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Cheap flights from Chicago to Toronto from $101

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 3/2. 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

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Find the cheapest flights from Chicago to Toronto

Cheap round-trip flights

Enter your travel dates to find the best prices.
Air Canada Logo
4:15 pm - 9:55 pm
ORD
-
YHM
4h 40m
1 stop
Air Canada Logo
11:40 am - 5:50 pm
YHM
-
ORD
7h 10m
1 stop
$260Air Canada
Κυρ, Μαρ 29 - Τρι, Μαρ 31
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
$300WestJet
Πεμ, Μαϊ 7 - Κυρ, Μαϊ 10
Air Canada Logo
9:15 pm - 8:45 am
ORD
-
YHM
10h 30m
1 stop
Air Canada Logo
6:30 pm - 10:04 pm
YHM
-
ORD
4h 34m
1 stop
$329Air Canada
Κυρ, Μαρ 1 - Κυρ, Μαρ 8
Air Canada Logo
8:40 pm - 11:25 am
ORD
-
YHM
13h 45m
1 stop
Air Canada Logo
6:30 pm - 10:03 pm
YHM
-
ORD
4h 33m
1 stop
$332Air Canada
Τρι, Μαρ 24 - Τρι, Μαρ 31
Air Canada Logo
8:40 am - 6:15 pm
ORD
-
YHM
8h 35m
2 stops
Air Canada Logo
3:10 pm - 7:25 pm
YHM
-
ORD
5h 15m
1 stop
$337Air Canada
Κυρ, Μαρ 29 - Τρι, Μαρ 31
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
$338WestJet
Κυρ, Απρ 26 - Τετ, Απρ 29
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
$353WestJet
Πεμ, Μαϊ 7 - Κυρ, Μαϊ 10
Multiple Airlines Logo
5:15 am - 3:00 pm
ORD
-
YHM
8h 45m
1 stop
Multiple Airlines Logo
7:25 am - 9:13 pm
YHM
-
ORD
14h 48m
1 stop
$364Multiple Airlines
Πεμ, Φεβ 19 - Σαβ, Φεβ 21
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
$381WestJet
Δευ, Μαϊ 25 - Πεμ, Μαϊ 28
Air Canada Logo
6:40 pm - 8:45 am
ORD
-
YHM
13h 05m
1 stop
Air Canada Logo
5:30 am - 9:10 am
YHM
-
ORD
4h 40m
1 stop
$394Air Canada
Πεμ, Απρ 2 - Κυρ, Απρ 5

Air Canada flights from Chicago to Hamilton, Ontario

Our best Air Canada deals on Chicago to Hamilton, Ontario flight tickets
Air Canada
Mar 29
ORD4:15 pmChicago O'Hare Intl
4h 40m
1 stop
YHM9:55 pmHamilton
Mar 31
YHM11:40 amHamilton
7h 10m
1 stop
ORD5:50 pmChicago O'Hare Intl
$260
Air Canada
Apr 2
ORD6:40 pmChicago O'Hare Intl
13h 05m
1 stop
YHM8:45 amHamilton
Apr 5
YHM6:30 pmHamilton
4h 33m
1 stop
ORD10:03 pmChicago O'Hare Intl
$324
Air Canada
Mar 1
ORD9:15 pmChicago O'Hare Intl
10h 30m
1 stop
YHM8:45 amHamilton
Mar 8
YHM6:30 pmHamilton
4h 34m
1 stop
ORD10:04 pmChicago O'Hare Intl
$329

WestJet flights from Chicago to Hamilton, Ontario

Our best WestJet deals on Chicago to Hamilton, Ontario flight tickets
WestJet
May 7
ORD5:30 pmChicago O'Hare Intl
22h 45m
1 stop
YHM5:15 pmHamilton
May 10
YHM6:10 pmHamilton
23h 30m
1 stop
ORD4:40 pmChicago O'Hare Intl
$300
WestJet
Apr 26
ORD5:30 pmChicago O'Hare Intl
22h 45m
1 stop
YHM5:15 pmHamilton
Apr 29
YHM6:10 pmHamilton
23h 30m
1 stop
ORD4:40 pmChicago O'Hare Intl
$338
WestJet
May 7
ORD5:30 pmChicago O'Hare Intl
22h 45m
1 stop
YHM5:15 pmHamilton
May 10
YHM6:10 pmHamilton
23h 30m
1 stop
ORD4:40 pmChicago O'Hare Intl
$353

