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Cheap flights from Chicago O'Hare Intl Airport to Toronto from $129

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Chicago O'Hare Intl Airport to Toronto departing on 9/25. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
1 adult, Economy, 0 bags

Find the cheapest flights from Chicago O'Hare Intl Airport to Toronto

Cheap round-trip flights

Enter your travel dates to find the best prices.
WestJet Logo
5:30 pm - 5:15 pmORD  Chicago O'Hare Intl-YHM Hamilton
22h 45m1 stop Calgary
WestJet Logo
6:10 pm - 4:40 pmYHM  Hamilton-ORD Chicago O'Hare Intl
23h 30m1 stop Calgary
$543WestJet
Thu, Oct 15 - Sun, Oct 18
WestJet Logo
5:30 pm - 5:15 pmORD  Chicago O'Hare Intl-YHM Hamilton
22h 45m1 stop Calgary
WestJet Logo
6:10 pm - 4:40 pmYHM  Hamilton-ORD Chicago O'Hare Intl
23h 30m1 stop Calgary
$543WestJet
Sun, Oct 11 - Wed, Oct 14
WestJet Logo
5:30 pm - 5:15 pmORD  Chicago O'Hare Intl-YHM Hamilton
22h 45m1 stop Calgary
WestJet Logo
6:10 pm - 4:40 pmYHM  Hamilton-ORD Chicago O'Hare Intl
23h 30m1 stop Calgary
$546WestJet
Thu, Sep 10 - Mon, Sep 14
Multiple Airlines Logo
5:30 pm - 3:05 pmORD  Chicago O'Hare Intl-YHM Hamilton
20h 35m2 stops Calgary Ottawa
Multiple Airlines Logo
6:55 pm - 10:15 amYHM  Hamilton-ORD Chicago O'Hare Intl
16h 20m2 stops Calgary Montreal Pierre Elliott Trudeau Intl
$550Multiple Airlines
Thu, Sep 10 - Mon, Sep 14
Multiple Airlines Logo
8:45 am - 7:39 pmORD  Chicago O'Hare Intl-YHM Hamilton
9h 54m2 stops Montreal Pierre Elliott Trudeau Intl Halifax Intl
Multiple Airlines Logo
1:55 pm - 10:15 amYHM  Hamilton-ORD Chicago O'Hare Intl
21h 20m2 stops Halifax Intl Montreal Pierre Elliott Trudeau Intl
$559Multiple Airlines
Thu, Sep 17 - Thu, Sep 24
WestJet Logo
5:30 pm - 5:15 pmORD  Chicago O'Hare Intl-YHM Hamilton
22h 45m1 stop Calgary
WestJet Logo
6:10 pm - 4:40 pmYHM  Hamilton-ORD Chicago O'Hare Intl
23h 30m1 stop Calgary
$571WestJet
Sun, Oct 11 - Wed, Oct 14
Multiple Airlines Logo
5:30 pm - 10:09 pmORD  Chicago O'Hare Intl-YHM Hamilton
27h 39m2 stops Calgary Winnipeg
Multiple Airlines Logo
7:00 am - 4:40 pmYHM  Hamilton-ORD Chicago O'Hare Intl
34h 40m2 stops Winnipeg Calgary
$574Multiple Airlines
Sun, Sep 13 - Sat, Sep 19
Multiple Airlines Logo
7:17 pm - 3:55 pmORD  Chicago O'Hare Intl-YHM Hamilton
19h 38m2 stops Tweed-New Haven Fort Lauderdale
Multiple Airlines Logo
5:45 pm - 10:15 amYHM  Hamilton-ORD Chicago O'Hare Intl
17h 30m2 stops Halifax Intl Montreal Pierre Elliott Trudeau Intl
$574Multiple Airlines
Fri, Sep 18 - Fri, Sep 25
Multiple Airlines Logo
5:30 pm - 3:05 pmORD  Chicago O'Hare Intl-YHM Hamilton
20h 35m2 stops Calgary Ottawa
Multiple Airlines Logo
6:55 pm - 10:15 amYHM  Hamilton-ORD Chicago O'Hare Intl
16h 20m2 stops Calgary Montreal Pierre Elliott Trudeau Intl
$577Multiple Airlines
Thu, Sep 10 - Mon, Sep 14
Multiple Airlines Logo
3:40 pm - 3:05 pmORD  Chicago O'Hare Intl-YHM Hamilton
22h 25m3 stops Montreal Pierre Elliott Trudeau Intl Calgary Ottawa
Multiple Airlines Logo
6:55 pm - 10:15 amYHM  Hamilton-ORD Chicago O'Hare Intl
16h 20m2 stops Calgary Montreal Pierre Elliott Trudeau Intl
$582Multiple Airlines
Wed, Sep 16 - Wed, Sep 23

