$92+ 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 7/23. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — YYZ
May 8 — May 151
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.Cheapflights Tip: The best prices from Chicago to Hamilton are usually found in July or June, booked 68 days in advance, depart on a Thursday or Friday and return on a Friday
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 April 8, 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 April 8, 2026.
This United Airlines deal was found by Cheapflights users on 4/6. 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.
Wed 5/66:00 am
ORD
- YYZ
1 stop4h 43m
United Airlines
Wed 5/62:45 pm
YYZ
- ORD
Nonstop1h 58m
United Airlines
Deal found 4/6![United Airlines logo]()
$218
This Mytrip deal was found by Cheapflights users on 4/2. 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 5/18:35 pm
ORD
- YYZ
Nonstop1h 43m
Air Canada
Mon 5/46:40 pm
YYZ
- ORD
Nonstop2h 00m
Air Canada
Deal found 4/2![Air Canada logo]()
$219
This Mytrip deal was found by Cheapflights users on 4/7. 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 5/289:55 am
ORD
- YYZ
Nonstop1h 40m
Air Canada
Thu 6/48:00 am
YYZ
- ORD
Nonstop2h 00m
Air Canada
Deal found 4/7![Air Canada logo]()
$220
This Air Canada deal was found by Cheapflights users on 4/6. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/133:45 pm
ORD
- YYZ
Nonstop1h 45m
Air Canada
Tue 7/218:05 am
YYZ
- ORD
Nonstop1h 55m
Air Canada
Deal found 4/6![Air Canada logo]()
$222
This Mytrip deal was found by Cheapflights users on 4/2. 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 4/167:55 am
ORD
- YYZ
Nonstop1h 36m
Air Canada
Fri 4/176:15 am
YYZ
- ORD
1 stop5h 38m
Air Canada
Deal found 4/2![Air Canada logo]()
$223
This Air Canada deal was found by Cheapflights users on 4/3. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/253:45 pm
ORD
- YYZ
Nonstop1h 45m
Air Canada
Sat 8/112:25 pm
YYZ
- ORD
Nonstop1h 57m
Air Canada
Deal found 4/3![Air Canada logo]()
$225
This Air Canada deal was found by Cheapflights users on 4/3. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/238:40 pm
ORD
- YYZ
Nonstop1h 46m
Air Canada
Tue 7/78:05 am
YYZ
- ORD
Nonstop1h 55m
Air Canada
Deal found 4/3![Air Canada logo]()
$227
This United Airlines deal was found by Cheapflights users on 4/2. 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 6/269:15 pm
ORD
- YYZ
Nonstop1h 44m
United Airlines
Mon 6/297:00 am
YYZ
- ORD
Nonstop2h 00m
United Airlines
Deal found 4/2![United Airlines logo]()
$228
This United Airlines deal was found by Cheapflights users on 4/5. 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.
Sat 6/137:09 am
ORD
- YYZ
Nonstop1h 45m
United Airlines
Tue 6/307:00 am
YYZ
- ORD
Nonstop2h 00m
United Airlines
Deal found 4/5![United Airlines logo]()
$230
This American Airlines deal was found by Cheapflights users on 4/6. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/273:04 pm
ORD
- YYZ
1 stop7h 01m
American Airlines
Fri 5/296:26 pm
YYZ
- ORD
Nonstop2h 28m
American Airlines
Deal found 4/6![American Airlines logo]()
$231
This United Airlines deal was found by Cheapflights users on 4/6. 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 5/89:04 am
ORD
- YYZ
Nonstop1h 45m
United Airlines
Sun 5/179:00 pm
YYZ
- ORD
Nonstop2h 01m
United Airlines
Deal found 4/6![United Airlines logo]()
$232
This Delta deal was found by Cheapflights users on 4/5. 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 5/79:22 am
MDW
- YYZ
1 stop3h 08m
Delta
Tue 5/124:04 pm
YYZ
- MDW
1 stop3h 29m
Delta
Deal found 4/5![Delta logo]()
$247
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 April 8, 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 April 8, 2026.
