$106+ Cheap flights from Chicago (CHI) to Mississauga, 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 9/16. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — YYZ
Aug 19 — Aug 261
Round-trip
1 adult, Economy
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Find cheap flights from Chicago to Mississauga 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 Mississauga are usually found in November or February, booked 42 days in advance, depart on a Thursday or Wednesday and return on a Friday
Cheap flight deals from Chicago to Mississauga
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Best
Last-minute
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Cheapest flights from Chicago to MississaugaExplore the most affordable flight options available from Chicago to Mississauga. Find the lowest fares from popular airlines and budget airlines, with prices last updated on July 20, 2026.
Explore the most affordable flight options available from Chicago to Mississauga. Find the lowest fares from popular airlines and budget airlines, with prices last updated on July 20, 2026.
This Flightnetwork deal was found by Cheapflights users on 7/18. 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 Flightnetwork is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/111:05 am
ORD
- YYZ
1 stop6h 20m
Air Canada
Tue 9/88:05 am
YYZ
- ORD
Nonstop1h 55m
Air Canada
Deal found 7/18![Air Canada logo]()
$238
This United deal was found by Cheapflights users on 7/19. 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 is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/269:45 pm
ORD
- YYZ
1 stop11h 19m
Multiple Airlines
Sun 9/2712:25 pm
YYZ
- ORD
Nonstop1h 58m
Multiple Airlines
Deal found 7/19![Multiple Airlines logo]()
$239
This SmartFares deal was found by Cheapflights users on 7/18. 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 SmartFares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/192:15 pm
ORD
- YYZ
Nonstop1h 46m
Air Canada
Thu 10/222:00 pm
YYZ
- ORD
Nonstop1h 55m
Air Canada
Deal found 7/18![Air Canada logo]()
$240
This Booking.com deal was found by Cheapflights users on 7/16. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/238:45 am
ORD
- YYZ
1 stop5h 48m
Air Canada
Mon 10/268:20 am
YYZ
- ORD
Nonstop2h 03m
Air Canada
Deal found 7/16![Air Canada logo]()
$241
This Booking.com deal was found by Cheapflights users on 7/17. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/1011:05 am
ORD
- YYZ
1 stop6h 07m
Air Canada
Sun 9/1312:25 pm
YYZ
- ORD
Nonstop1h 58m
Air Canada
Deal found 7/17![Air Canada logo]()
$242
This Kissandfly.com deal was found by Cheapflights users on 7/17. 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 Kissandfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/1012:59 pm
ORD
- YYZ
Nonstop1h 47m
Lufthansa
Sun 9/138:50 am
YYZ
- ORD
Nonstop2h 03m
Lufthansa
Deal found 7/17![Lufthansa logo]()
$244
This ezTravel 易遊網 deal was found by Cheapflights users on 7/17. 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 ezTravel 易遊網 is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/168:50 pm
ORD
- YYZ
Nonstop1h 42m
Air Canada
Fri 11/206:20 am
YYZ
- ORD
1 stop5h 47m
Air Canada
Deal found 7/17![Air Canada logo]()
$246
This Mytrip deal was found by Cheapflights users on 7/17. 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 11/1310:15 am
ORD
- YYZ
Nonstop1h 37m
Air Canada
Sun 11/158:20 am
YYZ
- ORD
Nonstop2h 03m
Air Canada
Deal found 7/17![Air Canada logo]()
$247
This Kissandfly.com deal was found by Cheapflights users on 7/17. 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 Kissandfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/105:10 pm
ORD
- YYZ
1 stop4h 49m
Multiple Airlines
Sun 9/1310:15 am
YYZ
- ORD
Nonstop2h 06m
Multiple Airlines
Deal found 7/17![Multiple Airlines logo]()
$248
This Booking.com deal was found by Cheapflights users on 7/18. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/198:50 pm
ORD
- YYZ
Nonstop1h 46m
Air Canada
Thu 8/208:05 am
YYZ
- ORD
Nonstop1h 55m
Air Canada
Deal found 7/18![Air Canada logo]()
$251
This Mytrip deal was found by Cheapflights users on 7/19. 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 8/119:50 am
ORD
- YYZ
Nonstop1h 45m
Air Canada
Tue 8/188:05 am
YYZ
- ORD
Nonstop1h 55m
Air Canada
Deal found 7/19![Air Canada logo]()
$252
This Delta deal was found by Cheapflights users on 7/17. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/39:24 am
MDW
- YYZ
1 stop7h 00m
Delta
Sun 9/612:09 pm
YYZ
- MDW
1 stop5h 50m
Delta
Deal found 7/17![Delta logo]()
$279
Best flights from Chicago to MississaugaDiscover carefully curated flight deals from Chicago to Mississauga that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated July 20, 2026.
