$223+ 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 10/24. Fares are subject to change and may not be available on all flights or dates of travel.
YOW — CHI
Nov 3 — Nov 101
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 October 4, 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 October 4, 2026.
This Kissandfly.com deal was found by Cheapflights users on 10/1. Clicking the “Pick Dates” 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.
Sat 11/2112:40 pm -
1 stop6h 00m
Sun 11/2212:20 pm -
1 stop4h 54m
Deal found 10/1![Porter Airlines logo]()
$370
This Justfly.com deal was found by Cheapflights users on 9/30. Clicking the “Pick Dates” 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.
Tue 11/1012:15 pm -
1 stop6h 25m
Thu 11/1212:20 pm -
1 stop4h 54m
Deal found 9/30![Porter Airlines logo]()
$380
This FlightHub deal was found by Cheapflights users on 10/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/208:25 am -
1 stop4h 15m
Thu 12/312:20 pm -
1 stop4h 54m
Deal found 10/2![Porter Airlines logo]()
$382
This FlightHub deal was found by Cheapflights users on 9/30. Clicking the “Pick Dates” 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.
Thu 11/512:15 pm -
1 stop6h 25m
Sun 11/812:20 pm -
1 stop4h 54m
Deal found 9/30![Porter Airlines logo]()
$384
This Kiwi.com deal was found by Cheapflights users on 9/29. Clicking the “Pick Dates” 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.
Wed 11/118:25 am -
1 stop4h 15m
Sun 11/1512:20 pm -
1 stop4h 54m
Deal found 9/29![Porter Airlines logo]()
$385
This Kiwi.com deal was found by Cheapflights users on 9/29. Clicking the “Pick Dates” 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.
Fri 11/138:25 am -
1 stop4h 15m
Fri 11/2012:20 pm -
1 stop4h 54m
Deal found 9/29![Porter Airlines logo]()
$388
This Justfly.com deal was found by Cheapflights users on 10/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/38:25 am -
1 stop4h 15m
Fri 11/612:20 pm -
1 stop4h 54m
Deal found 10/3![Porter Airlines logo]()
$389
This Trip.com deal was found by Cheapflights users on 10/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/268:25 am -
1 stop4h 15m
Fri 10/3012:20 pm -
1 stop4h 54m
Deal found 10/4![Porter Airlines logo]()
$391
This Trip.com deal was found by Cheapflights users on 10/1. Clicking the “Pick Dates” 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.
Fri 10/3012:15 pm -
1 stop6h 25m
Fri 11/612:20 pm -
1 stop4h 54m
Deal found 10/1![Porter Airlines logo]()
$392
This Justfly.com deal was found by Cheapflights users on 9/30. Clicking the “Pick Dates” 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.
Sun 11/18:25 am -
1 stop4h 15m
Sun 11/2212:20 pm -
1 stop4h 54m
Deal found 9/30![Porter Airlines logo]()
$393
This Trip.com deal was found by Cheapflights users on 9/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/48:25 am -
1 stop4h 15m
Sun 11/812:20 pm -
1 stop4h 54m
Deal found 9/30![Porter Airlines logo]()
$394
This Kiwi.com deal was found by Cheapflights users on 9/30. Clicking the “Pick Dates” 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.
Fri 10/2310:40 am -
1 stop4h 55m
Sun 10/256:40 pm -
2 stops18h 50m
Deal found 9/30![Multiple Airlines logo]()
$512
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 October 4, 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 October 4, 2026.
This Trip.com deal was found by Cheapflights users on 10/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/3112:40 pm -
1 stop6h 00m
Tue 11/312:20 pm -
1 stop4h 54m
Deal found 10/2![Porter Airlines logo]()
$392
This Mytrip deal was found by Cheapflights users on 9/29. Clicking the “Pick Dates” 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.
Wed 11/115:30 am -
2 stops10h 32m
Sun 11/157:05 am -
2 stops16h 39m
Deal found 9/29![Multiple Airlines logo]()
$584
This KAYAK deal was found by Cheapflights users on 10/1. Clicking the “Pick Dates” 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.
Mon 10/197:00 am -
1 stop6h 45m
Wed 10/218:06 am -
1 stop5h 49m
Deal found 10/1![American Airlines logo]()
$693
This oojo deal was found by Cheapflights users on 9/29. Clicking the “Pick Dates” 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.