This United Airlines deal was found by Cheapflights users on 4/2. 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.
Tue 8/185:53 pm
ORD
- YYZ
Nonstop1h 51m
United Airlines
Tue 8/251:00 pm
YYZ
- ORD
Nonstop2h 05m
United Airlines
Deal found 4/2![United Airlines logo]()
$228
This Delta deal was found by Cheapflights users on 4/3. 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.
Sat 5/99:25 am
ORD
- YYZ
1 stop6h 56m
Delta
Sat 5/166:10 am
YYZ
- ORD
1 stop5h 19m
Delta
Deal found 4/3![Delta logo]()
$247
This United Airlines deal was found by Cheapflights users on 4/5. 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 6/269:15 pm
ORD
- YYZ
Nonstop1h 44m
United Airlines
Mon 6/2911:00 am
YYZ
- ORD
Nonstop2h 00m
United Airlines
Deal found 4/5![United Airlines logo]()
$228
This Delta deal was found by Cheapflights users on 4/6. 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 5/77:00 am
ORD
- YYZ
1 stop5h 30m
Delta
Mon 5/114:04 pm
YYZ
- ORD
1 stop5h 10m
Delta
Deal found 4/6![Delta logo]()
$247
This United Airlines deal was found by Cheapflights users on 4/5. 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.
Wed 6/249:15 pm
ORD
- YYZ
Nonstop1h 44m
United Airlines
Sun 6/288:50 am
YYZ
- ORD
Nonstop2h 00m
United Airlines
Deal found 4/5![United Airlines logo]()
$230
This Delta deal was found by Cheapflights users on 4/5. 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 6/1112:27 pm
ORD
- YYZ
1 stop9h 47m
Delta
Mon 6/1512:09 pm
YYZ
- ORD
1 stop7h 20m
Delta
Deal found 4/5![Delta logo]()
$247
This United Airlines deal was found by Cheapflights users on 4/4. 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 4/245:57 pm
ORD
- YYZ
Nonstop1h 47m
United Airlines
Sun 4/267:00 am
YYZ
- ORD
Nonstop2h 03m
United Airlines
Deal found 4/4![United Airlines logo]()
$232
This Delta deal was found by Cheapflights users on 4/4. 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 5/76:00 am
ORD
- YYZ
1 stop6h 40m
Delta
Tue 5/122:20 pm
YYZ
- ORD
1 stop4h 45m
Delta
Deal found 4/4![Delta logo]()
$247
This United Airlines deal was found by Cheapflights users on 4/3. 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.
Thu 4/305:57 pm
ORD
- YYZ
Nonstop1h 47m
United Airlines
Sun 5/31:00 pm
YYZ
- ORD
Nonstop2h 01m
United Airlines
Deal found 4/3![United Airlines logo]()
$232
This Delta deal was found by Cheapflights users on 4/4. 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 5/11:24 pm
MDW
- YYZ
1 stop8h 32m
Delta
Sun 5/36:10 am
YYZ
- MDW
1 stop3h 37m
Delta
Deal found 4/4![Delta logo]()
$247
This United Airlines deal was found by Cheapflights users on 4/5. 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.
Sun 6/79:15 pm
ORD
- YYZ
Nonstop1h 44m
United Airlines
Sun 6/1411:00 am
YYZ
- ORD
Nonstop2h 00m
United Airlines
Deal found 4/5![United Airlines logo]()
$232
This Delta deal was found by Cheapflights users on 4/5. 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 5/156:36 pm
MDW
- YYZ
1 stop3h 23m
Delta
Mon 5/186:10 am
YYZ
- MDW
1 stop7h 32m
Delta
Deal found 4/5![Delta logo]()
$247
This United Airlines deal was found by Cheapflights users on 4/5. 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.
