$230+ Cheap flights from Ottawa (YOW) to Chicago (CHI)
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 11/3. Fares are subject to change and may not be available on all flights or dates of travel.
YOW — CHI
Oct 23 — Oct 301
Round-trip
1 adult, Economy
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Find cheap flights from Ottawa to Chicago 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
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Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheap flight deals from Ottawa to Chicago
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Cheapest flights from Ottawa to ChicagoExplore the most affordable flight options available from Ottawa to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 23, 2026.
Explore the most affordable flight options available from Ottawa to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 23, 2026.
This deal was found by Cheapflights users on 9/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/1710:40 am -
1 stop4h 55m
Wed 10/2111:45 am -
1 stop5h 07m
Deal found 9/18![Porter Airlines logo]()
$332
This Kiwi.com deal was found by Cheapflights users on 9/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/197:20 am -
1 stop10h 20m
Mon 10/2612:20 pm -
1 stop6h 49m
Deal found 9/21![Multiple Airlines logo]()
$342
This Kiwi.com deal was found by Cheapflights users on 9/19. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/227:20 am -
1 stop10h 20m
Sun 10/256:20 pm -
1 stop22h 38m
Deal found 9/19![Multiple Airlines logo]()
$352
This Kiwi.com deal was found by Cheapflights users on 9/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/317:00 am -
1 stop11h 40m
Sun 11/16:20 pm -
1 stop22h 54m
Deal found 9/23![Porter Airlines logo]()
$364
This Kiwi.com deal was found by Cheapflights users on 9/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/167:05 am -
2 stops30h 46m
Thu 11/1912:20 pm -
1 stop4h 54m
Deal found 9/22![Multiple Airlines logo]()
$387
This Kiwi.com deal was found by Cheapflights users on 9/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/1512:25 pm -
2 stops23h 35m
Sun 10/183:20 pm -
1 stop22h 35m
Deal found 9/22![Multiple Airlines logo]()
$392
This American Airlines deal was found by Cheapflights users on 9/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/37:00 am -
1 stop7h 01m
Fri 11/611:45 am -
1 stop5h 13m
Deal found 9/18![American Airlines logo]()
$397
This Kiwi.com deal was found by Cheapflights users on 9/19. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/37:00 am -
1 stop11h 40m
Fri 11/66:20 pm -
1 stop20h 49m
Deal found 9/19![Porter Airlines logo]()
$398
This Kiwi.com deal was found by Cheapflights users on 9/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/25:40 pm -
1 stop19h 00m
Thu 11/56:20 pm -
1 stop20h 49m
Deal found 9/22![Porter Airlines logo]()
$400
This Kiwi.com deal was found by Cheapflights users on 9/19. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/1710:40 am -
1 stop4h 55m
Sat 10/2411:45 am -
1 stop6h 22m
Deal found 9/19![Porter Airlines logo]()
$420
This Kiwi.com deal was found by Cheapflights users on 9/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/198:00 am -
1 stop4h 00m
Wed 10/213:20 pm -
1 stop3h 42m
Deal found 9/18![Porter Airlines logo]()
$428
This FlightHub deal was found by Cheapflights users on 9/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/168:00 am -
1 stop4h 00m
Mon 10/193:20 pm -
1 stop3h 42m
Deal found 9/22![Porter Airlines logo]()
$433
Best flights from Ottawa to ChicagoDiscover carefully curated flight deals from Ottawa to Chicago that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 23, 2026.
Discover carefully curated flight deals from Ottawa to Chicago that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 23, 2026.
