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Cheap flights from Chicago to Toronto from $163

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 to Toronto departing on 4/9. 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

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Cheap round-trip flights

Enter your travel dates to find the best prices.
Multiple Airlines Logo
11:28 am - 3:00 pm
ORD
-
YHM
26h 32m
2 stops
Multiple Airlines Logo
8:15 am - 12:27 am
YHM
-
ORD
17h 12m
1 stop
$469Multiple Airlines
Wed, Apr 29 - Mon, May 4
Multiple Airlines Logo
6:05 am - 12:20 am
ORD
-
YHM
17h 15m
1 stop
Multiple Airlines Logo
7:25 am - 10:23 am
YHM
-
ORD
27h 58m
2 stops
$482Multiple Airlines
Fri, Apr 10 - Mon, Apr 20
Multiple Airlines Logo
6:10 pm - 3:00 pm
ORD
-
YHM
19h 50m
1 stop
Multiple Airlines Logo
7:25 am - 9:17 pm
YHM
-
ORD
14h 52m
1 stop
$560Multiple Airlines
Wed, Apr 8 - Thu, Apr 23
Multiple Airlines Logo
11:28 am - 3:00 pm
ORD
-
YHM
26h 32m
2 stops
Multiple Airlines Logo
8:15 am - 12:27 am
YHM
-
ORD
17h 12m
1 stop
$563Multiple Airlines
Wed, Apr 29 - Mon, May 4
Multiple Airlines Logo
6:05 am - 12:22 am
ORD
-
YHM
17h 17m
1 stop
Multiple Airlines Logo
7:25 am - 6:10 pm
YHM
-
ORD
11h 45m
1 stop
$567Multiple Airlines
Tue, Mar 31 - Wed, Apr 1
Multiple Airlines Logo
6:05 am - 12:22 am
ORD
-
YHM
17h 17m
1 stop
Multiple Airlines Logo
7:25 am - 6:10 pm
YHM
-
ORD
11h 45m
1 stop
$572Multiple Airlines
Tue, Mar 31 - Wed, Apr 1
Multiple Airlines Logo
6:10 pm - 3:00 pm
ORD
-
YHM
19h 50m
1 stop
Multiple Airlines Logo
4:00 pm - 11:54 pm
YHM
-
ORD
32h 54m
2 stops
$591Multiple Airlines
Wed, Apr 8 - Thu, Apr 23
Multiple Airlines Logo
5:05 am - 3:00 pm
ORD
-
YHM
8h 55m
1 stop
Multiple Airlines Logo
7:00 am - 8:50 am
YHM
-
ORD
26h 50m
2 stops
$608Multiple Airlines
Mon, Mar 30 - Tue, Mar 31
Multiple Airlines Logo
5:05 am - 3:00 pm
ORD
-
YHM
8h 55m
1 stop
Multiple Airlines Logo
7:00 am - 6:33 pm
YHM
-
ORD
12h 33m
2 stops
$636Multiple Airlines
Mon, Mar 30 - Tue, Mar 31
Multiple Airlines Logo
5:05 am - 3:00 pm
ORD
-
YHM
8h 55m
1 stop
Multiple Airlines Logo
7:25 am - 5:15 pm
YHM
-
ORD
10h 50m
1 stop
$637Multiple Airlines
Sun, Apr 5 - Thu, Apr 9

momondo Fare Finder

 
Customize your flight search to find flights from Chicago 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 March 25, 2026.
Use the filters below to find and compare flights from Chicago to Hamilton, Ontario that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