Thu 7/23:53 pm
ORD
- YYZ
1 stop7h 01m
United Airlines
Mon 7/611:00 am
YYZ
- ORD
Nonstop2h 00m
United Airlines
Deal found 4/5![United Airlines logo]()
$238
This Delta deal was found by Cheapflights users on 4/4. 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 5/79:22 am
MDW
- YYZ
1 stop4h 52m
Delta
Sun 5/106:10 am
YYZ
- MDW
1 stop3h 33m
Delta
Deal found 4/4![Delta logo]()
$247
This United Airlines deal was found by Cheapflights users on 4/2. 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.
Sat 4/181:00 pm
ORD
- YYZ
1 stop5h 02m
United Airlines
Sun 4/1910:15 am
YYZ
- ORD
Nonstop2h 03m
United Airlines
Deal found 4/2![United Airlines logo]()
$242
This Delta deal was found by Cheapflights users on 4/4. 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.
Wed 7/221:49 pm
MDW
- YYZ
1 stop8h 25m
Delta
Sat 7/2512:09 pm
YYZ
- MDW
1 stop6h 53m
Delta
Deal found 4/4![Delta logo]()
$247
This Delta deal was found by Cheapflights users on 4/5. 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 5/159:22 am
MDW
- YYZ
1 stop6h 59m
Delta
Wed 5/202:20 pm
YYZ
- MDW
1 stop5h 13m
Delta
Deal found 4/5![Delta logo]()
$247
This Delta deal was found by Cheapflights users on 4/2. 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.
Wed 6/109:17 am
MDW
- YYZ
1 stop7h 07m
Delta
Mon 6/1512:09 pm
YYZ
- MDW
1 stop7h 22m
Delta
Deal found 4/2![Delta logo]()
$247
This Delta deal was found by Cheapflights users on 4/2. 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 5/146:36 pm
MDW
- YYZ
1 stop3h 23m
Delta
Sun 5/1712:29 pm
YYZ
- MDW
1 stop6h 27m
Delta
Deal found 4/2![Delta logo]()
$247
This Delta deal was found by Cheapflights users on 4/4. 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 5/19:29 am
MDW
- YYZ
1 stop8h 02m
Delta
Tue 5/56:10 am
YYZ
- MDW
1 stop3h 37m
Delta
Deal found 4/4![Delta logo]()
$247
This Delta deal was found by Cheapflights users on 4/4. 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 5/86:36 pm
MDW
- YYZ
1 stop3h 23m
Delta
Sun 5/106:30 am
YYZ
- MDW
1 stop7h 49m
Delta
Deal found 4/4![Delta logo]()
$247
This Delta deal was found by Cheapflights users on 4/6. 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.
Tue 7/149:20 am
MDW
- YYZ
1 stop3h 14m
Delta
Tue 7/214:10 pm
YYZ
- MDW
1 stop3h 15m
Delta
Deal found 4/6![Delta logo]()
$247
Last-minute flights from Chicago to HamiltonDiscover last-minute flight deals from Chicago to Hamilton. Data last updated April 8, 2026 and is based on user searches.
Discover last-minute flight deals from Chicago to Hamilton. Data last updated April 8, 2026 and is based on user searches.
This Mytrip deal was found by Cheapflights users on 4/2. 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 4/167:55 am
ORD
- YYZ
Nonstop1h 36m
Air Canada
Fri 4/176:15 am
YYZ
- ORD
1 stop5h 38m
Air Canada
Deal found 4/2![Air Canada logo]()
$223
This Mytrip deal was found by Cheapflights users on 4/2. 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 4/187:55 am
ORD
- YYZ
Nonstop1h 36m
Air Canada
Sat 4/182:15 pm
YYZ
- ORD
Nonstop2h 00m
Air Canada
Deal found 4/2![Air Canada logo]()
$228
This American Airlines deal was found by Cheapflights users on 4/6. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/288:06 am
ORD
- YYZ
Nonstop1h 47m
American Airlines
Sat 5/21:15 pm
YYZ
- ORD
Nonstop2h 05m
American Airlines
Deal found 4/6![American Airlines logo]()
$227
This Mytrip deal was found by Cheapflights users on 4/2. 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 5/18:35 pm
ORD
- YYZ
Nonstop1h 43m
Air Canada
Mon 5/46:40 pm
YYZ
- ORD
Nonstop2h 00m
Air Canada
Deal found 4/2![Air Canada logo]()
$219
This Delta deal was found by Cheapflights users on 4/2. 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.
