$99+ 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 6/17. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — YYZ
Jun 16 — Jun 231
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 July, booked 68 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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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 May 17, 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 May 17, 2026.
This Booking.com deal was found by Cheapflights users on 5/16. 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.
Sat 6/208:40 pm
ORD
- YYZ
Nonstop1h 46m
Air Canada
Tue 6/2312:25 pm
YYZ
- ORD
Nonstop1h 57m
Air Canada
Deal found 5/16![Air Canada logo]()
$230
This Mytrip deal was found by Cheapflights users on 5/13. 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 5/283:50 pm
ORD
- YYZ
Nonstop1h 43m
Air Canada
Sun 5/311:55 pm
YYZ
- ORD
Nonstop2h 00m
Air Canada
Deal found 5/13![Air Canada logo]()
$233
This Flightnetwork deal was found by Cheapflights users on 5/15. 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 Flightnetwork is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/299:55 am
ORD
- YYZ
Nonstop1h 40m
Air Canada
Sun 5/311:55 pm
YYZ
- ORD
Nonstop2h 00m
Air Canada
Deal found 5/15![Air Canada logo]()
$234
This Flightnetwork deal was found by Cheapflights users on 5/16. 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 Flightnetwork is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/309:55 am
ORD
- YYZ
Nonstop1h 40m
Air Canada
Sun 5/318:00 am
YYZ
- ORD
Nonstop2h 00m
Air Canada
Deal found 5/16![Air Canada logo]()
$236
This Vliegwinkel deal was found by Cheapflights users on 5/12. 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 Vliegwinkel is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/309:55 am
ORD
- YYZ
Nonstop1h 40m
Air Canada
Mon 6/18:00 am
YYZ
- ORD
Nonstop2h 00m
Air Canada
Deal found 5/12![Air Canada logo]()
$243
This Delta deal was found by Cheapflights users on 5/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/121:26 pm
MDW
- YYZ
1 stop8h 36m
Delta
Sun 6/1412:09 pm
YYZ
- MDW
1 stop7h 22m
Delta
Deal found 5/14![Delta logo]()
$303
This Delta deal was found by Cheapflights users on 5/13. 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 6/121:26 pm
MDW
- YYZ
1 stop8h 36m
Delta
Fri 6/1912:09 pm
YYZ
- MDW
1 stop7h 22m
Delta
Deal found 5/13![Delta logo]()
$304
This Expedia deal was found by Cheapflights users on 5/13. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/179:24 am
MDW
- YYZ
1 stop7h 00m
Delta
Sat 8/2212:09 pm
YYZ
- MDW
1 stop7h 24m
Delta
Deal found 5/13![Delta logo]()
$320
This Delta deal was found by Cheapflights users on 5/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/199:17 am
MDW
- YYZ
1 stop7h 07m
Delta
Wed 8/1912:09 pm
YYZ
- MDW
1 stop7h 24m
Delta
Deal found 5/14![Delta logo]()
$324
This Delta deal was found by Cheapflights users on 5/16. 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.
Thu 9/39:30 am
MDW
- YYZ
1 stop6h 53m
Delta
Mon 9/79:45 am
YYZ
- MDW
1 stop3h 45m
Delta
Deal found 5/16![Delta logo]()
$337
This Delta deal was found by Cheapflights users on 5/13. 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 8/139:24 am
MDW
- YYZ
1 stop7h 00m
Delta
Sun 8/166:10 am
YYZ
- MDW
1 stop7h 29m
Delta
Deal found 5/13![Delta logo]()
$344
This Delta deal was found by Cheapflights users on 5/15. 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 9/39:30 am
MDW
- YYZ
1 stop6h 53m
Delta
Tue 9/82:15 pm
YYZ
- MDW
1 stop5h 16m
Delta
Deal found 5/15![Delta logo]()
$349
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 May 17, 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 May 17, 2026.
This United Airlines deal was found by Cheapflights users on 5/14. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/125:55 pm
ORD
- YYZ
Nonstop1h 49m
United Airlines
Sun 6/1411:00 am
YYZ
- ORD
Nonstop2h 00m
United Airlines
Deal found 5/14![United Airlines logo]()
$278
This American Airlines deal was found by Cheapflights users on 5/11. 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.
Mon 6/18:30 pm
ORD
- YYZ
Nonstop1h 54m
American Airlines
Thu 6/47:25 am
YYZ
- ORD
Nonstop2h 10m
American Airlines
Deal found 5/11![American Airlines logo]()
$278
This Delta deal was found by Cheapflights users on 5/16. 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.