Discover carefully curated flight deals from Chicago to Mississauga that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated July 20, 2026.
This United Airlines deal was found by Cheapflights users on 7/19. 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 9/129:29 pm
ORD
- YYZ
Nonstop1h 44m
United Airlines
Sat 9/197:00 am
YYZ
- ORD
Nonstop2h 00m
United Airlines
Deal found 7/19![United Airlines logo]()
$253
This United deal was found by Cheapflights users on 7/18. 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 United is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/118:42 am
ORD
- YYZ
1 stop4h 37m
Multiple Airlines
Tue 9/159:00 am
YYZ
- ORD
1 stop6h 52m
Multiple Airlines
Deal found 7/18![Multiple Airlines logo]()
$272
This Delta deal was found by Cheapflights users on 7/19. 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 9/267:05 am
ORD
- YYZ
1 stop3h 13m
Delta
Tue 9/296:00 am
YYZ
- ORD
1 stop5h 37m
Delta
Deal found 7/19![Delta logo]()
$279
This United Airlines deal was found by Cheapflights users on 7/19. 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 9/1612:59 pm
ORD
- YYZ
Nonstop1h 47m
United Airlines
Sat 9/198:50 am
YYZ
- ORD
Nonstop2h 03m
United Airlines
Deal found 7/19![United Airlines logo]()
$253
This Delta deal was found by Cheapflights users on 7/17. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/69:29 am
MDW
- YYZ
1 stop6h 51m
Delta
Mon 10/126:00 am
YYZ
- MDW
1 stop7h 48m
Delta
Deal found 7/17![Delta logo]()
$298
This United Airlines deal was found by Cheapflights users on 7/19. 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 9/126:15 pm
ORD
- YYZ
1 stop4h 39m
United Airlines
Mon 9/148:00 pm
YYZ
- ORD
1 stop5h 28m
United Airlines
Deal found 7/19![United Airlines logo]()
$279
This Delta deal was found by Cheapflights users on 7/16. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/299:29 am
MDW
- YYZ
1 stop4h 46m
Delta
Wed 9/304:05 pm
YYZ
- MDW
1 stop3h 28m
Delta
Deal found 7/16![Delta logo]()
$300
This Delta deal was found by Cheapflights users on 7/18. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/38:48 am
ORD
- YYZ
1 stop7h 36m
Delta
Sun 9/66:10 am
YYZ
- ORD
1 stop8h 26m
Delta
Deal found 7/18![Delta logo]()
$307
This Delta deal was found by Cheapflights users on 7/19. 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 9/99:29 am
MDW
- YYZ
1 stop6h 51m
Delta
Tue 9/156:00 am
YYZ
- MDW
1 stop7h 39m
Delta
Deal found 7/19![Delta logo]()
$307
This Delta deal was found by Cheapflights users on 7/19. 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 9/49:24 am
MDW
- YYZ
1 stop7h 00m
Delta
Mon 9/76:10 am
YYZ
- MDW
1 stop7h 29m
Delta
Deal found 7/19![Delta logo]()
$307
This Delta deal was found by Cheapflights users on 7/15. 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 9/38:48 am
ORD
- YYZ
1 stop7h 36m
Delta
Mon 9/76:10 am
YYZ
- ORD
1 stop7h 58m
Delta
Deal found 7/15![Delta logo]()
$311
This Delta deal was found by Cheapflights users on 7/19. 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 8/131:59 pm
