Skip to content
Flight Sniper

Chicago to Toronto flights

The cheapest round trip we found from Chicago to Toronto is $272 (Dec 8 – 16, Nonstop).

CHI to YTO · Round trip · Economy · Prices per person in USD · Price found (2 days ago)

Cheapest found

$272
Dec 8 – 16 · Nonstop
Book this fare
Typical price — worth watching 12% below the typical $310 we've seen, and prices have been falling this week. Based on 28 days of prices.
Not ready to book? We'll email you when Chicago → Toronto drops below $255.
Dec – Jan · 8–14 nights · Change

Cheapest round trip by month

Lowest fare found per departure month
Cheapest round trip from Chicago to Toronto by departure month
MonthCheapest round trip
November 2026No fares found yet
December 2026$204 (cheapest month)
January 2027No fares found yet
February 2027$340

Cheapest dates in the next 4 months

Round trip, per person
  • Dec 8 – 16 8 nights · leave Tue
    $272
    Porter Airlines Canada Nonstop · 1h 45m
    Book
  • Dec 26 – Jan 10, 2027 15 nights · leave Sat
    $316
    Porter Airlines Canada Nonstop · 1h 45m
    Book
  • Feb 1 – 4, 2027 3 nights · leave Mon
    $340
    Porter Airlines Canada Nonstop · 1h 40m
    Book

Prices change often. The booking site shows the final price before you pay. Other dates? Set an alert

Things to do in Toronto

Tickets and tours on Klook
See things to do in Toronto Attractions, tours and airport transfers on Klook

To see tours and tickets here, turn on partner content in .

Partner widget: we may earn a commission if you book, at no extra cost to you.

Airport transfer to Toronto

Fixed prices from YYZ on Kiwitaxi

To see transfer prices here, turn on partner content in .

Partner widget: we may earn a commission if you book, at no extra cost to you.

Plan the rest of your trip

Toronto · Dec 8 – 16

Airport transfer · Kiwitaxi

Partner links: we may earn a commission if you book, at no extra cost to you.

Share this deal

X WhatsApp Facebook Reddit

More from Chicago

All flights from Chicago

Flights to Toronto from other cities

All flights to Toronto Flying the other way? Toronto to Chicago from $252

Chicago to Toronto: questions

How much does a flight from Chicago to Toronto cost?

The cheapest round trip we have found right now is $272, leaving December 8 and returning December 16. Prices are per person, economy, in USD.

Which airports do Chicago to Toronto flights use?

Chicago airports include O'Hare International (ORD), Chicago Midway International (MDW) and Chicago Rockford International (RFD). Toronto airports include Pearson International (YYZ), Hamilton (YHM) and Toronto City Centre (YTZ). The prices on this page cover every airport in both cities (CHI and YTO are the city codes).

About this route

We track round-trip economy fares from Chicago (United States) to Toronto (Canada) using Travelpayouts / Aviasales data. The cheapest round trip we've found is $272, departing December 8 and returning December 16 on a nonstop flight. The cheapest month to fly in our data is December, from $204. Prices are per person and were correct when found; the final price is set by the airline or booking site when you book.

We use cookies for analytics and to show partner offers such as tours. Privacy policy

Cookie settings

  • NecessaryKeep you signed in and protect forms. Always on.