Mon 5/42:12 pm
MDW
- YYZ
1 stop7h 58m
Delta
Wed 5/612:16 pm
YYZ
- MDW
1 stop6h 42m
Delta
Deal found 4/2![Delta logo]()
$252
This United Airlines deal was found by Cheapflights users on 4/6. 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.
Wed 5/66:00 am
ORD
- YYZ
1 stop4h 43m
United Airlines
Wed 5/62:45 pm
YYZ
- ORD
Nonstop1h 58m
United Airlines
Deal found 4/6![United Airlines logo]()
$218
This flygcity.se deal was found by Cheapflights users on 4/4. 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 flygcity.se is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/79:55 am
ORD
- YYZ
Nonstop1h 40m
Air Canada
Sun 5/109:35 am
YYZ
- ORD
1 stop7h 55m
Air Canada
Deal found 4/4![Air Canada logo]()
$230
This Delta deal was found by Cheapflights users on 4/5. 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 5/79:22 am
MDW
- YYZ
1 stop3h 08m
Delta
Tue 5/124:04 pm
YYZ
- MDW
1 stop3h 29m
Delta
Deal found 4/5![Delta logo]()
$247
This United Airlines deal was found by Cheapflights users on 4/5. 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 5/89:20 pm
ORD
- YYZ
Nonstop1h 39m
United Airlines
Sun 5/107:00 am
YYZ
- ORD
Nonstop2h 00m
United Airlines
Deal found 4/5![United Airlines logo]()
$232
This American Airlines deal was found by Cheapflights users on 4/6. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/278:08 am
ORD
- YYZ
Nonstop1h 51m
American Airlines
Tue 6/211:39 am
YYZ
- ORD
Nonstop2h 06m
American Airlines
Deal found 4/6![American Airlines logo]()
$222
This American Airlines deal was found by Cheapflights users on 4/6. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/273:04 pm
ORD
- YYZ
1 stop7h 01m
American Airlines
Fri 5/296:26 pm
YYZ
- ORD
Nonstop2h 28m
American Airlines
Deal found 4/6![American Airlines logo]()
$231
This Mytrip deal was found by Cheapflights users on 4/7. 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 5/289:55 am
ORD
- YYZ
Nonstop1h 40m
Air Canada
Thu 6/48:00 am
YYZ
- ORD
Nonstop2h 00m
Air Canada
Deal found 4/7![Air Canada logo]()
$220
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 April 8, 2026.
Search for one-way flight options from Chicago to Hamilton. Find affordable one-way fares based on user searches. Data last updated April 8, 2026.
This Flightnetwork deal was found by Cheapflights users on 4/7. 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 Flightnetwork is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/238:40 pm
ORD
- YYZ
Nonstop1h 45m
Air Canada
Deal found 4/7![Air Canada logo]()
$92
This Air Canada deal was found by Cheapflights users on 4/3. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/311:05 am
ORD
- YYZ
1 stop6h 00m
Air Canada
Deal found 4/3![Air Canada logo]()
$93
This Delta deal was found by Cheapflights users on 4/5. 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 6/52:00 pm
ORD
- YYZ
1 stop7h 59m
Delta
Deal found 4/5![Delta logo]()
$94
This Delta deal was found by Cheapflights users on 4/6. 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.
Tue 6/309:54 am
MDW
- YYZ
1 stop7h 40m
Delta
Deal found 4/6![Delta logo]()
$94
This Air Canada deal was found by Cheapflights users on 4/6. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/53:50 pm
ORD
- YYZ
Nonstop1h 43m
Air Canada
Deal found 4/6![Air Canada logo]()
$95
This Flightnetwork deal was found by Cheapflights users on 4/7. 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 Flightnetwork is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/228:45 am
ORD
- YYZ
1 stop5h 50m
Air Canada
Deal found 4/7![Air Canada logo]()
$96
This Air Canada deal was found by Cheapflights users on 4/6. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/58:45 am
ORD
- YYZ
1 stop5h 50m
Air Canada
Deal found 4/6![Air Canada logo]()
$97
This United Airlines deal was found by Cheapflights users on 4/5. 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 10/25:57 pm
ORD
- YYZ
Nonstop1h 47m
United Airlines
Deal found 4/5![United Airlines logo]()
$98
This Delta deal was found by Cheapflights users on 4/6. 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.
