What airlines fly to Chicago?

Air Canada, American Airlines and United Airlines are the top three most popular airlines that fly to Chicago from Hamilton, Ontario according to our data. Air Canada is the first choice among our users, with 49% of people opting to fly with this airline when traveling to Chicago. Keep in mind that there are 4 different airlines that fly to Chicago on a routine basis, so you have a few additional options to choose from.

What is the cheapest airline that flies from Hamilton to Chicago?

WestJet is the most popular carrier operating from Hamilton to Chicago

When did momondo last update prices for flights from Hamilton Airport to Chicago?

Prices for flights from Hamilton Airport to Chicago were last updated today.

How old do you have to be to fly from Hamilton Airport to Chicago?

The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Hamilton Airport to Chicago.

What documentation or ID do you need to fly to Chicago?

The required travel and health documents for your Chicago trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Chicago. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

$167 Cheap Flights from Hamilton to Chicago in 2025

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Find the cheapest flights from Hamilton, Ontario to Chicago

Round-trip

One-way

Last minute

Cheap round-trip flights

6:00 am - 4:43 pmYHM-ORD

11h 43m1 stop

2:20 pm - 5:17 pmORD-YHM

25h 57m1 stop

$338WestJet

Find Deal

Sun, Oct 19 - Sun, Oct 26

2:55 pm - 4:43 pmYHM-ORD

26h 48m2 stops

5:30 pm - 11:48 pmORD-YHM

29h 18m2 stops

$442

Find Deal

Thu, Sep 11 - Thu, Sep 18

6:00 am - 4:43 pmYHM-ORD

11h 43m1 stop

5:30 pm - 11:48 pmORD-YHM

29h 18m2 stops

$450

Find Deal

Thu, Sep 11 - Thu, Sep 18

6:00 am - 4:43 pmYHM-ORD

11h 43m1 stop

5:30 pm - 11:48 pmORD-YHM

29h 18m2 stops

$460

Find Deal

Fri, Sep 12 - Fri, Sep 19

2:55 pm - 4:43 pmYHM-ORD

26h 48m2 stops

5:30 pm - 11:48 pmORD-YHM

29h 18m2 stops

$470

Find Deal

Fri, Sep 12 - Fri, Sep 19

6:00 am - 4:49 amYHM-ORD

23h 49m3 stops

5:30 pm - 11:48 pmORD-YHM

29h 18m2 stops

$505

Find Deal

Thu, Sep 11 - Thu, Sep 18

2:55 pm - 4:43 pmYHM-ORD

26h 48m2 stops

12:54 pm - 12:40 amORD-YHM

34h 46m3 stops

$512

Find Deal

Fri, Sep 12 - Fri, Sep 19

6:00 am - 4:49 amYHM-ORD

23h 49m3 stops

8:56 pm - 12:40 amORD-YHM

26h 44m3 stops

$539

Find Deal

Thu, Sep 11 - Thu, Sep 18

6:00 am - 4:50 amYHM-ORD

23h 50m3 stops

6:00 am - 12:41 amORD-YHM

17h 41m3 stops

$563

Find Deal

Fri, Aug 29 - Sun, Aug 31

5:45 pm - 4:43 pmYHM-ORD

23h 58m3 stops

12:54 pm - 12:40 amORD-YHM

34h 46m3 stops

$581

Find Deal

Fri, Sep 12 - Fri, Sep 19

WestJet flights from Hamilton, Ontario to Chicago

Our best WestJet deals on Hamilton, Ontario to Chicago flight tickets

WestJet

Oct 19

YHM6:00 amHamilton

11h 43m

1 stop

ORD4:43 pmChicago O'Hare Intl

Oct 26

ORD2:20 pmChicago O'Hare Intl

25h 57m

1 stop

YHM5:17 pmHamilton

$338

Find similar

WestJet

Aug 8

YHM6:00 amHamilton

16h 34m

2 stops

ORD9:34 pmChicago O'Hare Intl

Aug 11

ORD11:00 amChicago O'Hare Intl

12h 41m

2 stops

YHM12:41 amHamilton

$1,779

Find similar

Fly from

Fly to

Route

Depart

Return

Price

HamiltonChicago

YHM - ORD

YHMORD

Hamilton

Sun 10/19

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

$338

HamiltonChicago

YHM - ORD

YHMORD

Hamilton

Thu 9/11

2:55 pm-4:43 pm

2 stops26h 48m

Chicago O'Hare Intl

Thu 9/18

5:30 pm-11:48 pm

2 stops29h 18m

$442

HamiltonChicago

YHM - ORD

YHMORD

Hamilton

Thu 9/11

6:00 am-4:43 pm

1 stop11h 43m

Chicago O'Hare Intl

Thu 9/18

5:30 pm-11:48 pm

2 stops29h 18m

$450

HamiltonChicago

YHM - ORD

YHMORD

Hamilton

Fri 9/12

6:00 am-4:43 pm

1 stop11h 43m

Chicago O'Hare Intl

Fri 9/19

5:30 pm-11:48 pm

2 stops29h 18m

$460

HamiltonChicago

YHM - ORD

YHMORD

Hamilton

Fri 9/12

2:55 pm-4:43 pm

2 stops26h 48m

Chicago O'Hare Intl

Fri 9/19

5:30 pm-11:48 pm

2 stops29h 18m

$470

HamiltonChicago

YHM - ORD

YHMORD

Hamilton

Thu 9/11

6:00 am-4:49 am

3 stops23h 49m

Chicago O'Hare Intl

Thu 9/18

5:30 pm-11:48 pm

2 stops29h 18m

$505

HamiltonChicago

YHM - ORD

YHMORD

Hamilton

Fri 9/12

2:55 pm-4:43 pm

2 stops26h 48m

Chicago O'Hare Intl

Fri 9/19

12:54 pm-12:40 am

