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 options provides convenience for most travelers.

How many hours is the flight from Chicago to Toronto?

The median flight time for a direct flight from Chicago to Toronto is approximately 1 hour and 40 minutes. This route covers a distance of 700 kilometers. Flights with one stop, however, typically have a significantly longer median duration of 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?

Based on historical trends, deals for flights from Chicago to Toronto are classified as frequent. This suggests that price fluctuations and opportunities for savings occur regularly. Setting a price alert can be a beneficial strategy to monitor these frequent price changes and potentially secure a more favorable fare. Travelers can take advantage of these recurring deals by staying informed.

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 2 days ago

405 airlines compared

80%+ AI score for best value

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

Today’s best flight deals from Chicago to Toronto

Explore current cheapest deals departing from Chicago to Toronto

2026-09-11 – 2026-09-12
CHI - Toronto
47% AI deal score
$202
$190
Round trip
2026-09-09 – 2026-09-28
CHI - Toronto
44% AI deal score
$167
$193
Round trip
2026-09-09 – 2026-09-10
CHI - Toronto
47% AI deal score
$202
$193
Round trip
2026-09-15 – 2026-09-28
CHI - Toronto
45% AI deal score
$183
$193
Round trip
2026-09-09 – 2026-09-11
CHI - Toronto
47% AI deal score
$202
$193
Round trip
2026-09-08 – 2026-09-10
CHI - Toronto
47% AI deal score
$201
$193
Round trip
2026-09-10 – 2026-09-28
CHI - Toronto
44% AI deal score
$168
$193
Round trip
2026-09-25 – 2026-09-28
CHI - Toronto
48% AI deal score
$208
$193
Round trip
2026-09-10 – 2026-09-11
CHI - Toronto
47% AI deal score
$202
$193
Round trip
2026-09-12 – 2026-09-28
CHI - Toronto
44% AI deal score
$170
$193
Round trip

Chicago to Toronto: Overview

Insights for flights from Chicago to Toronto

Flights from Chicago to Toronto cover a distance of 700 km, classifying this as a short-haul route. This means you can expect a relatively quick journey between these two cities.

For those seeking cheap flights from Chicago to Toronto, fares typically range from $116–$246, with a median of $193. Right now, current fares are significantly above the typical level for this route, with only 6% of recent fares classified as a good price. New deals appear almost daily, so setting up a price alert can help you track fare changes.

When is the cheapest time to fly from Chicago to Toronto? Historically, the most affordable month to travel is July, with a median fare of just $112. Other budget-friendly options include February, with a median fare of $116, and October, where the median fare is $121.

Most itineraries for this route are non-stop, with 81.5% of recent fares being direct flights from Chicago to Toronto. For the remaining itineraries that do include connections, the typical number of stopovers is 1.

A typical journey from Chicago to Toronto takes approximately 1h 40m. This median duration primarily reflects the prevalence of direct flights on this route, offering a swift travel experience between the two cities.

How much is a round trip from Chicago to Toronto

Regular price: $149 - $358

Prices are currently within the regular range.

The regular price range for flights from Chicago to Toronto is $149 to $358. The current lowest deal is $195 with Porter Airlines for travel from Sep 8-Sep 21.

now $195

Low $149

High $358

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

Porter Airlines

Last-minute flights going from Chicago to Toronto

Fri, Aug 7

⌛ Last-Minute

MDW - Toronto

Chicago (MDW) - Toronto (YYZ)

Deutsche Luft Hansa

$497

$376

One-way

Sat, Aug 8

⌛ Last-Minute

MDW - Toronto

Chicago (MDW) - Toronto (YYZ)

$481

$358

One-way

Sun, Aug 9

⌛ Last-Minute

RFD - Toronto

Chicago (RFD) - Toronto (YYZ)

Allegiant Air

$429

$293

One-way

Mon, Aug 10

⌛ Last-Minute

MDW - Toronto

Chicago (MDW) - Toronto (YYZ)