This Kiwi.com deal was found by Cheapflights users on 9/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/198:00 am -
1 stop4h 00m
Wed 10/213:20 pm -
1 stop3h 42m
Deal found 9/18![Porter Airlines logo]()
$428
This Kiwi.com deal was found by Cheapflights users on 9/20. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/1910:40 am -
1 stop4h 55m
Mon 10/266:15 am -
2 stops34h 05m
Deal found 9/20![Multiple Airlines logo]()
$485
This United Airlines deal was found by Cheapflights users on 9/22. Clicking the “Pick Dates” 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 12/276:15 am -
Nonstop2h 48m
Sun 1/35:56 pm -
Nonstop2h 27m
Deal found 9/22![United Airlines logo]()
$680
This Justfly.com deal was found by Cheapflights users on 9/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/166:50 am -
2 stops27h 42m
Mon 10/196:44 pm -
2 stops21h 51m
Deal found 9/22![WestJet logo]()
$784
This FlightHub deal was found by Cheapflights users on 9/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/168:00 am -
1 stop4h 00m
Mon 10/193:20 pm -
1 stop3h 42m
Deal found 9/21![Porter Airlines logo]()
$451
This Mytrip deal was found by Cheapflights users on 9/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/158:15 pm -
2 stops15h 45m
Sun 10/1811:45 am -
2 stops16h 50m
Deal found 9/22![Multiple Airlines logo]()
$521
This Porter Airlines deal was found by Cheapflights users on 9/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Porter Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/158:00 am -
1 stop4h 00m
Sun 10/183:20 pm -
1 stop5h 22m
Deal found 9/22![Porter Airlines logo]()
$481
This Mytrip deal was found by Cheapflights users on 9/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/198:15 pm -
3 stops19h 20m
Wed 10/2111:45 am -
1 stop5h 07m
Deal found 9/18![Multiple Airlines logo]()
$546
This United Airlines deal was found by Cheapflights users on 9/23. Clicking the “Pick Dates” 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 12/44:36 pm -
Nonstop2h 44m
Mon 12/72:30 pm -
1 stop6h 26m
Deal found 9/23![United Airlines logo]()
$680
This FlightHub deal was found by Cheapflights users on 9/20. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/2010:00 am -
1 stop5h 20m
Fri 10/238:30 pm -
1 stop22h 30m
Deal found 9/20![Porter Airlines logo]()
$607
This United Airlines deal was found by Cheapflights users on 9/23. Clicking the “Pick Dates” 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 10/316:15 am -
Nonstop2h 45m
Sun 11/110:57 am -
Nonstop2h 12m
Deal found 9/23![United Airlines logo]()
$682
This Kiwi.com deal was found by Cheapflights users on 9/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/114:35 pm -
1 stop17h 38m
Wed 2/175:01 am -
1 stop8h 28m
Deal found 9/18![Multiple Airlines logo]()
$635
This oojo deal was found by Cheapflights users on 9/20. 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 oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/295:30 am -
2 stops8h 17m
Sun 11/16:44 pm -
2 stops29h 00m
Deal found 9/20![WestJet logo]()
$811
This United Airlines deal was found by Cheapflights users on 9/22. Clicking the “Pick Dates” 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 2/166:15 am -
Nonstop2h 43m
Sat 2/206:09 pm -
Nonstop2h 17m
Deal found 9/22![United Airlines logo]()
$682
This United Airlines deal was found by Cheapflights users on 9/22. Clicking the “Pick Dates” 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 2/176:15 am -
Nonstop2h 43m
Sat 2/208:55 am -
1 stop5h 17m
Deal found 9/22![United Airlines logo]()
$682
This United Airlines deal was found by Cheapflights users on 9/22. Clicking the “Pick Dates” 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 11/34:46 pm -
Nonstop2h 44m
Fri 11/65:58 pm -
Nonstop2h 18m
Deal found 9/22![United Airlines logo]()
$682
This Booking.com deal was found by Cheapflights users on 9/21. Clicking the “Pick Dates” 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 10/98:50 pm -
1 stop18h 45m
Mon 10/126:15 am -
3 stops16h 30m
Deal found 9/21![Multiple Airlines logo]()
$814
This United Airlines deal was found by Cheapflights users on 9/21. Clicking the “Pick Dates” 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 11/76:15 am -
Nonstop2h 45m
Sat 11/710:57 am -
Nonstop2h 12m
Deal found 9/21![United Airlines logo]()
$683
This United Airlines deal was found by Cheapflights users on 9/21. Clicking the “Pick Dates” 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 11/14:46 pm -
Nonstop2h 44m
Sat 11/77:45 am -
1 stop10h 42m
Deal found 9/21![United Airlines logo]()
$683
This United Airlines deal was found by Cheapflights users on 9/19. 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.