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 Φεβρουάριος 8, 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

ChicagoHamilton

ORD - YHM

ORDYHM

Chicago O'Hare Intl

Κυρ 3/29

4:15 pm-9:55 pm

1 stop4h 40m

Hamilton

Τρι 3/31

11:40 am-5:50 pm

1 stop7h 10m

$260

ChicagoHamilton

ORD - YHM

ORDYHM

Chicago O'Hare Intl

Πεμ 5/7

5:30 pm-5:15 pm

1 stop22h 45m

Hamilton

Κυρ 5/10

6:10 pm-4:40 pm

1 stop23h 30m

$300

ChicagoHamilton

ORD - YHM

ORDYHM

Chicago O'Hare Intl

Κυρ 3/1

9:15 pm-8:45 am

1 stop10h 30m

Hamilton

Κυρ 3/8

6:30 pm-10:04 pm

1 stop4h 34m

$329

ChicagoHamilton

ORD - YHM

ORDYHM

Chicago O'Hare Intl

Τρι 3/24

8:40 pm-11:25 am

1 stop13h 45m

Hamilton

Τρι 3/31

6:30 pm-10:03 pm

1 stop4h 33m

$332

ChicagoHamilton

ORD - YHM

ORDYHM

Chicago O'Hare Intl

Κυρ 3/29

8:40 am-6:15 pm

2 stops8h 35m

Hamilton

Τρι 3/31

3:10 pm-7:25 pm

1 stop5h 15m

$337

ChicagoHamilton

ORD - YHM

ORDYHM

Chicago O'Hare Intl

Κυρ 4/26

5:30 pm-5:15 pm

1 stop22h 45m

Hamilton

Τετ 4/29

6:10 pm-4:40 pm

1 stop23h 30m

$338

ChicagoHamilton

ORD - YHM

ORDYHM

Chicago O'Hare Intl

Πεμ 5/7

5:30 pm-5:15 pm

1 stop22h 45m

Hamilton

Κυρ 5/10

6:10 pm-4:40 pm

1 stop23h 30m

$353

ChicagoHamilton

ORD - YHM

ORDYHM

Chicago O'Hare Intl

Πεμ 2/19

5:15 am-3:00 pm

1 stop8h 45m

Hamilton

Σαβ 2/21

7:25 am-9:13 pm

1 stop14h 48m

$364

ChicagoHamilton

ORD - YHM

ORDYHM

Chicago O'Hare Intl

Δευ 5/25

5:30 pm-5:15 pm

1 stop22h 45m

Hamilton

Πεμ 5/28

6:10 pm-4:40 pm

1 stop23h 30m

$381

ChicagoHamilton

ORD - YHM

ORDYHM

Chicago O'Hare Intl

Πεμ 4/2

6:40 pm-8:45 am

1 stop13h 05m

Hamilton

Κυρ 4/5

5:30 am-9:10 am

1 stop4h 40m

$394

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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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?

Air Canada 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 36% of people opting to fly with this airline when traveling to Hamilton, Ontario. Keep in mind that there are 5 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 45m

Direct flights

None
The fastest flight from Chicago to Hamilton, Ontario takes 8h 45m
There are no direct flights from Chicago to Hamilton, Ontario. There are no popular flight routes from Chicago to Hamilton, Ontario.
Search flight deals

  • How far is Chicago to Hamilton by plane?

    Hamilton is 406.6 mi away from Chicago. Flights usually cover this in 8h 45m, 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.

An easier way to manage your Hamilton, Ontario trip

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1 adult
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