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Cheap flights from Hamilton, ON to Chicago O'Hare Intl Airport from C$ 208

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 16/5. Fares are subject to change and may not be available on all flights or dates of travel.
YHM — ORD
29 May — 5 Jun1
1 adult
1 adult, Economy, 0 bags

Cheap flight deals from Hamilton to O'Hare Intl

Enter your travel dates to find the best prices.

Cheapest flights from Hamilton to O'Hare Intl
Explore the most affordable flight options available from Hamilton to O'Hare Intl. Find the lowest fares from popular airlines and budget airlines, with prices last updated on 29 April 2026.

Fri 22/56:10 p.m.
YHM
-
ORD
1 stop23h 30m
WestJet
Tue 26/55:30 p.m.
ORD
-
YHM
1 stop22h 45m
WestJet
Deal found 28/4C$ 557
Mon 8/68:15 a.m.
YHM
-
ORD
1 stop29h 10m
Multiple Airlines
Mon 15/65:05 a.m.
ORD
-
YHM
1 stop9h 50m
Multiple Airlines
Deal found 25/4C$ 591
Sat 16/58:15 a.m.
YHM
-
ORD
1 stop16h 00m
Multiple Airlines
Mon 18/55:05 a.m.
ORD
-
YHM
1 stop9h 50m
Multiple Airlines
Deal found 27/4C$ 594
Thu 21/57:00 a.m.
YHM
-
ORD
2 stops34h 40m
Multiple Airlines
Sun 24/55:30 p.m.
ORD
-
YHM
2 stops27h 44m
Multiple Airlines
Deal found 26/4C$ 702
Fri 22/57:00 a.m.
YHM
-
ORD
2 stops34h 40m
Multiple Airlines
Tue 26/55:30 p.m.
ORD
-
YHM
2 stops27h 39m
Multiple Airlines
Deal found 27/4C$ 705
Sat 23/58:15 a.m.
YHM
-
ORD
2 stops24h 40m
Multiple Airlines
Sat 30/55:30 p.m.
ORD
-
YHM
1 stop28h 48m
Multiple Airlines
Deal found 25/4C$ 718
Fri 22/57:00 a.m.
YHM
-
ORD
2 stops34h 40m
Multiple Airlines
Sun 24/55:30 p.m.
ORD
-
YHM
2 stops27h 44m
Multiple Airlines
Deal found 27/4C$ 720
Fri 22/57:00 a.m.
YHM
-
ORD
2 stops34h 40m
Multiple Airlines
Mon 25/55:30 p.m.
ORD
-
YHM
2 stops27h 39m
Multiple Airlines
Deal found 27/4C$ 727
Thu 21/56:10 p.m.
YHM
-
ORD
1 stop23h 30m
WestJet
Sun 24/55:30 p.m.
ORD
-
YHM
1 stop22h 45m
WestJet
Deal found 28/4C$ 742

Find flight deals from Hamilton to O'Hare Intl

Discover tips and strategies to find the most affordable flight options for your journey from Hamilton (YHM) to O'Hare Intl (ORD). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated 29 April 2026.

Round-trip from

C$ 557

One-way from

C$ 208

Popular in

April

Cheapest in

July

Average price

C$ 433
WestJet
  • WestJet
  • 22/5-26/5
  • 2 total stops
  • 46h 15m total
  • Hamilton to Chicago
Search Deals
Air Canada
  • Air Canada
  • 16/5
  • 1 total stop
  • 6h 19m total
  • Hamilton to Chicago
Search Deals
Highest demand for flights based on searches. 8% potential increase in price (C$ 42 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease (C$ 13 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in April 2026
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Hamilton to O'Hare Intl 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, Cheapflights users made 629,999 searches. Data last updated 29 April 2026.
Use the filters below to find and compare flights from Hamilton 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 8/6

8:15 a.m.-12:25 p.m.

1 stop29h 10m

Chicago O'Hare Intl

Mon 15/6

5:05 a.m.-3:55 p.m.

1 stop9h 50m

C$ 591

HamiltonChicago

YHM - ORD

YHMORD

Hamilton

Sat 23/5

8:15 a.m.-7:55 a.m.

2 stops24h 40m

Chicago O'Hare Intl

Sat 30/5

5:30 p.m.-11:18 p.m.

1 stop28h 48m

C$ 718

HamiltonChicago

YHM - ORD

YHMORD

Hamilton

Fri 22/5

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

2 stops34h 40m

Chicago O'Hare Intl

Sun 24/5

5:30 p.m.-10:14 p.m.

2 stops27h 44m

C$ 720

HamiltonChicago

YHM - ORD

YHMORD

Hamilton

Fri 22/5

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

2 stops34h 40m

Chicago O'Hare Intl

Mon 25/5

5:30 p.m.-10:09 p.m.

2 stops27h 39m

C$ 727

HamiltonChicago

YHM - ORD

YHMORD

Hamilton

Thu 21/5

6:10 p.m.-4:40 p.m.

1 stop23h 30m

Chicago O'Hare Intl

Sun 24/5

5:30 p.m.-5:15 p.m.

1 stop22h 45m

C$ 742

HamiltonChicago

YHM - ORD

YHMORD

Hamilton

Wed 27/5

7:55 p.m.-4:40 p.m.