ORD
- YYZ
1 stop8h 04m
Delta
Mon 8/172:24 pm
YYZ
- ORD
1 stop7h 06m
Delta
Deal found 7/19![Delta logo]()
$324
This Delta deal was found by Cheapflights users on 7/18. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/246:42 pm
MDW
- YYZ
1 stop3h 21m
Delta
Fri 8/286:10 am
YYZ
- MDW
1 stop7h 29m
Delta
Deal found 7/18![Delta logo]()
$324
This Delta deal was found by Cheapflights users on 7/17. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/141:25 pm
MDW
- YYZ
1 stop8h 38m
Delta
Fri 8/2112:09 pm
YYZ
- MDW
1 stop7h 24m
Delta
Deal found 7/17![Delta logo]()
$324
This Delta deal was found by Cheapflights users on 7/17. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/118:48 am
ORD
- YYZ
1 stop7h 36m
Delta
Thu 8/136:10 am
YYZ
- ORD
1 stop7h 58m
Delta
Deal found 7/17![Delta logo]()
$345
This Delta deal was found by Cheapflights users on 7/17. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/149:24 am
MDW
- YYZ
1 stop7h 00m
Delta
Sat 8/2212:09 pm
YYZ
- MDW
1 stop7h 24m
Delta
Deal found 7/17![Delta logo]()
$345
This Delta deal was found by Cheapflights users on 7/16. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/101:25 pm
MDW
- YYZ
1 stop8h 38m
Delta
Tue 8/1812:09 pm
YYZ
- MDW
1 stop7h 24m
Delta
Deal found 7/16![Delta logo]()
$345
This Delta deal was found by Cheapflights users on 7/19. 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 8/78:48 am
ORD
- YYZ
1 stop7h 36m
Delta
Fri 8/212:24 pm
YYZ
- ORD
1 stop7h 06m
Delta
Deal found 7/19![Delta logo]()
$346
This Delta deal was found by Cheapflights users on 7/18. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/78:48 am
ORD
- YYZ
1 stop5h 32m
Delta
Mon 8/109:45 am
YYZ
- ORD
1 stop7h 32m
Delta
Deal found 7/18![Delta logo]()
$346
This Delta deal was found by Cheapflights users on 7/19. 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 8/146:42 pm
MDW
- YYZ
1 stop3h 21m
Delta
Sun 8/1612:09 pm
YYZ
- MDW
1 stop7h 24m
Delta
Deal found 7/19![Delta logo]()
$346
This Delta deal was found by Cheapflights users on 7/18. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/79:24 am
MDW
- YYZ
1 stop4h 56m
Delta
Tue 8/114:10 pm
YYZ
- MDW
1 stop3h 23m
Delta
Deal found 7/18![Delta logo]()
$346
This Delta deal was found by Cheapflights users on 7/15. 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.
Fri 8/146:59 am
ORD
- YYZ
1 stop7h 21m
Delta
Sun 8/1612:09 pm
YYZ
- ORD
1 stop7h 20m
Delta
Deal found 7/15![Delta logo]()
$356
This Delta deal was found by Cheapflights users on 7/15. 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.
Fri 8/71:25 pm
MDW
- YYZ
1 stop8h 38m
Delta
Mon 8/106:10 am
YYZ
- MDW
1 stop7h 29m
Delta
Deal found 7/15![Delta logo]()
$356
Last-minute flights from Chicago to MississaugaDiscover last-minute flight deals from Chicago to Mississauga. Data last updated July 20, 2026 and is based on user searches.
Discover last-minute flight deals from Chicago to Mississauga. Data last updated July 20, 2026 and is based on user searches.
