$101+ Cheap flights from Chicago (CHI) to Mississauga, Canada
This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 11/29. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — YYZ
Oct 11 — Oct 181
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 February or November, booked 76 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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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 September 11, 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 September 11, 2026.
This SmartFares deal was found by Cheapflights users on 9/10. 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.
Tue 11/34:30 pm -
Nonstop1h 40m
Sat 11/72:35 pm -
Nonstop2h 03m
Deal found 9/10![Air Canada logo]()
$215
This Kissandfly.com deal was found by Cheapflights users on 9/8. 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.
Fri 9/258:40 pm -
Nonstop1h 46m
Sun 9/277:00 am -
Nonstop2h 00m
Deal found 9/8![Air Canada logo]()
$225
This Mytrip deal was found by Cheapflights users on 9/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/239:55 am -
Nonstop1h 45m
Mon 10/264:30 pm -
Nonstop2h 13m
Deal found 9/10![Air Canada logo]()
$227
This Air Canada deal was found by Cheapflights users on 9/9. 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 10/103:40 pm -
1 stop5h 13m
Tue 10/134:00 pm -
1 stop5h 12m
Deal found 9/9![Air Canada logo]()
$228
This United deal was found by Cheapflights users on 9/8. 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.
Wed 9/305:00 am -
1 stop5h 43m
Wed 9/302:00 pm -
Nonstop1h 55m
Deal found 9/8![Multiple Airlines logo]()
$229
This Kissandfly.com deal was found by Cheapflights users on 9/10. 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 10/112:59 pm -
Nonstop1h 47m
Sun 10/48:50 am -
Nonstop1h 58m
Deal found 9/10![Lufthansa logo]()
$230
This Air Canada deal was found by Cheapflights users on 9/6. 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.
Thu 10/18:45 pm -
Nonstop1h 46m
Sun 10/48:05 am -
Nonstop1h 55m
Deal found 9/6![Air Canada logo]()
$231
This Air Canada deal was found by Cheapflights users on 9/7. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/93:45 pm -
Nonstop1h 46m
Sun 10/114:00 pm -
1 stop5h 12m
Deal found 9/7![Air Canada logo]()
$237
This Kissandfly.com deal was found by Cheapflights users on 9/10. 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 10/19:29 am -
1 stop6h 51m
Sun 10/46:00 am -
1 stop7h 39m
Deal found 9/10![KLM logo]()
$265
This Kissandfly.com deal was found by Cheapflights users on 9/5. 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 Kissandfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/89:29 am -
1 stop6h 50m
Sun 10/116:00 am -
1 stop4h 32m
Deal found 9/5![KLM logo]()
$268
This Delta deal was found by Cheapflights users on 9/9. 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 10/19:29 am -
1 stop6h 51m
Sun 10/412:08 pm -
1 stop7h 25m
Deal found 9/9![Delta logo]()
$269
This Kissandfly.com deal was found by Cheapflights users on 9/10. 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.
Fri 10/231:27 pm -
1 stop8h 29m
Mon 10/266:00 am -
1 stop7h 47m
Deal found 9/10![KLM logo]()
$274
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 September 11, 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 September 11, 2026.
This KAYAK deal was found by Cheapflights users on 9/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/132:52 pm -
Nonstop2h 04m
Thu 10/158:50 am -
Nonstop1h 58m
Deal found 9/8![United Airlines logo]()
$243
This United deal was found by Cheapflights users on 9/10. 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.
Wed 10/219:20 pm -
Nonstop1h 39m
Sat 10/244:00 pm -
1 stop5h 12m
Deal found 9/10![Multiple Airlines logo]()
$252
This Delta deal was found by Cheapflights users on 9/9. 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 10/89:29 am -
1 stop6h 50m
Tue 10/136:00 am -
1 stop7h 47m
Deal found 9/9![Delta logo]()
$269
This United Airlines deal was found by Cheapflights users on 9/8. 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 10/52:52 pm -
Nonstop2h 04m
Thu 10/88:50 am -
Nonstop1h 58m
Deal found 9/8![United Airlines logo]()
$243
This United deal was found by Cheapflights users on 9/6. 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 is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/162:37 pm -
1 stop8h 17m
Tue 10/204:00 pm -
1 stop5h 12m
Deal found 9/6![Multiple Airlines logo]()
$254
This United Airlines deal was found by Cheapflights users on 9/10. 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 10/256:17 pm -
Nonstop1h 58m
Sun 11/16:45 am -
Nonstop2h 09m
Deal found 9/10![United Airlines logo]()
$244
This Delta deal was found by Cheapflights users on 9/8. 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 10/19:29 am -
1 stop6h 51m
Sun 10/412:08 pm -
1 stop7h 25m
Deal found 9/8![Delta logo]()
$269
This United deal was found by Cheapflights users on 9/8. 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.