Fri 6/122:07 pm
ORD
- YYZ
1 stop7h 55m
Delta
Sun 6/146:05 am
YYZ
- ORD
1 stop7h 59m
Delta
Deal found 5/16![Delta logo]()
$303
This United Airlines deal was found by Cheapflights users on 5/11. 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.
Mon 6/89:20 pm
ORD
- YYZ
Nonstop1h 39m
United Airlines
Mon 6/159:00 pm
YYZ
- ORD
Nonstop2h 05m
United Airlines
Deal found 5/11![United Airlines logo]()
$278
This Delta deal was found by Cheapflights users on 5/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/61:44 pm
ORD
- YYZ
1 stop8h 15m
Delta
Mon 6/812:09 pm
YYZ
- ORD
1 stop7h 20m
Delta
Deal found 5/14![Delta logo]()
$303
This United Airlines deal was found by Cheapflights users on 5/16. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/47:09 am
ORD
- YYZ
Nonstop1h 45m
United Airlines
Sun 6/142:45 pm
YYZ
- ORD
Nonstop2h 05m
United Airlines
Deal found 5/16![United Airlines logo]()
$278
This Delta deal was found by Cheapflights users on 5/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/19:22 am
MDW
- YYZ
1 stop6h 59m
Delta
Wed 6/39:49 am
YYZ
- MDW
1 stop3h 53m
Delta
Deal found 5/14![Delta logo]()
$303
This United Airlines deal was found by Cheapflights users on 5/12. 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 6/148:50 am
ORD
- YYZ
Nonstop1h 59m
United Airlines
Fri 6/198:45 am
YYZ
- ORD
Nonstop2h 00m
United Airlines
Deal found 5/12![United Airlines logo]()
$278
This Delta deal was found by Cheapflights users on 5/15. 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 6/129:17 am
MDW
- YYZ
1 stop7h 07m
Delta
Fri 6/1912:09 pm
YYZ
- MDW
1 stop7h 22m
Delta
Deal found 5/15![Delta logo]()
$303
This United Airlines deal was found by Cheapflights users on 5/12. 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 6/139:20 pm
ORD
- YYZ
Nonstop1h 39m
United Airlines
Mon 6/157:43 pm
YYZ
- ORD
1 stop4h 43m
United Airlines
Deal found 5/12![United Airlines logo]()
$294
This Delta deal was found by Cheapflights users on 5/12. 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 6/139:17 am
MDW
- YYZ
1 stop7h 07m
Delta
Mon 6/1512:09 pm
YYZ
- MDW
1 stop7h 22m
Delta
Deal found 5/12![Delta logo]()
$304
This Delta deal was found by Cheapflights users on 5/13. 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 6/171:26 pm
MDW
- YYZ
1 stop8h 36m
Delta
Fri 6/1912:09 pm
YYZ
- MDW
1 stop7h 22m
Delta
Deal found 5/13![Delta logo]()
$304
This United Airlines deal was found by Cheapflights users on 5/12. 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 6/99:20 pm
ORD
- YYZ
Nonstop1h 39m
United Airlines
Mon 11/93:00 pm
YYZ
- ORD
1 stop7h 00m
United Airlines
Deal found 5/12![United Airlines logo]()
$318
This Delta deal was found by Cheapflights users on 5/11. 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 6/141:26 pm
MDW
- YYZ
1 stop8h 36m
Delta
Wed 6/172:29 pm
YYZ
- MDW
1 stop5h 02m
Delta
Deal found 5/11![Delta logo]()
$304
This United Airlines deal was found by Cheapflights users on 5/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/155:55 pm
ORD
- YYZ
Nonstop1h 49m
United Airlines
Tue 7/2111:00 am
YYZ
- ORD
Nonstop2h 00m
United Airlines
Deal found 5/15![United Airlines logo]()
$319
This Delta deal was found by Cheapflights users on 5/13. 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 6/189:17 am
MDW
- YYZ
1 stop7h 07m
Delta
Sat 6/202:24 pm
YYZ
- MDW
1 stop4h 47m
Delta
Deal found 5/13![Delta logo]()
$304
This Delta deal was found by Cheapflights users on 5/12. 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 6/136:35 pm
MDW
- YYZ
1 stop3h 27m
Delta
Sat 6/206:05 am
YYZ
- MDW
1 stop4h 09m
Delta
Deal found 5/12![Delta logo]()
$304
This Delta deal was found by Cheapflights users on 5/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/159:19 am
MDW
- YYZ
1 stop7h 05m
Delta
Mon 7/2012:09 pm
YYZ
- MDW
1 stop7h 16m
Delta
Deal found 5/14![Delta logo]()
$344
This Delta deal was found by Cheapflights users on 5/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/39:17 am
MDW
- YYZ
1 stop7h 07m
Delta
Mon 7/612:09 pm
YYZ
- MDW
1 stop7h 22m
Delta
Deal found 5/14![Delta logo]()
$344
This Delta deal was found by Cheapflights users on 5/16. 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.
