C$ 281 Find Cheap Flights from Vancouver to Chicago – Compare and Save

These are the earliest and latest flight times available from Vancouver Intl Airport to Chicago:

• Earliest: departs at 9:20 am and lands at 1:33 pm
• Latest: departs at 2:50 pm and lands at 7:03 pm.

The flight takes about 4h 13m.

Two cabin classes are available on flights from Vancouver Intl Airport to Chicago:

• Economy Class
• Business Class

A direct flight from Vancouver Intl Airport to Chicago takes 4h 13m, covering 4,594 km.

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.

Round-trip flights from Vancouver Intl Airport to Chicago range from C$ 582 to C$ 833, with an average of C$ 692 over the past 12 months. Anything below C$ 582 counts as a good deal.

Last-minute fares on this route (booked within two weeks of departure) run 15% above the C$ 692 route average. Book 22 weeks before departure for the lowest fares.

On this route, layover flights are cheaper than direct options on average. Layover fares average C$ 479 round-trip via Calgary (YYC), compared to C$ 698 for direct.

There is no standard. Checked bag policies vary by airline on this route. Most carriers charge C$ 35–C$ 143 for the first checked bag in economy. Premium fares and elite status bookings typically include a free checked bag.

Morning is the busiest departure period on Vancouver Intl Airport to Chicago flights, with 50% leaving in that window. Afternoon departures account for 50%, Evening flights for 0%, and Night flights for 0%.

Yes. Based on fares seen in the past 5 days, round-trip prices on this route showed a wide range, from about C$ 495 to C$ 2,388. That means the highest observed fare was about 5x higher than the lowest one.

Two airlines offer in-flight Wi-Fi on Vancouver Intl Airport to Chicago flights:

• Air Canada
• American 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.

One-way fares from Vancouver Intl Airport to Chicago are currently lower than usual. Average one-way flight prices are about C$ 322, which is 26% below the typical average for this route.

Since Chicago is served by multiple airports, car rental options and rates can vary depending on which one you fly into.
Near Chicago O'Hare Intl Airport (ORD) – daily rates averaging C$ 90:

• Routes Car & Truck Rentals
• Europcar
• Hertz
• Ace
• Dollar

Near Chicago Midway Airport (MDW) – daily rates averaging C$ 122:

• Hertz
• Dollar
• Budget
• Alamo
• Rent-A-Wreck

Near Chicago Greater Rockford Airport (RFD) – daily rates averaging C$ 116:

• Alamo
• Enterprise Rent-A-Car
• Budget
• Avis
• National

Flights from Vancouver Intl Airport to Chicago usually depart from Vancouver Intl (YVR) and may arrive at several airports in Chicago area, including Chicago Midway (MDW), Chicago O'Hare Intl (ORD) and Chicago Greater Rockford (RFD).

One-stop flights from Vancouver Intl Airport to Chicago most commonly connect through:

• Calgary (YYC) – 59% of one-stop connections
• Seattle/Tacoma Intl (SEA) – 22% of one-stop connections
• Denver Intl (DEN) – 17% of one-stop connections
• Toronto Pearson Intl (YYZ) – 1% of one-stop connections

Yes. Flexible dates can save you up to 13% on flights from Vancouver Intl Airport to Chicago. Tuesday is the cheapest departure day at C$ 673 round-trip on average, while Sunday is the most expensive at C$ 765, a difference of C$ 93.

KAYAK's flexible dates feature shows options up to three days before and after your selected dates, making it easier to compare nearby fares.

2 airlines operate flights between Vancouver Intl Airport and Chicago. The airlines offering direct flights on this route include:

• United Airlines
• Air Canada

Flying via Calgary (YYC) gives the shortest average 1-stop total travel time at 7h 22m, compared with 7h 40m via Seattle/Tacoma Intl (SEA) and 8h 36m via Denver Intl (DEN).

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

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

Among airlines operating Vancouver Intl Airport to Chicago flights:

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

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

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

• Air Canada: a carry-on bag and a checked bag in Economy Class
• United Airlines: a carry-on bag and a checked bag in Economy Class
• American Airlines: a carry-on bag and a checked bag in Economy Class

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