Fri 11/135:30 am -
2 stops13h 34m
Fri 11/206:44 pm -
2 stops29h 00m
Deal found 9/29![WestJet logo]()
$821
This Porter Airlines deal was found by Cheapflights users on 10/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Porter Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/412:15 pm -
1 stop6h 25m
Mon 12/712:20 pm -
1 stop4h 54m
Deal found 10/3![Porter Airlines logo]()
$417
This Justfly.com deal was found by Cheapflights users on 9/29. Clicking the “Pick Dates” 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.
Wed 10/2110:00 am -
1 stop5h 20m
Fri 10/3012:20 pm -
1 stop4h 54m
Deal found 9/29![Porter Airlines logo]()
$447
This Porter Airlines deal was found by Cheapflights users on 10/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Porter Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/237:00 am -
1 stop6h 45m
Sun 10/2512:20 pm -
1 stop4h 54m
Deal found 10/2![Porter Airlines logo]()
$522
This Mytrip deal was found by Cheapflights users on 9/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/137:05 am -
2 stops13h 54m
Fri 11/205:01 am -
2 stops11h 57m
Deal found 9/29![Multiple Airlines logo]()
$649
This Porter Airlines deal was found by Cheapflights users on 9/29. Clicking the “Pick Dates” 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.
Wed 11/114:10 pm -
2 stops23h 27m
Sun 11/1512:20 pm -
1 stop4h 54m
Deal found 9/29![Porter Airlines logo]()
$576
This FlightHub deal was found by Cheapflights users on 9/30. Clicking the “Pick Dates” 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 10/236:50 am -
2 stops10h 24m
Sun 10/256:44 pm -
2 stops29h 00m
Deal found 9/30![WestJet logo]()
$841
This Porter Airlines deal was found by Cheapflights users on 9/29. Clicking the “Pick Dates” 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.
Fri 11/134:10 pm -
2 stops23h 27m
Fri 11/2012:20 pm -
1 stop4h 54m
Deal found 9/29![Porter Airlines logo]()
$576
This Mytrip deal was found by Cheapflights users on 10/1. Clicking the “Pick Dates” 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 10/167:00 am -
3 stops17h 43m
Sun 10/1811:45 am -
1 stop11h 35m
Deal found 10/1![Multiple Airlines logo]()
$844
This FlightHub deal was found by Cheapflights users on 9/30. Clicking the “Pick Dates” 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.
Thu 10/156:50 am -
2 stops12h 10m
Sun 10/189:29 am -
2 stops7h 06m
Deal found 9/30![WestJet logo]()
$850
This Porter Airlines deal was found by Cheapflights users on 10/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Porter Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/38:40 am -
2 stops32h 55m
Fri 11/612:20 pm -
1 stop4h 54m
Deal found 10/2![Porter Airlines logo]()
$585
This KAYAK deal was found by Cheapflights users on 9/30. Clicking the “Pick Dates” 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.
Mon 10/1910:40 am -
1 stop4h 55m
Wed 10/2111:45 am -
1 stop5h 07m
Deal found 9/30![Porter Airlines logo]()
$601
This Justfly.com deal was found by Cheapflights users on 10/1. Clicking the “Pick Dates” 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 stops10h 24m
Mon 10/199:29 am -
2 stops13h 51m
Deal found 10/1![WestJet logo]()
$886
This Porter Airlines deal was found by Cheapflights users on 10/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Porter Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/208:00 am -
1 stop4h 00m
Sat 10/2411:45 am -
1 stop6h 22m
Deal found 10/3![Porter Airlines logo]()
$637
This Justfly.com deal was found by Cheapflights users on 10/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/1610:40 am -
1 stop4h 55m
Mon 10/193:20 pm -
1 stop5h 22m
Deal found 10/2![Porter Airlines logo]()
$688
This KAYAK deal was found by Cheapflights users on 10/1. Clicking the “Pick Dates” 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.
Mon 10/2610:20 am -
1 stop6h 54m
Mon 10/266:20 pm -
1 stop22h 54m
Deal found 10/1![Porter Airlines logo]()
$688
This Gotogate deal was found by Cheapflights users on 10/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/1410:40 am -
1 stop4h 55m
Sun 10/183:20 pm -
1 stop5h 22m
Deal found 10/3![Porter Airlines logo]()
$780
Last-minute flights from Ottawa to ChicagoDiscover last-minute flight deals from Ottawa to Chicago. Data last updated October 4, 2026 and is based on user searches.
Discover last-minute flight deals from Ottawa to Chicago. Data last updated October 4, 2026 and is based on user searches.
This Kiwi.com deal was found by Cheapflights users on 9/30. Clicking the “Pick Dates” 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.
