Skip to flight results
Data updated: 2026-10-28 13:28:17

Toronto (YYZ) to Chicago (ORD) Flights

Compare flights from Toronto to Chicago, explore popular airlines, airports, and travel tips.
Get the latest collected flight schedules, prices, and route information all in one place.
YYZ········· ·········ORD
Toronto Pearson International AirportChicago O'Hare International Airport
Distance
437 miles
Flight time
2h 0m
Time difference
ORD is 1h behind
Departure date
Return date

Flights from Toronto to Chicago

All times are shown in local time. Prices are for one-way, per adult, including taxes and fees.

Transfers
Airlines
Airline allianceAirlines
Departure / arrival
Departure time (local time)Arrival time (local time)
Airport
Departure airports
Arrival airports
Collected nonstop flight records from YYZ to ORD on 2026-10-31
06:45YYZEDT UTC−42h 9m
····· ✈ ·····
Nonstop
07:54ORDCDT UTC−5$360.00One-way
Flight details
07:29YYZEDT UTC−42h 10m
····· ✈ ·····
Nonstop
08:39ORDCDT UTC−5$303.00One-way
Flight details
08:35YYZEDT UTC−42h 9m
····· ✈ ·····
Nonstop
09:44ORDCDT UTC−5$360.00One-way
Flight details
10:53YYZEDT UTC−42h 4m
····· ✈ ·····
Nonstop
11:57ORDCDT UTC−5$360.00One-way
Flight details
11:39YYZEDT UTC−42h 5m
····· ✈ ·····
Nonstop
12:44ORDCDT UTC−5$303.00One-way
Flight details
12:00YYZEDT UTC−42h 13m
····· ✈ ·····
Nonstop
13:13ORDCDT UTC−5$360.00One-way
Flight details
13:15YYZEDT UTC−42h 5m
····· ✈ ·····
Nonstop
14:20ORDCDT UTC−5$303.00One-way
Flight details
14:35YYZEDT UTC−42h 3m
····· ✈ ·····
Nonstop
15:38ORDCDT UTC−5$360.00One-way
Flight details
15:14YYZEDT UTC−42h
····· ✈ ·····
Nonstop
16:14ORDCDT UTC−5$303.00One-way
Flight details
15:35YYZEDT UTC−42h 9m
····· ✈ ·····
Nonstop
16:44ORDCDT UTC−5$360.00One-way
Flight details
16:30YYZEDT UTC−42h 13m
····· ✈ ·····
Nonstop
17:43ORDCDT UTC−5$360.00One-way
Flight details
17:55YYZEDT UTC−42h 10m
····· ✈ ·····
Nonstop
19:05ORDCDT UTC−5$360.00One-way
Flight details
18:25YYZEDT UTC−42h 5m
····· ✈ ·····
Nonstop
19:30ORDCDT UTC−5$303.00One-way
Flight details
18:55YYZEDT UTC−42h 3m
····· ✈ ·····
Nonstop
19:58ORDCDT UTC−5$360.00One-way
Flight details

Flight route map

Toronto (YYZ) to Chicago (ORD) Non-stop flight routes illustrated on a map.

Flights from Toronto (YYZ), Ontario, to Chicago (ORD), Illinois, are shown on the map. Based on recorded flight history, the distance is approximately 437 miles.

Departure
Toronto Pearson International Airport · Ontario, Canada · 43° 40' 33" N 79° 37' 46" W
Flight route
437 miles · 2h 0m
Direction
257.22° (WSW)
Geographic midpoint
The geographic midpoint is at latitude 42.90181, longitude -83.82402, approximately 217.61 miles from both airports.
Great-circle distance
435.2 miles
Driving route
492 miles · 9 hr 54 min
Time difference
ORD is 1h behind
Destination
Chicago O'Hare International Airport · Illinois, United States · 41° 58' 43" N 87° 54' 17" W
Distance and time are approximate; flight schedules and local times may change.

Route information

Distance
437 miles
Average flight time
2h 0m
Time difference
ORD is 1h behind
Route direction
The initial bearing on the course from Toronto to Chicago is 257.22°, and the compass direction is WSW.

Airport information

Toronto Pearson International Airport

Toronto Pearson International Airport
Toronto, Ontario, Canada
43° 40' 33" N, 79° 37' 46" W
Elevation: 569 ft (173 m)
Time zone: EDT UTC−4
View airport details

What's the weather like in Toronto and Chicago?

Temperature unit:

YYZ · Toronto

56°FOvercastFeels like 51°F
Humidity
67%
Wind
8 mph
Precipitation
0 mm

ORD · Chicago

53°FSunnyFeels like 51°F
Humidity
85%
Wind
4 mph
Precipitation
0 mm
Wed, Oct 2875°F | 52°FMainly clear
Thu, Oct 2967°F | 51°FOvercast
Fri, Oct 3060°F | 53°FLight drizzle
Sat, Oct 3163°F | 53°FDense drizzle
Sun, Nov 160°F | 56°FModerate drizzle

Popular airlines from Toronto to Chicago

Popular airports near Toronto

Popular airports near Chicago

Everything you need to know for your flight from Toronto to Chicago

Which departure days are usually cheaper?

If you have flexibility with your travel dates, Tuesday and Wednesday departures are consistently your best bet for finding the lowest airfares. Across global flight routes, flying midweek can easily save you 10% to 20% compared to weekend departures, mainly because you avoid both Monday business trips and Friday weekend getaways. On the flip side, Fridays and Sundays tend to be the most expensive days of the week as leisure travelers head out and return. Another insider tip: opting for early morning flights (before 7:00 AM) or overnight red-eyes often unlocks additional savings while helping you breeze through airport security lines.

How far in advance do fares usually reach their lowest point?

There is no fixed booking window that guarantees the lowest fare for Canada to United States (CA-US). Once your plans are clearer, compare prices for your intended dates and nearby alternatives, using the same cabin, baggage and change conditions. Choose a fare that fits your budget and flexibility; waiting can result in either lower prices or fewer suitable options.

Which travel month has the lowest reference fare, and by how much?

In average round-trip fares grouped by travel month over the past 12 months, Jan is lowest at USD 240. Compared with the selected date's calendar month average of USD 303, the difference is USD 63. This is not a quote for a specific date or nonstop flight.

Should I book now or wait for a lower fare?

If you can change departure dates, the price calendar shows a reference fare of USD 187 on 2026-11-10, USD 116 below the selected date. Prices for different departure dates cannot predict whether the same flight will get cheaper later; check the latest price and availability before booking.

How much could changing the departure date by a few days save?

Among available departure dates within three days of the selected date, the same-currency reference nonstop fare of USD 303 on 2026-10-31 is tied for the lowest. Fares on different dates may not be for the same cabin or fare product; check the latest price and availability before booking.