ORD - YYC

$103 Find Cheap Flights from Chicago O'Hare Airport to Calgary - Compare and Save

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Everything you should know

Cheapest round-trip
$252
Typical prices: $285-$520
Air Canada
Sun 11/18Thu 11/22
ORD - YYC • 1 stop
Cheapest non-stop
$265
Typical prices: $285-$523
American Airlines
Tue 10/16Mon 10/22
ORD - YYC • Non-stop
Nonstop flights
You can fly direct with United Airlines, American Airlines and WestJet. Average duration is 3h 54m
Direct flights
+1
Direct flights
+1
Avoid delays
Most punctual • 76% on-time
Best time • Fewest delays
Insights
Insights
When to book
in advance
Our data shows that travelers who book at least 24 weeks in advance save around 30% compared to booking last minute.
Insights
Insights
When to travel
Cheapest • 34% price drop
Most popular
Good to know
+1
Good to know
+1
Top layover airports
Cheapest • Avg $197 (round-trip)
Shortest trip • 6h 40m (one-way)
Insights
Insights
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Flight Deals
Booking Insights
Expert advice
Flight Deals

Cheap Flights from O'Hare Intl to Calgary (ORD-YYC)

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

Recent round-trip flight deals from O'Hare Intl to Calgary

Wed, Nov 18 - Mon, Nov 23
Air Canada Logo
4:30 pm - 1:06 amORD  Chicago O'Hare Intl-YYC Calgary
8h 36m1 stop Toronto Pearson Intl
Air Canada Logo
7:00 am - 2:38 pmYYC  Calgary-ORD Chicago O'Hare Intl
7h 38m1 stop Toronto Pearson Intl
$252Air Canada
Wed, Nov 18 - Sun, Nov 22
Air Canada Logo
4:30 pm - 1:06 amORD  Chicago O'Hare Intl-YYC Calgary
8h 36m1 stop Toronto Pearson Intl
Air Canada Logo
7:00 am - 2:38 pmYYC  Calgary-ORD Chicago O'Hare Intl
7h 38m1 stop Toronto Pearson Intl
$252Air Canada
Thu, Oct 22 - Tue, Oct 27
Multiple Airlines Logo
5:30 pm - 8:25 pmORD  Chicago O'Hare Intl-YYC Calgary
3h 55mnonstop
Multiple Airlines Logo
12:45 am - 11:07 amYYC  Calgary-ORD Chicago O'Hare Intl
9h 22m1 stop Montreal Pierre Elliott Trudeau Intl
$253Multiple Airlines
Tue, Dec 8 - Fri, Dec 11
Alaska Airlines Logo
6:00 am - 9:27 pmORD  Chicago O'Hare Intl-YYC Calgary
15h 27m1 stop Seattle/Tacoma Intl
Alaska Airlines Logo
7:10 am - 4:01 pmYYC  Calgary-ORD Chicago O'Hare Intl
8h 51m1 stop Seattle/Tacoma Intl
$261Alaska Airlines
Fri, Nov 27 - Fri, Nov 27
United Airlines Logo
8:40 am - 1:35 pmORD  Chicago O'Hare Intl-YYC Calgary
4h 55mnonstop
United Airlines Logo
3:06 pm - 10:59 pmYYC  Calgary-ORD Chicago O'Hare Intl
7h 53m1 stop Denver Intl
$263United Airlines
Fri, Oct 16 - Thu, Oct 22
American Airlines Logo
10:00 am - 12:51 pmORD  Chicago O'Hare Intl-YYC Calgary
3h 51mnonstop
American Airlines Logo
1:51 pm - 6:36 pmYYC  Calgary-ORD Chicago O'Hare Intl
3h 45mnonstop
$265American Airlines
Fri, Oct 16 - Thu, Oct 22
American Airlines Logo
2:50 pm - 9:44 pmORD  Chicago O'Hare Intl-YYC Calgary
7h 54m1 stop Dallas/Fort Worth
American Airlines Logo
1:51 pm - 6:36 pmYYC  Calgary-ORD Chicago O'Hare Intl
3h 45mnonstop
$275American Airlines
Fri, Oct 16 - Mon, Oct 19
WestJet Logo
5:30 pm - 8:25 pmORD  Chicago O'Hare Intl-YYC Calgary
3h 55mnonstop
WestJet Logo
12:00 pm - 4:40 pmYYC  Calgary-ORD Chicago O'Hare Intl
3h 40mnonstop
$276WestJet
Sat, Nov 7 - Tue, Nov 10
United Airlines Logo
8:40 am - 1:35 pmORD  Chicago O'Hare Intl-YYC Calgary
4h 55mnonstop
United Airlines Logo
1:37 pm - 4:10 pmYYC  Calgary-ORD Chicago O'Hare Intl
2h 33mnonstop
$276United Airlines
Fri, Oct 16 - Thu, Oct 22
WestJet Logo
5:30 pm - 8:25 pmORD  Chicago O'Hare Intl-YYC Calgary
3h 55mnonstop
WestJet Logo
12:00 pm - 4:40 pmYYC  Calgary-ORD Chicago O'Hare Intl
3h 40mnonstop
$283WestJet
Booking Insights

