Are there direct flights from Chicago to Toronto?

Yes, direct flights are commonly available for the Chicago to Toronto route. Historically, approximately 81.5% of flights on this route have been direct. For journeys that include a stopover, travelers typically experience one stop. This high percentage of direct flights suggests that non-stop options are readily accessible for 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 40 minutes. This covers an approximate distance of 700 kilometers. For flights that include one stop, the median travel time is considerably longer, averaging 8 hours and 32 minutes. Travelers seeking the quickest journey should prioritize direct flight options.

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

Yes, setting a price alert for Chicago to Toronto flights is advisable. Historically, this route is classified as one with frequent price changes. This means that prices tend to fluctuate often, offering opportunities for savings. Travelers can benefit from monitoring prices to catch a good deal as it becomes available.

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 1 day ago

461 airlines compared

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Fares are subject to change and may not be available for all dates. (Data last updated Sep 14, 2026.)

Today’s best flight deals from Chicago to Toronto

Explore current cheapest deals departing from Chicago to Toronto

2026-10-10 – 2026-10-18
CHI - Toronto
45% AI deal score
$188
$203
Round trip
2026-10-24 – 2026-10-27
CHI - Toronto
45% AI deal score
$202
$203
Round trip
2026-10-01 – 2026-10-04
CHI - Toronto
48% AI deal score
$224
$203
Round trip
2026-11-03 – 2026-11-10
CHI - Toronto
45% AI deal score
$194
$203
Round trip
2026-11-01 – 2026-11-04
CHI - Toronto
45% AI deal score
$204
$203
Round trip
2026-10-06 – 2026-10-13
CHI - Toronto
45% AI deal score
$195
$204
Round trip
2026-10-02 – 2026-10-14
CHI - Toronto
44% AI deal score
$175
$205
Round trip
2026-10-02 – 2026-10-19
CHI - Toronto
44% AI deal score
$166
$205
Round trip
2026-10-02 – 2026-10-15
CHI - Toronto
44% AI deal score
$174
$205
Round trip
2026-10-02 – 2026-10-16
CHI - Toronto
44% AI deal score
$174
$205
Round trip

Chicago to Toronto: Overview

Insights for flights from Chicago to Toronto

For those seeking cheap flights from Chicago to Toronto, fares typically range from $116 to $246, with a median price of $193. Right now, current fares are significantly above the typical level for this route. Only 6% of recent fares were classified as a good price, indicating that finding deals might require some flexibility.

When is the cheapest time to fly from Chicago to Toronto? The data indicates that July is often the most affordable month, with a median fare of $112. Following closely are February, with a median of $116, and October, where the median fare is $121. Planning your trip during these months could lead to more budget-friendly travel.

Regarding direct flights from Chicago to Toronto, almost all itineraries are non-stop, with direct flights making up 81.5% of recent fares. For the remaining itineraries that do include connections, the typical number of stopovers is one.

A typical journey from Chicago to Toronto takes approximately 1h 40m. This median duration primarily reflects non-stop flights, given that the vast majority of itineraries on this route are direct. For the less common connecting flights, the median journey time is significantly longer, at 11h 49m.

The distance between Chicago and Toronto is approximately 700 kilometers, classifying this as a short-haul route. This relatively short distance contributes to the prevalence of direct flights and shorter overall travel times.

How much is a round trip from Chicago to Toronto

Regular price: $157 - $371

Prices are currently within the regular range.

The regular price range for flights from Chicago to Toronto is $157 to $371. The current lowest deal is $203 with Porter Airlines for travel from Oct 10-Oct 18.

now $203

Low $157

High $371

The cheapest time to fly from Chicago to Toronto

The cheapest month to fly from Chicago to Toronto is February, with a median price of $116. The most expensive month is April, with a median price of $256. Prices are generally lower from January to November.

