Hamilton

$116+ Cheap flights from Chicago (CHI) to Hamilton, ON, Canada

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 2/3. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — YYZ
Jan 21 — Jan 281
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The best prices from Chicago to Hamilton are usually found in October or February, booked 88 days in advance, depart on a Wednesday or Tuesday and return on a Wednesday

Cheap flight deals from Chicago to Hamilton

Discover tips and strategies to find the most affordable flight options for your journey from Chicago (CHI) to Hamilton (H4M). 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 January 16, 2025.

Round-trip from

$247
(eDestinos)

One-way from

$117
(Kiwi.com)

Popular in

November

Cheapest in

October

Average price

$328
From Chicago (CHI) to Hamilton
One-way flight from Chicago (CHI) to Hamilton
High demand for flights, 3% potential price rise
Best time to find cheap flights, 1% potential price drop
Average for round-trip flights in January 2025

Find flight deals from Chicago to Hamilton

Cheapest flights from Chicago to Hamilton
Explore the most affordable flight options available from Chicago to Hamilton. Find the lowest fares from popular airlines and budget airlines, with prices last updated on January 16, 2025.

This eDestinos deal was found by Cheapflights users on 1/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/45:11 amORD - YYZ
1 stop17h 44mMultiple Airlines
Tue 2/117:55 pmYYZ - ORD
1 stop23h 23mMultiple Airlines
Deal found 1/15$247
This Kissandfly.com deal was found by Cheapflights users on 1/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kissandfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/59:13 pmORD - YYZ
Nonstop1h 46mLufthansa
Thu 2/63:30 pmYYZ - ORD
Nonstop2h 11mLufthansa
Deal found 1/15$290
This KAYAK deal was found by Cheapflights users on 1/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/56:35 pmORD - YYZ
Nonstop1h 45mAmerican Airlines
Thu 2/61:14 pmYYZ - ORD
Nonstop2h 00mAmerican Airlines
Deal found 1/15$292
This Booking.com deal was found by Cheapflights users on 1/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/47:20 amORD - YYZ
1 stop5h 21mAir Canada
Tue 2/119:00 pmYYZ - ORD
Nonstop2h 13mAir Canada
Deal found 1/15$293
This Kiwi.com deal was found by Cheapflights users on 1/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/75:30 amMDW - YYZ
1 stop10h 00mMultiple Airlines
Sun 2/97:40 amYYZ - MDW
1 stop8h 41mMultiple Airlines
Deal found 1/15$299
This United Airlines deal was found by Cheapflights users on 1/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/74:00 pmORD - YYZ
Nonstop1h 41mUnited Airlines
Mon 2/1012:20 pmYYZ - ORD
Nonstop1h 51mUnited Airlines
Deal found 1/15$301
This Delta deal was found by Cheapflights users on 1/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/146:45 amORD - YYZ
1 stop8h 24mDelta
Mon 2/171:20 pmYYZ - ORD
1 stop8h 33mDelta
Deal found 1/14$326
This Delta deal was found by Cheapflights users on 1/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/139:33 amMDW - YYZ
1 stop8h 33mDelta
Sat 2/151:20 pmYYZ - MDW
1 stop3h 49mDelta
Deal found 1/15$326
This lastminute.com deal was found by Cheapflights users on 1/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure lastminute.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/201:26 pmMDW - YYZ
1 stop8h 41mWestJet
Sun 2/236:30 amYYZ - MDW
1 stop7h 12mWestJet
Deal found 1/16$336
This Sun Country Air deal was found by Cheapflights users on 1/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Sun Country Air is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/238:10 pmORD - YYZ
1 stop20h 20mSun Country Air
Thu 8/76:36 pmYYZ - ORD
1 stop25h 35mSun Country Air
Deal found 1/15$390
This Justfly.com deal was found by Cheapflights users on 1/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/256:40 amORD - YYZ
1 stop10h 43mWestJet
Tue 4/299:45 amYYZ - ORD
1 stop7h 51mWestJet
Deal found 1/14$391

