Latest deals
Insights
When to book
FAQs
Price Alerts

Cheap flights from Hamilton, Ontario to Chicago from $145

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 6/1. 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

Save money when you book flights with momondo

Big names and deals

Big names and deals

Search 100s of travel sites to compare prices.

Filter for what you want

Filter for what you want

Free Wi-Fi? Stopover? Instantly customize your results.

Trusted and free

Trusted and free

We’re completely free to use - no hidden charges or fees.

Price Alerts

Price Alerts

Not ready to book? to track prices.
Search flight deals

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
8:15 am - 8:03 am
YHM
-
ORD
24h 48m
2 stops
Multiple Airlines Logo
7:52 am - 3:55 pm
ORD
-
YHM
31h 03m
1 stop
$503Multiple Airlines
Mon, Jun 8 - Sun, Jun 14
Multiple Airlines Logo
7:55 pm - 4:40 pm
YHM
-
ORD
21h 45m
1 stop
Multiple Airlines Logo
7:52 am - 3:55 pm
ORD
-
YHM
31h 03m
1 stop
$566Multiple Airlines
Mon, Jun 8 - Sun, Jun 14
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
$656Multiple Airlines
Thu, Sep 3 - Mon, Sep 7
Multiple Airlines Logo
7:00 am - 4:40 pm
YHM
-
ORD
34h 40m
2 stops
Multiple Airlines Logo
5:30 pm - 10:09 pm
ORD
-
YHM
27h 39m
2 stops
$691Multiple Airlines
Thu, Sep 3 - Mon, Sep 7
Multiple Airlines Logo
6:15 am - 4:40 pm
YHM
-
ORD
35h 25m
3 stops
Multiple Airlines Logo
5:30 pm - 11:15 pm
ORD
-
YHM
28h 45m
3 stops
$694Multiple Airlines
Mon, Sep 21 - Thu, Sep 24
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
$703Multiple Airlines
Mon, Sep 21 - Thu, Sep 24
Multiple Airlines Logo
7:00 am - 4:40 pm
YHM
-
ORD
34h 40m
2 stops
Multiple Airlines Logo
5:30 pm - 10:09 pm
ORD
-
YHM
27h 39m
2 stops
$708Multiple Airlines
Mon, Sep 21 - Thu, Sep 24
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
$716Multiple Airlines
Wed, Sep 2 - Mon, Sep 7
Multiple Airlines Logo
7:00 am - 4:40 pm
YHM
-
ORD
34h 40m
2 stops
Multiple Airlines Logo
5:30 pm - 11:13 pm
ORD
-
YHM
28h 43m
1 stop
$732Multiple Airlines
Fri, May 29 - Sun, May 31
Multiple Airlines Logo
3:50 pm - 4:40 pm
YHM
-
ORD
25h 50m
3 stops
Multiple Airlines Logo
5:30 pm - 5:25 pm
ORD
-
YHM
22h 55m
3 stops
$735Multiple Airlines
Wed, Sep 2 - Mon, Sep 7

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
Sep 21
YHM6:10 pmHamilton
23h 30m
1 stop
ORD4:40 pmChicago O'Hare Intl
Sep 24
ORD5:30 pmChicago O'Hare Intl
22h 45m
1 stop
YHM5:15 pmHamilton
$841
WestJet
May 23
YHM6:10 pmHamilton
23h 30m
1 stop
ORD4:40 pmChicago O'Hare Intl
May 25
ORD5:30 pmChicago O'Hare Intl
22h 45m
1 stop
YHM5:15 pmHamilton
$900
WestJet
May 23
YHM6:10 pmHamilton
23h 30m
1 stop
ORD4:40 pmChicago O'Hare Intl
May 26
ORD5:30 pmChicago O'Hare Intl
22h 45m
1 stop
YHM5:15 pmHamilton
$1,019

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 May 12, 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

Mon 6/8

8:15 am-8:03 am

2 stops24h 48m

Chicago O'Hare Intl

Sun 6/14

7:52 am-3:55 pm

1 stop31h 03m

$503

HamiltonChicago

YHM - ORD

YHMORD

Hamilton

Mon 6/8

7:55 pm-4:40 pm

1 stop21h 45m

Chicago O'Hare Intl

Sun 6/14

7:52 am-3:55 pm

1 stop31h 03m

$566

HamiltonChicago

YHM - ORD

YHMORD

Hamilton

Thu 9/3

7:00 am-4:40 pm

2 stops34h 40m

Chicago O'Hare Intl

Mon 9/7

5:30 pm-5:25 pm

3 stops22h 55m

$656

HamiltonChicago

YHM - ORD

YHMORD

Hamilton

Thu 9/3

7:00 am-4:40 pm

2 stops34h 40m

Chicago O'Hare Intl

Mon 9/7

5:30 pm-10:09 pm

2 stops27h 39m

$691

HamiltonChicago

YHM - ORD

YHMORD

Hamilton

Mon 9/21

6:15 am-4:40 pm

3 stops35h 25m

Chicago O'Hare Intl

Thu 9/24

5:30 pm-11:15 pm

3 stops28h 45m

$694

HamiltonChicago

YHM - ORD

YHMORD

Hamilton

Mon 9/21

7:00 am-4:40 pm

2 stops34h 40m

Chicago O'Hare Intl

Thu 9/24

5:30 pm-5:25 pm

3 stops22h 55m

$703

HamiltonChicago

YHM - ORD

YHMORD

Hamilton

Mon 9/21

7:00 am-4:40 pm

2 stops34h 40m

Chicago O'Hare Intl

Thu 9/24

5:30 pm-10:09 pm

2 stops27h 39m

$708

HamiltonChicago

YHM - ORD

YHMORD

Hamilton

Wed 9/2

7:00 am-4:40 pm

2 stops34h 40m

Chicago O'Hare Intl

Mon 9/7

5:30 pm-5:25 pm

3 stops22h 55m

$716

HamiltonChicago

YHM - ORD

YHMORD

Hamilton

Fri 5/29

7:00 am-4:40 pm

2 stops34h 40m

Chicago O'Hare Intl

Sun 5/31

5:30 pm-11:13 pm

1 stop28h 43m

$732
Quickest round-trip

HamiltonChicago

YHM - ORD

YHMORD

Hamilton

Wed 9/2

3:50 pm-4:40 pm

3 stops25h 50m

Chicago O'Hare Intl

Mon 9/7

5:30 pm-5:25 pm

3 stops22h 55m

$735

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
1
2

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 $461. 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 $741.

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 $392 when looking at flights departing in the evening. Try not to purchase tickets in the afternoon because they tend to be around $713. 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 20m

Direct flights

None
The fastest flight from Hamilton, Ontario to Chicago O'Hare Intl Airport takes 15h 20m
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 20m.

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

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.

An easier way to manage your Chicago O'Hare Intl Airport trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.
Start using Trips
Find my bookings

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.
1 adult
Thu 6/11
Thu 6/18
By creating a price alert you accept our terms of use and privacy policy.

Find better results for your trip to Chicago