Tue 8/259:20 am
MDW
- YYZ
1 stop8h 05m
Delta
Deal found 4/6![Delta logo]()
$98
This Air Canada deal was found by Cheapflights users on 4/2. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/23:40 pm
ORD
- YYZ
1 stop5h 18m
Air Canada
Deal found 4/2![Air Canada logo]()
$99
This Delta deal was found by Cheapflights users on 4/6. 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 4/238:52 am
ORD
- YYZ
1 stop3h 32m
Delta
Deal found 4/6![Delta logo]()
$100
This Delta deal was found by Cheapflights users on 4/3. 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.
Mon 6/89:17 am
MDW
- YYZ
1 stop7h 07m
Delta
Deal found 4/3![Delta logo]()
$100
Find flight deals from Chicago to Hamilton
Keep the following information in mind while searching for Chicago to Hamilton flight deals. Data was last updated April 8, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $218 (United Airlines) |
One-way from | $92 (Flightnetwork) |
Popular in | March |
Cheapest in | July |
Average price | $344 |
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 2,558,603 searches. Data last updated April 8, 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
ChicagoToronto
ORD - YYZ
ORDYYZ
Chicago O'Hare Intl
Tue 8/18
5:53 pm-8:44 pm
Nonstop1h 51m
Toronto Pearson Intl
Tue 8/25
1:00 pm-2:05 pm
Nonstop2h 05m
$228
Quickest round-trip
ChicagoToronto
ORD - YYZ
ORDYYZ
Chicago O'Hare Intl
Fri 6/26
9:15 pm-11:59 pm
Nonstop1h 44m
Toronto Pearson Intl
Mon 6/29
11:00 am-12:00 pm
Nonstop2h 00m
$228
ChicagoToronto
ORD - YYZ
ORDYYZ
Chicago O'Hare Intl
Wed 6/24
9:15 pm-11:59 pm
Nonstop1h 44m
Toronto Pearson Intl
Sun 6/28
8:50 am-9:50 am
Nonstop2h 00m
$230
ChicagoToronto
ORD - YYZ
ORDYYZ
Chicago O'Hare Intl
Fri 4/24
5:57 pm-8:44 pm
Nonstop1h 47m
Toronto Pearson Intl
Sun 4/26
7:00 am-8:03 am
Nonstop2h 03m
$232
ChicagoToronto
ORD - YYZ
ORDYYZ
Chicago O'Hare Intl
Thu 4/30
5:57 pm-8:44 pm
Nonstop1h 47m
Toronto Pearson Intl
Sun 5/3
1:00 pm-2:01 pm
Nonstop2h 01m
$232
ChicagoToronto
ORD - YYZ
ORDYYZ
Chicago O'Hare Intl
Sun 6/7
9:15 pm-11:59 pm
Nonstop1h 44m
Toronto Pearson Intl
Sun 6/14
11:00 am-12:00 pm
Nonstop2h 00m
$232
ChicagoToronto
ORD - YYZ
ORDYYZ
Chicago O'Hare Intl
Thu 7/2
3:53 pm-11:54 pm
1 stop7h 01m
Toronto Pearson Intl
Mon 7/6
11:00 am-12:00 pm
Nonstop2h 00m
$238
ChicagoToronto
ORD - YYZ
ORDYYZ
Chicago O'Hare Intl
Sat 4/18
1:00 pm-7:02 pm
1 stop5h 02m
Toronto Pearson Intl
Sun 4/19
10:15 am-11:18 am
Nonstop2h 03m
$242
ChicagoToronto
ORD - YYZ
ORDYYZ
Chicago O'Hare Intl
Sat 5/9
9:25 am-5:21 pm
1 stop6h 56m
Toronto Pearson Intl
Sat 5/16
6:10 am-10:29 am
1 stop5h 19m
$247
ChicagoToronto
ORD - YYZ
ORDYYZ
Chicago O'Hare Intl
Thu 5/7
7:00 am-1:30 pm
1 stop5h 30m
Toronto Pearson Intl
Mon 5/11
4:04 pm-8:14 pm
1 stop5h 10m
$247
Showing 1-10 of 44 resultsSorted by cheapest first
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.
