YQR - ORD

$184 Find Cheap Flights from Regina to Chicago - Compare and Save

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1 adult, Economy, 0 bags

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Everything you should know

Cheapest round-trip
$296
Typical prices: $356-$599
WestJet
Sun 10/14Fri 10/19
YQR - ORD • 1 stop
Cheapest one-way
$184
Typical prices: $216-$403
Air Canada
Wed 10/10
YQR - ORD • 1 stop
Nonstop flights
Not available
There are currently no direct flights between Regina and Chicago O'Hare Intl Airport. You'll need to take a connecting flight to reach the destination.
Insights
Insights
When to travel
February
Cheapest • 35% price drop
June
Most popular
Good to know
+1
Good to know
+1
Top layover airports
Calgary (YYC)
Cheapest • Avg $354 (round-trip)
Minneapolis St Paul (MSP)
Shortest trip • 6h 32m (one-way)
Insights
Insights
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We hope you love your trip to Chicago O'Hare Intl Airport!
Flight Deals
Booking Insights
Flight Deals

Cheap Flights from Regina to Chicago (YQR-ORD)

 
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Regina to Chicago

Wed, Oct 14 - Mon, Oct 19
WestJet Logo
9:05 pm - 4:40 pmYQR  Regina-ORD Chicago O'Hare Intl
18h 35m1 stop Calgary
WestJet Logo
5:30 pm - 1:10 amORD  Chicago O'Hare Intl-YQR Regina
8h 40m1 stop Calgary
$296WestJet
Tue, Sep 22 - Wed, Sep 23
United Airlines Logo
9:45 am - 10:46 pmYQR  Regina-ORD Chicago O'Hare Intl
12h 01m1 stop Denver Intl
United Airlines Logo
5:55 am - 9:30 pmORD  Chicago O'Hare Intl-YQR Regina
16h 35m1 stop Denver Intl
$328United Airlines
Tue, Sep 22 - Wed, Sep 23
United Airlines Logo
9:45 am - 10:46 pmYQR  Regina-ORD Chicago O'Hare Intl
12h 01m1 stop Denver Intl
United Airlines Logo
5:55 am - 9:30 pmORD  Chicago O'Hare Intl-YQR Regina
16h 35m1 stop Denver Intl
$335United Airlines
Wed, Jan 20 - Mon, Jan 25
Multiple Airlines Logo
10:45 am - 10:38 pmYQR  Regina-ORD Chicago O'Hare Intl
11h 53m1 stop Denver Intl
Multiple Airlines Logo
4:30 pm - 11:27 pmORD  Chicago O'Hare Intl-YQR Regina
6h 57m1 stop Toronto Pearson Intl
$336Multiple Airlines
Tue, Sep 15 - Tue, Sep 22
United Airlines Logo
9:45 am - 10:46 pmYQR  Regina-ORD Chicago O'Hare Intl
12h 01m1 stop Denver Intl
United Airlines Logo
7:00 am - 9:30 pmORD  Chicago O'Hare Intl-YQR Regina
15h 30m1 stop Denver Intl
$339United Airlines
Wed, Jan 20 - Mon, Jan 25
Air Canada Logo
5:00 am - 2:52 pmYQR  Regina-ORD Chicago O'Hare Intl
9h 52m2 stops Toronto Pearson Intl Montreal Pierre Elliott Trudeau Intl
Air Canada Logo
4:30 pm - 11:27 pmORD  Chicago O'Hare Intl-YQR Regina
6h 57m1 stop Toronto Pearson Intl
$342Air Canada
Tue, Oct 27 - Sat, Oct 31
Air Canada Logo
4:00 am - 1:13 pmYQR  Regina-ORD Chicago O'Hare Intl
8h 13m1 stop Toronto Pearson Intl
Air Canada Logo
4:30 pm - 10:27 pmORD  Chicago O'Hare Intl-YQR Regina
6h 57m1 stop Toronto Pearson Intl
$342Air Canada
Wed, Oct 28 - Sat, Oct 31
Air Canada Logo
4:00 am - 1:13 pmYQR  Regina-ORD Chicago O'Hare Intl
8h 13m1 stop Toronto Pearson Intl
Air Canada Logo
4:30 pm - 10:27 pmORD  Chicago O'Hare Intl-YQR Regina
6h 57m1 stop Toronto Pearson Intl
$342Air Canada
Tue, Oct 27 - Sat, Oct 31
Air Canada Logo
4:00 am - 2:52 pmYQR  Regina-ORD Chicago O'Hare Intl
9h 52m2 stops Toronto Pearson Intl Montreal Pierre Elliott Trudeau Intl
Air Canada Logo
4:30 pm - 10:27 pmORD  Chicago O'Hare Intl-YQR Regina
6h 57m1 stop Toronto Pearson Intl
$345Air Canada
Wed, Oct 14 - Mon, Oct 19
WestJet Logo
8:20 pm - 4:40 pmYQR  Regina-ORD Chicago O'Hare Intl
19h 20m2 stops Edmonton Calgary
WestJet Logo
5:30 pm - 1:10 amORD  Chicago O'Hare Intl-YQR Regina
8h 40m1 stop Calgary
$365WestJet
Booking Insights

Price, demand and travel trends for Regina to Chicago O'Hare Intl Airport flights

Use KAYAK data on prices, travel dates, airlines and seasonal trends to compare options and book flights from Regina to Chicago O'Hare Intl Airport with more confidence.