This Delta deal was found by Cheapflights users on 7/20. 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 8/41:25 pm
MDW
- YYZ
1 stop8h 38m
Delta
Tue 8/1112:09 pm
YYZ
- MDW
1 stop7h 24m
Delta
Deal found 7/20![Delta logo]()
$329
This Mytrip deal was found by Cheapflights users on 7/19. 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 8/119:50 am
ORD
- YYZ
Nonstop1h 45m
Air Canada
Tue 8/188:05 am
YYZ
- ORD
Nonstop1h 55m
Air Canada
Deal found 7/19![Air Canada logo]()
$252
This Booking.com deal was found by Cheapflights users on 7/18. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/128:40 pm
ORD
- YYZ
Nonstop1h 45m
Air Canada
Thu 8/138:05 am
YYZ
- ORD
Nonstop1h 55m
Air Canada
Deal found 7/18![Air Canada logo]()
$253
This Trip.com deal was found by Cheapflights users on 7/18. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/126:42 pm
MDW
- YYZ
1 stop3h 21m
Delta
Thu 8/136:10 am
YYZ
- MDW
1 stop7h 29m
Delta
Deal found 7/18![Delta logo]()
$305
This Delta deal was found by Cheapflights users on 7/17. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/156:42 pm
MDW
- YYZ
1 stop3h 17m
Delta
Wed 8/1912:09 pm
YYZ
- MDW
1 stop7h 24m
Delta
Deal found 7/17![Delta logo]()
$324
This Booking.com deal was found by Cheapflights users on 7/18. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/198:50 pm
ORD
- YYZ
Nonstop1h 46m
Air Canada
Thu 8/208:05 am
YYZ
- ORD
Nonstop1h 55m
Air Canada
Deal found 7/18![Air Canada logo]()
$251
This Trip.com deal was found by Cheapflights users on 7/18. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/196:42 pm
MDW
- YYZ
1 stop3h 21m
Delta
Thu 8/206:10 am
YYZ
- MDW
1 stop7h 29m
Delta
Deal found 7/18![Delta logo]()
$321
This Booking.com deal was found by Cheapflights users on 7/18. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/248:40 pm
ORD
- YYZ
Nonstop1h 45m
Air Canada
Fri 8/286:55 pm
YYZ
- ORD
Nonstop1h 57m
Air Canada
Deal found 7/18![Air Canada logo]()
$256
This Delta deal was found by Cheapflights users on 7/17. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/271:25 pm
MDW
- YYZ
1 stop8h 38m
Delta
Wed 9/29:45 am
YYZ
- MDW
1 stop8h 14m
Delta
Deal found 7/17![Delta logo]()
$301
This Booking.com deal was found by Cheapflights users on 7/15. 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.
Sat 8/298:50 pm
ORD
- YYZ
Nonstop1h 46m
Air Canada
Sat 9/56:55 pm
YYZ
- ORD
Nonstop1h 58m
Air Canada
Deal found 7/15![Air Canada logo]()
$261
This Delta deal was found by Cheapflights users on 7/15. 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.
Sat 8/299:24 am
MDW
- YYZ
1 stop7h 00m
Delta
Fri 9/44:10 pm
YYZ
- MDW
1 stop3h 23m
Delta
Deal found 7/15![Delta logo]()
$322
This Delta deal was found by Cheapflights users on 7/15. 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.
Sat 8/291:25 pm
MDW
- YYZ
1 stop8h 34m
Delta
Sat 9/56:10 am
YYZ
- MDW
1 stop4h 07m
Delta
Deal found 7/15![Delta logo]()
$333
One-way flights from Chicago to MississaugaSearch for one-way flight options from Chicago to Mississauga. Find affordable one-way fares based on user searches. Data last updated July 20, 2026.
Search for one-way flight options from Chicago to Mississauga. Find affordable one-way fares based on user searches. Data last updated July 20, 2026.
This Booking.com deal was found by Cheapflights users on 7/17. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/1611:05 am
ORD
- YYZ
1 stop6h 07m
Air Canada
Deal found 7/17![Air Canada logo]()
$106
This Mytrip deal was found by Cheapflights users on 7/16. 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.