Fri 11/204:46 pm -
Nonstop2h 44m
Mon 11/2310:57 am -
Nonstop2h 12m
Deal found 9/19![United Airlines logo]()
$683
Last-minute flights from Ottawa to ChicagoDiscover last-minute flight deals from Ottawa to Chicago. Data last updated September 23, 2026 and is based on user searches.
Discover last-minute flight deals from Ottawa to Chicago. Data last updated September 23, 2026 and is based on user searches.
This Kiwi.com deal was found by Cheapflights users on 9/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/1512:25 pm -
2 stops23h 35m
Sun 10/183:20 pm -
1 stop22h 35m
Deal found 9/22![Multiple Airlines logo]()
$392
This FlightHub deal was found by Cheapflights users on 9/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/168:00 am -
1 stop4h 00m
Mon 10/193:20 pm -
1 stop3h 42m
Deal found 9/22![Porter Airlines logo]()
$433
This deal was found by Cheapflights users on 9/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/1710:40 am -
1 stop4h 55m
Wed 10/2111:45 am -
1 stop5h 07m
Deal found 9/18![Porter Airlines logo]()
$332
This Kiwi.com deal was found by Cheapflights users on 9/19. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/1710:40 am -
1 stop4h 55m
Sat 10/2411:45 am -
1 stop6h 22m
Deal found 9/19![Porter Airlines logo]()
$420
This Kiwi.com deal was found by Cheapflights users on 9/20. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/186:15 pm -
2 stops23h 25m
Sun 10/256:20 pm -
1 stop24h 49m
Deal found 9/20![Multiple Airlines logo]()
$408
This Kiwi.com deal was found by Cheapflights users on 9/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/197:20 am -
1 stop10h 20m
Mon 10/2612:20 pm -
1 stop6h 49m
Deal found 9/21![Multiple Airlines logo]()
$342
This Kiwi.com deal was found by Cheapflights users on 9/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/198:00 am -
1 stop4h 00m
Wed 10/213:20 pm -
1 stop3h 42m
Deal found 9/18![Porter Airlines logo]()
$428
This Kiwi.com deal was found by Cheapflights users on 9/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/207:20 am -
2 stops23h 20m
Tue 10/2712:20 pm -
1 stop4h 54m
Deal found 9/22![Multiple Airlines logo]()
$420
This Kiwi.com deal was found by Cheapflights users on 9/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/208:50 pm -
1 stop15h 10m
Tue 10/279:53 am -
2 stops30h 27m
Deal found 9/22![Multiple Airlines logo]()
$475
This Kiwi.com deal was found by Cheapflights users on 9/20. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/227:20 am -
1 stop10h 20m
Sun 10/256:20 pm -
1 stop22h 38m
Deal found 9/20![Multiple Airlines logo]()
$352
This oojo deal was found by Cheapflights users on 9/20. 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 oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/298:25 am -
1 stop4h 15m
Sun 11/112:20 pm -
1 stop4h 54m
Deal found 9/20![Porter Airlines logo]()
$453
This Kiwi.com deal was found by Cheapflights users on 9/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/317:00 am -
1 stop11h 40m
Sun 11/16:20 pm -
1 stop22h 54m
Deal found 9/23![Porter Airlines logo]()
$364
One-way flights from Ottawa to ChicagoSearch for one-way flight options from Ottawa to Chicago. Find affordable one-way fares based on user searches. Data last updated September 23, 2026.
Search for one-way flight options from Ottawa to Chicago. Find affordable one-way fares based on user searches. Data last updated September 23, 2026.