3 stops34h 46m

$512

HamiltonChicago

YHM - ORD

YHMORD

Hamilton

Thu 9/11

6:00 am-4:49 am

3 stops23h 49m

Chicago O'Hare Intl

Thu 9/18

8:56 pm-12:40 am

3 stops26h 44m

$539

HamiltonChicago

YHM - ORD

YHMORD

Hamilton

Fri 8/29

6:00 am-4:50 am

3 stops23h 50m

Chicago O'Hare Intl

Sun 8/31

6:00 am-12:41 am

3 stops17h 41m

$563

HamiltonChicago

YHM - ORD

YHMORD

Hamilton

Fri 9/12

5:45 pm-4:43 pm

3 stops23h 58m

Chicago O'Hare Intl

Fri 9/19

12:54 pm-12:40 am

3 stops34h 46m

$581

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first

How to get the cheapest flight ticket from Hamilton, Ontario to Chicago

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

Prices

Airlines

What is the cheapest month to fly to Chicago?

The month of June is, on average, the cheapest month to fly to Chicago from Hamilton, Ontario, with most prices found around $224. If you’re not able to fly to Chicago in June, then April is your next best option. Flight prices from Hamilton, Ontario to Chicago during April average around $242.

What is the cheapest day to depart on your flight to Chicago?

The cheapest day to depart on your flight to Chicago is on a Friday when prices can be found for as low as $383. This is often the case because there is less demand to fly during this day of the week. When flying out on a Monday, the most expensive travel day of the week, you can expect to see flight prices from Hamilton, Ontario to Chicago for around $615.

What is the cheapest time of day to depart on your flight to Chicago?

Our most recent data shows that the best time of day to fly to Chicago is in the evening. Flights from Hamilton, Ontario to Chicago during this time can be as low as $359. In contrast, the most expensive time of day to depart to Chicago is at noon when prices are around $558.

When to book flights from Hamilton, Ontario to Chicago

Are you open to changing your travel dates? Check out the ideal times to fly from Hamilton, Ontario to Chicago according to our flight data. Find out which month and days have the cheapest flights.

Estimated round-trip price

Cheap Hamilton, Ontario to Chicago (YHM to CHI) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Hamilton, Ontario to Chicago

Best Price Found	$167
Fastest flight time	11h 43m
Direct flights	None
Airports in Chicago	1 airport

The best one-way flight to Chicago from Hamilton, Ontario in the past 72 hours is $167. The best round-trip flight deal from Hamilton, Ontario to Chicago found on momondo in the last 72 hours is $338.

The fastest flight from Hamilton, Ontario to Chicago takes 11h 43m

There are no direct flights from Hamilton, Ontario to Chicago. Popular non-direct route for this connection is Hamilton Airport - Chicago O'Hare Intl Airport.

There is 1 airport near Chicago: Chicago O'Hare Intl (ORD)

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How far is Hamilton to Chicago by plane?
Chicago is 406.6 mi away from Hamilton. A reasonable flight in good conditions will take 11h 43m.
When did momondo last update prices for flights from Hamilton Airport to Chicago?
Prices for flights from Hamilton Airport to Chicago were last updated today.
How old do you have to be to fly from Hamilton Airport to Chicago?
The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Hamilton Airport to Chicago.
What documentation or ID do you need to fly to Chicago?
The required travel and health documents for your Chicago trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Chicago. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

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Why use momondo?

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

We help find the flight that best suits your needs, momondo compares prices from hundreds of airlines and travel agents and helps you filter them to find the best flight from Hamilton to Chicago for you.

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

Flights from Hamilton to Chicago with flexible booking policies can be found by using the search form above and then selecting our dedicated flexible booking filter, which will highlight only the flights where this policy is applied.

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.