Sun 10/116:00 am -
1 stop4h 43m
Tue 10/134:00 pm -
1 stop5h 12m
Deal found 9/8![Multiple Airlines logo]()
$262
This Delta deal was found by Cheapflights users on 9/10. 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 10/151:27 pm -
1 stop8h 29m
Tue 10/209:40 am -
1 stop4h 07m
Deal found 9/10![Delta logo]()
$269
This United Airlines deal was found by Cheapflights users on 9/8. 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 10/26:12 pm -
1 stop4h 42m
Mon 10/511:00 am -
Nonstop2h 00m
Deal found 9/8![United Airlines logo]()
$253
This United deal was found by Cheapflights users on 9/9. 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.
Sun 11/88:50 am -
1 stop4h 35m
Sat 12/57:00 am -
1 stop5h 07m
Deal found 9/9![Multiple Airlines logo]()
$262
This Delta deal was found by Cheapflights users on 9/6. 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 10/89:29 am -
1 stop6h 50m
Sun 10/116:00 am -
1 stop4h 32m
Deal found 9/6![Delta logo]()
$277
This United Airlines deal was found by Cheapflights users on 9/6. 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 10/162:37 pm -
1 stop8h 17m
Mon 10/197:00 pm -
1 stop5h 21m
Deal found 9/6![United Airlines logo]()
$266
This United deal was found by Cheapflights users on 9/10. 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 12/47:02 am -
Nonstop1h 45m
Sun 12/612:00 pm -
Nonstop2h 13m
Deal found 9/10![Multiple Airlines logo]()
$268
This Delta deal was found by Cheapflights users on 9/8. 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 10/59:29 am -
1 stop6h 51m
Thu 10/86:00 am -
1 stop7h 47m
Deal found 9/8![Delta logo]()
$284
This United Airlines deal was found by Cheapflights users on 9/9. 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 11/216:17 pm -
Nonstop1h 58m
Sat 11/286:45 am -
Nonstop2h 09m
Deal found 9/9![United Airlines logo]()
$269
This Delta deal was found by Cheapflights users on 9/10. 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 10/269:29 am -
1 stop6h 50m
Mon 11/212:10 pm -
1 stop6h 50m
Deal found 9/10![Delta logo]()
$290
This United Airlines deal was found by Cheapflights users on 9/10. 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 9/284:00 pm -
1 stop5h 23m
Tue 9/299:44 am -
1 stop5h 42m
Deal found 9/10![United Airlines logo]()
$269
This Delta deal was found by Cheapflights users on 9/5. 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.
Sun 11/159:30 am -
1 stop6h 50m
Wed 11/186:00 am -
1 stop4h 42m
Deal found 9/5![Delta logo]()
$306
This Delta deal was found by Cheapflights users on 9/9. 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 9/259:29 am -
1 stop6h 51m
Mon 9/286:00 am -
1 stop7h 39m
Deal found 9/9![Delta logo]()
$334
This Delta deal was found by Cheapflights users on 9/7. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/221:27 pm -
1 stop8h 29m
Sat 10/316:00 am -
1 stop4h 32m
Deal found 9/7![Delta logo]()
$362
This Delta deal was found by Cheapflights users on 9/6. 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.
Fri 10/99:29 am -
1 stop6h 50m
Mon 10/1212:10 pm -
1 stop6h 50m
Deal found 9/6![Delta logo]()
$362
This Delta deal was found by Cheapflights users on 9/7. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/269:29 am -
1 stop6h 51m
Mon 9/286:00 am -
1 stop7h 39m
Deal found 9/7![Delta logo]()
$385
This Delta deal was found by Cheapflights users on 9/10. 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 10/256:44 pm -
1 stop3h 12m
Sun 11/16:00 am -
1 stop4h 32m
Deal found 9/10![Delta logo]()
$417
Last-minute flights from Chicago to MississaugaDiscover last-minute flight deals from Chicago to Mississauga. Data last updated September 11, 2026 and is based on user searches.
Discover last-minute flight deals from Chicago to Mississauga. Data last updated September 11, 2026 and is based on user searches.
This Kissandfly.com deal was found by Cheapflights users on 9/8. 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.
Fri 9/258:40 pm -
Nonstop1h 46m
Sun 9/277:00 am -
Nonstop2h 00m
Deal found 9/8![Air Canada logo]()
$225
This United deal was found by Cheapflights users on 9/8. 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.
