YKF - ORD

C$ 722 Find Cheap Flights from Toronto Region of Waterloo Intl to Chicago – Compare and Save

1 adult
1 adult, Economy, 0 bags

Save 25% or more on flights. Compare deals from all over the web.

Never overpay with our price tracking tools.

Filter searches by price, airline and more to find your best flights.

Everything you should know

Start a new search
KAYAK searches hundreds of sites at once to find you the best travel deals.
We hope you enjoy your trip to Chicago O'Hare Intl Airport!
Flight Deals
Booking Insights
Flight Deals

Cheap Flights from Region of Waterloo Intl to O'Hare Intl (YKF-ORD)

 
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Region of Waterloo Intl to O'Hare Intl

Fri, 30 Apr - Sun, 2 May
Multiple Airlines Logo
6:05 a.m. - 4:40 p.m.YKF  Toronto Region of Waterloo Intl-ORD Chicago O'Hare Intl
11h 35m1 stop Calgary
Multiple Airlines Logo
5:30 p.m. - 5:15 a.m.ORD  Chicago O'Hare Intl-YKF Toronto Region of Waterloo Intl
10h 45m1 stop Calgary
C$ 1,081Multiple Airlines
2 days ago
Thu, 3 Dec - Sun, 6 Dec
Multiple Airlines Logo
7:00 p.m. - 11:07 a.m.YKF  Toronto Region of Waterloo Intl-ORD Chicago O'Hare Intl
17h 07m2 stops Calgary Montreal Pierre Elliott Trudeau Intl
Multiple Airlines Logo
3:45 p.m. - 3:45 p.m.ORD  Chicago O'Hare Intl-YKF Toronto Region of Waterloo Intl
23h 00m2 stops Montreal Pierre Elliott Trudeau Intl Calgary
C$ 1,140Multiple Airlines
3+ days ago
Thu, 24 Dec - Thu, 31 Dec
Multiple Airlines Logo
7:00 p.m. - 6:55 p.m.YKF  Toronto Region of Waterloo Intl-ORD Chicago O'Hare Intl
24h 55m3 stops Calgary Vancouver Intl Phoenix Sky Harbor Intl
Multiple Airlines Logo
5:01 a.m. - 3:45 p.m.ORD  Chicago O'Hare Intl-YKF Toronto Region of Waterloo Intl
33h 44m3 stops Orlando Phoenix Sky Harbor Intl Calgary
C$ 1,498Multiple Airlines
1 day ago
Thu, 24 Dec - Thu, 31 Dec
Multiple Airlines Logo
7:00 p.m. - 6:55 p.m.YKF  Toronto Region of Waterloo Intl-ORD Chicago O'Hare Intl
24h 55m2 stops Calgary Phoenix Sky Harbor Intl
Multiple Airlines Logo
5:01 a.m. - 3:45 p.m.ORD  Chicago O'Hare Intl-YKF Toronto Region of Waterloo Intl
33h 44m3 stops Orlando Phoenix Sky Harbor Intl Calgary
C$ 1,610Multiple Airlines
1 day ago
Sat, 26 Dec - Fri, 1 Jan
Multiple Airlines Logo
5:30 p.m. - 12:00 p.m.YKF  Toronto Region of Waterloo Intl-ORD Chicago O'Hare Intl
19h 30m3 stops Toronto Pearson Intl Orlando Atlanta Hartsfield-Jackson
Multiple Airlines Logo
5:01 a.m. - 10:00 p.m.ORD  Chicago O'Hare Intl-YKF Toronto Region of Waterloo Intl
15h 59m2 stops Orlando Halifax Intl
C$ 2,129Multiple Airlines
1 day ago
Sat, 26 Dec - Fri, 1 Jan
Multiple Airlines Logo
7:00 p.m. - 2:37 p.m.YKF  Toronto Region of Waterloo Intl-ORD Chicago O'Hare Intl
20h 37m2 stops Toronto Pearson Intl Vancouver Intl
Multiple Airlines Logo
5:01 a.m. - 10:00 p.m.ORD  Chicago O'Hare Intl-YKF Toronto Region of Waterloo Intl
15h 59m2 stops Orlando Halifax Intl
C$ 2,152Multiple Airlines
1 day ago
Mon, 28 Dec - Fri, 1 Jan
Multiple Airlines Logo
7:00 p.m. - 4:52 p.m.YKF  Toronto Region of Waterloo Intl-ORD Chicago O'Hare Intl
22h 52m2 stops Toronto Pearson Intl Fort Lauderdale
Multiple Airlines Logo
7:05 a.m. - 10:00 p.m.ORD  Chicago O'Hare Intl-YKF Toronto Region of Waterloo Intl
13h 55m2 stops Montreal Pierre Elliott Trudeau Intl Halifax Intl
C$ 2,179Multiple Airlines
4 hours ago
Mon, 28 Dec - Fri, 1 Jan
Multiple Airlines Logo
5:30 p.m. - 12:00 p.m.YKF  Toronto Region of Waterloo Intl-ORD Chicago O'Hare Intl
19h 30m3 stops Toronto Pearson Intl Fort Lauderdale Atlanta Hartsfield-Jackson
Multiple Airlines Logo
7:05 a.m. - 10:00 p.m.ORD  Chicago O'Hare Intl-YKF Toronto Region of Waterloo Intl
13h 55m2 stops Montreal Pierre Elliott Trudeau Intl Halifax Intl
C$ 2,352Multiple Airlines
4 hours ago
Booking Insights