Mon 9/1411:05 am
ORD
- YYZ
1 stop6h 38m
Air Canada
Deal found 7/16![Air Canada logo]()
$107
This Booking.com deal was found by Cheapflights users on 7/17. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/1811:05 am
ORD
- YYZ
1 stop6h 07m
Air Canada
Deal found 7/17![Air Canada logo]()
$108
This Air Canada deal was found by Cheapflights users on 7/19. 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 9/1511:05 am
ORD
- YYZ
1 stop6h 33m
Air Canada
Deal found 7/19![Air Canada logo]()
$109
This Air Canada deal was found by Cheapflights users on 7/19. 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 10/143:45 pm
ORD
- YYZ
Nonstop1h 45m
Air Canada
Deal found 7/19![Air Canada logo]()
$110
This United Airlines deal was found by Cheapflights users on 7/17. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/138:42 am
ORD
- YYZ
1 stop4h 37m
United Airlines
Deal found 7/17![United Airlines logo]()
$111
This Delta deal was found by Cheapflights users on 7/17. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/279:29 am
MDW
- YYZ
1 stop3h 05m
Delta
Deal found 7/17![Delta logo]()
$111
This Air Canada deal was found by Cheapflights users on 7/16. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/13:45 pm
ORD
- YYZ
Nonstop1h 45m
Air Canada
Deal found 7/16![Air Canada logo]()
$112
This United Airlines deal was found by Cheapflights users on 7/18. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/206:30 am
ORD
- YYZ
1 stop11h 32m
United Airlines
Deal found 7/18![United Airlines logo]()
$113
This Air Canada deal was found by Cheapflights users on 7/19. 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 8/182:15 pm
ORD
- YYZ
Nonstop1h 46m
Air Canada
Deal found 7/19![Air Canada logo]()
$114
This Flightnetwork deal was found by Cheapflights users on 7/17. 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 Flightnetwork is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/18:45 am
ORD
- YYZ
1 stop5h 48m
Air Canada
Deal found 7/17![Air Canada logo]()
$117
This Delta deal was found by Cheapflights users on 7/16. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/259:30 am
MDW
- YYZ
1 stop6h 52m
Delta
Deal found 7/16![Delta logo]()
$120
Find flight deals from Chicago to Mississauga
Keep the following information in mind while searching for Chicago to Mississauga flight deals. Data was last updated July 20, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $238 (Flightnetwork) |
One-way from | $106 (Booking.com) |
Popular in | March |
Cheapest in | November |
Average price | $378 |
Cheapflights Fare Finder
Customize your flight search to find flights from Chicago to Mississauga 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 July 20, 2026.
Use the filters below to find and compare flights from Chicago to Mississauga that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
Quickest round-trip
ChicagoToronto
ORD - YYZ
ORDYYZ
Chicago O'Hare Intl
Sat 9/12
9:29 pm-12:13 am
Nonstop1h 44m
Toronto Pearson Intl
Sat 9/19
7:00 am-8:00 am
Nonstop2h 00m
$253
ChicagoToronto
ORD - YYZ
ORDYYZ
Chicago O'Hare Intl
Wed 9/16
12:59 pm-3:46 pm
Nonstop1h 47m
Toronto Pearson Intl
Sat 9/19
8:50 am-9:53 am
Nonstop2h 03m
$253
ChicagoToronto
ORD - YYZ
ORDYYZ
Chicago O'Hare Intl
Fri 9/11
8:42 am-2:19 pm
1 stop4h 37m
Toronto Pearson Intl
Tue 9/15
9:00 am-2:52 pm
1 stop6h 52m
$272
ChicagoToronto
ORD - YYZ
ORDYYZ
Chicago O'Hare Intl
Sat 9/26
7:05 am-11:18 am
1 stop3h 13m
Toronto Pearson Intl
Tue 9/29
6:00 am-10:37 am
1 stop5h 37m
$279
ChicagoToronto
ORD - YYZ
ORDYYZ
Chicago O'Hare Intl
Sat 9/12
6:15 pm-11:54 pm
1 stop4h 39m
Toronto Pearson Intl
Mon 9/14
8:00 pm-12:28 am
1 stop5h 28m
$279
ChicagoToronto
MDW - YYZ
MDWYYZ
Chicago Midway
Tue 10/6
9:29 am-5:20 pm
1 stop6h 51m
Toronto Pearson Intl
Mon 10/12
6:00 am-12:48 pm
1 stop7h 48m
$298
ChicagoToronto
MDW - YYZ
MDWYYZ
Chicago Midway
Tue 9/29
9:29 am-3:15 pm
1 stop4h 46m
Toronto Pearson Intl
Wed 9/30
4:05 pm-6:33 pm
1 stop3h 28m
$300
ChicagoToronto
ORD - YYZ
ORDYYZ
Chicago O'Hare Intl
Thu 9/3
8:48 am-5:24 pm
1 stop7h 36m
Toronto Pearson Intl
Sun 9/6
6:10 am-1:36 pm
1 stop8h 26m
$307
ChicagoToronto
MDW - YYZ
MDWYYZ
Chicago Midway
Wed 9/9
9:29 am-5:20 pm
1 stop6h 51m
Toronto Pearson Intl
Tue 9/15
6:00 am-12:39 pm
1 stop7h 39m
$307
ChicagoToronto
MDW - YYZ
MDWYYZ
Chicago Midway
Fri 9/4
9:24 am-5:24 pm
1 stop7h 00m
Toronto Pearson Intl
Mon 9/7
6:10 am-12:39 pm
1 stop7h 29m
$307
Showing 1-10 of 46 resultsSorted by cheapest first
Best time to book a flight from Chicago to Mississauga
Have a flexible travel schedule? Discover the best time to fly to Mississauga 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 Mississauga
CHI-M1S
ORD-YYZ
MDW-YYZ
What is the cheapest time of day to fly from CHI to M1S?