Wed 9/305:00 am -
1 stop5h 43m
Wed 9/302:00 pm -
Nonstop1h 55m
Deal found 9/8![Multiple Airlines logo]()
$229
This Kissandfly.com deal was found by Cheapflights users on 9/10. 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 10/112:59 pm -
Nonstop1h 47m
Sun 10/48:50 am -
Nonstop1h 58m
Deal found 9/10![Lufthansa logo]()
$230
This Air Canada deal was found by Cheapflights users on 9/6. 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.
Thu 10/18:45 pm -
Nonstop1h 46m
Sun 10/48:05 am -
Nonstop1h 55m
Deal found 9/6![Air Canada logo]()
$231
This Kissandfly.com deal was found by Cheapflights users on 9/10. 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 10/19:29 am -
1 stop6h 51m
Sun 10/46:00 am -
1 stop7h 39m
Deal found 9/10![KLM logo]()
$265
This Delta deal was found by Cheapflights users on 9/9. 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 10/19:29 am -
1 stop6h 51m
Sun 10/412:08 pm -
1 stop7h 25m
Deal found 9/9![Delta logo]()
$269
This Kissandfly.com deal was found by Cheapflights users on 9/5. 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 Kissandfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/89:29 am -
1 stop6h 50m
Sun 10/116:00 am -
1 stop4h 32m
Deal found 9/5![KLM logo]()
$268
This Air Canada deal was found by Cheapflights users on 9/7. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/93:45 pm -
Nonstop1h 46m
Sun 10/114:00 pm -
1 stop5h 12m
Deal found 9/7![Air Canada logo]()
$237
This Air Canada deal was found by Cheapflights users on 9/9. 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 10/103:40 pm -
1 stop5h 13m
Tue 10/134:00 pm -
1 stop5h 12m
Deal found 9/9![Air Canada logo]()
$228
This Air Canada deal was found by Cheapflights users on 9/10. 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.
Thu 10/228:40 pm -
Nonstop1h 46m
Sun 10/258:20 am -
Nonstop2h 03m
Deal found 9/10![Air Canada logo]()
$239
This Mytrip deal was found by Cheapflights users on 9/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/239:55 am -
Nonstop1h 45m
Mon 10/264:30 pm -
Nonstop2h 13m
Deal found 9/10![Air Canada logo]()
$227
This Kissandfly.com deal was found by Cheapflights users on 9/10. 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.
Fri 10/231:27 pm -
1 stop8h 29m
Mon 10/266:00 am -
1 stop7h 47m
Deal found 9/10![KLM logo]()
$274
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 September 11, 2026.
Search for one-way flight options from Chicago to Mississauga. Find affordable one-way fares based on user searches. Data last updated September 11, 2026.
This Air Canada deal was found by Cheapflights users on 9/8. 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.
Sun 11/298:40 pm -
Nonstop1h 43m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/8![Air Canada logo]()
$101
This Mytrip deal was found by Cheapflights users on 9/8. 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 9/2211:05 am -
1 stop6h 07m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/8![Air Canada logo]()
$102
This United Airlines deal was found by Cheapflights users on 9/6. 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.
Tue 10/67:30 am -
1 stop5h 17m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/6![United Airlines logo]()
$104
This Delta deal was found by Cheapflights users on 9/10. 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 10/117:00 am -
1 stop5h 36m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/10![Delta logo]()
$105
This Delta deal was found by Cheapflights users on 9/10. 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 9/249:29 am -
1 stop6h 51m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/10![Delta logo]()
$105
This BYOjet deal was found by Cheapflights users on 9/10. 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 BYOjet is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/178:45 am -
2 stops7h 22m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/10![Air Canada logo]()
$106
This United Airlines deal was found by Cheapflights users on 9/10. 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 10/184:33 pm -
Nonstop2h 04m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/10![United Airlines logo]()
$108
This Air Canada deal was found by Cheapflights users on 9/9. 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 10/108:45 am -
2 stops7h 22m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/9![Air Canada logo]()
$109
This Delta deal was found by Cheapflights users on 9/7. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/17:05 am -
1 stop3h 13m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/7![Delta logo]()
$110
This Delta deal was found by Cheapflights users on 9/6. 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.
Sun 10/119:29 am -
1 stop6h 50m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/6![Delta logo]()
$110
This Air Canada deal was found by Cheapflights users on 9/10. 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.