This American Airlines deal was found by Cheapflights users on 9/20. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/37:00 am -
1 stop7h 01m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/20![American Airlines logo]()
$230
This Kiwi.com deal was found by Cheapflights users on 9/19. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/37:05 am -
2 stops35h 42m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/19![Multiple Airlines logo]()
$231
This Kiwi.com deal was found by Cheapflights users on 9/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/177:05 am -
2 stops35h 42m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/22![Multiple Airlines logo]()
$232
This American Airlines deal was found by Cheapflights users on 9/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/177:00 am -
1 stop7h 01m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/22![American Airlines logo]()
$232
This Kiwi.com deal was found by Cheapflights users on 9/19. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/37:05 am -
2 stops15h 05m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/19![Multiple Airlines logo]()
$234
This Kiwi.com deal was found by Cheapflights users on 9/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/177:05 am -
2 stops15h 05m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/22![Multiple Airlines logo]()
$235
This Kiwi.com deal was found by Cheapflights users on 9/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/510:20 am -
1 stop5h 17m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/21![Porter Airlines logo]()
$240
This Trip.com deal was found by Cheapflights users on 9/23. Clicking the “Pick Dates” 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.
Sat 11/712:40 pm -
1 stop6h 00m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/23![Porter Airlines logo]()
$264
This Porter Airlines deal was found by Cheapflights users on 9/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Porter Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/1710:40 am -
1 stop4h 55m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/18![Porter Airlines logo]()
$277
This Kiwi.com deal was found by Cheapflights users on 9/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/106:25 pm -
1 stop17h 35m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/22![Multiple Airlines logo]()
$294
This Kiwi.com deal was found by Cheapflights users on 9/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/102:10 pm -
2 stops20h 11m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/22![Multiple Airlines logo]()
$296
This Trip.com deal was found by Cheapflights users on 9/22. Clicking the “Pick Dates” 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.
Sat 10/109:15 am -
1 stop6h 20m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/22![Porter Airlines logo]()
$301
Find flight deals from Ottawa to Chicago
Discover tips and strategies to find the most affordable flight options for your journey from Ottawa (YOW) to Chicago (CHI). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated September 23, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $342 (Kiwi.com) |
One-way from | $220 (Kiwi.com) |
Popular in | January |
Cheapest in | February |
Average price | $621 |
Good round-trip deal | $557 or less |
Good one-way deal | $336 or less |
Cheapflights Fare Finder
Customize your flight search to find flights from Ottawa to Chicago 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 23, 2026.
Use the filters below to find and compare flights from Ottawa to Chicago that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
OttawaChicago
YOW Ottawa - ORD Chicago O'Hare Intl
YOWORD
Ottawa
Tue 11/3
7:00 am-1:01 pm
1 stop7h 01m
Chicago O'Hare Intl
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$230
OttawaChicago
YOW Ottawa - MDW Chicago Midway
YOWMDW
Ottawa
Tue 11/3
7:05 am-5:47 pm
2 stops35h 42m
Chicago Midway
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$231
OttawaChicago
YOW Ottawa - MDW Chicago Midway
YOWMDW
Ottawa
Tue 11/17
7:05 am-5:47 pm
2 stops35h 42m
Chicago Midway
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$232
OttawaChicago
YOW Ottawa - ORD Chicago O'Hare Intl
YOWORD
Ottawa
Fri 2/26
1:45 pm-5:43 pm
1 stop4h 58m
Chicago O'Hare Intl
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$235
OttawaChicago
YOW Ottawa - ORD Chicago O'Hare Intl
YOWORD
Ottawa
Thu 11/5
10:20 am-2:37 pm
1 stop5h 17m
Chicago O'Hare Intl
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$240
OttawaChicago
YOW Ottawa - ORD Chicago O'Hare Intl
YOWORD
Ottawa
Tue 11/17
5:30 am-12:51 pm
3 stops32h 21m
Chicago O'Hare Intl
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$247
OttawaChicago
YOW Ottawa - MDW Chicago Midway
YOWMDW
Ottawa
Sat 10/17
10:40 am-2:35 pm
1 stop4h 55m
Chicago Midway
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$277
OttawaChicago
YOW Ottawa - MDW Chicago Midway
YOWMDW
Ottawa
Sat 10/10
6:25 pm-11:00 am
1 stop17h 35m
Chicago Midway
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$294
OttawaChicago
YOW Ottawa - MDW Chicago Midway
YOWMDW
Ottawa
Sat 10/10
9:15 am-2:35 pm
1 stop6h 20m
Chicago Midway
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$301
OttawaChicago
YOW Ottawa - MDW Chicago Midway
YOWMDW
Ottawa
Thu 11/5
3:15 pm-11:47 pm
2 stops33h 32m
Chicago Midway
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$312
Showing 1-10 of 39 resultsSorted by cheapest first
Compare providers for flights from Ottawa to Chicago
Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Ottawa to Chicago in September.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy1 star | Trust Score*3 stars |
- Most accurate provider: When it comes to deals on Ottawa-Chicago flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Ottawa-Chicago flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Ottawa-Chicago flight searches over the past month and is updated monthly.