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WestJet flights from Chicago O'Hare Intl Airport to Hamilton, Ontario

Our best WestJet deals on Chicago O'Hare Intl Airport to Hamilton, Ontario flight tickets
WestJet
Oct 11
ORD5:30 pmChicago O'Hare Intl
22h 45m
1 stop
YHM5:15 pmHamilton
Oct 14
YHM6:10 pmHamilton
23h 30m
1 stop
ORD4:40 pmChicago O'Hare Intl
$543
WestJet
Sep 10
ORD5:30 pmChicago O'Hare Intl
22h 45m
1 stop
YHM5:15 pmHamilton
Sep 14
YHM6:10 pmHamilton
23h 30m
1 stop
ORD4:40 pmChicago O'Hare Intl
$546
WestJet
Oct 11
ORD5:30 pmChicago O'Hare Intl
22h 45m
1 stop
YHM5:15 pmHamilton
Oct 14
YHM6:10 pmHamilton
23h 30m
1 stop
ORD4:40 pmChicago O'Hare Intl
$571

momondo Fare Finder

 
Customize your flight search to find flights from Chicago O'Hare Intl Airport to Hamilton, Ontario 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, momondo users made 832,500 searches. Data last updated August 8, 2026.
Use the filters below to find and compare flights from Chicago O'Hare Intl Airport to Hamilton, Ontario that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