Deutsche Luft Hansa

$447

$322

One-way

Thu, Aug 13

⌛ Last-Minute

RFD - Toronto

Chicago (RFD) - Toronto (YYZ)

Allegiant Air

$393

$291

One-way

Thu, Aug 13

⌛ Last-Minute

RFD - Toronto

Chicago (RFD) - Toronto (YYZ)

Allegiant Air

$413

$294

One-way

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

5 nights

Aug 18 - Aug 23

$548 → $343

37%

2 nights

Aug 9 - Aug 11

$429 → $293

32%

6 nights

Oct 11 - Oct 17

$381 → $248

35%

3 nights

Dec 10 - Dec 13

$425 → $296

30%

Popular Airports to fly from Chicago to Toronto

Chicago - Toronto route insights

💸 Price insights

Recent fares are near the typical level

Recent fares from Chicago to Toronto are near the typical level for this route.

📅 Best time to fly

Fly in February for prices as low as $116

Historically, February is the cheapest month to fly, with a median price of $116.

⏱️ Flight duration

Direct flights take 1h 40m

The typical direct flight from Chicago to Toronto takes 1 hour and 40 minutes.

✈️ Airlines & availability

81.5% of recent flights are direct

Most flights on this route are direct, with frequent deals available over 30 days.

🏆 Airline highlight

Porter Airlines offers direct flights

Porter Airlines is one of the airlines providing direct flights from Chicago to Toronto.

🎯 Booking tip

Good prices are available 6% of the time

Historically, good prices for this route are available 6% of the time over 90 days.

Chicago main airports to depart from

Chicago Midway International (MDW)

Cheapest

Chicago Midway International offers flights to Toronto, making it a convenient departure option.

📍 ~14 km from Chicago city center (reachable by car or public transport).

💸 Flights from ~$203

Chicago Rockford International (RFD)

Chicago Rockford International provides an alternative departure point for flights to Toronto.

📍 ~126 km from Chicago city center (reachable by car).

💸 Flights from ~$307

O Hare International (ORD)

O Hare International is a major airport with flight options to Toronto.

📍 ~25 km from Chicago city center (reachable by car or public transport).

💸 Flights from ~$205

Toronto main airports to arrive at

Billy Bishop Toronto City (YTZ)

Cheapest

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

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

💸 Flights from ~$191

Airports nearby Toronto used as alternative

John C. Munro Hamilton International (YHM)

This airport is a useful alternative for its proximity and low-cost carrier options, though transit may be less frequent.

📍 ~65 km from Toronto (reachable by car)

💸 Flights from ~$305

Business & First Class Flight Deals to Toronto

79% AI deal score

$776

$402

Save $374

Frequently Asked Questions About Flights to Toronto

Historically, the optimal booking window for flights from Chicago to Toronto is typically between 28 and 59 days prior to departure. During this period, the average price for a ticket is around $165. For travelers booking closer to their departure date, prices tend to increase, with flights purchased 0-6 days out averaging approximately $501. Planning ahead can result in significant savings on this route.

Across the trailing quarter, a good price for a flight from Chicago to Toronto is considered to be $116 or less. The median price for this route over the same period was $193. Prices above $246 are typically in the more expensive range. By aiming for fares at or below the good price threshold, travelers can secure a cost-effective journey.

Historically, July has been the cheapest month to fly from Chicago to Toronto, with a median price of $112. February and October also offer relatively low median prices at $116 and $121, respectively. While October appears in the top three cheapest months, it also represents the most expensive month with a median price of $121. The annual median price for this route is $193, indicating that certain months offer substantial savings.

Chicago to Toronto: Overview

Insights for flights from Chicago to Toronto

Flights from Chicago to Toronto cover a distance of 700 km, classifying this as a short-haul route. This means you can expect a relatively quick journey between these two cities.

How much is a round trip from Chicago to Toronto

Regular price: $149 - $358

Prices are currently within the regular range.

The regular price range for flights from Chicago to Toronto is $149 to $358. The current lowest deal is $195 with Porter Airlines for travel from Sep 8-Sep 21.

now $195

Low $149

High $358

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