Price, demand, and travel trends for Toronto Region of Waterloo Intl Airport to Chicago O'Hare Intl Airport flights

Use KAYAK data on prices, travel dates, airlines, and seasonal trends to compare options and book flights with more confidence.

What is the cheapest layover airport when flying from Toronto Region of Waterloo Intl Airport to Chicago O'Hare Intl Airport?

Flights via Toronto Pearson Intl (YYZ) offer the most affordable fares, with an average round-trip price of C$ 511. Based on KAYAK data over the past 3 months.

When flying from Toronto Region of Waterloo Intl Airport to Chicago O'Hare Intl Airport, which airport offers the shortest layover?

Toronto Pearson Intl (YYZ) had the shortest average connection time for Toronto Region of Waterloo Intl Airport to Chicago O'Hare Intl Airport layovers at 3h 06m over the past three months.

Find deals

Key details for Toronto Region of Waterloo Intl Airport to Chicago O'Hare Intl Airport flights

Cheapest flight

C$ 722
One-way flight from Toronto Region of Waterloo Intl Airport to Chicago O'Hare Intl Airport

When to book flights from Region of Waterloo Intl to O'Hare Intl

Are your dates flexible? Find out the best times to travel from Region of Waterloo Intl to O'Hare Intl based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price

Your Toronto Region of Waterloo Intl Airport to Chicago O'Hare Intl Airport flight questions, answered

Find helpful answers about this route, including flight times, airports, airlines, and booking tips.

  • Do I need a passport to fly from Toronto Region of Waterloo Intl Airport to Chicago O'Hare Intl Airport?

    Yes, a valid passport is required for this international route. Many destinations require at least six months of validity beyond your travel dates. Check your passport expiry well before booking.

  • Have flight prices from Toronto Region of Waterloo Intl Airport to Chicago O'Hare Intl Airport changed much recently?

    Yes. Based on fares seen in the past 5 days, round-trip prices on this route showed a wide range, from about C$ 1,081 to C$ 2,352. That means the highest observed fare was about 2x higher than the lowest one.

  • What car rental options are available at Chicago O'Hare Intl Airport (ORD)?

    Chicago O'Hare Intl Airport (ORD) hosts 5 major car rental companies, with daily rates averaging C$ 89 for economy cars. Top options include:

    • Routes Car & Truck Rentals
    • Europcar
    • Hertz
    • Ace
    • Dollar

  • Which airports can I use when flying from Toronto Region of Waterloo Intl Airport to Chicago O'Hare Intl Airport?

    Flights from Toronto Region of Waterloo Intl Airport to Chicago O'Hare Intl Airport usually depart from Toronto Region of Waterloo Intl (YKF) and arrive at Chicago O'Hare Intl (ORD).

  • Which airports do connecting flights from Toronto Region of Waterloo Intl Airport to Chicago O'Hare Intl Airport pass through?

    Most connecting flights from Toronto Region of Waterloo Intl Airport to Chicago O'Hare Intl Airport pass through Toronto Pearson Intl (YYZ), which handles 100% of one-stop traffic on this route.

  • What is the time difference between Toronto Region of Waterloo Intl Airport and Chicago O'Hare Intl Airport?

    Chicago O'Hare Intl Airport is 1 hour behind Toronto Region of Waterloo Intl Airport (Central Time vs Eastern Time). Plan for the time shift when scheduling connections or first-day activities.

  • Which popular places can I visit in Chicago O'Hare Intl Airport?

    Some of the most popular sights in Chicago O'Hare Intl Airport are Magnificent Mile, River North, and Grant Park. These are among the most viewed places in Chicago O'Hare Intl Airport on KAYAK.

More options for your flight from Region of Waterloo Intl to O'Hare Intl

Complete your trip to O'Hare Intl with a hotel stay or car rental

Car rentals in Chicago
Hotels in Chicago
Vacations in Chicago