$129+ Cheap flights from Chicago (CHI) to Hamilton, ON (YHM)
This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 10/30. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — YHM
Oct 19 — Oct 261
Round-trip
1 adult, Economy
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Find cheap flights from Chicago to Hamilton with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.3. Compare prices and book
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheap flight deals from Chicago to Hamilton
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Best
Last-minute
One-way
Cheapest flights from Chicago to HamiltonExplore 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 September 19, 2026.
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 September 19, 2026.
This Mytrip deal was found by Cheapflights users on 9/16. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/308:00 am -
2 stops13h 10m
Sun 11/16:25 am -
1 stop10h 12m
Deal found 9/16![Multiple Airlines logo]()
$457
This Kiwi.com deal was found by Cheapflights users on 9/18. 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 11/138:00 am -
2 stops13h 10m
Sat 11/146:25 am -
1 stop10h 12m
Deal found 9/18![Multiple Airlines logo]()
$489
This Kiwi.com deal was found by Cheapflights users on 9/17. 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.
Thu 10/155:30 pm -
2 stops20h 35m
Thu 10/226:55 pm -
1 stop22h 45m
Deal found 9/17![Multiple Airlines logo]()
$510
This Kiwi.com deal was found by Cheapflights users on 9/18. 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.
Wed 11/117:00 am -
2 stops15h 52m
Sat 11/146:25 am -
1 stop10h 12m
Deal found 9/18![Multiple Airlines logo]()
$539
This FlightHub deal was found by Cheapflights users on 9/15. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/155:30 pm -
1 stop22h 45m
Sun 10/186:10 pm -
1 stop23h 30m
Deal found 9/15![WestJet logo]()
$562
This Kiwi.com deal was found by Cheapflights users on 9/18. 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.
Thu 11/128:00 am -
2 stops13h 10m
Sat 11/146:25 am -
1 stop10h 12m
Deal found 9/18![Multiple Airlines logo]()
$563
This Justfly.com deal was found by Cheapflights users on 9/14. 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.
Mon 10/195:30 pm -
1 stop22h 45m
Wed 10/216:10 pm -
1 stop23h 30m
Deal found 9/14![WestJet logo]()
$574
This Kiwi.com deal was found by Cheapflights users on 9/18. 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.
Mon 11/96:10 am -
1 stop9h 48m
Sat 11/146:25 am -
1 stop10h 12m
Deal found 9/18![Multiple Airlines logo]()
$583
This Mytrip deal was found by Cheapflights users on 9/16. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/165:30 pm -
3 stops20h 35m
Sat 10/175:45 pm -
2 stops23h 55m
Deal found 9/16![Multiple Airlines logo]()
$591
This Kiwi.com deal was found by Cheapflights users on 9/16. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/318:00 am -
1 stop30h 08m
Sat 11/76:25 am -
1 stop10h 12m
Deal found 9/16![Multiple Airlines logo]()
$602
Best flights from Chicago to HamiltonDiscover carefully curated flight deals from Chicago to Hamilton that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 19, 2026.
Discover carefully curated flight deals from Chicago to Hamilton that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 19, 2026.
This Kiwi.com deal was found by Cheapflights users on 9/18. 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.
Wed 11/117:00 am -
2 stops15h 52m
Sun 11/156:25 am -
1 stop10h 12m
Deal found 9/18![Multiple Airlines logo]()
$609
This KAYAK deal was found by Cheapflights users on 9/16. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/195:30 pm -
1 stop22h 45m
Thu 10/226:10 pm -
1 stop23h 30m
Deal found 9/16![WestJet logo]()
$766
This Kiwi.com deal was found by Cheapflights users on 9/17. 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.
