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Cheap flights from Chicago to Toronto from $204

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 6/19. 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
0 bags

Find the cheapest flights from Chicago to Toronto

Cheap round-trip flights

Enter your travel dates to find the best prices.
Multiple Airlines Logo
5:05 am - 3:55 pm
ORD
-
YHM
9h 50m
1 stop
Multiple Airlines Logo
8:15 am - 11:15 pm
YHM
-
ORD
16h 00m
1 stop
$424Multiple Airlines
Sat, May 30 - Sat, Jun 6
Multiple Airlines Logo
5:30 pm - 10:09 pm
ORD
-
YHM
27h 39m
2 stops
Multiple Airlines Logo
7:00 am - 4:40 pm
YHM
-
ORD
34h 40m
2 stops
$520Multiple Airlines
Thu, May 28 - Mon, Jun 1
WestJet Logo
5:30 pm - 5:15 pm
ORD
-
YHM
22h 45m
1 stop
WestJet Logo
6:10 pm - 4:40 pm
YHM
-
ORD
23h 30m
1 stop
$525WestJet
Mon, Jun 8 - Thu, Jun 11
Multiple Airlines Logo
5:30 pm - 5:15 pm
ORD
-
YHM
22h 45m
1 stop
Multiple Airlines Logo
7:55 pm - 4:40 pm
YHM
-
ORD
21h 45m
1 stop
$541Multiple Airlines
Fri, May 22 - Tue, May 26
Multiple Airlines Logo
5:30 pm - 10:09 pm
ORD
-
YHM
27h 39m
2 stops
Multiple Airlines Logo
7:00 am - 4:40 pm
YHM
-
ORD
34h 40m
2 stops
$563Multiple Airlines
Thu, May 28 - Mon, Jun 1
Multiple Airlines Logo
5:30 pm - 10:09 pm
ORD
-
YHM
27h 39m
2 stops
Multiple Airlines Logo
7:00 am - 4:40 pm
YHM
-
ORD
34h 40m
2 stops
$567Multiple Airlines
Thu, May 28 - Mon, Jun 1
Multiple Airlines Logo
5:30 pm - 5:15 pm
ORD
-
YHM
22h 45m
1 stop
Multiple Airlines Logo
5:45 pm - 4:40 pm
YHM
-
ORD
23h 55m
2 stops
$574Multiple Airlines
Fri, May 22 - Tue, May 26
Multiple Airlines Logo
5:30 pm - 10:09 pm
ORD
-
YHM
27h 39m
2 stops
Multiple Airlines Logo
7:00 am - 4:40 pm
YHM
-
ORD
34h 40m
2 stops
$608Multiple Airlines
Tue, Jun 2 - Tue, Jun 9
Multiple Airlines Logo
5:30 pm - 10:34 pm
ORD
-
YHM
28h 04m
2 stops
Multiple Airlines Logo
5:45 pm - 4:40 pm
YHM
-
ORD
23h 55m
2 stops
$613Multiple Airlines
Thu, May 28 - Sun, May 31
Multiple Airlines Logo
8:05 am - 3:55 pm
ORD
-
YHM
30h 50m
1 stop
Multiple Airlines Logo
7:55 pm - 4:40 pm
YHM
-
ORD
21h 45m
1 stop
$644Multiple Airlines
Fri, May 22 - Mon, May 25

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WestJet flights from Chicago to Hamilton, Ontario

Our best WestJet deals on Chicago to Hamilton, Ontario flight tickets
WestJet
May 27
ORD5:30 pmChicago O'Hare Intl
22h 45m
1 stop
YHM5:15 pmHamilton
May 31
YHM6:10 pmHamilton
23h 30m
1 stop
ORD4:40 pmChicago O'Hare Intl
$473
WestJet
Jun 8
ORD5:30 pmChicago O'Hare Intl
22h 45m
1 stop
YHM5:15 pmHamilton
Jun 11
YHM6:10 pmHamilton
23h 30m
1 stop
ORD4:40 pmChicago O'Hare Intl
$525
WestJet
May 12
ORD6:24 amChicago O'Hare Intl
33h 51m
3 stops
YHM5:15 pmHamilton
May 14
YHM6:10 pmHamilton
28h 10m
3 stops
ORD9:20 pmChicago O'Hare Intl
$1,959