Find flights from Chicago to Hamilton within your budget

Customize your flight search to find flights from Chicago to Hamilton 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 2,558,603 searches. Data last updated January 16, 2025.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

Thu 1/30

7:26 am-11:53 pm

1 stop15h 27m

Toronto Pearson Intl

Mon 2/3

7:00 am-2:23 pm

1 stop8h 23m

$252

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

Thu 2/6

9:49 am-12:30 pm

Nonstop1h 41m

Toronto Pearson Intl

Mon 2/10

1:14 pm-2:14 pm

Nonstop2h 00m

$297

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

Thu 2/6

9:50 am-12:25 pm

Nonstop1h 35m

Toronto Pearson Intl

Sun 2/9

8:00 am-9:01 am

Nonstop2h 01m

$299

ChicagoToronto

MDW - YYZ

MDWYYZ

Chicago Midway

Fri 2/7

5:30 am-4:30 pm

1 stop10h 00m

Toronto Pearson Intl

Sun 2/9

7:40 am-3:21 pm

1 stop8h 41m

$299

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

Fri 2/7

4:00 pm-6:41 pm

Nonstop1h 41m

Toronto Pearson Intl

Mon 2/10

6:40 pm-7:37 pm

Nonstop1h 57m

$312

ChicagoToronto

MDW - YYZ

MDWYYZ

Chicago Midway

Thu 2/13

9:33 am-7:06 pm

1 stop8h 33m

Toronto Pearson Intl

Sat 2/15

1:20 pm-4:09 pm

1 stop3h 49m

$326

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

Thu 2/20

6:15 am-1:44 pm

1 stop6h 29m

Toronto Pearson Intl

Sun 2/23

6:30 am-11:30 am

1 stop6h 00m

$336

ChicagoToronto

MDW - YYZ

MDWYYZ

Chicago Midway

Thu 2/20

1:26 pm-11:07 pm

1 stop8h 41m

Toronto Pearson Intl

Sun 2/23

6:30 am-12:42 pm

1 stop7h 12m

$336

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

Fri 2/14

10:30 am-4:09 pm

1 stop4h 39m

Toronto Pearson Intl

Tue 2/18

5:05 pm-10:36 pm

1 stop6h 31m

$337

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

Mon 2/3

3:56 pm-11:45 am

2 stops18h 49m

$116

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/16

Showing 1-10 of 19 results
1
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Best time to book a flight from Chicago to Hamilton

Have a flexible travel schedule? Discover the best time to fly to Hamilton from Chicago 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.

Travel insights for flights from Chicago to Hamilton

Get recent, data-driven insights about flights from Chicago to Hamilton including ideal travel times, pricing trends, and more.

How far ahead should I book a flight from Chicago to Hamilton?

Use this chart to determine the optimal time to book a round-trip flight from Chicago to Hamilton. Price data was last updated on January 10, 2025.

Booking 88 days in advance of your planned departure date is, on average, the best time to get cheap flights from Chicago to Hamilton. The general trend is that the closer you book to the departure date, the more expensive your flight will be.

What is the cheapest month to book a flight from Chicago to Hamilton?

Currently, January is the cheapest month in which you can book a flight from Chicago to Hamilton (average of $243). Flying from Chicago to Hamilton in July is currently the most expensive (average of $359). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from CHI to H4M?

Find hourly flight availability from Chicago to Hamilton. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated January 16, 2025.

When flying from Chicago to Hamilton, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

What is the cheapest day to fly from Chicago to Hamilton?

Use this chart to determine the cheapest time to fly round-trip from Chicago to Hamilton. Price data was last updated on December 16, 2024.

Travelers seeking maximum savings on their Chicago to Hamilton flight should consider departing on Sunday evenings when fares are most often at their lowest. Monday afternoons flights should be avoided if possible as fares are typically the most expensive at this time.

Weekly flight availability from Chicago to Hamilton

Explore weekly flight availability from Chicago to Hamilton. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated January 16, 2025.

The most flights from CHI to H4M are scheduled on a Monday (52 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (29 on average).