Sun 9/273:40 pm -
1 stop6h 38m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/10![Air Canada logo]()
$111
This Delta deal was found by Cheapflights users on 9/8. 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 9/309:29 am -
1 stop6h 51m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/8![Delta logo]()
$111
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 September 11, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $215 (SmartFares) |
One-way from | $101 (Air Canada) |
Popular in | March |
Cheapest in | February |
Average price | $332 |
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 7,457,451 searches. Data last updated September 11, 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 Chicago O'Hare Intl - YYZ Toronto Pearson Intl
ORDYYZ
Chicago O'Hare Intl
Fri 12/4
8:55 am-11:28 pm
1 stop13h 33m
Toronto Pearson Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$104
ChicagoToronto
ORD Chicago O'Hare Intl - YYZ Toronto Pearson Intl
ORDYYZ
Chicago O'Hare Intl
Sun 12/6
9:34 pm-11:48 am
1 stop13h 14m
Toronto Pearson Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$104
ChicagoToronto
ORD Chicago O'Hare Intl - YYZ Toronto Pearson Intl
ORDYYZ
Chicago O'Hare Intl
Tue 10/6
7:30 am-1:47 pm
1 stop5h 17m
Toronto Pearson Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$104
ChicagoToronto
MDW Chicago Midway - YYZ Toronto Pearson Intl
MDWYYZ
Chicago Midway
Tue 10/20
1:27 pm-10:56 pm
1 stop8h 29m
Toronto Pearson Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$105
ChicagoToronto
MDW Chicago Midway - YYZ Toronto Pearson Intl
MDWYYZ
Chicago Midway
Sun 11/22
1:31 pm-10:57 pm
1 stop8h 26m
Toronto Pearson Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$105
ChicagoToronto
MDW Chicago Midway - YYZ Toronto Pearson Intl
MDWYYZ
Chicago Midway
Sat 12/5
9:37 am-5:20 pm
1 stop6h 43m
Toronto Pearson Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$105
ChicagoToronto
ORD Chicago O'Hare Intl - YYZ Toronto Pearson Intl
ORDYYZ
Chicago O'Hare Intl
Fri 12/11
2:30 pm-11:28 pm
1 stop7h 58m
Toronto Pearson Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$105
ChicagoToronto
ORD Chicago O'Hare Intl - YYZ Toronto Pearson Intl
ORDYYZ
Chicago O'Hare Intl
Sun 12/13
10:57 am-11:29 pm
1 stop11h 32m
Toronto Pearson Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$105
ChicagoToronto
ORD Chicago O'Hare Intl - YYZ Toronto Pearson Intl
ORDYYZ
Chicago O'Hare Intl
Sat 12/5
10:25 am-6:43 pm
1 stop7h 18m
Toronto Pearson Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$105
ChicagoToronto
ORD Chicago O'Hare Intl - YYZ Toronto Pearson Intl
ORDYYZ
Chicago O'Hare Intl
Sat 10/10
5:00 am-11:43 am
1 stop5h 43m
Toronto Pearson Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$105
Showing 1-10 of 48 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 September 11, 2026.
It’s optimal to fly from Chicago to Mississauga in the morning. By choosing this option you can save up to 36% 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 September 11, 2026.
The most flights from CHI to M1S are scheduled on a Wednesday (67 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (33 on average).
How much does it cost to fly round-trip from Chicago to Mississauga?
Airfare is below average for this route at the moment.
Chicago to Mississauga flights typically cost between $274 and $381 in November.The cheapest round-trip price found within the last 5 days was $215 on Air Canada (Nov 3-Nov 7).
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 September 5, 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. Sunday 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 September 11, 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.
Boarding
8.2
Overall
8.0
Comfort
8.0
Crew
8.6
Entertainment
6.9
Food
7.6
Reviews
1 / 20
6.0
GoodShannon,Jul 2026
YQT - YOW
Boarding
8.2
Overall
8.0
Comfort
8.0
Crew
8.6
Entertainment
6.9
Food
7.6
Reviews
1 / 20
6.0
GoodShannon,Jul 2026
YQT - YOW
Boarding
8.2
Overall
8.0
Comfort
8.0
Crew
8.6
Entertainment
6.9
Food
7.6
Reviews
1 / 20
6.0
GoodShannon,Jul 2026
YQT - YOW
Boarding
8.2
Overall
8.0
Comfort
8.0
Crew
8.6
Entertainment
6.9
Food
7.6
Reviews
1 / 20
6.0
GoodShannon,Jul 2026
YQT - YOW
Boarding
8.2
Overall
8.0
Comfort
8.0
Crew
8.6
Entertainment
6.9
Food
7.6
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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Chicago and Mississauga flights
Browse other Chicago and Mississauga flight options. Last updated on September 11, 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 September 11, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Top 6 airlines flying from Chicago to Mississauga
Discover the top 6 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 7,457,451 searches. Data last updated September 11, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$88 | Average$359 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$141 | Average$295 | FlexibilityNo cancel fee | On-time67% | |
| Cheapest$160 | Average$403 | FlexibilityNo cancel fee | On-time74% | |
| Cheapest$193 | Average$348 | FlexibilityNo cancel fee | On-time52% | |
| Cheapest$222 | Average$348 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$223 | Average$378 | FlexibilityNo cancel fee | On-time71% |