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Cheap flights from Hamilton, Ontario to Chicago from C$ 244

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 17/8. 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

Discover deals from 900+ travel sites with momondo.

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
6:55 p.m. - 4:40 p.m.
YHM
-
ORD
22h 45m
1 stop
Multiple Airlines Logo
5:30 p.m. - 7:29 p.m.
ORD
-
YHM
24h 59m
2 stops
C$ 817Multiple Airlines
Fri, 4 Sep - Tue, 8 Sep
Multiple Airlines Logo
8:15 a.m. - 11:27 p.m.
YHM
-
ORD
16h 12m
2 stops
Multiple Airlines Logo
8:05 a.m. - 3:55 p.m.
ORD
-
YHM
30h 50m
1 stop
C$ 839Multiple Airlines
Sat, 18 Jul - Sun, 19 Jul
Multiple Airlines Logo
6:15 a.m. - 4:40 p.m.
YHM
-
ORD
35h 25m
3 stops
Multiple Airlines Logo
5:30 p.m. - 5:30 p.m.
ORD
-
YHM
23h 00m
3 stops
C$ 848Multiple Airlines
Wed, 26 Aug - Fri, 28 Aug
Multiple Airlines Logo
6:35 p.m. - 12:50 p.m.
YHM
-
ORD
43h 15m
2 stops
Multiple Airlines Logo
8:05 a.m. - 3:55 p.m.
ORD
-
YHM
30h 50m
1 stop
C$ 851Multiple Airlines
Sun, 23 Aug - Sun, 30 Aug
Multiple Airlines Logo
6:55 p.m. - 4:40 p.m.
YHM
-
ORD
22h 45m
1 stop
Multiple Airlines Logo
5:30 p.m. - 11:13 p.m.
ORD
-
YHM
28h 43m
1 stop
C$ 856Multiple Airlines
Fri, 4 Sep - Tue, 8 Sep
Multiple Airlines Logo
9:50 a.m. - 4:40 p.m.
YHM
-
ORD
31h 50m
2 stops
Multiple Airlines Logo
5:30 p.m. - 5:30 p.m.
ORD
-
YHM
23h 00m
3 stops
C$ 863Multiple Airlines
Wed, 26 Aug - Fri, 28 Aug
Multiple Airlines Logo
6:35 p.m. - 10:16 a.m.
YHM
-
ORD
16h 41m
3 stops
Multiple Airlines Logo
8:40 a.m. - 8:49 p.m.
ORD
-
YHM
11h 09m
2 stops
C$ 866Multiple Airlines
Fri, 21 Aug - Fri, 28 Aug
Multiple Airlines Logo
6:35 p.m. - 10:16 a.m.
YHM
-
ORD
16h 41m
3 stops
Multiple Airlines Logo
8:40 a.m. - 8:49 p.m.
ORD
-
YHM
11h 09m
2 stops
C$ 869Multiple Airlines
Fri, 21 Aug - Fri, 28 Aug
Multiple Airlines Logo
7:00 a.m. - 4:40 p.m.
YHM
-
ORD
34h 40m
2 stops
Multiple Airlines Logo
8:17 a.m. - 10:25 p.m.
ORD
-
YHM
13h 08m
1 stop
C$ 870Multiple Airlines
Sat, 3 Oct - Wed, 7 Oct
Multiple Airlines Logo
6:15 a.m. - 4:40 p.m.
YHM
-
ORD
35h 25m
3 stops
Multiple Airlines Logo
5:30 p.m. - 8:25 p.m.
ORD
-
YHM
25h 55m
3 stops
C$ 888Multiple Airlines
Fri, 4 Sep - Sun, 6 Sep

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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
3 Sep
YHM6:10 p.m.Hamilton
23h 30m
1 stop
ORD4:40 p.m.Chicago O'Hare Intl
6 Sep
ORD5:30 p.m.Chicago O'Hare Intl
22h 45m
1 stop
YHM5:15 p.m.Hamilton
C$ 1,073
WestJet
18 Jul
YHM6:10 p.m.Hamilton
23h 30m
1 stop
ORD4:40 p.m.Chicago O'Hare Intl
21 Jul
ORD5:30 p.m.Chicago O'Hare Intl
22h 45m
1 stop
YHM5:15 p.m.Hamilton
C$ 1,545
WestJet
15 Jul
YHM6:10 p.m.Hamilton
23h 30m
1 stop
ORD4:40 p.m.Chicago O'Hare Intl
22 Jul
ORD5:30 p.m.Chicago O'Hare Intl
22h 45m
1 stop
YHM5:15 p.m.Hamilton
C$ 1,707

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 96,600 searches. Data last updated 9 July 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

Fri 4/9

6:55 p.m.-4:40 p.m.

1 stop22h 45m

Chicago O'Hare Intl

Tue 8/9

5:30 p.m.-7:29 p.m.

2 stops24h 59m

C$ 817

HamiltonChicago

YHM - ORD

YHMORD

Hamilton

Sat 18/7

8:15 a.m.-11:27 p.m.

2 stops16h 12m

Chicago O'Hare Intl

Sun 19/7

8:05 a.m.-3:55 p.m.

1 stop30h 50m

C$ 839

HamiltonChicago

YHM - ORD

YHMORD

Hamilton

Wed 26/8

6:15 a.m.-4:40 p.m.

