$124 Cheap flight deals from Kitchener (YTO) to Chicago (CHI)

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This Weekend's Flight Deals from Kitchener to Chicago

This weekend's flight prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Fri, Aug 28 - Sun, Aug 30
YTZ
Billy Bishop Toronto City
ORD
O'Hare Intl.
$424 Roundtrip, found 6 hours ago
$424
Roundtrip
found 6 hours ago
Select Bargain Flight flight, departing Fri, Aug 28 from Billy Bishop Toronto City to O'Hare Intl., returning Sun, Aug 30, priced at $424 found 6 hours ago
Sat, Aug 29 - Sun, Aug 30
YTZ
Billy Bishop Toronto City
MDW
Midway Intl.
$469 Roundtrip, found 1 day ago
$469
Roundtrip
found 1 day ago
Select Porter Airlines flight, departing Sat, Aug 29 from Billy Bishop Toronto City to Midway Intl., returning Sun, Aug 30, priced at $469 found 1 day ago
Sat, Aug 29 - Sun, Aug 30
YYZ
Pearson Intl.
MDW
Midway Intl.
$541 Roundtrip, found 6 hours ago
$541
Roundtrip
found 6 hours ago
Select Delta flight, departing Sat, Aug 29 from Pearson Intl. to Midway Intl., returning Sun, Aug 30, priced at $541 found 6 hours ago
Fri, Aug 28 - Sun, Aug 30
YYZ
Pearson Intl.
ORD
O'Hare Intl.
$612 Roundtrip, just found
$612
Roundtrip
just found
Select Porter Airlines flight, departing Fri, Aug 28 from Pearson Intl. to O'Hare Intl., returning Sun, Aug 30, priced at $612 just found

Airfares from $124 One Way, $205 Round Trip from Kitchener to Chicago

Prices starting at $205 for return flights and $124 for one-way flights to Chicago were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Wed, Sep 16 - Wed, Sep 23
YTZ
Toronto
MDW
Chicago
$205 Roundtrip, just found
$205
Roundtrip
just found
Select Porter Airlines flight, departing Wed, Sep 16 from Toronto to Chicago, returning Wed, Sep 23, priced at $205 just found
Wed, Sep 16 - Thu, Sep 17
YTZ
Toronto
ORD
Chicago
$205 Roundtrip, found 6 hours ago
$205
Roundtrip
found 6 hours ago
Select Air Canada flight, departing Wed, Sep 16 from Toronto to Chicago, returning Thu, Sep 17, priced at $205 found 6 hours ago
Wed, Sep 16 - Thu, Sep 17
YYZ
Toronto
ORD
Chicago
$222 Roundtrip, found 6 hours ago
$222
Roundtrip
found 6 hours ago
Select Air Canada flight, departing Wed, Sep 16 from Toronto to Chicago, returning Thu, Sep 17, priced at $222 found 6 hours ago
Wed, Sep 16 - Thu, Sep 17
YYZ
Toronto
ORD
Chicago
$234 Roundtrip, found 6 hours ago
$234
Roundtrip
found 6 hours ago
Select United flight, departing Wed, Sep 16 from Toronto to Chicago, returning Thu, Sep 17, priced at $234 found 6 hours ago
Wed, Sep 16 - Thu, Sep 17
YYZ
Toronto
ORD
Chicago
$239 Roundtrip, found 6 hours ago
$239
Roundtrip
found 6 hours ago
Select Delta flight, departing Wed, Sep 16 from Toronto to Chicago, returning Thu, Sep 17, priced at $239 found 6 hours ago

More About Flying To Chicago from Kitchener

Route Information for Flights from Kitchener to Chicago

Origin Airport IATA Code
YTO
Destination Airport IATA Code
CHI
Distance
Direct Flight Airlines
Earliest Flight Arrival
Latest Flight Arrival

Kitchener to Chicago

Great Deals on Flights From Kitchener to Chicago

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Frequently asked questions

Are there non-stop flights from Kitchener to Chicago?
There are 3 airlines that offer nonstop services from Toronton Pearson to ORD, so get ready to click that beautiful "book" button. One of these top carriers will have the flight you're looking for:

  • Air Canada
  • United Airlines
  • American Airlines

What is the shortest flight from Kitchener to Chicago?
It can be as a short and sweet as 1 hour and 50 minutes. If you're of the opinion that your vacation hours should be spent 'vacationing' rather than flying, you'll enjoy the trip from Toronto, ON (YYZ-Pearson Intl.) to Chicago, IL (ORD-O'Hare Intl.).
What airlines fly from Kitchener to Chicago most frequently?
The airlines that offer the most frequent flights between Pearson Intl. Airport (YYZ) and ORD include Air Canada (AC). This popular option offers 152 flights on the route every month. United Airlines (UA) will also fly you to your destination in comfort and style. Offering 91 flights every month between Kitchener and Chicago, it's another popular airline to look into.
What is the cheapest day of the week to fly?
Consider flying out early in the week to save on your airfare. Orbitz data from 2021 shows that Monday is the cheapest day to depart, followed by Tuesday. Saturday showed the highest average ticket prices likely because many travelers prefer to start their vacation on a weekend.
What is the cheapest month to fly?
We won't keep you guessing, according to Orbitz data from 2021, the cheapest month to fly is February. Perfect for those who need a weekend getaway, or just a break from it all in the shortest month of the year. Be aware that the most expensive time to fly is during the height of summer in July, and in the holiday month of December.*According to flight demand on Orbitz.com from January to December 2021. Savings are subject to change based on departure location, date and destination.

More Destinations

Fare, taxes & fees: Fares include all taxes and fees, except baggage fees. Rates shown reflect fares found by other Orbitz users over the past 7 days. Due to rapidly changing airline prices & seat availability, these fares may no longer be available.

Refunds/changes/cancellations: Itinerary changes, if permitted for the fare, will have a $30 service fee charged by Orbitz. Additional airline charges may apply.

Other conditions: Schedules, fares and rules are subject to change without notice. Seats are limited and may not be available on all flights/dates or in all markets. Lower fares may be available. Fares will not be honored retroactively or in exchange for any wholly/partially unused ticket. Tickets are non-transferable and non-refundable. Fare rules are provided for the selected itinerary before booking.