Deal
Wed, Nov 5 - Fri, Nov 14
Multiple Airlines Logo
10:45 am - 10:50 pmYQR-ORD
12h 05m1 stop
Multiple Airlines Logo
12:50 pm - 10:39 amORD-YQR
21h 49m2 stops
$290Multiple Airlines
Find Deal
Sun, Nov 9 - Wed, Nov 12
Multiple Airlines Logo
11:45 am - 5:08 pmYQR-ORD
5h 23m1 stop
Multiple Airlines Logo
6:25 pm - 11:51 pmORD-YQR
29h 26m2 stops
$301Multiple Airlines
Find Deal
Sun, Nov 9 - Wed, Nov 12
Multiple Airlines Logo
11:45 am - 10:45 amYQR-ORD
23h 00m1 stop
Multiple Airlines Logo
7:58 pm - 11:51 pmORD-YQR
27h 53m1 stop
$308Multiple Airlines
Find Deal
Fri, Nov 14 - Fri, Nov 21
Multiple Airlines Logo
2:10 pm - 11:06 pmYQR-ORD
32h 56m2 stops
Multiple Airlines Logo
5:20 pm - 6:17 pmORD-YQR
24h 57m1 stop
$318Multiple Airlines
Find Deal
Sat, Nov 15 - Sat, Nov 22
Air Canada Logo
5:00 am - 1:01 pmYQR-ORD
8h 01m1 stop
Air Canada Logo
8:15 pm - 10:39 amORD-YQR
14h 24m1 stop
$320Air Canada
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Sat, Nov 15 - Sat, Nov 22
Air Canada Logo
5:00 am - 8:00 pmYQR-ORD
15h 00m2 stops
Air Canada Logo
8:15 pm - 10:39 amORD-YQR
14h 24m1 stop
$321Air Canada
Find Deal
Wed, Oct 29 - Wed, Nov 5
Delta Logo
11:45 am - 11:58 pmYQR-ORD
11h 13m2 stops
Delta Logo
8:57 am - 6:17 pmORD-YQR
9h 20m1 stop
$343Delta
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Fri, Nov 14 - Fri, Nov 21
Multiple Airlines Logo
6:10 pm - 5:32 amYQR-ORD
35h 22m3 stops
Multiple Airlines Logo
11:36 am - 6:17 pmORD-YQR
6h 41m1 stop
$371Multiple Airlines
Find Deal

Everything you should know

When to travel
September
Cheapest • 40% price drop
January
Most popular
Good to know
Good to know
+1
+1
Good to know
Good to know
+1
Cheapest round-trip
$265
Typical prices: $378-505
United Airlines
Wed 10/29Wed 11/5
YQR - ORD • 1 stop
Cheapest one-way
$157
United Airlines
Fri 11/14
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!
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.

How much is a round-trip flight from Regina to Chicago O'Hare Intl Airport?

This analysis is based on the cheapest round-trip price found on KAYAK in the last 12 months by searching for a flight from Regina to Chicago O'Hare Intl Airport departing in October.

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.

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

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Regina to Chicago O'Hare Intl Airport, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from Regina to Chicago O'Hare Intl Airport is September, where tickets cost $281 (return) on average. On the other hand, the most expensive months are February and June, where the average cost of round-trip tickets is $1,168 and $534 respectively.

Find deals

Good to know

Low seasonJuly
Cheapest flight$157
Best time to beat the crowds with an average 16% drop in price.
Most popular time to fly and prices are also 1% lower on average.
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 $157 for a one-way ticket and $265 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)

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