Thu 7/29:17 am
MDW
- YYZ
1 stop7h 07m
Delta
Thu 7/239:45 am
YYZ
- MDW
1 stop3h 53m
Delta
Deal found 5/16![Delta logo]()
$344
This Delta deal was found by Cheapflights users on 5/13. 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 7/129:19 am
MDW
- YYZ
1 stop3h 15m
Delta
Tue 7/146:10 am
YYZ
- MDW
1 stop7h 28m
Delta
Deal found 5/13![Delta logo]()
$344
This Delta deal was found by Cheapflights users on 5/15. 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.
Mon 7/279:19 am
MDW
- YYZ
1 stop7h 05m
Delta
Wed 7/296:10 am
YYZ
- MDW
1 stop3h 58m
Delta
Deal found 5/15![Delta logo]()
$344
Last-minute flights from Chicago to MississaugaDiscover last-minute flight deals from Chicago to Mississauga. Data last updated May 17, 2026 and is based on user searches.
Discover last-minute flight deals from Chicago to Mississauga. Data last updated May 17, 2026 and is based on user searches.
This Mytrip deal was found by Cheapflights users on 5/13. 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 5/283:50 pm
ORD
- YYZ
Nonstop1h 43m
Air Canada
Sun 5/311:55 pm
YYZ
- ORD
Nonstop2h 00m
Air Canada
Deal found 5/13![Air Canada logo]()
$233
This Delta deal was found by Cheapflights users on 5/13. 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 5/289:22 am
MDW
- YYZ
1 stop6h 59m
Delta
Sun 5/3112:09 pm
YYZ
- MDW
1 stop7h 24m
Delta
Deal found 5/13![Delta logo]()
$363
This Flightnetwork deal was found by Cheapflights users on 5/15. 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 Flightnetwork is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/299:55 am
ORD
- YYZ
Nonstop1h 40m
Air Canada
Sun 5/311:55 pm
YYZ
- ORD
Nonstop2h 00m
Air Canada
Deal found 5/15![Air Canada logo]()
$234
This Flightnetwork deal was found by Cheapflights users on 5/16. 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 Flightnetwork is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/309:55 am
ORD
- YYZ
Nonstop1h 40m
Air Canada
Sun 5/318:00 am
YYZ
- ORD
Nonstop2h 00m
Air Canada
Deal found 5/16![Air Canada logo]()
$236
This Vliegwinkel deal was found by Cheapflights users on 5/12. 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 Vliegwinkel is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/309:55 am
ORD
- YYZ
Nonstop1h 40m
Air Canada
Mon 6/18:00 am
YYZ
- ORD
Nonstop2h 00m
Air Canada
Deal found 5/12![Air Canada logo]()
$243
This Delta deal was found by Cheapflights users on 5/12. 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 6/49:22 am
MDW
- YYZ
1 stop6h 59m
Delta
Mon 6/86:05 am
YYZ
- MDW
1 stop4h 09m
Delta
Deal found 5/12![Delta logo]()
$362
This Delta deal was found by Cheapflights users on 5/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/121:26 pm
MDW
- YYZ
1 stop8h 36m
Delta
Sun 6/1412:09 pm
YYZ
- MDW
1 stop7h 22m
Delta
Deal found 5/14![Delta logo]()
$303
This Delta deal was found by Cheapflights users on 5/15. 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.
Mon 6/159:17 am
MDW
- YYZ
1 stop7h 07m
Delta
Thu 6/186:05 am
YYZ
- MDW
1 stop4h 09m
Delta
Deal found 5/15![Delta logo]()
$361
This Delta deal was found by Cheapflights users on 5/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/191:26 pm
MDW
- YYZ
1 stop8h 36m
Delta
Tue 8/184:10 pm
YYZ
- MDW
1 stop3h 23m
Delta
Deal found 5/14![Delta logo]()
$324
This Booking.com deal was found by Cheapflights users on 5/16. 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.