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 May 6, 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
Quickest round-trip

ChicagoHamilton

ORD - YHM

ORDYHM

Chicago O'Hare Intl

Sat 5/30

5:05 am-3:55 pm

1 stop9h 50m

Hamilton

Sat 6/6

8:15 am-11:15 pm

1 stop16h 00m

$424

ChicagoHamilton

ORD - YHM

ORDYHM

Chicago O'Hare Intl

Thu 5/28

5:30 pm-10:09 pm

2 stops27h 39m

Hamilton

Mon 6/1

7:00 am-4:40 pm

2 stops34h 40m

$520

ChicagoHamilton

ORD - YHM

ORDYHM

Chicago O'Hare Intl

Mon 6/8

5:30 pm-5:15 pm

1 stop22h 45m

Hamilton

Thu 6/11

6:10 pm-4:40 pm

1 stop23h 30m

$525

ChicagoHamilton

ORD - YHM

ORDYHM

Chicago O'Hare Intl

Fri 5/22

5:30 pm-5:15 pm

1 stop22h 45m

Hamilton

Tue 5/26

7:55 pm-4:40 pm

1 stop21h 45m

$541

ChicagoHamilton

ORD - YHM

ORDYHM

Chicago O'Hare Intl

Thu 5/28

5:30 pm-10:09 pm

2 stops27h 39m

Hamilton

Mon 6/1

7:00 am-4:40 pm

2 stops34h 40m

$563

ChicagoHamilton

ORD - YHM

ORDYHM

Chicago O'Hare Intl

Thu 5/28

5:30 pm-10:09 pm

2 stops27h 39m

Hamilton

Mon 6/1

7:00 am-4:40 pm

2 stops34h 40m

$567

ChicagoHamilton

ORD - YHM

ORDYHM

Chicago O'Hare Intl

Fri 5/22

5:30 pm-5:15 pm

1 stop22h 45m

Hamilton

Tue 5/26

5:45 pm-4:40 pm

2 stops23h 55m

$574

ChicagoHamilton

ORD - YHM

ORDYHM

Chicago O'Hare Intl

Tue 6/2

5:30 pm-10:09 pm

2 stops27h 39m

Hamilton

Tue 6/9

7:00 am-4:40 pm

2 stops34h 40m

$608

ChicagoHamilton

ORD - YHM

ORDYHM

Chicago O'Hare Intl

Thu 5/28

5:30 pm-10:34 pm

2 stops28h 04m

Hamilton

Sun 5/31

5:45 pm-4:40 pm

2 stops23h 55m

$613

ChicagoHamilton

ORD - YHM

ORDYHM

Chicago O'Hare Intl

Fri 5/22

8:05 am-3:55 pm

1 stop30h 50m

Hamilton

Mon 5/25

7:55 pm-4:40 pm

1 stop21h 45m

$644

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 is the cheapest airline that flies from Chicago to Hamilton?

WestJet is the most popular carrier operating from Chicago 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 according to our data. United Airlines is the first choice among our users, with 39% 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

18h 29m

Direct flights

None
The fastest flight from Chicago to Hamilton, Ontario takes 18h 29m
There are no direct flights from Chicago to Hamilton, Ontario. There are no popular flight routes from Chicago to Hamilton, Ontario.
Search flight deals

Frequently asked questions about flying from Chicago to Hamilton, Ontario

  • How far is Chicago to Hamilton by plane?

    Hamilton is 406.6 mi away from Chicago. Flights usually cover this in 18h 29m, 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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