ChicagoHamilton

ORD Chicago O'Hare Intl - YHM Hamilton

ORDYHM

Chicago O'Hare Intl

Thu 10/15

5:30 pm-5:15 pm

1 stop22h 45m

Hamilton

Sun 10/18

6:10 pm-4:40 pm

1 stop23h 30m

$543

ChicagoHamilton

ORD Chicago O'Hare Intl - YHM Hamilton

ORDYHM

Chicago O'Hare Intl

Sun 10/11

5:30 pm-5:15 pm

1 stop22h 45m

Hamilton

Wed 10/14

6:10 pm-4:40 pm

1 stop23h 30m

$543

ChicagoHamilton

ORD Chicago O'Hare Intl - YHM Hamilton

ORDYHM

Chicago O'Hare Intl

Thu 9/10

5:30 pm-5:15 pm

1 stop22h 45m

Hamilton

Mon 9/14

6:10 pm-4:40 pm

1 stop23h 30m

$546

ChicagoHamilton

ORD Chicago O'Hare Intl - YHM Hamilton

ORDYHM

Chicago O'Hare Intl

Thu 9/10

5:30 pm-3:05 pm

2 stops20h 35m

Hamilton

Mon 9/14

6:55 pm-10:15 am

2 stops16h 20m

$550
Quickest round-trip

ChicagoHamilton

ORD Chicago O'Hare Intl - YHM Hamilton

ORDYHM

Chicago O'Hare Intl

Thu 9/17

8:45 am-7:39 pm

2 stops9h 54m

Hamilton

Thu 9/24

1:55 pm-10:15 am

2 stops21h 20m

$559

ChicagoHamilton

ORD Chicago O'Hare Intl - YHM Hamilton

ORDYHM

Chicago O'Hare Intl

Sun 10/11

5:30 pm-5:15 pm

1 stop22h 45m

Hamilton

Wed 10/14

6:10 pm-4:40 pm

1 stop23h 30m

$571

ChicagoHamilton

ORD Chicago O'Hare Intl - YHM Hamilton

ORDYHM

Chicago O'Hare Intl

Sun 9/13

5:30 pm-10:09 pm

2 stops27h 39m

Hamilton

Sat 9/19

7:00 am-4:40 pm

2 stops34h 40m

$574

ChicagoHamilton

ORD Chicago O'Hare Intl - YHM Hamilton

ORDYHM

Chicago O'Hare Intl

Fri 9/18

7:17 pm-3:55 pm

2 stops19h 38m

Hamilton

Fri 9/25

5:45 pm-10:15 am

2 stops17h 30m

$574

ChicagoHamilton

ORD Chicago O'Hare Intl - YHM Hamilton

ORDYHM

Chicago O'Hare Intl

Thu 9/10

5:30 pm-3:05 pm

2 stops20h 35m

Hamilton

Mon 9/14

6:55 pm-10:15 am

2 stops16h 20m

$577

ChicagoHamilton

ORD Chicago O'Hare Intl - YHM Hamilton

ORDYHM

Chicago O'Hare Intl

Wed 9/16

3:40 pm-3:05 pm

3 stops22h 25m

Hamilton

Wed 9/23

6:55 pm-10:15 am

2 stops16h 20m

$582

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Toronto from

How to get the cheapest flight ticket from Chicago O'Hare Intl Airport to Hamilton, Ontario

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 airline that flies from Chicago O'Hare Intl to Hamilton?

WestJet is the most popular carrier operating from Chicago O'Hare Intl to Hamilton

What airlines fly to Hamilton, Ontario?

United Airlines, Air Canada and American Airlines are the top three most popular airlines that fly to Hamilton, Ontario from Chicago O'Hare Intl Airport according to our data. United Airlines is the first choice among our users, with 40% of people opting to fly with this airline when traveling to Hamilton, Ontario. Keep in mind that there are 6 different airlines that fly to Hamilton, Ontario on a routine basis, so you have a few additional options to choose from.

When to book flights from Chicago O'Hare Intl Airport to Hamilton, Ontario

Are you open to changing your travel dates? Check out the ideal times to fly from Chicago O'Hare Intl Airport to Hamilton, Ontario according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Chicago O'Hare Intl Airport to Hamilton, Ontario (ORD to YHM) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Chicago O'Hare Intl Airport to Hamilton, Ontario

Fastest flight time

20h 35m

Direct flights

None
The fastest flight from Chicago O'Hare Intl Airport to Hamilton, Ontario takes 20h 35m
There are no direct flights from Chicago O'Hare Intl Airport to Hamilton, Ontario. There are no popular flight routes from Chicago O'Hare Intl Airport to Hamilton, Ontario.
Search flight deals

Frequently asked questions about flying from Chicago O'Hare Intl Airport to Hamilton, Ontario

  • How far is Chicago O'Hare Intl to Hamilton by plane?

    There are 418.4 mi between Chicago O'Hare Intl and Hamilton. Typically, this will take 20h 35m by plane in normal conditions.

  • When did momondo last update prices for flights from Chicago O'Hare Intl Airport to Hamilton Airport?

    Prices for flights from Chicago O'Hare Intl Airport to Hamilton Airport refresh daily.

  • How old do you have to be to fly from Chicago O'Hare Intl Airport to Hamilton Airport?

    The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from Chicago O'Hare Intl Airport to Hamilton Airport.

  • What documentation or ID do you need to fly to Hamilton Airport?

    The required travel and health documents for your Hamilton Airport trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Hamilton Airport. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

Why use momondo?

Why should I use momondo to find a flight deal from Chicago to Hamilton?

We help find the flight that best suits your needs, momondo compares prices from hundreds of airlines and travel agents and helps you filter them to find the best flight from Chicago to Hamilton for you.

Can I find flights from Chicago to Hamilton with flexible booking policies on momondo?

Yes. momondo enables you to select and highlight flights to Hamilton from Chicago with this policy.

How can momondo help me find flights from Chicago to Hamilton?

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 Hamilton from Chicago.

I’m not ready to book a flight from Chicago to Hamilton right now. Can momondo alert me if prices change?

Of course. momondo tracks the price of Chicago to Hamilton flights. All you need is a valid email address and we will do the rest; it is that quick and easy.

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