Fri 10/2310:40 am -
1 stop4h 55m
Sun 10/256:40 pm -
2 stops18h 50m
Deal found 9/30![Multiple Airlines logo]()
$512
This Trip.com deal was found by Cheapflights users on 10/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/268:25 am -
1 stop4h 15m
Fri 10/3012:20 pm -
1 stop4h 54m
Deal found 10/4![Porter Airlines logo]()
$391
This Trip.com deal was found by Cheapflights users on 10/1. Clicking the “Pick Dates” 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.
Fri 10/3012:15 pm -
1 stop6h 25m
Fri 11/612:20 pm -
1 stop4h 54m
Deal found 10/1![Porter Airlines logo]()
$392
This Justfly.com deal was found by Cheapflights users on 9/30. Clicking the “Pick Dates” 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.
Sun 11/18:25 am -
1 stop4h 15m
Sun 11/2212:20 pm -
1 stop4h 54m
Deal found 9/30![Porter Airlines logo]()
$393
This Justfly.com deal was found by Cheapflights users on 10/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/38:25 am -
1 stop4h 15m
Fri 11/612:20 pm -
1 stop4h 54m
Deal found 10/3![Porter Airlines logo]()
$389
This Trip.com deal was found by Cheapflights users on 9/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/48:25 am -
1 stop4h 15m
Sun 11/812:20 pm -
1 stop4h 54m
Deal found 9/30![Porter Airlines logo]()
$394
This FlightHub deal was found by Cheapflights users on 9/30. Clicking the “Pick Dates” 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.
Thu 11/512:15 pm -
1 stop6h 25m
Sun 11/812:20 pm -
1 stop4h 54m
Deal found 9/30![Porter Airlines logo]()
$384
This Justfly.com deal was found by Cheapflights users on 9/30. Clicking the “Pick Dates” 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.
Tue 11/1012:15 pm -
1 stop6h 25m
Thu 11/1212:20 pm -
1 stop4h 54m
Deal found 9/30![Porter Airlines logo]()
$380
This Kiwi.com deal was found by Cheapflights users on 9/29. Clicking the “Pick Dates” 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.
Wed 11/118:25 am -
1 stop4h 15m
Sun 11/1512:20 pm -
1 stop4h 54m
Deal found 9/29![Porter Airlines logo]()
$385
This Kiwi.com deal was found by Cheapflights users on 9/29. Clicking the “Pick Dates” 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.
Fri 11/138:25 am -
1 stop4h 15m
Fri 11/2012:20 pm -
1 stop4h 54m
Deal found 9/29![Porter Airlines logo]()
$388
This FlightHub deal was found by Cheapflights users on 10/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/208:25 am -
1 stop4h 15m
Thu 12/312:20 pm -
1 stop4h 54m
Deal found 10/2![Porter Airlines logo]()
$382
This Kissandfly.com deal was found by Cheapflights users on 10/1. Clicking the “Pick Dates” 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.
Sat 11/2112:40 pm -
1 stop6h 00m
Sun 11/2212:20 pm -
1 stop4h 54m
Deal found 10/1![Porter Airlines logo]()
$370
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 October 4, 2026.
Search for one-way flight options from Ottawa to Chicago. Find affordable one-way fares based on user searches. Data last updated October 4, 2026.
This SmartFares deal was found by Cheapflights users on 10/1. Clicking the “Pick Dates” 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.
Sat 10/249:15 am -
1 stop6h 20m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/1![Porter Airlines logo]()
$223
This FlightHub deal was found by Cheapflights users on 10/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/612:15 pm -
1 stop6h 25m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/2![Porter Airlines logo]()
$226
This FlightHub deal was found by Cheapflights users on 9/30. Clicking the “Pick Dates” 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.
Sun 11/112:15 pm -
1 stop6h 25m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/30![Porter Airlines logo]()
$227
This Kiwi.com deal was found by Cheapflights users on 10/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 1/1210:20 am -
1 stop5h 21m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/2![Porter Airlines logo]()
$232
This Mytrip deal was found by Cheapflights users on 10/1. Clicking the “Pick Dates” 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.
