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Cheap flights from Hamilton, Ontario to Chicago from $197

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 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.
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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
7:55 pm - 10:24 pmYHM-ORD
27h 29m2 stops
Multiple Airlines Logo
3:21 pm - 3:00 pmORD-YHM
22h 39m1 stop
$381Multiple Airlines
Find Deal
Fri, Dec 5 - Fri, Dec 12
Multiple Airlines Logo
6:10 pm - 1:35 pmYHM-ORD
20h 25m1 stop
Multiple Airlines Logo
5:05 am - 3:00 pmORD-YHM
8h 55m1 stop
$388Multiple Airlines
Find Deal
Thu, Feb 5 - Thu, Feb 12
Multiple Airlines Logo
6:10 pm - 6:48 pmYHM-ORD
25h 38m2 stops
Multiple Airlines Logo
5:05 am - 3:00 pmORD-YHM
8h 55m1 stop
$395Multiple Airlines
Find Deal
Thu, Feb 5 - Thu, Feb 12
Multiple Airlines Logo
7:00 am - 9:19 pmYHM-ORD
15h 19m1 stop
Multiple Airlines Logo
9:22 pm - 2:20 pmORD-YHM
15h 58m2 stops
$494Multiple Airlines
Find Deal
Tue, Dec 16 - Sat, Dec 27
Multiple Airlines Logo
7:00 am - 9:26 pmYHM-ORD
15h 26m2 stops
Multiple Airlines Logo
9:22 pm - 2:20 pmORD-YHM
15h 58m2 stops
$511Multiple Airlines
Find Deal
Tue, Dec 16 - Sat, Dec 27
Multiple Airlines Logo
7:00 am - 12:19 amYHM-ORD
18h 19m3 stops
Multiple Airlines Logo
8:52 pm - 3:00 pmORD-YHM
17h 08m2 stops
$530Multiple Airlines
Find Deal
Fri, Dec 5 - Fri, Dec 12
Multiple Airlines Logo
8:15 am - 6:00 amYHM-ORD
22h 45m2 stops
Multiple Airlines Logo
8:52 pm - 3:00 pmORD-YHM
17h 08m2 stops
$547Multiple Airlines
Find Deal
Fri, Dec 5 - Fri, Dec 12
Multiple Airlines Logo
7:00 am - 12:19 amYHM-ORD
18h 19m3 stops
Multiple Airlines Logo
12:09 pm - 3:00 pmORD-YHM
25h 51m3 stops
$559Multiple Airlines
Find Deal
Fri, Dec 5 - Fri, Dec 12
Multiple Airlines Logo
6:10 pm - 11:42 pmYHM-ORD
30h 32m3 stops
Multiple Airlines Logo
5:05 am - 3:00 pmORD-YHM
8h 55m1 stop
$589Multiple Airlines
Find Deal
Thu, Feb 5 - Thu, Feb 12
WestJet Logo
6:10 pm - 3:02 pmYHM-ORD
21h 52m2 stops
WestJet Logo
3:52 pm - 5:17 pmORD-YHM
24h 25m2 stops
$1,581WestJet
Find Deal
Wed, Nov 19 - Wed, Nov 26

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 October 23, 2025.
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

Fri 12/5

7:55 pm-10:24 pm

2 stops27h 29m

Chicago O'Hare Intl

Fri 12/12

3:21 pm-3:00 pm

1 stop22h 39m

$381

HamiltonChicago

YHM - ORD

YHMORD

Hamilton

Thu 2/5

6:10 pm-1:35 pm

1 stop20h 25m

Chicago O'Hare Intl

Thu 2/12

5:05 am-3:00 pm

1 stop8h 55m

$388

HamiltonChicago

YHM - ORD

YHMORD

Hamilton

Thu 2/5

6:10 pm-6:48 pm

2 stops25h 38m

Chicago O'Hare Intl

Thu 2/12

5:05 am-3:00 pm

1 stop8h 55m

$395

HamiltonChicago

YHM - ORD

YHMORD

Hamilton

Tue 12/16

7:00 am-9:19 pm

1 stop15h 19m

Chicago O'Hare Intl

Sat 12/27

9:22 pm-2:20 pm

2 stops15h 58m

$494

HamiltonChicago

YHM - ORD

YHMORD

Hamilton

Tue 12/16

7:00 am-9:26 pm

2 stops15h 26m

Chicago O'Hare Intl

Sat 12/27

9:22 pm-2:20 pm

2 stops15h 58m

$511

HamiltonChicago

YHM - ORD

YHMORD

Hamilton

Fri 12/5

7:00 am-12:19 am

3 stops18h 19m

Chicago O'Hare Intl

Fri 12/12

8:52 pm-3:00 pm

2 stops17h 08m

$530

HamiltonChicago

YHM - ORD

YHMORD

Hamilton

Fri 12/5

8:15 am-6:00 am

2 stops22h 45m

Chicago O'Hare Intl

Fri 12/12

8:52 pm-3:00 pm

2 stops17h 08m

$547

HamiltonChicago

YHM - ORD

YHMORD

Hamilton

Fri 12/5

7:00 am-12:19 am

3 stops18h 19m

Chicago O'Hare Intl

Fri 12/12

12:09 pm-3:00 pm

3 stops25h 51m

$559

HamiltonChicago

YHM - ORD

YHMORD

Hamilton

Thu 2/5

6:10 pm-11:42 pm

3 stops30h 32m

Chicago O'Hare Intl

Thu 2/12

5:05 am-3:00 pm

1 stop8h 55m

$589

HamiltonChicago

YHM - ORD

YHMORD

Hamilton

Wed 11/19

6:10 pm-3:02 pm

2 stops21h 52m

Chicago O'Hare Intl

Wed 11/26

3:52 pm-5:17 pm

2 stops24h 25m

$1,581

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 typical price of a round-trip flight between Hamilton, Ontario and Chicago O'Hare Intl Airport?

What is the cheapest month to fly to Chicago O'Hare Intl Airport?

The month of June is another great option to travel to Chicago O'Hare Intl Airport, with average flight prices from Hamilton, Ontario averaging around $222.

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 Saturday when prices can be found for as low as $450. 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 $707.

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 $434 when looking at flights departing in the evening. Try not to purchase tickets in the afternoon because they tend to be around $611. 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

Direct flights

None
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.
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  • 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 11h 52m.

  • 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
South Haven
Schaumburg
Rockford
Merrillville
Gurnee
Naperville
Rosemont
Kenosha
New Buffalo
Joliet
Oak Brook
Orland Park
Racine
Hammond
Tinley Park
Janesville
Elgin
Aurora
Benton Harbor

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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