Sat 10/312:24 am -
2 stops21h 29m
Sun 11/86:25 am -
1 stop10h 12m
Deal found 9/17![Multiple Airlines logo]()
$626
This Mytrip deal was found by Cheapflights users on 9/18. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/26:10 am -
1 stop9h 48m
Mon 11/98:00 am -
2 stops21h 43m
Deal found 9/18![Multiple Airlines logo]()
$686
This oojo deal was found by Cheapflights users on 9/18. 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 oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/155:30 pm -
1 stop22h 45m
Sun 10/186:10 pm -
1 stop23h 30m
Deal found 9/18![WestJet logo]()
$824
This Mytrip deal was found by Cheapflights users on 9/17. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/165:30 pm -
3 stops20h 35m
Sun 10/185:45 pm -
2 stops23h 55m
Deal found 9/17![Multiple Airlines logo]()
$695
This Mytrip deal was found by Cheapflights users on 9/16. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/58:00 am -
2 stops13h 10m
Sun 11/86:25 am -
1 stop10h 12m
Deal found 9/16![Multiple Airlines logo]()
$726
This Mytrip deal was found by Cheapflights users on 9/15. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/15:30 pm -
3 stops23h 05m
Sun 10/411:45 am -
2 stops27h 58m
Deal found 9/15![Multiple Airlines logo]()
$741
This Mytrip deal was found by Cheapflights users on 9/15. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/25:30 pm -
3 stops27h 55m
Sun 10/411:45 am -
2 stops27h 58m
Deal found 9/15![Multiple Airlines logo]()
$746
This Kiwi.com deal was found by Cheapflights users on 9/18. 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.
Thu 11/128:00 am -
2 stops13h 10m
Mon 11/168:00 am -
1 stop31h 45m
Deal found 9/18![Multiple Airlines logo]()
$821
Last-minute flights from Chicago to HamiltonDiscover last-minute flight deals from Chicago to Hamilton. Data last updated September 19, 2026 and is based on user searches.
Discover last-minute flight deals from Chicago to Hamilton. Data last updated September 19, 2026 and is based on user searches.
This Kiwi.com deal was found by Cheapflights users on 9/17. 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.
Thu 10/155:30 pm -
2 stops20h 35m
Thu 10/226:55 pm -
1 stop22h 45m
Deal found 9/17![Multiple Airlines logo]()
$510
This FlightHub deal was found by Cheapflights users on 9/15. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/155:30 pm -
1 stop22h 45m
Sun 10/186:10 pm -
1 stop23h 30m
Deal found 9/15![WestJet logo]()
$562
This Mytrip deal was found by Cheapflights users on 9/16. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/165:30 pm -
3 stops20h 35m
Sat 10/175:45 pm -
2 stops23h 55m
Deal found 9/16![Multiple Airlines logo]()
$591
This Justfly.com deal was found by Cheapflights users on 9/14. 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.
Mon 10/195:30 pm -
1 stop22h 45m
Wed 10/216:10 pm -
1 stop23h 30m
Deal found 9/14![WestJet logo]()
$574
This Mytrip deal was found by Cheapflights users on 9/16. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/308:00 am -
2 stops13h 10m
Sun 11/16:25 am -
1 stop10h 12m
Deal found 9/16![Multiple Airlines logo]()
$457
This Kiwi.com deal was found by Cheapflights users on 9/16. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/318:00 am -
1 stop30h 08m
Sat 11/76:25 am -
1 stop10h 12m
Deal found 9/16![Multiple Airlines logo]()
$602
One-way flights from Chicago to HamiltonSearch for one-way flight options from Chicago to Hamilton. Find affordable one-way fares based on user searches. Data last updated September 19, 2026.
Search for one-way flight options from Chicago to Hamilton. Find affordable one-way fares based on user searches. Data last updated September 19, 2026.
This Kiwi.com deal was found by Cheapflights users on 9/15. 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 10/308:00 am -
2 stops13h 10m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/15![Multiple Airlines logo]()
$129
This Mytrip deal was found by Cheapflights users on 9/17. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/76:30 am -
2 stops15h 05m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/17![Multiple Airlines logo]()
$211
This Mytrip deal was found by Cheapflights users on 9/14. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/208:45 am -
1 stop12h 40m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/14![Multiple Airlines logo]()
$232
This Mytrip deal was found by Cheapflights users on 9/14. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/45:30 pm -
3 stops23h 05m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/14![Multiple Airlines logo]()
$247
This Mytrip deal was found by Cheapflights users on 9/17. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/227:44 pm -
2 stops19h 11m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/17![Multiple Airlines logo]()
$257
This Mytrip deal was found by Cheapflights users on 9/18. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/195:30 pm -
2 stops20h 35m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/18![Multiple Airlines logo]()
$267
This oojo deal was found by Cheapflights users on 9/18. 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 oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/195:30 pm -
1 stop22h 45m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/18![WestJet logo]()
$271
This Mytrip deal was found by Cheapflights users on 9/16. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/155:30 pm -
2 stops20h 35m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/16![Multiple Airlines logo]()
$272
This Mytrip deal was found by Cheapflights users on 9/17. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/266:10 am -
2 stops15h 00m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/17![Multiple Airlines logo]()
$275
Find 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 (YHM). 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 September 19, 2026.