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

Round-trip flights from Regina to Chicago O'Hare Intl Airport start at $296. Prices are below average for this route right now, with typical round-trip fares ranging from $356 to $599. The lowest price found in the past 5 days was $296 on WestJet.

What's the cheapest day of the week to fly from Regina to Chicago O'Hare Intl Airport?

Tuesday is the cheapest day of the week to fly from Regina to Chicago O'Hare Intl Airport, it is 21% cheaper than the average day. Sunday is the most expensive day with flight prices 80% higher than average. Based on deals found by KAYAK users in the last 12 months.

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

  • February is the cheapest month to fly from Regina to Chicago O'Hare Intl Airport at $292 round-trip.
  • April ($782) and March ($631) are the most expensive months.
  • The price difference between flying in the cheapest and most expensive months is 167% on average.
This is based on KAYAK aggregated and averaged internal data over the past 12 months.

Find deals

Key details for Regina to Chicago O'Hare Intl Airport flights

Low season

February

Cheapest flight

$184
Best time to beat the crowds with an average 35% drop in price.
Most popular time to fly and prices are also 3% lower on average.
Flight from Regina to Chicago O'Hare Intl Airport

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

Your Regina to Chicago O'Hare Intl Airport flight questions, answered

Find helpful route details based on KAYAK data, including flight times, airports, airlines and booking questions.

  • Which airports can I use when flying from Regina to Chicago O'Hare Intl Airport?

    Flights from Regina to Chicago O'Hare Intl Airport usually depart from Regina (YQR) and arrive at Chicago O'Hare Intl (ORD).

  • What cabin classes can I book on flights from Regina to Chicago O'Hare Intl Airport?

    Only Economy Class is available on flights from Regina to Chicago O'Hare Intl Airport.

  • Which airports do connecting flights from Regina to Chicago O'Hare Intl Airport pass through?

    One-stop flights from Regina to Chicago O'Hare Intl Airport most commonly connect through:

    • Calgary (YYC) - 35% of one-stop connections
    • Toronto Pearson Intl (YYZ) - 35% of one-stop connections
    • Denver Intl (DEN) - 20% of one-stop connections
    • Minneapolis St Paul (MSP) - 10% of one-stop connections

    Calgary (YYC) handles the largest share of one-stop connections on this route.

  • Can I save money by using flexible dates for flights from Regina to Chicago O'Hare Intl Airport?

    Yes. Being flexible with your travel dates can save you up to 57% on the Regina to Chicago O'Hare Intl Airport route. Tuesday is the cheapest departure day at $356 round-trip on average, while Sunday is the most expensive at $811, a difference of $455. KAYAK's flexible dates feature shows options up to 3 days before and after your selected dates, making it easier to compare nearby fares.

  • What popular places can I visit in Chicago O'Hare Intl Airport?

    Some of the most popular sights in Chicago O'Hare Intl Airport are Magnificent Mile, Grant Park and River North. These are among the most viewed places in Chicago O'Hare Intl Airport on KAYAK.

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

    A nonstop flight from Regina to Chicago O'Hare Intl Airport takes 0h 00m, covering 987 miles.

  • Do I need a passport to fly from Regina to Chicago O'Hare Intl Airport?

    Yes, a valid passport is required for this international route. Many destinations require at least six months of validity beyond your travel dates. Check your passport expiry well before booking.

  • Have flight prices from Regina to Chicago O'Hare Intl Airport changed much recently?

    Yes. Based on fares seen in the past 5 days, round-trip prices on this route showed a wide range, from about $296 to $1,017. That means the highest observed fare was about 3x higher than the lowest one.

  • How are flight prices from Regina to Chicago O'Hare Intl Airport looking right now?

    One-way fares from Regina to Chicago O'Hare Intl Airport are currently lower than usual. Average one-way flight prices are about $200, which is 42% below the typical average for this route.

  • How much time can I save by choosing a different layover airport from Regina to Chicago O'Hare Intl Airport?

    Flying via Minneapolis St Paul (MSP) gives the shortest average 1-stop total travel time at 6h 32m, compared with 8h 54m via Calgary (YYC) and 9h 25m via Denver Intl (DEN).

  • What is the time difference between Regina and Chicago O'Hare Intl Airport?

    Chicago O'Hare Intl Airport is 1 hour ahead of Regina (Central Time vs Central Time). Plan for the time shift when scheduling connections or first-day activities.

  • What car rental options are available at Chicago O'Hare Intl Airport (ORD)?

    Chicago O'Hare Intl Airport (ORD) hosts 5 major car rental companies, with daily rates starting from around $17 for economy cars. Top options include:
    · Routes Car & Truck Rentals
    · Europcar
    · Hertz
    · Dollar
    · Ace

  • How much should I expect to pay for a Regina to Chicago O'Hare Intl Airport flight?

    Round-trip flights from Regina to Chicago O'Hare Intl Airport range from $356 to $599, with an average of $449 over the past 12 months. Anything below $356 counts as a good deal.

Your guide to booking Regina to Chicago O'Hare Intl Airport flights

Get tips on when to book, when to fly and what to know before your trip.
  • If your dates can be flexible, aim for a Tuesday departure instead of Sunday. On this route, Tuesday flights average $356 - about $455 less than Sunday (56% savings) based on the last 12 months.
  • If you can choose when to travel, plan your Regina to Chicago O'Hare Intl Airport trip for February. Fares historically average $292 round-trip in that month - typically $490 less than the most expensive month, which is April (based on the last 12 months).

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)