Sat 6/208:40 pm
ORD
- YYZ
Nonstop1h 46m
Air Canada
Tue 6/2312:25 pm
YYZ
- ORD
Nonstop1h 57m
Air Canada
Deal found 5/16![Air Canada logo]()
$230
This Delta deal was found by Cheapflights users on 5/13. 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 6/209:17 am
MDW
- YYZ
1 stop7h 07m
Delta
Sat 6/276:05 am
YYZ
- MDW
1 stop7h 41m
Delta
Deal found 5/13![Delta logo]()
$352
This Delta deal was found by Cheapflights users on 5/13. 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 6/261:26 pm
MDW
- YYZ
1 stop8h 36m
Delta
Mon 6/296:05 am
YYZ
- MDW
1 stop7h 41m
Delta
Deal found 5/13![Delta logo]()
$344
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 May 17, 2026.
Search for one-way flight options from Chicago to Mississauga. Find affordable one-way fares based on user searches. Data last updated May 17, 2026.
This Flightnetwork deal was found by Cheapflights users on 5/13. 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 6/178:25 pm
ORD
- YYZ
Nonstop1h 43m
Air Canada
Deal found 5/13![Air Canada logo]()
$99
This Booking.com deal was found by Cheapflights users on 5/16. 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.
Sat 6/68:20 pm
ORD
- YYZ
Nonstop1h 43m
Air Canada
Deal found 5/16![Air Canada logo]()
$100
This Mytrip deal was found by Cheapflights users on 5/12. 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 6/228:40 pm
ORD
- YYZ
Nonstop1h 46m
Air Canada
Deal found 5/12![Air Canada logo]()
$102
This Flightnetwork deal was found by Cheapflights users on 5/16. 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 Flightnetwork is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/309:55 am
ORD
- YYZ
Nonstop1h 40m
Air Canada
Deal found 5/16![Air Canada logo]()
$110
This Kissandfly.com deal was found by Cheapflights users on 5/13. 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.
Mon 6/19:20 pm
ORD
- YYZ
Nonstop1h 39m
Lufthansa
Deal found 5/13![Lufthansa logo]()
$112
This United Airlines deal was found by Cheapflights users on 5/12. 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 6/22:56 pm
ORD
- YYZ
Nonstop2h 00m
United Airlines
Deal found 5/12![United Airlines logo]()
$113
This Kissandfly.com deal was found by Cheapflights users on 5/12. 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 6/187:09 am
ORD
- YYZ
Nonstop1h 45m
Lufthansa
Deal found 5/12![Lufthansa logo]()
$114
This Trip.com deal was found by Cheapflights users on 5/13. 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.
Tue 6/98:52 am
ORD
- YYZ
1 stop7h 32m
Delta
Deal found 5/13![Delta logo]()
$117
This Trip.com deal was found by Cheapflights users on 5/13. 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.
Tue 6/99:17 am
MDW
- YYZ
1 stop7h 07m
Delta
Deal found 5/13![Delta logo]()
$117
This Mytrip deal was found by Cheapflights users on 5/12. 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 7/213:45 pm
ORD
- YYZ
Nonstop1h 45m
Air Canada
Deal found 5/12![Air Canada logo]()
$118
This Booking.com deal was found by Cheapflights users on 5/16. 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.
Tue 6/309:50 am
ORD
- YYZ
Nonstop1h 45m
Air Canada
Deal found 5/16![Air Canada logo]()
$119
This Flightnetwork deal was found by Cheapflights users on 5/13. 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.
