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Cheap flights from Hamilton, Ontario to Chicago from $144

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Hamilton, Ontario to Chicago departing on 5/13. 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 Hamilton, Ontario to Chicago

Cheap round-trip flights

Enter your travel dates to find the best prices.
Multiple Airlines Logo
7:00 am - 7:47 pm
YHM
-
ORD
13h 47m
1 stop
Multiple Airlines Logo
5:15 am - 3:00 pm
ORD
-
YHM
8h 45m
1 stop
$304Multiple Airlines
Tue, Feb 24 - Thu, Feb 26
Multiple Airlines Logo
7:00 am - 7:11 pm
YHM
-
ORD
13h 11m
2 stops
Multiple Airlines Logo
5:15 am - 3:00 pm
ORD
-
YHM
8h 45m
1 stop
$311Multiple Airlines
Tue, Feb 24 - Thu, Feb 26
Multiple Airlines Logo
7:00 am - 11:47 pm
YHM
-
ORD
17h 47m
3 stops
Multiple Airlines Logo
8:16 pm - 3:00 pm
ORD
-
YHM
17h 44m
1 stop
$328Multiple Airlines
Tue, Mar 10 - Wed, Mar 11
Multiple Airlines Logo
7:25 am - 7:54 am
YHM
-
ORD
25h 29m
2 stops
Multiple Airlines Logo
8:16 pm - 3:00 pm
ORD
-
YHM
17h 44m
1 stop
$335Multiple Airlines
Sat, Feb 21 - Tue, Feb 24
Multiple Airlines Logo
7:25 am - 9:13 pm
YHM
-
ORD
14h 48m
1 stop
Multiple Airlines Logo
8:16 pm - 3:00 pm
ORD
-
YHM
17h 44m
1 stop
$350Multiple Airlines
Sat, Feb 21 - Tue, Feb 24
Multiple Airlines Logo
7:00 am - 11:47 pm
YHM
-
ORD
17h 47m
3 stops
Multiple Airlines Logo
8:42 pm - 3:00 pm
ORD
-
YHM
17h 18m
2 stops
$360Multiple Airlines
Tue, Mar 10 - Wed, Mar 11
Multiple Airlines Logo
7:25 am - 7:11 pm
YHM
-
ORD
12h 46m
1 stop
Multiple Airlines Logo
5:15 am - 3:00 pm
ORD
-
YHM
8h 45m
1 stop
$364Multiple Airlines
Thu, Mar 5 - Wed, Mar 11
Multiple Airlines Logo
7:00 am - 7:47 pm
YHM
-
ORD
13h 47m
1 stop
Multiple Airlines Logo
5:15 am - 3:00 pm
ORD
-
YHM
8h 45m
1 stop
$367Multiple Airlines
Tue, Mar 10 - Wed, Mar 11
Multiple Airlines Logo
7:25 am - 7:47 pm
YHM
-
ORD
13h 22m
2 stops
Multiple Airlines Logo
5:15 am - 3:00 pm
ORD
-
YHM
8h 45m
1 stop
$376Multiple Airlines
Wed, Feb 25 - Thu, Feb 26
Multiple Airlines Logo
7:25 am - 11:47 pm
YHM
-
ORD
17h 22m
1 stop
Multiple Airlines Logo
5:15 am - 3:00 pm
ORD
-
YHM
8h 45m
1 stop
$400Multiple Airlines
Mon, Feb 16 - Thu, Feb 19

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

Our best WestJet deals on Hamilton, Ontario to Chicago O'Hare Intl Airport flight tickets
WestJet
Jun 5
YHM6:10 pmHamilton
23h 30m
1 stop
ORD4:40 pmChicago O'Hare Intl
Jun 7
ORD5:30 pmChicago O'Hare Intl
22h 45m
1 stop
YHM5:15 pmHamilton
$578
WestJet
Jul 3
YHM6:10 pmHamilton
23h 33m
1 stop
ORD4:43 pmChicago O'Hare Intl
Jul 5
ORD5:30 pmChicago O'Hare Intl
22h 40m
1 stop
YHM5:10 pmHamilton
$925
WestJet
Apr 19
YHM6:10 pmHamilton
20h 25m
1 stop
ORD1:35 pmChicago O'Hare Intl
Apr 25
ORD3:53 pmChicago O'Hare Intl
24h 22m
2 stops
YHM5:15 pmHamilton
$1,087

momondo Fare Finder

 
Customize your flight search to find flights from Hamilton, Ontario to Chicago O'Hare Intl Airport 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 January 29, 2026.
Use the filters below to find and compare flights from Hamilton, Ontario to Chicago O'Hare Intl Airport that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

