Cheap flights from Toronto to Chicago from $123
This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Toronto to Chicago departing on 5/27. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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Below you can see the best fares for your round-trip flight route over the next six months. All fares were found on momondo this week. Browse the quickest and cheapest flights from Toronto to Chicago by changing tabs
Find the cheapest one-way flights from Toronto to Chicago
If you're looking for one-way flights from Toronto to Chicago, view some of our deals below provided by Air Canada and Porter Airlines
Search last-minute flights to Chicago from Toronto
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Best airlines flying from Toronto to Chicago
Compare and see reviews for airlines that fly from Toronto to Chicago with momondo
| Airline | Rating | Free Cancellation | Price | ||
|---|---|---|---|---|---|
| PriceFrom $205 | Free Cancellation | Rating 7.4 439 reviews | |||
| PriceFrom $214 | Free Cancellation | Rating 7.0 6,836 reviews | |||
| PriceFrom $225 | Free Cancellation | Rating 7.4 11,341 reviews | |||
| PriceFrom $252 | Free Cancellation | Rating 7.3 14,963 reviews |
Porter Airlines Flights From Toronto to Chicago
Porter Airlines flies from Toronto to Chicago around 14 times per week, with 439 momondo users rating the airline 7.4/10. The cheapest Porter Airlines deal from Toronto to Chicago in the last 72 hours was $205 (round-trip), much lower than the average airfare cost of $286 for Porter Airlines flights on this route.
United Airlines Flights From Toronto to Chicago
United Airlines (7.4/10 from 11,341 reviews) operates around 67 flights from Toronto to Chicago in any given week. The average United Airlines airfare for this route is around $350, with deals from around $225 rare but found on momondo. Referenced prices are for round-trip Toronto to Chicago flight searches in the last 72 hours.
Air Canada flights from Toronto to Chicago
Our best Air Canada deals on Toronto to Chicago flight tickets
United Airlines flights from Toronto to Chicago
Our best United Airlines deals on Toronto to Chicago flight tickets
How to get the cheapest flight ticket from Toronto to Chicago
Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip
What is the cheapest month to fly from Toronto to Chicago?
January. The cheapest time of year to fly to Chicago from Toronto is January. Most expensive is July
What is the cheapest day to depart Toronto for Chicago?
Saturday. The cheapest day of the week is typically Saturday. The most expensive is typically Sunday
When is the cheapest time to fly from Toronto to Chicago?
In the evening. Toronto to Chicago flights are approximately 14% more expensive in the afternoon than in the evening
What is the cheapest airline that flies to Chicago from Toronto?
Porter Airlines. Air Canada, American Airlines, and Porter Airlines are the most popular carriers operating from Toronto to Chicago
What is the cheapest Toronto to Chicago flight route?
Toronto Island - Chicago Midway. Fly from Toronto Island to Chicago Midway for the best Toronto - Chicago flight prices
How far in advance should you book Toronto to Chicago flights?
26 days before. The cheapest time to buy a flight from Toronto to Chicago is approximately 26 days to departure
How many flights depart from Toronto to Chicago on average per day?
The number of flights available between Toronto and Chicago is 54 per day as of April 2024. The most frequent departure time is 12:00PM, with 50% of daily flights leaving in the afternoon.
How many flights depart from Toronto to Chicago on average per week?
As of April 2024, 379 flights take off from Toronto and land in Chicago each week. The most common flight departure day for this route is Friday, with 17% of weekly flights taking off on this day.
What cabin class options are available on Toronto to Chicago flights?
There are 4 cabin classes available to choose from on Toronto to Chicago flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.
Can stopping save me money on Toronto to Chicago flights?
No. A direct flight is the cheapest option for a flight between Toronto to Chicago.
Cheap Toronto to Chicago (YTO to CHI) flight deals and tips
Find info about flight duration, direct flights, and airports for your flight from Toronto to Chicago
Best Price Found | $123 |
|---|---|
Fastest flight time | 1h 47m |
Direct flights | Every day |
Airports in Chicago | 2 airports |
How far is Toronto to Chicago by plane?
There are 435.3 mi between Toronto and Chicago. Flights usually cover this in 1h 47m, depending on flying conditions and air traffic around both airports.
When did momondo last update prices for flights from Toronto to Chicago?
Prices for flights from Toronto to Chicago are updated daily.
How many operators does momondo search for flights from Toronto to Chicago?
As of April 2024, there are 4 operators available to choose from for flights from Toronto to Chicago.
How old do you have to be to fly from Toronto to Chicago?
The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Toronto to Chicago.
What documentation or ID do you need to fly to Chicago?
The necessary travel and health documents for your Chicago trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.
Why use momondo?
Why should I use momondo to find a flight deal from Toronto to Chicago?
It is quick and easy to find Toronto to Chicago flights on momondo. We search and return numerous flight options from various airlines and agents. You can then use our filters to narrow your search until you have found the most convenient flight to Chicago that suits you.
Can I find flights from Toronto to Chicago with flexible booking policies on momondo?
Yes. momondo enables you to select and highlight flights to Chicago from Toronto with this policy.
How can momondo help me find flights from Toronto to Chicago?
Once you have performed a search in the form on the page, momondo provides useful filters and insights. We can show you the cheapest days and times to fly as well as help filter your options to help you make an informed choice when booking flights to Chicago from Toronto.
I’m not ready to book a flight from Toronto to Chicago right now. Can momondo alert me if prices change?
If you are simply researching potential flights to Chicago, momondo offers a useful price alert feature which will track prices for flights to Chicago from Toronto and alert you when they change.