Wed 11/1112:15 pm -
1 stop6h 25m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/1![Porter Airlines logo]()
$234
This Kiwi.com deal was found by Cheapflights users on 10/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/612:45 pm -
3 stops30h 45m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/2![Multiple Airlines logo]()
$245
This Kiwi.com deal was found by Cheapflights users on 9/30. Clicking the “Pick Dates” 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 11/17:05 am -
2 stops41h 42m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/30![Multiple Airlines logo]()
$256
This Kiwi.com deal was found by Cheapflights users on 10/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/177:05 am -
2 stops17h 42m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/2![Multiple Airlines logo]()
$260
This Kiwi.com deal was found by Cheapflights users on 10/1. Clicking the “Pick Dates” 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.
Wed 11/1110:35 am -
2 stops23h 21m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/1![Multiple Airlines logo]()
$267
This Kiwi.com deal was found by Cheapflights users on 10/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 1/127:00 am -
2 stops34h 14m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/2![Multiple Airlines logo]()
$268
This Kiwi.com deal was found by Cheapflights users on 9/30. Clicking the “Pick Dates” 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.
Fri 11/612:45 pm -
3 stops30h 02m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/30![Multiple Airlines logo]()
$281
This Kiwi.com deal was found by Cheapflights users on 10/1. Clicking the “Pick Dates” 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 11/1410:35 am -
2 stops23h 21m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/1![Multiple Airlines logo]()
$284
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 October 4, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $370 (Kissandfly.com) |
One-way from | $223 (SmartFares) |
Popular in | January |
Cheapest in | February |
Average price | $748 |
Good round-trip deal | $576 or less |
Good one-way deal | $358 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 October 4, 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 - MDW Chicago Midway
YOWMDW
Ottawa
Sat 10/24
9:15 am-2:35 pm
1 stop6h 20m
Chicago Midway
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$223
OttawaChicago
YOW Ottawa - ORD Chicago O'Hare Intl
YOWORD
Ottawa
Tue 1/12
10:20 am-2:41 pm
1 stop5h 21m
Chicago O'Hare Intl
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$232
OttawaChicago
YOW Ottawa - ORD Chicago O'Hare Intl
YOWORD
Ottawa
Wed 11/11
12:15 pm-5:40 pm
1 stop6h 25m
Chicago O'Hare Intl
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$234
OttawaChicago
YOW Ottawa - MDW Chicago Midway
YOWMDW
Ottawa
Tue 11/17
7:05 am-11:47 pm
2 stops17h 42m
Chicago Midway
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$260
OttawaChicago
YOW Ottawa - ORD Chicago O'Hare Intl
YOWORD
Ottawa
Sat 11/14
10:20 am-9:35 am
3 stops24h 15m
Chicago O'Hare Intl
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$267
OttawaChicago
YOW Ottawa - MDW Chicago Midway
YOWMDW
Ottawa
Sat 11/14
10:20 am-11:47 pm
3 stops38h 27m
Chicago Midway
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$269
OttawaChicago
YOW Ottawa - MDW Chicago Midway
YOWMDW
Ottawa
Sun 11/1
12:45 pm-11:47 pm
3 stops36h 02m
Chicago Midway
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$269
OttawaChicago
YOW Ottawa - MDW Chicago Midway
YOWMDW
Ottawa
Fri 11/6
12:45 pm-5:47 pm
3 stops30h 02m
Chicago Midway
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$281
OttawaChicago
YOW Ottawa - ORD Chicago O'Hare Intl
YOWORD
Ottawa
Sat 10/24
10:00 am-4:14 pm
1 stop7h 14m
Chicago O'Hare Intl
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$290
OttawaChicago
YOW Ottawa - ORD Chicago O'Hare Intl
YOWORD
Ottawa
Fri 11/6
10:35 am-6:16 pm
2 stops32h 41m
Chicago O'Hare Intl
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$355
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 October.
| 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-MDW
YOW-ORD
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-MDW
YOW-ORD
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 October 4, 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 October 4, 2026.
The most flights from YOW to CHI are scheduled on a Monday (13 on average). You will have fewer flight options on Sunday, which is when the least amount of flights are scheduled (11 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 $453 and $853 in November.The cheapest round-trip price found within the last 5 days was $370 on Porter Airlines (Nov 21-Nov 22).
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 October 4, 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
7.0
Food
7.6
Boarding
8.2
Overall
8.0
Crew
8.6
Comfort
8.0
Reviews
1 / 20
8.0
ExcellentD,Sep 2026
YHM - YVR
Entertainment
7.0
Food
7.6
Boarding
8.2
Overall
8.0
Crew
8.6
Comfort
8.0
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 October 4, 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 October 4, 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 October 4, 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 October 4, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$521 | Average$729 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$653 | Average$912 | FlexibilityNo cancel fee | On-time67% |