Rainfall in Hamilton by month

Plan your trip to Hamilton by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Hamilton ranges from 2.0 - 3.3 inches per month. June is typically the wettest month, when rainfall can reach 3.3 in. February is typically the driest time to visit Hamilton when rainfall is around 2.0 in.

Temperature in Hamilton by month

Plan your trip to Hamilton by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Hamilton, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 69.8 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 21.2 F).

Reviews of airlines servicing Hamilton

Get insights into the airlines that provide service to Hamilton. 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 Hamilton. Reviews last updated January 16, 2025.
Read reviews from past customers who have flown Air Canada, Delta and United Airlines from Chicago to Hamilton. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
8.0
Very good
8,511 reviews

Boarding

8.2

Food

7.3

Overall

8.0

Comfort

8.0

Crew

8.6

Entertainment

7.9

Reviews

1 / 10

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.

8.0
Very good
8,511 reviews
8.0
Very good
8,511 reviews

Boarding

8.2

Food

7.3

Overall

8.0

Comfort

8.0

Crew

8.6

Entertainment

7.9

Reviews

1 / 10

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.

7.4
Good
8,965 reviews
8.0
Very good
8,511 reviews

Boarding

8.2

Food

7.3

Overall

8.0

Comfort

8.0

Crew

8.6

Entertainment

7.9

Reviews

1 / 10

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.

7.2
Good
10,000 reviews
8.0
Very good
8,511 reviews

Boarding

8.2

Food

7.3

Overall

8.0

Comfort

8.0

Crew

8.6

Entertainment

7.9

Reviews

1 / 10

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.

7.2
Good
2,824 reviews
8.0
Very good
8,511 reviews

Boarding

8.2

Food

7.3

Overall

8.0

Comfort

8.0

Crew

8.6

Entertainment

7.9

Reviews

1 / 10

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.

7.0
Good
8,587 reviews
8.0
Very good
8,511 reviews

Boarding

8.2

Food

7.3

Overall

8.0

Comfort

8.0

Crew

8.6

Entertainment

7.9

Reviews

1 / 10

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.

Related info for your journey

Find useful and relevant information for your journey from Chicago to Hamilton. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
  • What are the cheapest airlines to fly from Chicago to Hamilton one-way?

    For one-way options, check prices for Air Canada. According to our data, you can fly for as low as $127. Users have also found prices from $132 and $136 on United Airlines and Delta, respectively.

  • What are the most reliable airlines from Chicago to Hamilton?

    The top 3 most reliable airlines when flying from Chicago to Hamilton are Royal Jordanian (94%), Egyptair (91%) and Qatar Airways (90%).

  • What are the cheapest flights from Chicago to Hamilton?

    Looking at all options, your cheapest flight can be booked for $137. While the most popular route (Chicago O'Hare Intl - Toronto Pearson Intl) can be booked for $260 on average our data indicates $971 when flying from Chicago to Hamilton.

  • Can I find deals for flights from Chicago to Hamilton that include hotel bookings?

    Yes. In addition to deals on Chicago to Hamilton flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Chicago to Hamilton?

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

  • Can I find deals for business class flights from Chicago to Hamilton?

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

  • What is the cheapest month to book a flight from Chicago to Hamilton?

    Currently, January is the cheapest month in which you can book a flight from Chicago to Hamilton (average of $243). Flying from Chicago to Hamilton in July is currently the most expensive (average of $359). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

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Top 4 airlines flying from Chicago to Hamilton

Discover the top 4 airlines that operate flights from Chicago to Hamilton. 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 2,558,603 searches. Data last updated January 16, 2025.
AirlineCheapestAverageFlexibilityOn-time
Porter AirlinesCheapest$122Average$240FlexibilityNo cancel feeOn-time52%
American AirlinesCheapest$122Average$332FlexibilityNo cancel feeOn-time71%
Air CanadaCheapest$122Average$297FlexibilityNo cancel feeOn-time67%
United AirlinesCheapest$148Average$353FlexibilityNo cancel feeOn-time69%
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