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Flight Deals from Chicago O Hare Airport to Calgary from $84

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Price Drop Deals Near You

Calgary

14% Price Drop

Jun 24

ORD

7 days

Jul 1

YYC

$333

now only

$286

Round-trip

Stops

  • Up to 1 stop
    $233
  • Up to 2 stops
    $348
  • Up to nonstop
    $219

Airlines

  • Air Canada
    $233
  • Air France
    $391
  • Alaska Airlines
    $457
  • Porter Airlines
    $582
  • United Airlines
    $219
  • Virgin Atlantic
    $388
  • WestJet
    $219

Cabin Class

  • Economy
    $219

Departure Airports

  • Chicago O Hare Airport
    $219

Arrival Airports

  • Calgary International Airport
    $219

Layover Airports

  • Denver International Airport
    $1543
  • Edmonton Airport
    $348
  • Minneapolis-St Paul International/Wold-Chamberlain Airport
    $388
  • Ottawa Macdonald-Cartier International Airport
    $348
  • Seattle Tacoma International Airport
    $457
  • Toronto Pearson Airport
    $233

Best Price. GUARANTEED.

Exclusively for Priceline Members
Tired of searching? Book now!
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EXPRESS DEAL

BUDGET FRIENDLY

You’re guaranteed to get one of these airlines:

DeltaDelta
AlaskaAlaska
UnitedUnited
AmericanAmerican
ORD YYC
Apr 29 ‧ Economy
$162

One-way

BUDGET FRIENDLY

You’re guaranteed to get one of these airlines:

DeltaDelta
AlaskaAlaska
UnitedUnited
AmericanAmerican
ORD YYC
Jun 04 ‧ Economy
$175

One-way

BUDGET FRIENDLY

You’re guaranteed to get one of these airlines:

DeltaDelta
AlaskaAlaska
UnitedUnited
AmericanAmerican
ORD YYC
Jul 17 - Jul 22 ‧ Economy
$405

Round-trip

WestJet Logo
WestJet

05/27/26

ORD
3h 55m
Direct

05/27/26

YYC
WestJet Logo
WestJet

05/30/26

YYC
3h 40m
Direct

05/30/26

ORD
$219
United Airlines Logo
United Airlines

05/25/26

ORD
3h 53m
Direct

05/25/26

YYC
United Airlines Logo
United Airlines

05/30/26

YYC
3h 37m
Direct

05/30/26

ORD
$219
Air Canada Logo
Air Canada

05/06/26

ORD
9h 43m
YYZ

05/06/26

YYC
United Airlines Logo
United Airlines

05/08/26

YYC
3h 27m
Direct

05/08/26

ORD
$233
Bundle + Save
Book a flight & hotel together for extra savings.
On average save $240 per traveler
Air Canada Logo
Air Canada

07/27/26

ORD
7h 36m
YOW

07/27/26

YYC
Air Canada Logo
Air Canada

08/03/26

YYC
15h 10m
YEG
YYZ

08/04/26

ORD
$348
Delta Air Lines Logo
Delta Air Lines

07/26/26

ORD
9h 8m
MSP

07/26/26

YYC
Delta Air Lines Logo
Delta Air Lines

08/03/26

YYC
9h 14m
MSP

08/03/26

ORD
$388
Delta Air Lines Logo
Delta Air Lines

07/26/26

ORD
9h 8m
MSP

07/26/26

YYC
Delta Air Lines Logo
Delta Air Lines

08/03/26

YYC
9h 14m
MSP

08/03/26

ORD
$391
Alaska Airlines Logo
Alaska Airlines

05/14/26

ORD
9h 9m
SEA

05/14/26

YYC
WestJet Logo
WestJet

05/19/26

YYC
3h 40m
Direct

05/19/26

ORD
$457
Porter Airlines Logo
Porter Airlines

05/10/26

ORD
8h 38m
YYZ

05/10/26

YYC
Porter Airlines Logo
Porter Airlines

05/19/26

YYC
8h 13m
YYZ

05/19/26

ORD
$582
Alaska Airlines Logo
Alaska Airlines

07/27/26

ORD
8h 32m
SEA

07/27/26

YYC
Alaska Airlines Logo
Alaska Airlines

08/03/26

YYC
7h 46m
SEA

08/03/26

ORD
$989
United Airlines Logo
United Airlines

07/26/26

ORD
3h 55m
Direct

07/26/26

YYC
United Airlines Logo
United Airlines

08/03/26

YYC
13h 27m
DEN

08/04/26

ORD
$1543

Top Deals on flights from Chicago O Hare Airport to Calgary

Chicago, US (CHI) - Calgary, CA (YYC)