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

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

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

Round-trip flights from Chicago O'Hare Intl Airport to Calgary start at $252. Prices are below average for this route right now, with typical round-trip fares ranging from $285 to $520. The lowest price found in the past 5 days was $252 on Air Canada.

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

Monday is the cheapest day of the week to fly from Chicago O'Hare Intl Airport to Calgary, it is 6% cheaper than the average day. Thursday is the most expensive day with flight prices 7% higher than average. Based on deals found by KAYAK users in the last 12 months.

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

  • October is the cheapest month to fly from Chicago O'Hare Intl Airport to Calgary at $257 round-trip.
  • July ($475) and March ($428) are the most expensive months.
  • The price difference between flying in the cheapest and most expensive months is 84% on average.
This is based on KAYAK aggregated and averaged internal data over the past 12 months.

When are prices from Chicago O'Hare Intl Airport to Calgary the cheapest?

Flights from Chicago O'Hare Intl Airport to Calgary are cheapest 24 weeks before departure. Booking in this window typically costs about 30% less than the average last-minute fare (within 2 weeks of the flight), based on KAYAK data.

Expert advice

Expert advice for your flight from O'Hare Intl to Calgary

 
KAYAK teamed up with top travel experts to share the best tips for your journey.
Our travel experts
Stefanie Waldek

Stefanie Waldek

Expert on WestJet, United Airlines, Air Canada and ORD

Stefanie Waldek is a freelance space, travel, and design writer based in Saratoga Springs, NY. Her words have appeared in Space.com, Travel + Leisure, Condé Nast Traveler, Architectural Digest, and House Beautiful, among other publications. An expert in aviation and expedition cruising, Stefanie is frequently up in the air or on the sea, likely en route to Antarctica or the Arctic.

Harriet Baskas

Harriet Baskas

Expert on American Airlines

Harriet is an award-winning journalist who is happiest in an airport or an unusual museum. Her stories about airports, air travel, and the business of travel have appeared on NBC News, CNBC, USA TODAY, The Points Guy and other outlets. She is the creator of the StuckatTheAirport.com blog and the author of nine books. When not out on the road or exploring the latest airport amenities, she’s home in Seattle getting ready for the next adventure.

Kaitlyn McInnis

Kaitlyn McInnis

Expert on YYC

Kaitlyn is a guidebook author and travel writer splitting her time between Atlantic Canada and Istanbul, Türkiye. She has visited over fifty countries and all seven continents, so she is very familiar with many hotels, airports and airlines around the globe. But her favorite type of vacation is sunbathing by the sea with a good book in hand.

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

Low season

December

Cheapest flight

$103
Best time to beat the crowds but there is an average 8% increase in price.
Most popular time to fly with an average 22% increase in price.
Flight from Chicago O'Hare Intl Airport to Calgary

When to book flights from O'Hare Intl to Calgary

Are your dates flexible? Find out the best times to travel from O'Hare Intl to Calgary based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price

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

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

  • Which airlines offer extra legroom and free seat selection on Chicago O'Hare Intl Airport to Calgary flights?

    Among airlines operating Chicago O'Hare Intl Airport to Calgary flights:

    • United Airlines: offers extra legroom; offers free seat selection
    • WestJet: offers free seat selection
    • American Airlines: offers extra legroom; offers free seat selection
    • Air Canada: offers free seat selection
    • Delta: offers free seat selection

    Extra legroom and free seat selection availability depends on fare class and route.

  • What airlines are available from Chicago O'Hare Intl Airport to Calgary?

    3 airlines operate flights between Chicago O'Hare Intl Airport and Calgary. The airlines offering nonstop flights on this route include:

    • United Airlines
    • American Airlines
    • WestJet

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

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

  • Which airlines include bags at no extra cost on Chicago O'Hare Intl Airport to Calgary flights?