ORD-YYZ
MDW-YYZ
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-H4M
ORD-YYZ
MDW-YYZ
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 April 3, 2026.
Booking 68 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, October is the cheapest month in which you can book a flight from Chicago to Hamilton (average of $84). Flying from Chicago to Hamilton in February is currently the most expensive (average of $189). 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 April 8, 2026.
A simple way to save on the total cost of your ticket is to fly from Chicago to Hamilton in the morning. If you’re flexible enough to do this you can expect to save up to 51% on your trip compared to booking a flight at noon.
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 April 4, 2026.
Travelers seeking maximum savings on their Chicago to Hamilton flight should consider departing on Monday afternoons when fares are most often at their lowest. Tuesday evenings 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 April 8, 2026.
The most flights from CHI to H4M are scheduled on a Monday (67 on average). You will have fewer flight options on Wednesday, which is when the least amount of flights are scheduled (35 on average).
How much does it cost to fly round-trip from Chicago to Hamilton?
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 April 8, 2026.
Read through reviews of airlines operating flights from Chicago to Hamilton, such as Porter Airlines,United Airlines, andAmerican Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Comfort
8.0
Crew
8.6
Food
7.6
Boarding
8.2
Entertainment
7.0
Overall
8.0
Reviews
1 / 20
10.0
ExcellentJohn,Mar 2026
YYZ - PVR
Comfort
8.0
Crew
8.6
Food
7.6
Boarding
8.2
Entertainment
7.0
Overall
8.0
Reviews
1 / 20
10.0
ExcellentJohn,Mar 2026
YYZ - PVR
Comfort
8.0
Crew
8.6
Food
7.6
Boarding
8.2
Entertainment
7.0
Overall
8.0
Reviews
1 / 20
10.0
ExcellentJohn,Mar 2026
YYZ - PVR
Comfort
8.0
Crew
8.6
Food
7.6
Boarding
8.2
Entertainment
7.0
Overall
8.0
Reviews
1 / 20
10.0
ExcellentJohn,Mar 2026
YYZ - PVR
Comfort
8.0
Crew
8.6
Food
7.6
Boarding
8.2
Entertainment
7.0
Overall
8.0
Reviews
1 / 20
10.0
ExcellentJohn,Mar 2026
YYZ - PVR
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.
Browse thousands of different options on Cheapflights for your next trip
Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.
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Alternative routes for Chicago to Hamilton
See prices for flight routes from nearby airports that may be better suited for you.
Complete your trip
Complete your trip to Hamilton by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from Chicago to Hamilton by cabin class
Find flights from Chicago to Hamilton, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Chicago and Hamilton flights
Browse other Chicago and Hamilton flight options. Last updated on April 8, 2026.
Other flights from Chicago
Browse through other flights departing from Chicago. Flights are based on user searches made on Cheapflights and were last updated on April 8, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Top 7 airlines flying from Chicago to Hamilton
Discover the top 7 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 April 8, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$88 | Average$303 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$102 | Average$235 | FlexibilityNo cancel fee | On-time67% | |
| Cheapest$145 | Average$288 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$160 | Average$403 | FlexibilityNo cancel fee | On-time74% | |
| Cheapest$170 | Average$319 | FlexibilityNo cancel fee | On-time60% | |
| Cheapest$172 | Average$320 | FlexibilityNo cancel fee | On-time52% | |
| Cheapest$213 | Average$354 | FlexibilityNo cancel fee | On-time71% |