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Cheap flights from Hamilton, Ontario to Chicago from $121

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 10/5. 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

WestJet Logo
6:00 am - 4:43 pmYHM-ORD
11h 43m1 stop
WestJet Logo
5:30 pm - 12:40 amORD-YHM
30h 10m1 stop
$222WestJet
Find Deal
Fri, Oct 3 - Fri, Oct 10
WestJet Logo
6:00 am - 4:43 pmYHM-ORD
11h 43m1 stop
WestJet Logo
5:30 pm - 12:40 amORD-YHM
30h 10m1 stop
$250WestJet
Find Deal
Fri, Oct 17 - Sun, Oct 19
Logo
6:00 am - 4:43 pmYHM-ORD
11h 43m1 stop
Logo
5:30 pm - 10:18 pmORD-YHM
27h 48m2 stops
$270
Find Deal
Sat, Oct 18 - Sat, Oct 25
Logo
6:00 am - 4:43 pmYHM-ORD
11h 43m1 stop
Logo
5:30 pm - 11:55 pmORD-YHM
29h 25m1 stop
$274
Find Deal
Sat, Oct 18 - Sat, Oct 25
WestJet Logo
6:00 am - 4:43 pmYHM-ORD
11h 43m1 stop
WestJet Logo
5:30 pm - 12:40 amORD-YHM
30h 10m1 stop
$276WestJet
Find Deal
Thu, Oct 2 - Sun, Oct 5
WestJet Logo
6:00 am - 4:43 pmYHM-ORD
11h 43m1 stop
WestJet Logo
2:20 pm - 5:17 pmORD-YHM
25h 57m1 stop
$281WestJet
Find Deal
Fri, Oct 17 - Sun, Oct 26
WestJet Logo
6:00 am - 4:43 pmYHM-ORD
11h 43m1 stop
WestJet Logo
2:20 pm - 5:17 pmORD-YHM
25h 57m1 stop
$337WestJet
Find Deal
Fri, Oct 17 - Sun, Oct 26
Logo
6:00 am - 4:43 pmYHM-ORD
11h 43m1 stop
Logo
4:45 pm - 5:17 pmORD-YHM
23h 32m3 stops
$365
Find Deal
Sat, Oct 18 - Sat, Oct 25
Logo
5:45 pm - 4:43 pmYHM-ORD
23h 58m2 stops
Logo
4:45 pm - 5:17 pmORD-YHM
23h 32m3 stops
$383
Find Deal
Sat, Oct 18 - Sat, Oct 25
Logo
5:45 pm - 4:43 pmYHM-ORD
23h 58m3 stops
Logo
4:45 pm - 5:17 pmORD-YHM
23h 32m3 stops
$404
Find Deal
Sat, Oct 18 - Sat, Oct 25

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
Oct 3
YHM6:00 amHamilton
11h 43m
1 stop
ORD4:43 pmChicago O'Hare Intl
Oct 10
ORD5:30 pmChicago O'Hare Intl
30h 10m
1 stop
YHM12:40 amHamilton
$222
Find similar
WestJet
Oct 17
YHM6:00 amHamilton
11h 43m
1 stop
ORD4:43 pmChicago O'Hare Intl
Oct 19
ORD5:30 pmChicago O'Hare Intl
30h 10m
1 stop
YHM12:40 amHamilton
$250
Find similar
WestJet
Oct 2
YHM6:00 amHamilton
11h 43m
1 stop
ORD4:43 pmChicago O'Hare Intl
Oct 5
ORD5:30 pmChicago O'Hare Intl
30h 10m
1 stop
YHM12:40 amHamilton
$276
Find similar

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 September 8, 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 10/3

6:00 am-4:43 pm

1 stop11h 43m

Chicago O'Hare Intl

Fri 10/10

5:30 pm-12:40 am

1 stop30h 10m

$222

HamiltonChicago

YHM - ORD

YHMORD

Hamilton

Fri 10/17

6:00 am-4:43 pm

1 stop11h 43m

Chicago O'Hare Intl

Sun 10/19

5:30 pm-12:40 am

1 stop30h 10m

$250

HamiltonChicago

YHM - ORD

YHMORD

Hamilton

Sat 10/18

6:00 am-4:43 pm

1 stop11h 43m

Chicago O'Hare Intl

Sat 10/25

5:30 pm-10:18 pm

2 stops27h 48m

$270

HamiltonChicago

YHM - ORD

YHMORD

Hamilton

Sat 10/18

6:00 am-4:43 pm

1 stop11h 43m

Chicago O'Hare Intl

Sat 10/25

5:30 pm-11:55 pm

1 stop29h 25m

$274

HamiltonChicago

YHM - ORD

YHMORD

Hamilton

Thu 10/2

6:00 am-4:43 pm

1 stop11h 43m

Chicago O'Hare Intl

Sun 10/5

5:30 pm-12:40 am

1 stop30h 10m

$276

HamiltonChicago

YHM - ORD

YHMORD

Hamilton

Fri 10/17

6:00 am-4:43 pm

1 stop11h 43m

Chicago O'Hare Intl

Sun 10/26

2:20 pm-5:17 pm

1 stop25h 57m

$281

HamiltonChicago

YHM - ORD

YHMORD

Hamilton

Fri 10/17

6:00 am-4:43 pm

1 stop11h 43m

Chicago O'Hare Intl

Sun 10/26

2:20 pm-5:17 pm

1 stop25h 57m

$337

HamiltonChicago

YHM - ORD

YHMORD

Hamilton

Sat 10/18

6:00 am-4:43 pm

1 stop11h 43m

Chicago O'Hare Intl

Sat 10/25

4:45 pm-5:17 pm

3 stops23h 32m

$365

HamiltonChicago

YHM - ORD

YHMORD

Hamilton

Sat 10/18

5:45 pm-4:43 pm

2 stops23h 58m

Chicago O'Hare Intl

Sat 10/25

4:45 pm-5:17 pm

3 stops23h 32m

$383

HamiltonChicago

YHM - ORD

YHMORD

Hamilton

Sat 10/18

5:45 pm-4:43 pm

3 stops23h 58m

Chicago O'Hare Intl

Sat 10/25

4:45 pm-5:17 pm

3 stops23h 32m

$404

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 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 $438. 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 $729.

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 $395 when looking at flights departing in the evening. Try not to purchase tickets in the afternoon because they tend to be around $624. 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.
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 11h 43m.

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