3 stops35h 25m

Chicago O'Hare Intl

Fri 28/8

5:30 p.m.-5:30 p.m.

3 stops23h 00m

C$ 848

HamiltonChicago

YHM - ORD

YHMORD

Hamilton

Sun 23/8

6:35 p.m.-12:50 p.m.

2 stops43h 15m

Chicago O'Hare Intl

Sun 30/8

8:05 a.m.-3:55 p.m.

1 stop30h 50m

C$ 851

HamiltonChicago

YHM - ORD

YHMORD

Hamilton

Fri 4/9

6:55 p.m.-4:40 p.m.

1 stop22h 45m

Chicago O'Hare Intl

Tue 8/9

5:30 p.m.-11:13 p.m.

1 stop28h 43m

C$ 856

HamiltonChicago

YHM - ORD

YHMORD

Hamilton

Wed 26/8

9:50 a.m.-4:40 p.m.

2 stops31h 50m

Chicago O'Hare Intl

Fri 28/8

5:30 p.m.-5:30 p.m.

3 stops23h 00m

C$ 863
Quickest round-trip

HamiltonChicago

YHM - ORD

YHMORD

Hamilton

Fri 21/8

6:35 p.m.-10:16 a.m.

3 stops16h 41m

Chicago O'Hare Intl

Fri 28/8

8:40 a.m.-8:49 p.m.

2 stops11h 09m

C$ 866

HamiltonChicago

YHM - ORD

YHMORD

Hamilton

Fri 21/8

6:35 p.m.-10:16 a.m.

3 stops16h 41m

Chicago O'Hare Intl

Fri 28/8

8:40 a.m.-8:49 p.m.

2 stops11h 09m

C$ 869

HamiltonChicago

YHM - ORD

YHMORD

Hamilton

Sat 3/10

7:00 a.m.-4:40 p.m.

2 stops34h 40m

Chicago O'Hare Intl

Wed 7/10

8:17 a.m.-10:25 p.m.

1 stop13h 08m

C$ 870

HamiltonChicago

YHM - ORD

YHMORD

Hamilton

Fri 4/9

6:15 a.m.-4:40 p.m.

3 stops35h 25m

Chicago O'Hare Intl

Sun 6/9

5:30 p.m.-8:25 p.m.

3 stops25h 55m

C$ 888

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 C$ 711. This is often the case because there is less demand to fly during this day of the week. When flying out on a Tuesday, the most expensive travel day of the week, you can expect to see flight prices from Hamilton, Ontario to Chicago O'Hare Intl Airport for around C$ 1,095.

What is the cheapest time of day to depart on your flight to Chicago O'Hare Intl Airport?

In the evening is the cheapest time of day to fly from Hamilton, Ontario to Chicago O'Hare Intl Airport when you can find flight prices for as low as C$ 755. Flying to Chicago O'Hare Intl Airport in the evening is an ideal time because this is during off-peak travel hours. If you have a flexible travel schedule, then try to avoid flying at noon when prices are C$ 1,132 on average. Flights to Chicago O'Hare Intl Airport from Hamilton, Ontario at noon are generally more expensive because this time of day is more convenient for travellers’ schedules.

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

10h 53m

Direct flights

None
The fastest flight from Hamilton, Ontario to Chicago O'Hare Intl Airport takes 10h 53m
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?

    There are 673.3 km between Hamilton and Chicago O'Hare Intl. 10h 53m is a normal flight duration for this route.

  • 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 refresh daily.

  • How many operators does momondo search for flights from Hamilton Airport to Chicago O'Hare Intl Airport?

  • How old do you have to be to fly from Hamilton Airport to Chicago O'Hare Intl Airport?

    The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to 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 you'll need for your trip to Chicago O'Hare Intl Airport may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Chicago O'Hare Intl Airport. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.

  • What is the most popular airline from Hamilton, Ontario to Chicago O'Hare Intl Airport?

Best airlines flying from Hamilton, Ontario to Chicago O'Hare Intl Airport

Compare and see reviews for airlines that fly from Hamilton, Ontario to Chicago O'Hare Intl Airport with momondo
Airline
Rating
Free Cancellation
Price
Air CanadaPriceFrom C$ 274Free CancellationRating
7.1
11,321 reviews
Search Air Canada flights

Travelling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Schaumburg
Glenview
Waukegan
Rosemont
Des Plaines
Merrillville
Kenosha
Northbrook
Tinley Park
Evanston
Downers Grove
Great Lakes
Hammond
Harvey
Naperville
Munster
Harvard
Hoffman Estates
Elmhurst
DeKalb

Why use momondo?

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

Finding the right flight to Chicago from Hamilton is quick and easy when you have a range of options in front of you, from reputable agents and recognizable airlines. Options that can then be filtered down to find the best fit. That is what momondo does. We make finding flights to Chicago quick and easy, saving you time and money.

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?

momondo helps you find the best flight between Hamilton and Chicago by providing filters to narrow your choice of flights to those matching your criteria. You can select flights based on numerous factors such as price, departure and landing times, airport and airline.

I’m not ready to book a flight from Hamilton to Chicago right now. Can momondo alert me if prices change?

Yes. momondo can track prices for Hamilton to Chicago flights and alert you when they change. Perform a search to set up the price alert. All that is required is a valid email address.

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