February

Cheapest

Flights from $116

April

Most Expensive

Flights from $256

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

Wed, Sep 16

⌛ Last-Minute

MDW - Toronto

Chicago (MDW) - Toronto (YTZ)

Porter Airlines

$481

$298

One-way

Sat, Sep 19

⌛ Last-Minute

ORD - Toronto

Chicago (ORD) - Toronto (YYZ)

Deutsche Luft Hansa

$547

$352

One-way

Sat, Sep 19

⌛ Last-Minute

ORD - Toronto

Chicago (ORD) - Toronto (YYZ)

$715

$424

One-way

Thu, Sep 24

⌛ Last-Minute

MDW - Toronto

Chicago (MDW) - Toronto (YYZ)

Deutsche Luft Hansa

$432

$266

One-way

Sat, Sep 26

⌛ Last-Minute

ORD - Toronto

Chicago (ORD) - Toronto (YYZ)

$545

$243

One-way

Sat, Sep 26

⌛ Last-Minute

ORD - Toronto

Chicago (ORD) - Toronto (YYZ)

$548

$252

One-way

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

1 night

Sep 27 - Sep 28

$528 → $342

35%

8 nights

Sep 19 - Sep 27

$521 → $352

32%

7 nights

Sep 16 - Sep 23

$464 → $298

36%

4 nights

Sep 24 - Sep 28

$430 → $266

38%

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 6% good prices.

📅 Best time to fly

Fly in July for the best prices

Historically, July ($112), February ($116), and October ($121) offer the lowest median prices.

⏱️ Flight duration

Direct flights average 1h 40m

Direct flights to Toronto typically take 1h 40m, while connecting flights average 11h 49m.

✈️ Airlines & availability

Direct flights are dominant on this route

81.5% of recent flights from Chicago to Toronto are direct, with frequent deals available.

🏆 Airline highlight

Air Canada offers direct flights

Air Canada is one airline offering direct flights on the Chicago to Toronto route.

🎯 Booking tip

Consider booking soon for a $203 deal

A recent deal from Porter Airlines for $203 (Oct 10-Oct 18) was found on Skyscanner.

Chicago main airports to depart from

Chicago Midway International (MDW)

Cheapest

Fly from Chicago Midway International for a potentially cheaper option to Toronto.

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

💸 Flights from ~$198

Toronto main airports to arrive at

Billy Bishop Toronto City (YTZ)

Cheapest

Billy Bishop Toronto City Airport is a convenient arrival option for flights from Chicago to Toronto.

📍 ~3 km from city center (reachable by car)

💸 Flights from ~$198

Airports nearby Toronto used as alternative

John C. Munro Hamilton International (YHM)

John C. Munro Hamilton International is a strong alternative, especially for low-cost carriers, with easier parking.

📍 ~60 km from Toronto (reachable by car)

💸 Flights from ~$325

Business & First Class Flight Deals to Toronto

75% AI deal score

$1,295

$827

Save $468

Frequently Asked Questions About Flights to Toronto

Historically, the optimal time to purchase tickets for flights from Chicago to Toronto is typically 28-59 days before departure. During this period, the average price is around $165. Prices tend to increase significantly closer to the departure date, with flights booked 0-6 days out averaging about $501. Even booking 60+ days in advance shows a slightly higher average price of $177 compared to the 28-59 day window.

Across the trailing quarter, a flight from Chicago to Toronto is generally considered a good deal if it is priced at or below $116. The median price for this route over the same period was $193. Prices can vary, with 75% of observed prices being $246 or less. Keeping an eye out for fares at or below the $116 threshold can help travelers secure a favorable price.

Historically, July has been the cheapest month to fly from Chicago to Toronto, with a median price of $112. February and October also offer competitive prices, with median fares of $116 and $121 respectively. The annual median price for this route is $193, indicating that these months typically offer significant savings compared to the yearly average.

Chicago to Toronto: Overview

Insights for flights from Chicago to Toronto

How much is a round trip from Chicago to Toronto

Regular price: $157 - $371

Prices are currently within the regular range.

The regular price range for flights from Chicago to Toronto is $157 to $371. The current lowest deal is $203 with Porter Airlines for travel from Oct 10-Oct 18.

now $203

Low $157

High $371

The cheapest time to fly from Chicago to Toronto

February

Cheapest

Flights from $116

April

Most Expensive

Flights from $256

Jan

Feb

Mar

Apr

May

Jun

Jul

Aug

Sep

Oct

Nov

Dec