Cheap flights from Toronto (YTO) to Chicago (CHI) from $124
This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 8/5. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
The best prices from Toronto to Chicago are usually found in April or February, booked 37 days in advance, depart on a Wednesday or Thursday and return on a Saturday
Cheap flight deals from Toronto to Chicago
Discover tips and strategies to find the most affordable flight options for your journey from Toronto (YTO) to Chicago (CHI). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated mayo 30, 2024.
Popular in | September |
|---|---|
Cheapest in | April |
Round-trip from | $222 |
One-way from | $146 |
What is the cheapest day to fly round-trip from Toronto to Chicago?
It’s generally more expensive to depart on a Tuesday, if you have to leave on this day you can still search on Cheapflights to find great options that meet your needs.
How far in advance should I book a flight from Toronto to Chicago?
To save up to 90% on this flight, we recommend booking at least 38 days prior to travel. The price may fluctuate and will likely increase closer to your departure date. Users on Cheapflights have found tickets from Toronto to Chicago from $337 1-2 weeks out and tickets from $489 for flights departing within the next 72 hours.
What is the cheapest month to fly from Toronto to Chicago?
Our data shows that April tends to be the cheapest month to fly to Chicago from Toronto. Users have commonly found prices around $291 for the month, but tickets can be as low as $193. Due to multiple factors, prepare for potentially higher prices in September.
What is the cheapest time of day to fly from YTO to CHI?
A simple way to save on the total cost of your ticket is to fly from Toronto to Chicago in the evening. If you’re flexible enough to do this you can expect to save up to 13% on your trip compared to booking a flight in the afternoon.
Cheap Delta flights from Toronto to Chicago
Explore cheap flight options specifically provided by Delta for the route between Toronto and Chicago. Find affordable fares and compare prices with other airlines to secure the best deal for your journey. Over the last 7 days, Cheapflights users made 2,784,634 searches. Data last updated mayo 30, 2024.
Consider these cheap Delta flights we've found departing from Toronto to Chicago. Come back soon if you're not finding the exact deal you're looking for.
Cheap American Airlines flights from Toronto to Chicago
Explore cheap flight options specifically provided by American Airlines for the route between Toronto and Chicago. Find affordable fares and compare prices with other airlines to secure the best deal for your journey. Over the last 7 days, Cheapflights users made 2,784,634 searches. Data last updated mayo 30, 2024.
Have a look at some of the cheapest available American Airlines flights departing from Toronto and landing in Chicago. Make sure to examine the flight information before completing your reservation.
Cheap Toronto to Chicago flights in May & June 2024
Find cheap flight options from Toronto to Chicago specifically for the months of May and June 2024. Explore affordable fares based on user searches. Over the last 7 days, Cheapflights users made 2,784,634 searches. Prices were last updated on mayo 30, 2024.
These are some of the best deals we've found on flights to Chicago in 2024 at this time. Check back soon for alternative fares.
Toronto to Chicago 2024 flight deals
Discover exclusive flight deals for travel between Toronto and Chicago in 2024. Find excellent offers based on user searches. Over the last 7 days, Cheapflights users made 2,784,634 searches. Data last updated mayo 30, 2024.
These are some of the best deals we've found on flights to Chicago in 2024 at this time. Check back soon for alternative fares.
Non-stop flights to Chicago from Toronto
Discover non-stop flight options from Toronto to Chicago. Find direct flights with no layovers, providing a convenient travel experience. Explore non-stop flight options based on user searches, and compare prices and availability for your desired travel dates. Over the last 7 days, Cheapflights users made 2,784,634 searches. Data last updated mayo 30, 2024.
Take a look at some of the direct flights traveling from Toronto to Chicago in the near future. If you're looking for other options for flights from Toronto to Chicago, make sure to update the search form at the top of page.
Toronto to Chicago flights leaving soon
Find last-minute flight options from Toronto to Chicago for spontaneous travel. Discover available flights and compare prices based on user searches. Secure great deals and offers for spontaneous trips with quick booking options. Over the last 7 days, Cheapflights users made 2,784,634 searches. Data last updated mayo 30, 2024.
Users seeking a last-minute flight from Toronto to Chicago should consider booking one of these fares. Tip: verify your flight details before completing your reservation.
One-way flights to Chicago from Toronto
Search for one-way flight options from Toronto to Chicago. Find affordable one-way fares based on user searches. Compare prices and availability to plan your one-way journey according to your preferred dates and budget. Over the last 7 days, Cheapflights users made 2,784,634 searches. Data last updated mayo 30, 2024.
If you're seeking multiple options on one-way flights from Toronto to Chicago, be sure to check out these deals, which are updated often. Those seeking round-trip flights from Toronto to Chicago should utilize the search form at the the top of the page.
Find flights from Toronto to Chicago within your budget
Customize your flight search to find flights from Toronto to Chicago that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,784,634 searches. Data last updated mayo 30, 2024.
