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

Among airlines operating Toronto to Chicago O'Hare Intl Airport 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
• Porter Airlines: offers free seat selection

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

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

• United Airlines
• Air Canada
• American Airlines
• Porter Airlines

Flights from Toronto to Chicago O'Hare Intl Airport may depart from several airports in Toronto area, including Toronto Region of Waterloo Intl (YKF), Toronto Island (YTZ) and Toronto Pearson Intl (YYZ). Flights usually 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
• 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

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

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

• Economy Class
• Business Class
• First Class

On this route, layover flights are cheaper than direct options on average. Layover fares average C$ 282 round-trip via Charlotte Douglas (CLT), compared to C$ 398 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 Toronto to Chicago O'Hare Intl Airport most commonly connect through:

• Detroit Metropolitan Wayne County (DTW) – 58% of one-stop connections
• Toronto Pearson Intl (YYZ) – 24% of one-stop connections
• Minneapolis St Paul (MSP) – 5% of one-stop connections
• Montreal Pierre Elliott Trudeau Intl (YUL) – 3% of one-stop connections

Detroit Metropolitan Wayne County (DTW) handles the largest share of one-stop connections on this route.

Yes. Being flexible with your travel dates can save you up to 10% on the Toronto to Chicago O'Hare Intl Airport route. Thursday is the cheapest departure day at C$ 385 round-trip on average, while Monday is the most expensive at C$ 427, a difference of C$ 42. KAYAK's flexible dates feature shows options up to 3 days before and after your selected dates, making it easier to compare nearby fares.

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 Toronto to Chicago O'Hare Intl Airport route, 13% of flights were delayed in the past 3 months, with delays averaging 2 hours 20 minutes.

Afternoon is the busiest departure period on Toronto to Chicago O'Hare Intl Airport flights, with 42% leaving in that window. Morning departures account for 37%, Evening flights for 21%, 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 to Chicago O'Hare Intl Airport:

• Earliest: departs at 6:30 am and lands at 8:38 am
• Latest: departs at 9:00 pm and lands at 11:08 pm.

The flight takes about 2h 08m.

Last-minute fares on this route – booked within 2 weeks of departure – run 67% above the route average of C$ 399. Book 17 weeks before departure for the lowest fares.

A direct flight from Toronto to Chicago O'Hare Intl Airport takes 2h 08m, covering 1,157 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$ 286 to C$ 2,127. That means the highest observed fare was about 7x higher than the lowest one.

One-way fares from Toronto to Chicago O'Hare Intl Airport are currently lower than usual. Average one-way flight prices are about C$ 185, which is 43% below the typical average for this route.

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 Toronto to Chicago O'Hare Intl Airport flights are:

• United Airlines: 91% on time
• American Airlines: 87% on time
• Air Canada: 80% on time

On average, flights on this route are punctual 87% of the time.

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.

Flying via Toronto Pearson Intl (YYZ) gives the shortest average 1-stop total travel time at 4h 35m, compared with 4h 49m via Minneapolis St Paul (MSP) and 4h 54m via Detroit Metropolitan Wayne County (DTW).

Chicago O'Hare Intl Airport is 1 hour behind Toronto (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 to Chicago O'Hare Intl Airport range from C$ 326 to C$ 518, with an average of C$ 399 over the past 12 months. Anything below C$ 326 counts as a good deal.

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

• Air Canada
• United Airlines
• 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.