Sat 6/272:15 pm
ORD
- YYZ
Nonstop1h 46m
Air Canada
Deal found 5/13![Air Canada 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 May 17, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $230 (Booking.com) |
One-way from | $99 (Flightnetwork) |
Popular in | March |
Cheapest in | November |
Average price | $338 |
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 May 17, 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
ChicagoToronto
ORD - YYZ
ORDYYZ
Chicago O'Hare Intl
Fri 6/12
5:55 pm-8:44 pm
Nonstop1h 49m
Toronto Pearson Intl
Sun 6/14
11:00 am-12:00 pm
Nonstop2h 00m
$278
ChicagoToronto
ORD - YYZ
ORDYYZ
Chicago O'Hare Intl
Mon 6/1
8:30 pm-11:24 pm
Nonstop1h 54m
Toronto Pearson Intl
Thu 6/4
7:25 am-8:35 am
Nonstop2h 10m
$278
Quickest round-trip
ChicagoToronto
ORD - YYZ
ORDYYZ
Chicago O'Hare Intl
Mon 6/8
9:20 pm-11:59 pm
Nonstop1h 39m
Toronto Pearson Intl
Mon 6/15
9:00 pm-10:05 pm
Nonstop2h 05m
$278
ChicagoToronto
ORD - YYZ
ORDYYZ
Chicago O'Hare Intl
Thu 6/4
7:09 am-9:54 am
Nonstop1h 45m
Toronto Pearson Intl
Sun 6/14
2:45 pm-3:50 pm
Nonstop2h 05m
$278
ChicagoToronto
ORD - YYZ
ORDYYZ
Chicago O'Hare Intl
Sun 6/14
8:50 am-11:49 am
Nonstop1h 59m
Toronto Pearson Intl
Fri 6/19
8:45 am-9:45 am
Nonstop2h 00m
$278
ChicagoToronto
ORD - YYZ
ORDYYZ
Chicago O'Hare Intl
Sat 6/13
9:20 pm-11:59 pm
Nonstop1h 39m
Toronto Pearson Intl
Mon 6/15
7:43 pm-11:26 pm
1 stop4h 43m
$294
ChicagoToronto
ORD - YYZ
ORDYYZ
Chicago O'Hare Intl
Fri 6/12
2:07 pm-11:02 pm
1 stop7h 55m
Toronto Pearson Intl
Sun 6/14
6:05 am-1:04 pm
1 stop7h 59m
$303
ChicagoToronto
ORD - YYZ
ORDYYZ
Chicago O'Hare Intl
Sat 6/6
1:44 pm-10:59 pm
1 stop8h 15m
Toronto Pearson Intl
Mon 6/8
12:09 pm-6:29 pm
1 stop7h 20m
$303
ChicagoToronto
MDW - YYZ
MDWYYZ
Chicago Midway
Mon 6/1
9:22 am-5:21 pm
1 stop6h 59m
Toronto Pearson Intl
Wed 6/3
9:49 am-12:42 pm
1 stop3h 53m
$303
ChicagoToronto
MDW - YYZ
MDWYYZ
Chicago Midway
Fri 6/12
9:17 am-5:24 pm
1 stop7h 07m
Toronto Pearson Intl
Fri 6/19
12:09 pm-6:31 pm
1 stop7h 22m
$303
Showing 1-10 of 42 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 May 17, 2026.
It’s optimal to fly from Chicago to Mississauga in the morning. By choosing this option you can save up to 34% on the cost of your flight, compared to a flight at noon.
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 May 9, 2026.
Travelers seeking maximum savings on their Chicago to Mississauga flight should consider departing on Monday afternoons when fares are most often at their lowest. Sunday evenings flights should be avoided if possible as fares are typically the most expensive at this time.
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 May 17, 2026.
The most flights from CHI to M1S are scheduled on a Friday (68 on average). You will have fewer flight options on Thursday, which is when the least amount of flights are scheduled (8 on average).
How much does it cost to fly round-trip from Chicago to Mississauga?
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 May 17, 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
Food
7.6
Boarding
8.2
Entertainment
7.0
Comfort
8.0
Overall
8.0
Reviews
1 / 20
10.0
ExcellentJohn,Mar 2026
YYZ - PVR
Crew
8.6
Food
7.6
Boarding
8.2
Entertainment
7.0
Comfort
8.0
Overall
8.0
Reviews
1 / 20
10.0
ExcellentJohn,Mar 2026
YYZ - PVR
Crew
8.6
Food
7.6
Boarding
8.2
Entertainment
7.0
Comfort
8.0
Overall
8.0
Reviews
1 / 20
10.0
ExcellentJohn,Mar 2026
YYZ - PVR
Crew
8.6
Food
7.6
Boarding
8.2
Entertainment
7.0
Comfort
8.0
Overall
8.0
Reviews
1 / 20
10.0
ExcellentJohn,Mar 2026
YYZ - PVR
Crew
8.6
Food
7.6
Boarding
8.2
Entertainment
7.0
Comfort
8.0
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 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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Complete your trip
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Chicago and Mississauga flights
Browse other Chicago and Mississauga flight options. Last updated on May 17, 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 May 17, 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 May 17, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$88 | Average$303 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$94 | Average$332 | FlexibilityNo cancel fee | On-time67% | |
| Cheapest$146 | 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$174 | Average$330 | FlexibilityNo cancel fee | On-time52% | |
| Cheapest$213 | Average$356 | FlexibilityNo cancel fee | On-time71% |