C$ 230 Find Cheap Flights from Montreal to Chicago – Compare and Save

The Chicago Transit Authority offers their Blue Line train service to get from the airport to Downtown Chicago. The train runs 24h a day and includes more frequent service during morning and evening rush-hour periods. Each terminal building has a pedestrian tunnel that connects to the train station at the airport with plenty of signage marking the location of the tunnel and the station.

While there are currently no nonstop flights between these two cities, Air Canada offers one-stop service with a layover in Toronto International Airport, and United Airlines offers one-stop service with a layover in Newark International Airport.

If you’re looking to stay near the airport, the Hilton Chicago O'Hare Airport is right on the airport property, which allows you an easy walk to the terminal building before and after flights.

The bus 747 runs 24h a day, 365 days a year between the Montreal-Trudeau Airport and Downtown Montreal, on the corner of Berri and Sainte-Catherine. The travel time is around 45min and the fare to ride it is around C$ 10.

Among airlines operating Montreal Pierre Elliott Trudeau Intl Airport to Chicago flights:

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

3 airlines operate flights between Montreal Pierre Elliott Trudeau Intl Airport and Chicago. The airlines offering direct flights on this route include:

• Air Canada
• United Airlines
• American Airlines

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

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
• American Airlines: a carry-on bag and a checked bag in Economy Class
• Lufthansa: a carry-on bag and a checked bag in Economy Class

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

Two cabin classes are available on flights from Montreal Pierre Elliott Trudeau Intl Airport to Chicago:

• Economy Class
• Business Class

On this route, layover flights are cheaper than direct options on average. Layover fares average C$ 262 round-trip via Philadelphia (PHL), compared to C$ 499 for direct.

There is no standard. Checked bag policies vary by airline on this route. Most carriers charge C$ 34–C$ 139 for the first checked bag in economy. Premium fares and elite status bookings typically include a free checked bag.

One-stop flights from Montreal Pierre Elliott Trudeau Intl Airport to Chicago most commonly connect through:

• Toronto Island (YTZ) – 85% of one-stop connections
• Detroit Metropolitan Wayne County (DTW) – 7% of one-stop connections
• Toronto Pearson Intl (YYZ) – 7% of one-stop connections
• New York LaGuardia (LGA) – 0% of one-stop connections

Toronto Island (YTZ) handles the largest share of one-stop connections on this route.

Yes. Being flexible with your travel dates can save you up to 24% on the Montreal Pierre Elliott Trudeau Intl Airport to Chicago route. Thursday is the cheapest departure day at C$ 454 round-trip on average, while Monday is the most expensive at C$ 596, a difference of C$ 143. KAYAK's flexible dates feature shows options up to 3 days before and after your selected dates, making it easier to compare nearby fares.

Morning is the busiest departure period on Montreal Pierre Elliott Trudeau Intl Airport to Chicago flights, with 38% leaving in that window. Afternoon departures account for 37%, Evening flights for 25%, and Night flights for 0%.

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.

These are the earliest and latest flight times available from Montreal Pierre Elliott Trudeau Intl Airport to Chicago:

• Earliest: departs at 6:00 am and lands at 8:45 am
• Latest: departs at 6:30 pm and lands at 9:15 pm.

The flight takes about 2h 45m.

Last-minute fares on this route – booked within 2 weeks of departure – run 63% above the route average of C$ 482. Book 26 weeks before departure for the lowest fares.

A direct flight from Montreal Pierre Elliott Trudeau Intl Airport to Chicago takes 2h 45m, covering 1,903 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.

Yes. Based on fares seen in the past 5 days, round-trip prices on this route showed a wide range, from about C$ 390 to C$ 1,979. That means the highest observed fare was about 5x higher than the lowest one.

One-way fares from Montreal Pierre Elliott Trudeau Intl Airport to Chicago are currently lower than usual. Average one-way flight prices are about C$ 247, which is 26% below the typical average for this route.

Flying via Toronto Island (YTZ) gives the shortest average 1-stop total travel time at 4h 39m, compared with 4h 54m via Toronto Pearson Intl (YYZ) and 4h 54m via Philadelphia (PHL).

Chicago is 1 hour behind Montreal Pierre Elliott Trudeau Intl Airport (Central Time vs Eastern Time). Plan for the time shift when scheduling connections or first-day activities.

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 from around C$ 24:

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

Near Chicago Midway Airport (MDW) – daily rates from around C$ 45:

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

Near Chicago Greater Rockford Airport (RFD) – daily rates from around C$ 42:

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

Round-trip flights from Montreal Pierre Elliott Trudeau Intl Airport to Chicago range from C$ 374 to C$ 632, with an average of C$ 482 over the past 12 months. Anything below C$ 374 counts as a good deal.

Four airlines offer in-flight Wi-Fi on Montreal Pierre Elliott Trudeau Intl Airport to Chicago flights:

• • Air Canada
• • United Airlines
• • American Airlines
• • Finnair