1 stop21h 45m

Chicago O'Hare Intl

Tue 2/6

9:37 p.m.-11:13 p.m.

2 stops24h 36m

C$ 762

HamiltonChicago

YHM - ORD

YHMORD

Hamilton

Wed 27/5

5:45 p.m.-4:40 p.m.

2 stops23h 55m

Chicago O'Hare Intl

Wed 3/6

5:30 p.m.-10:34 p.m.

2 stops28h 04m

C$ 824

HamiltonChicago

YHM - ORD

YHMORD

Hamilton

Tue 9/6

7:55 p.m.-4:40 p.m.

1 stop21h 45m

Chicago O'Hare Intl

Tue 16/6

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

1 stop28h 43m

C$ 874
Quickest round-trip

HamiltonChicago

YHM - ORD

YHMORD

Hamilton

Sat 2/5

8:15 a.m.-6:20 p.m.

2 stops11h 05m

Chicago O'Hare Intl

Mon 4/5

5:05 a.m.-3:55 p.m.

1 stop9h 50m

C$ 1,052
Cheapest one-way

HamiltonChicago

YHM - ORD

YHMORD

Hamilton

Sat 30/5

6:30 p.m.-8:00 a.m.

1 stop14h 30m

C$ 238

Flights are sorted by cheapest round-trip flights first.

Deals found on 28/4

Showing 1-10 of 19 resultsSorted by cheapest first
1
2

Best time to book a flight from Hamilton to O'Hare Intl

Have a flexible travel schedule? Discover the best time to fly to O'Hare Intl from Hamilton with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Reviews of airlines servicing O'Hare Intl

Get insights into the airlines that provide service to O'Hare Intl. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to O'Hare Intl. Reviews last updated 29 April 2026.
See what other customers who have flown with Air Canada from Hamilton to Chicago O'Hare Intl Airport have to say. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Air Canada
7.1
Good
10,979 reviews
Check prices

Crew

7.8

Food

6.3

Boarding

7.3

Entertainment

6.8

Comfort

7.1

Overall

7.1

Reviews

1 / 20
6.0
Good

Thomas,Apr 2026

YYZ - LHR

Food is sub par. I travel a lot and AC food is not good
Air Canada
7.1
Good
10,979 reviews
Air Canada
7.1
Good
10,979 reviews
Check prices

Crew

7.8

Food

6.3

Boarding

7.3

Entertainment

6.8

Comfort

7.1

Overall

7.1

Reviews

1 / 20
6.0
Good

Thomas,Apr 2026

YYZ - LHR

Food is sub par. I travel a lot and AC food is not good

Related info for your journey

Find useful and relevant information for your journey from Hamilton to O'Hare Intl. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly from for flights from Hamilton to Chicago O'Hare Intl?

    Hamilton (YHM), located 10.9 km from the city centre, is the airport you fly out of when you book flights from Hamilton to Chicago O'Hare Intl. 1 airline have flights from Hamilton to Chicago O'Hare Intl on a regular basis. Booking flights from Hamilton to Chicago O'Hare Intl should not be difficult; the airport handles an average of 0 outbound flights to Chicago O'Hare Intl per day.

  • What is the cheapest airline to fly from Hamilton, Ontario to Chicago O'Hare Intl Airport round-trip?

    Flying on Air Canada is currently your cheapest option to Chicago O'Hare Intl Airport, with prices starting at C$ 264.

  • Can I find deals for flights from Hamilton to O'Hare Intl that include hotel bookings?

    Yes. In addition to deals on Hamilton to O'Hare Intl flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Hamilton to O'Hare Intl?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Hamilton to O'Hare Intl.

  • Can I find deals for business class flights from Hamilton to O'Hare Intl?

    Yes. Cheapflights offers flight deals from Hamilton to O'Hare Intl by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

See more FAQs

Travelling to a place near Chicago O'Hare Intl Airport?

Book flights to Chicago O'Hare Intl Airport if you plan to visit one of these locations
Evanston
Des Plaines
Skokie
Downers Grove
Elk Grove Village
Racine
Naperville
Bolingbrook
Romeoville
Schaumburg

Browse thousands of different options on Cheapflights for your next trip

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Top airline flying from Hamilton to O'Hare Intl

Discover the top airline that operate flights from Hamilton to O'Hare Intl. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 629,999 searches. Data last updated 29 April 2026.
AirlineCheapestAverageFlexibilityOn-time
Air CanadaCheapestC$ 264AverageC$ 469FlexibilityNo cancel feeOn-time67%
Search Air Canada flights

Fly with Cheapflights

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How does Cheapflights help users find flights from Hamilton to O'Hare Intl?

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By finding flights from multiple airlines and providers at completely no cost, Cheapflights helps millions of users like you annually find the best flights to O'Hare Intl from Hamilton.

Can Cheapflights find flights from Hamilton to O'Hare Intl with no change fees?

Users can book flights with no change fees policies with our dedicated filters. Book flights from Hamilton to O'Hare Intl flexibly with Cheapflights today.

Can Cheapflights notify me if prices for flights from Hamilton to O'Hare Intl become cheaper?

Yes, Cheapflights offers price alerts on Hamilton to O'Hare Intl flights so you can book your travel at the perfect time. Price Alerts can be enabled by clicking the bell icon next to the flight deals above and providing your email address where you want to receive the alerts.

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