    Here are some options for this route, based on selected ticket types and cabin classes:

    • United Airlines: a cabin bag and a checked bag in Economy Class
    • WestJet: a cabin bag and a checked bag in Economy Class
    • American Airlines: a cabin bag and a checked bag in Economy Class

    Bag allowance can vary by ticket type, cabin class, route and airline, so travelers should check the fare details before booking.

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

    Three cabin classes are available on flights from Chicago O'Hare Intl Airport to Calgary:

    • Economy Class
    • Business Class
    • First Class

  • How much can I save by taking a layover when flying from Chicago O'Hare Intl Airport to Calgary?

    On this route, layover flights are cheaper than nonstop options on average. Layover fares average $197 round-trip via Montreal Pierre Elliott Trudeau Intl (YUL), compared to $391 for nonstop.

  • What is the standard checked-bag allowance on flights from Chicago O'Hare Intl Airport to Calgary?

    There is no standard. Checked-bag policies vary by airline on this route. Most carriers charge $30–$100 for the first checked bag in economy. Premium fares and elite-status bookings typically include a free checked bag.

  • Which aircraft model is used most often on flights from Chicago O'Hare Intl Airport to Calgary?

    The Boeing 737-800 family is used most often on this route, operated mainly by United Airlines and Air Canada. Other aircraft seen on the route include Boeing 737-700 Passenger/BBJ1 (winglets) variants.

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

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

    • Toronto Pearson Intl (YYZ) - 36% of one-stop connections
    • Salt Lake City (SLC) - 24% of one-stop connections
    • Minneapolis St Paul (MSP) - 23% of one-stop connections
    • Edmonton (YEG) - 5% of one-stop connections

    Toronto Pearson Intl (YYZ) handles the largest share of one-stop connections on this route.

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

    Yes. Being flexible with your travel dates can save you up to 13% on the Chicago O'Hare Intl Airport to Calgary route. Monday is the cheapest departure day at $367 round-trip on average, while Thursday is the most expensive at $418, a difference of $51. KAYAK's flexible dates feature shows options up to 3 days before and after your selected dates, making it easier to compare nearby fares.

  • At what point is a flight considered delayed from Chicago O'Hare Intl Airport to Calgary?

    A flight is considered delayed when it departs 15 minutes or more after its scheduled time. This is the standard used by the US Department of Transportation and most airline industry reporting. On the Chicago O'Hare Intl Airport to Calgary route, 27% of flights were delayed in the past 3 months, with delays averaging 2 hours 26 minutes.

  • How are flight departures from Chicago O'Hare Intl Airport to Calgary spread across the day?

    Morning is the busiest departure period on Chicago O'Hare Intl Airport to Calgary flights, with 67% of flights leaving in that window. Evening departures account for 33%, afternoon flights for 0%, and night flights for 0%.

  • What popular places can I visit in Calgary?

    Some of the most popular sights in Calgary are Scotiabank Saddledome, Stampede Park and Calgary Zoo. These are among the most viewed places in Calgary on KAYAK.

  • What are the earliest and latest flights from Chicago O'Hare Intl Airport to Calgary?

    These are the earliest and latest flight times available from Chicago O'Hare Intl Airport to Calgary:

    • Earliest: departs at 8:40 am and lands at 12:34 pm
    • Latest: departs at 8:46 pm and lands at 12:40 am.

    The flight takes about 3h 54m.

  • How expensive are last-minute Chicago O'Hare Intl Airport to Calgary flights?

    Last-minute fares on this route - booked within 2 weeks of departure - run 24% above the route average of $389. Book 24 weeks before departure for the lowest fares.

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

    A nonstop flight from Chicago O'Hare Intl Airport to Calgary takes 3h 54m, covering 1,381 miles.

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

    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 Chicago O'Hare Intl Airport to Calgary 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 $252 to $1,278. That means the highest observed fare was about 5x higher than the lowest one.

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

    One-way fares from Chicago O'Hare Intl Airport to Calgary are currently lower than usual. Average one-way flight prices are about $117, which is 32% below the typical average for this route.

  • How does United Airlines’s on-time performance compare to other airlines on Chicago O'Hare Intl Airport to Calgary flights?

    United Airlines is slightly above the route average for timely arrivals, while American Airlines has a lower on-time arrival rate. On-time arrival rates on Chicago O'Hare Intl Airport to Calgary flights are:

    • United Airlines: 76% on time
    • American Airlines: 74% on time
    • WestJet: 63% on time

    Overall, flights on this route are on time 73% of the time on average.

  • How do delay rates compare for morning and evening flights from Chicago O'Hare Intl Airport to Calgary?