ChicagoHamilton

ORD - YHM

ORDYHM

Chicago O'Hare Intl

Wed 4/29

11:28 am-3:00 pm

2 stops26h 32m

Hamilton

Mon 5/4

8:15 am-12:27 am

1 stop17h 12m

$469

ChicagoHamilton

ORD - YHM

ORDYHM

Chicago O'Hare Intl

Fri 4/10

6:05 am-12:20 am

1 stop17h 15m

Hamilton

Mon 4/20

7:25 am-10:23 am

2 stops27h 58m

$482

ChicagoHamilton

ORD - YHM

ORDYHM

Chicago O'Hare Intl

Wed 4/8

6:10 pm-3:00 pm

1 stop19h 50m

Hamilton

Thu 4/23

7:25 am-9:17 pm

1 stop14h 52m

$560

ChicagoHamilton

ORD - YHM

ORDYHM

Chicago O'Hare Intl

Wed 4/29

11:28 am-3:00 pm

2 stops26h 32m

Hamilton

Mon 5/4

8:15 am-12:27 am

1 stop17h 12m

$563

ChicagoHamilton

ORD - YHM

ORDYHM

Chicago O'Hare Intl

Tue 3/31

6:05 am-12:22 am

1 stop17h 17m

Hamilton

Wed 4/1

7:25 am-6:10 pm

1 stop11h 45m

$567

ChicagoHamilton

ORD - YHM

ORDYHM

Chicago O'Hare Intl

Tue 3/31

6:05 am-12:22 am

1 stop17h 17m

Hamilton

Wed 4/1

7:25 am-6:10 pm

1 stop11h 45m

$572

ChicagoHamilton

ORD - YHM

ORDYHM

Chicago O'Hare Intl

Wed 4/8

6:10 pm-3:00 pm

1 stop19h 50m

Hamilton

Thu 4/23

4:00 pm-11:54 pm

2 stops32h 54m

$591

ChicagoHamilton

ORD - YHM

ORDYHM

Chicago O'Hare Intl

Mon 3/30

5:05 am-3:00 pm

1 stop8h 55m

Hamilton

Tue 3/31

7:00 am-8:50 am

2 stops26h 50m

$608

ChicagoHamilton

ORD - YHM

ORDYHM

Chicago O'Hare Intl

Mon 3/30

5:05 am-3:00 pm

1 stop8h 55m

Hamilton

Tue 3/31

7:00 am-6:33 pm

2 stops12h 33m

$636
Quickest round-trip

ChicagoHamilton

ORD - YHM

ORDYHM

Chicago O'Hare Intl

Sun 4/5

5:05 am-3:00 pm

1 stop8h 55m

Hamilton

Thu 4/9

7:25 am-5:15 pm

1 stop10h 50m

$637

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 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 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 according to our data. United Airlines is the first choice among our users, with 37% of people opting to fly with this airline when traveling to Hamilton, Ontario. Keep in mind that there are 7 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 to Hamilton, Ontario

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

Cheap Chicago to Hamilton, Ontario (CHI to YHM) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Chicago to Hamilton, Ontario

Fastest flight time

8h 55m

Direct flights

None
The fastest flight from Chicago to Hamilton, Ontario takes 8h 55m
There are no direct flights from Chicago to Hamilton, Ontario. There are no popular flight routes from Chicago to Hamilton, Ontario.
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  • How far is Chicago to Hamilton by plane?

    Hamilton is 406.6 mi away from Chicago. Flights usually cover this in 8h 55m, depending on flying conditions and air traffic around both airports.

  • When did momondo last update prices for flights from Chicago to Hamilton Airport?

    Prices for flights from Chicago to Hamilton Airport refresh daily.

  • How old do you have to be to fly from Chicago 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 to Hamilton Airport.

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

    The necessary travel and health documents for your Hamilton Airport 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 Chicago to Hamilton?

momondo compares prices from hundreds of airlines and agents so you can find and book the best deal on flights from Chicago to Hamilton. Millions of users trust and use momondo every year so you are in good hands.

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

Yes. All flights to Hamilton from Chicago on momondo can be compared and filtered by various policies on offer, including flexible booking.

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

Once all potential Chicago to Hamilton flight options are in front of you, momondo lets you sort and filter flights based on preferences such as airline, price and flight times amongst many other options.

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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