Fly from
Fly to
Budget
$210 - $314
Route
Depart
Return
Price
Toronto IslandChicago Midway
YTZ - MDW
YTZMDW
Toronto Island
lun. 7/29
Nonstop1h 47m
Chicago Midway
sáb. 8/3
Nonstop1h 42m
Toronto IslandChicago Midway
YTZ - MDW
YTZMDW
Toronto Island
jue. 6/27
Nonstop1h 47m
Chicago Midway
jue. 7/4
Nonstop1h 42m
Toronto IslandChicago Midway
YTZ - MDW
YTZMDW
Toronto Island
vie. 6/14
Nonstop1h 47m
Chicago Midway
mar. 6/18
Nonstop1h 42m
Toronto Pearson IntlChicago O'Hare Intl
YYZ - ORD
YYZORD
Toronto Pearson Intl
mié. 6/19
Nonstop1h 57m
Chicago O'Hare Intl
mié. 6/26
Nonstop1h 48m
Toronto Pearson IntlChicago O'Hare Intl
YYZ - ORD
YYZORD
Toronto Pearson Intl
vie. 6/14
1 stop7h 04m
Chicago O'Hare Intl
lun. 6/17
1 stop8h 25m
Toronto Pearson IntlChicago O'Hare Intl
YYZ - ORD
YYZORD
Toronto Pearson Intl
lun. 9/30
Nonstop1h 56m
Chicago O'Hare Intl
sáb. 10/12
Nonstop1h 43m
Toronto Pearson IntlChicago O'Hare Intl
YYZ - ORD
YYZORD
Toronto Pearson Intl
mar. 7/2
Nonstop1h 56m
Chicago O'Hare Intl
lun. 7/8
1 stop5h 57m
Toronto Pearson IntlChicago O'Hare Intl
YYZ - ORD
YYZORD
Toronto Pearson Intl
mar. 6/18
Nonstop1h 55m
Chicago O'Hare Intl
vie. 6/21
1 stop5h 29m
Toronto Pearson IntlChicago Midway
YYZ - MDW
YYZMDW
Toronto Pearson Intl
sáb. 8/10
1 stop6h 29m
Chicago Midway
mar. 8/13
1 stop5h 13m
How far ahead should I book a flight from Toronto to Chicago?
Use this chart to determine the optimal time to book a round-trip flight from Toronto to Chicago. Price data was last updated on May 24, 2024.
To ensure you get the cheapest price possible for a flight from Toronto to Chicago, you should look to book at least 37 days in advance of your intended travel date. The price of your flight may increase if you delay and leave booking until a week or so before departure.
What is the cheapest day to fly from Toronto to Chicago?
Use this chart to determine the cheapest time to fly round-trip from Toronto to Chicago. Price data was last updated on May 26, 2024.
Best time to book a flight from Toronto to Chicago
Have a flexible travel schedule? Discover the best time to fly to Chicago from Toronto with our price prediction graph.
Temperature and rainfall in Chicago by month
Plan your trip to Chicago by taking into account the average temperature and rainfall totals by month.
CHI Temperature | 23 - 73.4 °F |
|---|
Reviews of airlines servicing Chicago
Get insights into the airlines that provide service to Chicago. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Chicago. Reviews last updated mayo 30, 2024.
Read through reviews of airlines operating flights from Toronto to Chicago, such as Delta, American Airlines and Air Canada. In addition to providing an overall rating, users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Boarding
Comfort
Entertainment
Crew
Food
Overall
Reviews
When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.
Boarding
Comfort
Entertainment
Crew
Food
Overall
Reviews
When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.
Boarding
Comfort
Entertainment
Crew
Food
Overall
Reviews
When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.
Boarding
Comfort
Entertainment
Crew
Food
Overall
Reviews
When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.
Boarding
Comfort
Entertainment
Crew
Food
Overall
Reviews
When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.
Boarding
Comfort
Entertainment
Crew
Food
Overall
Reviews
When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.
Related info for your journey
Find useful and relevant information for your journey from Toronto to Chicago. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
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Alternative routes for Toronto to ChicagoSee prices for flight routes from nearby airports that may be better suited for you.
See prices for flight routes from nearby airports that may be better suited for you.
Top 4 airlines flying from Toronto to Chicago
Discover the top 4 airlines that operate flights from Toronto to Chicago. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,784,634 searches. Data last updated mayo 30, 2024.
Search flights from Toronto to Chicago by cabin class
Find flights from Toronto to Chicago, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Hourly flight availability from Toronto to Chicago
Find hourly flight availability from Toronto to Chicago. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated mayo 30, 2024.
| 6%of flight departures | Early morningMidnight to 6 am |
|---|---|
| 38%of flight departures | Morning6 am to noon |
| 45%of flight departures | AfternoonNoon to 6 pm |
| 11%of flight departures | Evening6 pm to midnight |
Weekly flight availability from Toronto to Chicago
Explore weekly flight availability from Toronto to Chicago. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated mayo 30, 2024.
| Sunday | 54daily flights |
|---|---|
| Monday | 57daily flights |
| Tuesday | 51daily flights |
| Wednesday | 48daily flights |
| Thursday | 57daily flights |
| Friday | 66daily flights |
| Saturday | 46daily flights |
Book a flight to one of these trending destinations
User searches for flights to these destinations increased 20% or more in the past 90 days compared to other destinations
Fly with Cheapflights
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How does Cheapflights help users find flights from Toronto to Chicago?
Cheapflights helps you search for flights from Toronto to Chicago via 900+ travel sites so you don’t have to. After performing a flight search, users can also filter their flight selection by filtering for price, number of stops, airlines, and so on.
Why should you use Cheapflights to find cheap flight tickets from Toronto to Chicago?
By finding flights from multiple airlines and providers at completely no cost, Cheapflights helps millions of users like you annually find the best flights to Chicago from Toronto.
Can Cheapflights find flights from Toronto to Chicago with no change fees?
Certainly. Search results for flights to Chicago from Toronto shown to you on Cheapflights can be narrowed down with different useful search filters, which includes flexible booking options.
Can Cheapflights notify me if prices for flights from Toronto to Chicago become cheaper?
Yes! Start tracking prices for Toronto to Chicago flights today and get alerted whenever prices for these flights change. To access this feature, click the bell icon next to the flight deals above, which will prompt you for a valid email address to receive your alerts.