Find hourly flight availability from Chicago to Mississauga. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated July 20, 2026.
It’s optimal to fly from Chicago to Mississauga in the morning. By choosing this option you can save up to 38% on the cost of your flight, compared to a flight at noon.
Weekly flight availability from Chicago to Mississauga
Explore weekly flight availability from Chicago to Mississauga. 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 July 20, 2026.
The most flights from CHI to M1S are scheduled on a Friday (70 on average). You will have fewer flight options on Monday, which is when the least amount of flights are scheduled (55 on average).
How much does it cost to fly round-trip from Chicago to Mississauga?
What is the cheapest day to fly from Chicago to Mississauga?
Use this chart to determine the cheapest time to fly round-trip from Chicago to Mississauga. Price data was last updated on July 18, 2026.
Travelers seeking maximum savings on their Chicago to Mississauga flight should consider departing on Saturday mornings 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.
Reviews of airlines servicing Mississauga
Get insights into the airlines that provide service to Mississauga. 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 Mississauga. Reviews last updated July 20, 2026.
Get a feel of what it's like to fly with Porter Airlines,United Airlines, andAmerican Airlines from Chicago to Mississauga by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Crew
8.6
Comfort
8.0
Entertainment
6.9
Food
7.5
Boarding
8.2
Overall
8.0
Reviews
1 / 20
6.0
GoodShannon,Jul 2026
YQT - YOW
Crew
8.6
Comfort
8.0
Entertainment
6.9
Food
7.5
Boarding
8.2
Overall
8.0
Reviews
1 / 20
6.0
GoodShannon,Jul 2026
YQT - YOW
Crew
8.6
Comfort
8.0
Entertainment
6.9
Food
7.5
Boarding
8.2
Overall
8.0
Reviews
1 / 20
6.0
GoodShannon,Jul 2026
YQT - YOW
Crew
8.6
Comfort
8.0
Entertainment
6.9
Food
7.5
Boarding
8.2
Overall
8.0
Reviews
1 / 20
6.0
GoodShannon,Jul 2026
YQT - YOW
Crew
8.6
Comfort
8.0
Entertainment
6.9
Food
7.5
Boarding
8.2
Overall
8.0
Reviews
1 / 20
6.0
GoodShannon,Jul 2026
YQT - YOW
Related info for your journey
Find useful and relevant information for your journey from Chicago to Mississauga. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
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Alternative routes for Chicago to Mississauga
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Complete your trip
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Find flights from Chicago to Mississauga, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Chicago and Mississauga flights
Browse other Chicago and Mississauga flight options. Last updated on July 20, 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 July 20, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Top 7 airlines flying from Chicago to Mississauga
Discover the top 7 airlines that operate flights from Chicago to Mississauga. 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 July 20, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$88 | Average$359 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$106 | Average$294 | FlexibilityNo cancel fee | On-time67% | |
| Cheapest$160 | Average$403 | FlexibilityNo cancel fee | On-time74% | |
| Cheapest$170 | Average$319 | FlexibilityNo cancel fee | On-time60% | |
| Cheapest$174 | Average$348 | FlexibilityNo cancel fee | On-time52% | |
| Cheapest$192 | Average$330 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$223 | Average$380 | FlexibilityNo cancel fee | On-time71% |