HamiltonChicago

YHM - ORD

YHMORD

Hamilton

Tue 2/24

7:00 am-7:47 pm

1 stop13h 47m

Chicago O'Hare Intl

Thu 2/26

5:15 am-3:00 pm

1 stop8h 45m

$304

HamiltonChicago

YHM - ORD

YHMORD

Hamilton

Tue 2/24

7:00 am-7:11 pm

2 stops13h 11m

Chicago O'Hare Intl

Thu 2/26

5:15 am-3:00 pm

1 stop8h 45m

$311

HamiltonChicago

YHM - ORD

YHMORD

Hamilton

Tue 3/10

7:00 am-11:47 pm

3 stops17h 47m

Chicago O'Hare Intl

Wed 3/11

8:16 pm-3:00 pm

1 stop17h 44m

$328

HamiltonChicago

YHM - ORD

YHMORD

Hamilton

Sat 2/21

7:25 am-7:54 am

2 stops25h 29m

Chicago O'Hare Intl

Tue 2/24

8:16 pm-3:00 pm

1 stop17h 44m

$335

HamiltonChicago

YHM - ORD

YHMORD

Hamilton

Sat 2/21

7:25 am-9:13 pm

1 stop14h 48m

Chicago O'Hare Intl

Tue 2/24

8:16 pm-3:00 pm

1 stop17h 44m

$350

HamiltonChicago

YHM - ORD

YHMORD

Hamilton

Tue 3/10

7:00 am-11:47 pm

3 stops17h 47m

Chicago O'Hare Intl

Wed 3/11

8:42 pm-3:00 pm

2 stops17h 18m

$360

HamiltonChicago

YHM - ORD

YHMORD

Hamilton

Thu 3/5

7:25 am-7:11 pm

1 stop12h 46m

Chicago O'Hare Intl

Wed 3/11

5:15 am-3:00 pm

1 stop8h 45m

$364

HamiltonChicago

YHM - ORD

YHMORD

Hamilton

Tue 3/10

7:00 am-7:47 pm

1 stop13h 47m

Chicago O'Hare Intl

Wed 3/11

5:15 am-3:00 pm

1 stop8h 45m

$367

HamiltonChicago

YHM - ORD

YHMORD

Hamilton

Wed 2/25

7:25 am-7:47 pm

2 stops13h 22m

Chicago O'Hare Intl

Thu 2/26

5:15 am-3:00 pm

1 stop8h 45m

$376

HamiltonChicago

YHM - ORD

YHMORD

Hamilton

Mon 2/16

7:25 am-11:47 pm

1 stop17h 22m

Chicago O'Hare Intl

Thu 2/19

5:15 am-3:00 pm

1 stop8h 45m

$400

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 Chicago from

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

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 day to depart on your flight to Chicago O'Hare Intl Airport?

The cheapest day to depart on your flight to Chicago O'Hare Intl Airport is on a Friday when prices can be found for as low as $458. This is often the case because there is less demand to fly during this day of the week. On the other hand, Monday is the most expensive day to depart from Hamilton, Ontario because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $724.

What is the cheapest time of day to depart on your flight to Chicago O'Hare Intl Airport?

Flying to Chicago O'Hare Intl Airport from Hamilton, Ontario in the evening is the least expensive time of day to depart. momondo users have found prices as low as $372 when looking at flights departing in the evening. Try not to purchase tickets in the afternoon because they tend to be around $680. Of course, these prices can vary depending on the time of year and what airport you fly to.

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

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

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

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

Fastest flight time

13h 13m

Direct flights

None
The fastest flight from Hamilton, Ontario to Chicago O'Hare Intl Airport takes 13h 13m
There are no direct flights from Hamilton, Ontario to Chicago O'Hare Intl Airport. There are no popular flight routes from Hamilton, Ontario to Chicago O'Hare Intl Airport.
Search flight deals

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

    Hamilton and Chicago O'Hare Intl are 418.4 mi apart from one another. In terms of flight time, this usually takes a little over 13h 13m.

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

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

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

    The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Hamilton Airport to Chicago O'Hare Intl Airport.

  • What documentation or ID do you need to fly to Chicago O'Hare Intl Airport?

    The travel and health documents required for your trip to Chicago O'Hare Intl Airport can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Chicago O'Hare Intl Airport. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Lake Geneva
Schaumburg
South Haven
Rockford
Merrillville
Gurnee
Naperville
Rosemont
New Buffalo
Kenosha
Joliet
Oak Brook
Orland Park
Racine
Hammond
Janesville
Tinley Park
Elgin
Aurora
South Holland

Why use momondo?

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

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

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

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

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

Once you have performed a search for Hamilton to Chicago flights, momondo helps you find the right one by offering useful filters to narrow down your flight selection. Flights can be filtered by multiple factors such as airline, airport and price; but also by other criteria like aircraft type and payment method.

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

Of course. momondo tracks the price of Hamilton to Chicago 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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