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Cheap flights from Hamilton, Ontario to Chicago from $152

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 8/24. 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

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
6:15 am - 4:40 pm
YHM
-
ORD
35h 25m
3 stops
Multiple Airlines Logo
5:30 pm - 5:25 pm
ORD
-
YHM
22h 55m
3 stops
$513Multiple Airlines
Thu, Sep 24 - Sun, Sep 27
Multiple Airlines Logo
7:00 am - 4:40 pm
YHM
-
ORD
34h 40m
2 stops
Multiple Airlines Logo
5:30 pm - 5:25 pm
ORD
-
YHM
22h 55m
3 stops
$519Multiple Airlines
Thu, Sep 24 - Sun, Sep 27
WestJet Logo
6:10 pm - 4:40 pm
YHM
-
ORD
23h 30m
1 stop
WestJet Logo
5:30 pm - 5:15 pm
ORD
-
YHM
22h 45m
1 stop
$522WestJet
Wed, Sep 23 - Mon, Sep 28
Multiple Airlines Logo
6:55 pm - 4:40 pm
YHM
-
ORD
22h 45m
1 stop
Multiple Airlines Logo
5:30 pm - 7:34 pm
ORD
-
YHM
25h 04m
2 stops
$523Multiple Airlines
Wed, Sep 23 - Mon, Sep 28
Multiple Airlines Logo
6:15 am - 4:40 pm
YHM
-
ORD
35h 25m
3 stops
Multiple Airlines Logo
5:30 pm - 10:09 pm
ORD
-
YHM
27h 39m
2 stops
$562Multiple Airlines
Sun, Aug 16 - Sun, Aug 23
Multiple Airlines Logo
8:50 am - 8:30 pm
YHM
-
ORD
12h 40m
2 stops
Multiple Airlines Logo
8:05 am - 3:55 pm
ORD
-
YHM
30h 50m
1 stop
$563Multiple Airlines
Thu, Aug 13 - Sun, Aug 16
Multiple Airlines Logo
6:15 am - 4:40 pm
YHM
-
ORD
35h 25m
3 stops
Multiple Airlines Logo
5:30 pm - 5:25 pm
ORD
-
YHM
22h 55m
3 stops
$566Multiple Airlines
Sat, Sep 5 - Tue, Sep 8
Multiple Airlines Logo
6:15 am - 4:40 pm
YHM
-
ORD
35h 25m
3 stops
Multiple Airlines Logo
5:30 pm - 10:09 pm
ORD
-
YHM
27h 39m
2 stops
$568Multiple Airlines
Sun, Aug 16 - Sun, Aug 23
Multiple Airlines Logo
6:15 am - 4:40 pm
YHM
-
ORD
35h 25m
3 stops
Multiple Airlines Logo
5:30 pm - 10:09 pm
ORD
-
YHM
27h 39m
2 stops
$569Multiple Airlines
Sun, Aug 16 - Sun, Aug 23
Multiple Airlines Logo
6:35 pm - 10:16 am
YHM
-
ORD
16h 41m
3 stops
Multiple Airlines Logo
8:40 am - 7:39 pm
ORD
-
YHM
9h 59m
2 stops
$571Multiple Airlines
Mon, Aug 17 - Mon, Aug 24

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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 July 4, 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

Cheapest round-trip

HamiltonChicago

YHM - ORD

YHMORD

Hamilton

Thu 9/24

6:15 am-4:40 pm

3 stops35h 25m

Chicago O'Hare Intl

Sun 9/27

5:30 pm-5:25 pm

3 stops22h 55m

$513

HamiltonChicago

YHM - ORD

YHMORD

Hamilton

Thu 9/24

7:00 am-4:40 pm

2 stops34h 40m

Chicago O'Hare Intl

Sun 9/27

5:30 pm-5:25 pm

3 stops22h 55m

$519

HamiltonChicago

YHM - ORD

YHMORD

Hamilton

Wed 9/23

6:10 pm-4:40 pm

1 stop23h 30m

Chicago O'Hare Intl

Mon 9/28

5:30 pm-5:15 pm

1 stop22h 45m

$522

HamiltonChicago

YHM - ORD

YHMORD

Hamilton

Wed 9/23

6:55 pm-4:40 pm

1 stop22h 45m

Chicago O'Hare Intl

Mon 9/28

5:30 pm-7:34 pm

2 stops25h 04m

$523

HamiltonChicago

YHM - ORD

YHMORD

Hamilton

Sun 8/16

6:15 am-4:40 pm

3 stops35h 25m

Chicago O'Hare Intl

Sun 8/23

5:30 pm-10:09 pm

2 stops27h 39m

$562

HamiltonChicago

YHM - ORD

YHMORD

Hamilton

Thu 8/13

8:50 am-8:30 pm

2 stops12h 40m

Chicago O'Hare Intl

Sun 8/16

8:05 am-3:55 pm

1 stop30h 50m

$563

HamiltonChicago

YHM - ORD

YHMORD

Hamilton

Sat 9/5

6:15 am-4:40 pm

3 stops35h 25m

Chicago O'Hare Intl

Tue 9/8

5:30 pm-5:25 pm

3 stops22h 55m

$566

HamiltonChicago

YHM - ORD

YHMORD

Hamilton

Sun 8/16

6:15 am-4:40 pm

3 stops35h 25m

Chicago O'Hare Intl

Sun 8/23

5:30 pm-10:09 pm

2 stops27h 39m

$568

HamiltonChicago

YHM - ORD

YHMORD

Hamilton

Sun 8/16

6:15 am-4:40 pm

3 stops35h 25m

Chicago O'Hare Intl

Sun 8/23

5:30 pm-10:09 pm

2 stops27h 39m

$569
Quickest round-trip

HamiltonChicago

YHM - ORD

YHMORD

Hamilton

Mon 8/17

6:35 pm-10:16 am

3 stops16h 41m

Chicago O'Hare Intl

Mon 8/24

8:40 am-7:39 pm

2 stops9h 59m

$571

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 $465. 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 $744.

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 $388 when looking at flights departing in the evening. Try not to purchase tickets in the afternoon because they tend to be around $734. 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

15h 25m

Direct flights

None
The fastest flight from Hamilton, Ontario to Chicago O'Hare Intl Airport takes 15h 25m
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

Frequently asked questions about flying from Hamilton, Ontario to Chicago O'Hare Intl Airport

  • 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 15h 25m.

  • 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
Rosemont
Naperville
Orland Park
Oak Brook
New Buffalo
Joliet
Kenosha
Hammond
Aurora
Racine
Janesville
Elgin
Evanston
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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