Are there direct flights from Chicago to Toronto?

Yes, direct flights are available from Chicago to Toronto. Historically, direct flights have accounted for approximately 42.2% of all available flight options across the trailing 90 days. For flights that include stopovers, the median number of stopovers observed was 2. Travelers seeking a non-stop journey have a good chance of finding one on this route.

How many hours is the flight from Chicago to Toronto?

The typical direct flight from Chicago to Toronto has a median duration of 1 hour and 45 minutes. This route covers a distance of approximately 700 kilometers. For flights that include one stop, the median travel time increases significantly to 8 hours and 4 minutes. Travelers should consider these durations when planning their journey.

Should I set a price alert for Chicago to Toronto flights?

Yes, setting a price alert for flights from Chicago to Toronto is recommended. Historically, this route has been classified as one with frequent price changes across the trailing 30 days. This indicates that prices tend to fluctuate, making price alerts a useful tool for monitoring potential deals. An alert can help you track price movements and identify opportune times to book.

Flights From Chicago

To Toronto

Cheap Flights from Chicago to Toronto

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Deals from

Chicago

RatePunk searches hundreds of travel sites at once for deals on flights to Toronto

Prices updated 7 days ago

483 airlines compared

80%+ AI score for best value

Fares are subject to change and may not be available for all dates. (Data last updated Oct 26, 2026.)

Today’s best flight deals from Chicago to Toronto

Explore current cheapest deals departing from Chicago to Toronto

2027-02-10 – 2027-02-17
CHI - Toronto
65% AI deal score
$246
$208
Round trip
2027-02-10 – 2027-02-23
CHI - Toronto
49% AI deal score
$230
$208
Round trip
2027-01-23 – 2027-02-17
CHI - Toronto
44% AI deal score
$166
$209
Round trip
2027-01-21 – 2027-02-17
CHI - Toronto
44% AI deal score
$165
$209
Round trip
2027-02-10 – 2027-03-04
CHI - Toronto
48% AI deal score
$225
$210
Round trip
2027-02-10 – 2027-03-10
CHI - Toronto
48% AI deal score
$225
$210
Round trip
2027-02-10 – 2027-02-27
CHI - Toronto
48% AI deal score
$226
$210
Round trip
2027-02-10 – 2027-02-25
CHI - Toronto
48% AI deal score
$226
$210
Round trip
2026-12-12 – 2027-01-09
CHI - Toronto
45% AI deal score
$191
$210
Round trip
2026-12-12 – 2027-01-06
CHI - Toronto
45% AI deal score
$191
$210
Round trip

Chicago to Toronto: Overview

Insights for flights from Chicago to Toronto

Flights from Chicago to Toronto typically cover a distance of 700 km, classifying this as a short-haul route. This means you can expect a relatively quick journey between the two cities. Understanding the typical flight duration and price trends can help you plan your trip more effectively.

For those seeking cheap flights from Chicago to Toronto, fares typically range from $385–$735, with a median price of $560. Right now, current fares are above the typical level for this route. New deals appear almost daily, offering frequent opportunities to find better prices.

When is the cheapest time to fly from Chicago to Toronto? The data indicates that January is the most affordable month, with a median fare of $146. Following January, August also offers competitive pricing with a median of $289, and March is another good option at a median of $294.

Regarding direct flights from Chicago to Toronto, a meaningful share of itineraries are non-stop, with 42.2% of recent fares being direct. For the remaining flights, most itineraries connect at least once, with the typical number of connections being two.

A typical journey from Chicago to Toronto takes approximately 1h 45m, including connections. This median duration is based on all observed flights, encompassing both non-stop and connecting itineraries. Non-stop flights have a median duration of 1h 45m, while connecting flights typically take around 14h 31m.

How much is a round trip from Chicago to Toronto

Regular price: $159 - $357

Prices for flights from Chicago to Toronto are currently within the regular range.

The regular price range for flights from Chicago to Toronto is between $159 and $357. The current lowest deal is $222 with Porter Airlines for travel from Jan 21-Jan 25.

now $222

Low $159

High $357

The cheapest time to fly from Chicago to Toronto

The cheapest month to fly from Chicago to Toronto is January, with a median price of $146. The most expensive month is February, with a median price of $1512. Prices are generally lower from January to September.