- Most trusted provider: When it comes to deals on Ottawa-Chicago flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Ottawa-Chicago flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.
Best time to book a flight from Ottawa to Chicago
Have a flexible travel schedule? Discover the best time to fly to Chicago from Ottawa with our price prediction graph.
YOW-CHI
YOW-ORD
YOW-MDW
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 Ottawa to Chicago
YOW-CHI
YOW-ORD
YOW-MDW
What is the cheapest month to book a flight from Ottawa to Chicago?
Currently, March is the cheapest month in which you can book a flight from Ottawa to Chicago (average of $406). Flying from Ottawa to Chicago in January is currently the most expensive (average of $806). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.
What is the cheapest time of day to fly from YOW to CHI?
Find hourly flight availability from Ottawa to Chicago. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated September 23, 2026.
When flying from Ottawa to Chicago, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.
Weekly flight availability from Ottawa to Chicago
Explore weekly flight availability from Ottawa to Chicago. 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 23, 2026.
The most flights from YOW to CHI are scheduled on a Monday (12 on average). You will have fewer flight options on Sunday, which is when the least amount of flights are scheduled (6 on average).
How much does it cost to fly round-trip from Ottawa to Chicago?
Airfare is below average for this route at the moment.
Ottawa to Chicago flights typically cost between $413 and $860 in October.The cheapest round-trip price found within the last 5 days was $342 on Multiple Airlines (Oct 19-Oct 26).
Reviews of airlines servicing Chicago
Get insights into the airlines that provide service to Chicago. 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 Chicago. Reviews last updated September 23, 2026.
Peruse reviews from past customers who have flown with Porter Airlines from Ottawa to Chicago to help guide your decision. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Entertainment
6.9
Comfort
8.0
Crew
8.6
Food
7.6
Overall
8.0
Boarding
8.2
Reviews
1 / 20
8.0
ExcellentD,Sep 2026
YHM - YVR
Entertainment
6.9
Comfort
8.0
Crew
8.6
Food
7.6
Overall
8.0
Boarding
8.2
Reviews
1 / 20
8.0
ExcellentD,Sep 2026
YHM - YVR
Related info for your journey
Find useful and relevant information for your journey from Ottawa to Chicago. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
Traveling to a place near Chicago?
Book flights to Chicago if you plan to visit one of these locationsBenton Harbor
Lansing
Merrillville
Valparaiso
Hammond
Saint Joseph
Porter
Browse thousands of different options on Cheapflights for your next trip
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Alternative routes for Ottawa to Chicago
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Other flights to Chicago
Explore flights to Chicago departing from other origins. Flights are based on user searches made on Cheapflights and were last updated on September 23, 2026.
Complete your trip
Complete your trip to Chicago by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from Ottawa to Chicago by cabin class
Find flights from Ottawa to Chicago, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Ottawa and Chicago flights
Browse other Ottawa and Chicago flight options. Last updated on September 23, 2026.
Other flights from Ottawa
Browse through other flights departing from Ottawa. Flights are based on user searches made on Cheapflights and were last updated on September 23, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Top 2 airlines flying from Ottawa to Chicago
Discover the top 2 airlines that operate flights from Ottawa to Chicago. 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 23, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$521 | Average$724 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$653 | Average$912 | FlexibilityNo cancel fee | On-time67% |