    Morning flights have the fewest delays on this route. Delays tend to pile up throughout the day as one late flight pushes the next, so earlier departures are usually more reliable.

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

    Flying via Edmonton (YEG) gives the shortest average 1-stop total travel time at 6h 40m, compared with 7h 48m via Minneapolis St Paul (MSP) and 8h 00m via Toronto Pearson Intl (YYZ).

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

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

  • What car rental options are available at Calgary Airport (YYC)?

    Calgary Airport (YYC) hosts 5 major car rental companies, with daily rates starting from around $4 for economy cars. Top options include:
    · Routes Car & Truck Rentals
    · Avis
    · Thrifty
    · Budget
    · Hertz

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

    Round-trip flights from Chicago O'Hare Intl Airport to Calgary range from $285 to $520, with an average of $389 over the past 12 months. Anything below $285 counts as a good deal.

  • Which airlines offer Wi-Fi on Chicago O'Hare Intl Airport to Calgary flights?

    Two airlines offer in-flight Wi-Fi on Chicago O'Hare Intl Airport to Calgary flights:

    • • American Airlines
    • • Porter Airlines

    Pricing varies by airline and fare class. Some plans are included with the ticket or loyalty program; others are paid add-ons priced by flight length.

Your guide to booking Chicago O'Hare Intl Airport to Calgary 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 Monday departure instead of Thursday. On this route, Monday flights average $367 - about $51 less than Thursday (12% savings) based on the last 12 months.
  • For the best chance at a low fare, aim to book around 24 weeks before you fly. On this route, that window historically saves about 30% versus last-minute pricing (KAYAK booking data, last 12 months).
  • If you can choose when to travel, plan your Chicago O'Hare Intl Airport to Calgary trip for October. Fares historically average $257 round-trip in that month - typically $218 less than the most expensive month, which is July (based on the last 12 months).
  • If arriving on time is high on your priority list, United Airlines is the strongest pick on this route. 76% of United Airlines flights from Chicago O'Hare Intl Airport to Calgary arrived on time in the past 3 months, slightly above the route's average on-time arrival rate of 73%. When flights on this route do arrive late, the average delay is 2 hours 26 minutes, so choosing a carrier with strong on-time performance can make a difference on tight schedules.
  • If you have the time, taking a 1-stop flight through Montreal Pierre Elliott Trudeau Intl Airport (YUL) can be cheaper than flying direct. The cheapest layover option averages $197 round-trip on this route - about $194 less than direct flights (based on the last 12 months).
  • If you're arriving late at night and need somewhere to stay, check out these hotels close to Calgary Airport.
    - Comfort Inn & Suites Calgary Airport - North
    - Hyatt Place Calgary Airport
    - Hotel 11, Mod A Sonesta Collection

Prefer to fly direct from Chicago O'Hare Airport to Calgary?

 
Find which airlines fly direct from Chicago O'Hare Intl Airport to Calgary Airport, which days they fly and book direct flights.

Direct departures

Chicago O'Hare Intl to Calgary

Monday

American Airlines,United Airlines,WestJet

American Airlines,United Airlines, +1 more

Tuesday

American Airlines,United Airlines,WestJet

American Airlines,United Airlines, +1 more

Wednesday

American Airlines,United Airlines

American Airlines,United Airlines

Thursday

American Airlines,United Airlines,WestJet

American Airlines,United Airlines, +1 more

Friday

American Airlines,United Airlines,WestJet

American Airlines,United Airlines, +1 more

Saturday

American Airlines,United Airlines

American Airlines,United Airlines

Sunday

American Airlines,United Airlines,WestJet

American Airlines,United Airlines, +1 more

See more direct flights

Direct returns

Calgary to Chicago O'Hare Intl

Monday

American Airlines,United Airlines,WestJet

American Airlines,United Airlines, +1 more

Tuesday

American Airlines,United Airlines,WestJet

American Airlines,United Airlines, +1 more

Wednesday

American Airlines,United Airlines

American Airlines,United Airlines

Thursday

American Airlines,United Airlines,WestJet

American Airlines,United Airlines, +1 more

Friday

American Airlines,United Airlines,WestJet

American Airlines,United Airlines, +1 more

Saturday

American Airlines,United Airlines

American Airlines,United Airlines

Sunday

American Airlines,United Airlines,WestJet

American Airlines,United Airlines, +1 more

See more direct flights

More options for your flight from O'Hare Intl to Calgary

Complete your trip to Calgary with a hotel stay or car rental