Most accurate provider | Expedia 1 star |
|---|---|
Most trusted provider | Expedia 3 stars |
Round-trip from | $457 (Mytrip) |
One-way from | $129 (Kiwi.com) |
Popular in | August |
Cheapest in | March |
Average price | $298 |
Cheapflights Fare Finder
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 7,457,451 searches. Data last updated September 19, 2026.
Use the filters below to find and compare flights from Chicago to Hamilton that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
ChicagoHamilton
ORD Chicago O'Hare Intl - YHM Hamilton
ORDYHM
Chicago O'Hare Intl
Mon 10/19
5:30 pm-3:05 pm
2 stops20h 35m
Hamilton
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$267
Quickest round-trip
ChicagoHamilton
ORD Chicago O'Hare Intl - YHM Hamilton
ORDYHM
Chicago O'Hare Intl
Mon 11/9
6:10 am-4:58 pm
1 stop9h 48m
Hamilton
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$271
ChicagoHamilton
ORD Chicago O'Hare Intl - YHM Hamilton
ORDYHM
Chicago O'Hare Intl
Thu 10/15
5:30 pm-3:05 pm
2 stops20h 35m
Hamilton
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$284
ChicagoHamilton
ORD Chicago O'Hare Intl - YHM Hamilton
ORDYHM
Chicago O'Hare Intl
Thu 10/15
5:30 pm-5:15 pm
1 stop22h 45m
Hamilton
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$290
ChicagoHamilton
ORD Chicago O'Hare Intl - YHM Hamilton
ORDYHM
Chicago O'Hare Intl
Tue 10/6
5:30 pm-5:15 pm
1 stop22h 45m
Hamilton
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$314
ChicagoHamilton
ORD Chicago O'Hare Intl - YHM Hamilton
ORDYHM
Chicago O'Hare Intl
Fri 10/9
5:30 pm-3:05 pm
3 stops20h 35m
Hamilton
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$317
ChicagoHamilton
ORD Chicago O'Hare Intl - YHM Hamilton
ORDYHM
Chicago O'Hare Intl
Thu 10/22
5:30 pm-5:15 pm
1 stop22h 45m
Hamilton
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$319
ChicagoHamilton
ORD Chicago O'Hare Intl - YHM Hamilton
ORDYHM
Chicago O'Hare Intl
Fri 10/23
5:30 pm-3:05 pm
3 stops20h 35m
Hamilton
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$336
ChicagoHamilton
ORD Chicago O'Hare Intl - YHM Hamilton
ORDYHM
Chicago O'Hare Intl
Wed 11/11
7:00 am-11:52 pm
2 stops15h 52m
Hamilton
Sun 11/15
6:25 am-3:37 pm
1 stop10h 12m
$609
ChicagoHamilton
ORD Chicago O'Hare Intl - YHM Hamilton
ORDYHM
Chicago O'Hare Intl
Sat 10/31
2:24 am-12:53 am
2 stops21h 29m
Hamilton
Sun 11/8
6:25 am-3:37 pm
1 stop10h 12m
$626
Showing 1-10 of 18 resultsSorted by cheapest first
- Most accurate provider: When it comes to deals on Chicago-Hamilton, Ontario flights, users find the pricing of Expedia to be most consistent on Cheapflights vs. Expedia Users can find the same prices on Chicago-Hamilton, Ontario flight deals on Cheapflights vs. Expedia <90% of the time. Price accuracy is based on data collected from Chicago-Hamilton, Ontario flight searches over the past month and is updated monthly.
- Most trusted provider: When it comes to deals on Chicago-Hamilton, Ontario flights, Cheapflights users trust Expedia the most. Expedia has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Chicago-Hamilton, Ontario flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.
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.
CHI-YHM
ORD-YHM
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.
Cheapflights Insights
Everything you need to know about your flight from Chicago to Hamilton
CHI-YHM
ORD-YHM
No data available for this route at this time. Please check back soon.
Related info for your journey
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