January

Cheapest

Flights from $146

February

Most Expensive

Flights from $1,512

Jan

Feb

Mar

Apr

May

Jun

Jul

Aug

Sep

Oct

Nov

Dec

Direct flights from Chicago to Toronto

Air Canada

Last-minute flights going from Chicago to Toronto

Tue, Nov 3

⌛ Last-Minute

ORD - Toronto

Chicago (ORD) - Toronto (YYZ)

Air Canada

$448

$404

One-way

Mon, Nov 16

⌛ Last-Minute

ORD - Toronto

Chicago (ORD) - Toronto (YTZ)

Porter Airlines

$211

$229

One-way

Mon, Nov 16

⌛ Last-Minute

ORD - Toronto

Chicago (ORD) - Toronto (YTZ)

Porter Airlines

$196

$266

One-way

Tue, Nov 17

⌛ Last-Minute

ORD - Toronto

Chicago (ORD) - Toronto (YTZ)

Porter Airlines

$210

$227

One-way

Tue, Nov 17

⌛ Last-Minute

ORD - Toronto

Chicago (ORD) - Toronto (YTZ)

Porter Airlines

$210

$227

One-way

Tue, Nov 17

⌛ Last-Minute

ORD - Toronto

Chicago (ORD) - Toronto (YTZ)

Porter Airlines

$209

$229

One-way

Biggest price drops on these dates for flights from Chicago to Toronto

4 nights

Nov 8 - Nov 12

$462 → $416

10%

4 nights

Nov 26 - Nov 30

$352 → $310

12%

1 night

Apr 11 - Apr 12

$254 → $235

1 night

Nov 29 - Nov 30

$358 → $339

Popular Airports to fly from Chicago to Toronto

Chicago - Toronto route insights

💸 Price insights

Recent fares are above the typical level

Recent fares for Chicago to Toronto are above the typical level, with a median price of $560.

📅 Best time to fly

January offers the lowest median prices

Historically, January has the lowest median prices at $146, followed by August at $289.

⏱️ Flight duration

Direct flights average 1h 45m

Direct flights to Toronto typically take 1h 45m, while connecting flights average 14h 31m.

✈️ Airlines & availability

Mixed availability of direct flights

About 42.2% of recent flights are direct, with connecting flights typically having 2 stopovers.

🏆 Airline highlight

Porter Airlines offers a recent deal at $222

A recent deal from Porter Airlines offers a flight for $222, departing January 21 and returning January 25.

🎯 Booking tip

Deals are frequent on this route

Deals for flights from Chicago to Toronto are frequent, appearing within a 30-day window.

Chicago main airports to depart from

Chicago Midway International (MDW)

Cheapest

Chicago Midway International offers the cheapest flights to Toronto, making it a budget-friendly option.

📍 ~14 km from Chicago city center (reachable by car or train)

💸 Flights from ~$311

Toronto main airports to arrive at

Toronto Pearson International (YYZ)

Cheapest

Toronto Pearson International Airport is a major gateway for flights from Chicago to Toronto.

📍 ~20 km from Toronto city center (reachable by car, bus, train)

💸 Flights from ~$283

Airports nearby Toronto used as alternative

John C. Munro Hamilton International (YHM)

John C. Munro Hamilton International is a strong domestic alternative, especially for low-cost options.

📍 ~65 km from Toronto (reachable by car)

💸 Flights from ~$387

Business & First Class Flight Deals to Toronto

Toronto, Canada

73% AI deal score

$657

$462

Save $195

Porter Airlines

Business Class

Frequently Asked Questions About Flights to Toronto

Historically, the optimal time to purchase tickets for flights from Chicago to Toronto is typically 60 or more days before departure. Across the trailing quarter, prices for tickets bought within 6 days of travel averaged around $895. In contrast, tickets purchased 60+ days out had an average price of $509, representing a significant saving. Planning ahead by at least two months can lead to more favorable pricing.

A good deal for a flight from Chicago to Toronto is considered to be $385 or less. This threshold is based on historical pricing data from the trailing 90 days, where 25% of all observed prices fell at or below this amount. The median price for this route was $560, while prices at the 75th percentile reached $735. Comparing potential ticket prices to these historical benchmarks can help identify a good value.

Historically, January has been the cheapest month to fly from Chicago to Toronto, with a median price of $146. Other relatively inexpensive months include August, with a median price of $289, and March, with a median price of $294. The annual median price for this route across the trailing 270 days was $560. While March appears on both the cheapest and most expensive lists, its median price of $294 indicates it can offer good value.

Chicago to Toronto: Overview

Insights for flights from Chicago to Toronto

How much is a round trip from Chicago to Toronto

Regular price: $159 - $357

Prices for flights from Chicago to Toronto are currently within the regular range.

The regular price range for flights from Chicago to Toronto is between $159 and $357. The current lowest deal is $222 with Porter Airlines for travel from Jan 21-Jan 25.

now $222

Low $159

High $357

The cheapest time to fly from Chicago to Toronto

January

Cheapest

Flights from $146

February

Most Expensive

Flights from $1,512

Jan

Feb

Mar

Apr

May

Jun

Jul

Aug

Sep

Oct

Nov

Dec