WestJet Logo
WestJet

May 27

ORD
3h 55m
Direct

May 27

YYC

as low as

$84

Chicago, US (CHI) - Calgary, CA (YYC)

United Airlines Logo
United Airlines

May 28

ORD
3h 53m
Direct

May 28

YYC

as low as

$84

Chicago, US (CHI) - Calgary, CA (YYC)

Air Canada Logo
Air Canada

May 12

ORD
9h 43m
YYZ

May 12

YYC

as low as

$97

Chicago, US (CHI) - Calgary, CA (YYC)

Delta Air Lines Logo
Delta Air Lines

May 16

ORD
9h
MSP

May 16

YYC

as low as

$99

Chicago, US (CHI) - Calgary, CA (YYC)

 Logo

Jul 26

ORD
3h 47m
Direct

Jul 26

YYC

as low as

$101

Chicago, US (CHI) - Calgary, CA (YYC)

Delta Air Lines Logo
Delta Air Lines

Jul 27

ORD
5h 40m
MSP

Jul 27

YYC

as low as

$111

Chicago, US (CHI) - Calgary, CA (YYC)

 Logo

May 28

ORD
7h 41m
DFW

May 28

YYC

as low as

$137

Chicago, US (CHI) - Calgary, CA (YYC)

WestJet Logo
WestJet

May 17

ORD
3h 55m
Direct

May 17

YYC

as low as

$166

Chicago, US (CHI) - Calgary, CA (YYC)

Alaska Airlines Logo
Alaska Airlines

May 12

ORD
14h 53m
SEA

May 13

YYC

as low as

$217

Chicago, US (CHI) - Calgary, CA (YYC)

 Logo

Jun 30

ORD
3h 52m
Direct

Jun 30

YYC

as low as

$272

Chicago, US (CHI) - Calgary, CA (YYC)

WestJet Logo
WestJet

Jun 30

ORD
3h 55m
Direct

Jun 30

YYC

as low as

$311

Chicago, US (CHI) - Calgary, CA (YYC)

WestJet Logo
WestJet

Jun 30

ORD
3h 55m
Direct

Jun 30

YYC

as low as

$318

Good to Know

Essential information to help you plan your flight from Chicago O Hare Airport to Calgary

Cheapest Flight

$84

The lowest price we found in the last two weeks, departing May 27 and returning May 27

Airline WS3h 55m ‧ economy

Fastest Flights

$101

The fastest flight that we found in the last two weeks, departing Jul 26 and returning Jul 26

Airline AA3h 47m ‧ economy

Cheapest Flight Round-trip

$219

Cheapest price found in the last 14 days, departing May 27 and returning May 30

Airline WS3h 55m ‧ economy

Cheapest Flight One-way

$84

Cheapest price found in the last 14 days, departing May 27

Airline WS3h 55m ‧ economy

Cheapest Layover airport

$97

The cheapest layover airport to Calgary is currently $97

Airline AC1 stop ‧ 9h 43m ‧ economy

Best Arrival airport

$84

The best arrival airport to Calgary is currently $84

Airline UA3h 53m ‧ economy

Best Departure airport

$84

The best departure airport to Calgary is currently $84

Airline UA3h 53m ‧ economy

Cheapest Airline

$84

The cheapest airline to Calgary is currently $84

Airline UA3h 53m ‧ economy

Frequently Asked Questions

What is the typical flight duration from Chicago to Calgary?

A direct flight from Chicago (ORD) to Calgary (YYC) typically lasts about 3 hours 15 minutes. Flights with layovers usually take 4 to 6 hours depending on the connection.

Are there any direct flights from Chicago to Calgary?

Yes. United Airlines and Air Canada operate non-stop flights from Chicago to Calgary with about 3 hours 15 minutes flight time. These flights are available daily, with United offering multiple departures per day. Non-stop flights tend to be approximately 10-20% more expensive than one-stop options, which typically involve a layover in hubs like Denver or Minneapolis.

Are there visa requirements to travel from Chicago to Calgary?

Travelers from the United States to Canada generally need a valid Electronic Travel Authorization if they are visa-exempt, which includes most U.S. citizens. Canadian visa requirements depend on your nationality; many nationals require a visa to enter Canada. U.S. citizens do not need a visa for short visits but must carry proof of citizenship. Always check current requirements before traveling as policies can change.

What are the ground transportation options in Calgary?

