C$ 181 Find Cheap Flights from Toronto Island to Chicago O'Hare Airport – Compare and Save

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

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

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

2 airlines operate flights between Toronto Island Airport and Chicago O'Hare Intl Airport. The airlines offering direct flights on this route include:

• Air Canada
• Porter Airlines

Flights from Toronto Island Airport to Chicago O'Hare Intl Airport usually depart from Toronto Island (YTZ) and arrive at Chicago O'Hare Intl (ORD).

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
• Porter Airlines: a carry-on bag and a checked bag in Economy Class
• United Airlines: a cabin bag in Economy Class class

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

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

On this route, direct flights are cheaper than layover options on average. Direct fares average C$ 373 round-trip, compared to C$ 503 via a layover through Montreal Pierre Elliott Trudeau Intl (YUL).

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.

The De Havilland (Bombardier) DHC-8-400 Dash 8Q family is used most often on this route, operated mainly by Air Canada and Porter Airlines. Other aircraft seen on the route include Embraer 175 variants.

Connecting flights from Toronto Island Airport to Chicago O'Hare Intl Airport most commonly pass through:

• Montreal Pierre Elliott Trudeau Intl (YUL) – 67% of one-stop connections
• Ottawa (YOW) – 33% of one-stop connections
Together, these airports account for 100% of one-stop bookings on this route.

Yes. Being flexible with your travel dates can save you up to 37% on the Toronto Island Airport to Chicago O'Hare Intl Airport route. Thursday is the cheapest departure day at C$ 345 round-trip on average, while Sunday is the most expensive at C$ 543, a difference of C$ 198. KAYAK's flexible dates feature shows options up to 3 days before and after your selected dates, making it easier to compare nearby fares.

Afternoon is the busiest departure period on Toronto Island Airport to Chicago O'Hare Intl Airport flights, with 66% leaving in that window. Morning departures account for 34%, Evening flights for 0%, and Night flights for 0%.

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

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

• Earliest: departs at 10:35 am and lands at 12:44 pm
• Latest: departs at 7:40 pm and lands at 9:49 pm.

The flight takes about 2h 09m.

Last-minute fares on this route – booked within 2 weeks of departure – run 74% above the route average of C$ 373. Book 17 weeks before departure for the lowest fares.

A direct flight from Toronto Island Airport to Chicago O'Hare Intl Airport takes 2h 09m, covering 1,154 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$ 285 to C$ 2,035. That means the highest observed fare was about 7x higher than the lowest one.

One-way fares from Toronto Island Airport to Chicago O'Hare Intl Airport are currently lower than usual. Average one-way flight prices are about C$ 183, which is 22% below the typical average for this route.

Flying via Montreal Pierre Elliott Trudeau Intl (YUL) gives the shortest average 1-stop total travel time at 5h 37m, compared with 5h 42m via Ottawa (YOW).

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

Chicago O'Hare Intl Airport (ORD) hosts 5 major car rental companies, with daily rates starting from around C$ 24 for economy cars. Top options include:
• Routes Car & Truck Rentals
• Europcar
• Hertz
• Dollar
• Ace

Round-trip flights from Toronto Island Airport to Chicago O'Hare Intl Airport range from C$ 322 to C$ 429, with an average of C$ 373 over the past 12 months. Anything below C$ 322 counts as a good deal.