Calgary International Airport offers several ground transportation options to the city center. The Calgary Transit CTrain light rail line connects the airport directly to downtown in approximately twenty minutes and is the most used method due to its affordability and convenience. Taxis and ride-share services are available outside the terminal, providing direct and flexible transfers taking about twenty-five minutes depending on traffic. Car rentals are available at the airport for those planning regional travel. Buses also serve the airport but are less direct and slower. Most travelers prefer the CTrain for its efficiency and cost-effectiveness.

When is the cheapest time to fly from Chicago to Calgary?

Fares are usually lower from late fall through early spring, especially in November and February. Tuesday and Wednesday afternoon flights tend to be less expensive; booking about six to nine weeks ahead is advisable.

How far in advance should I book tickets from Chicago to Calgary?

Reserve tickets six to nine weeks in advance for regular travel and twelve weeks or more during summer and holiday peak seasons.

Which airlines usually operate this route from Chicago to Calgary?

Non‑stop flights are operated by Air Canada and United Airlines. One‑stop options include Delta and American Airlines via hubs like Minneapolis or Dallas.

If I need a connection, what are common layover cities between Chicago and Calgary?

Common layovers include Denver, Minneapolis, Dallas and Seattle, offering broad connections and efficient transfers.

How reliable are on‑time departures on this route from Chicago to Calgary?

On‑time departures are usually reliable, though occasional delays occur, particularly during peak travel times. Booking early flights with Air Canada or United Airlines can improve your chances of on-time departure.

Which months have the best weather for traveling to Calgary?

June to August offers the warmest weather and generally fewer tourists outside peak winter.

What documents should I bring with me to the airport when flying from Chicago to Calgary?

Bring a valid passport for international travel, ensure it is valid for at least six months, carry any necessary visas or travel authorizations, proof of onward travel, and payment methods for baggage. Check current vaccination requirements for entry to Canada.

Which airport should I use in Calgary?

Calgary International Airport is the primary and largest airport, located about 17 kilometers northeast of downtown. It serves most international, domestic, and regional flights, with major airlines including Air Canada and WestJet.

How do I get to O'Hare Intl Airport airport from the city center?

The CTA Blue Line subway connects downtown Chicago to O'Hare in about 45 min and is the most popular and affordable. Rideshares and taxis take around 30–40 min at higher cost. Shuttle services and driving with parking are also options.

Are there hotels or sleeping facilities at Calgary airport?

Calgary airport has no on-site hotels or sleeping facilities. Nearby hotels such as the Residence Inn by Marriott are accessible via shuttle services.

Are there currency exchange offices, prayer rooms and Wi‑Fi at Calgary Intl Airport ?

Calgary International Airport has currency exchange offices in both main terminals, a multi-faith prayer room near the departure level, and free Wi‑Fi throughout.

Are there accessible services or children's facilities at the Chicago and Calgary airports?

Chicago O'Hare offers wheelchair services and a family lounge in Terminal 5; Calgary International provides mobility assistance, accessible washrooms, and children’s play zones; request assistance 48 hours in advance through your airline.

Which aircraft models fly between Chicago and Calgary this route and do airlines offer Wi‑Fi?

Airlines operate Boeing 737‑800 and Airbus A320 aircraft on this route, with some offering Wi‑Fi and inflight entertainment.

Which airline alliances operate this route?

This route is mainly served by airlines from Star Alliance (Air Canada, United) and oneworld (American Airlines).

What is the cheapest time of day to fly from Chicago to Calgary?

Afternoon flights on weekdays typically have lower fares than morning or evening departures.

What are the best airport lounge options when departing from Chicago?

At Chicago O'Hare, the United Club in Terminal 2 and the American Admirals Club in Terminal 3 offer amenities like snacks, Wi-Fi, and showers. Access requires business or first class tickets, elite status, or membership; some lounges sell day passes. The United Club features a dedicated work area and premium beverages.

What is the baggage allowance on this route from Chicago to Calgary?

Baggage allowance on Chicago–Calgary flights varies by airline and fare class. Basic economy may not include checked baggage; standard economy usually includes one checked bag and a carry‑on. Higher classes offer more baggage allowance.

What cabin and seat options are typical from Chicago to Calgary?

Flights from Chicago to Calgary usually include Economy and Business class, with Premium Economy available on select airlines; First class is uncommon.

Are same‑day changes or standby possible on this route?

Policies depend on the airline and ticket class, with flexible and premium fares offering the best chances for same‑day changes or standby; basic fares usually do not.