Cheap flights from Ottawa to Chicago from C$ 316
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 13/11. Fares are subject to change and may not be available on all flights or dates of travel.
YOW — CHI
8 Nov — 15 Nov1
Cheap flight deals from Ottawa to Chicago
Enter your travel dates to find the best prices.
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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 9 October 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 9 October 2026.
Thu 5/118:25 a.m. -
1 stop4h 10m
Sun 8/1112:15 p.m. -
1 stop4h 57m
Deal found 6/10C$ 540
Fri 6/118:25 a.m. -
1 stop4h 10m
Sun 8/1112:15 p.m. -
1 stop4h 57m
Deal found 7/10C$ 541
Fri 13/1112:15 p.m. -
1 stop6h 25m
Sun 15/1112:15 p.m. -
1 stop4h 57m
Deal found 8/10C$ 543
Thu 19/118:25 a.m. -
1 stop4h 10m
Tue 24/1112:15 p.m. -
1 stop4h 57m
Deal found 5/10C$ 544
Fri 6/118:25 a.m. -
1 stop4h 10m
Fri 13/1112:15 p.m. -
1 stop4h 57m
Deal found 8/10C$ 546
Fri 20/118:25 a.m. -
1 stop4h 10m
Mon 23/1112:15 p.m. -
1 stop4h 57m
Deal found 5/10C$ 550
Sat 7/1112:40 p.m. -
1 stop6h 00m
Sun 8/1112:15 p.m. -
1 stop4h 57m
Deal found 8/10C$ 551
Mon 26/108:25 a.m. -
1 stop4h 15m
Fri 30/1012:20 p.m. -
1 stop4h 54m
Deal found 4/10C$ 557
Fri 4/123:15 p.m. -
2 stops21h 18m
Mon 7/123:50 p.m. -
3 stops18h 43m
Deal found 7/10C$ 752
Fri 11/123:15 p.m. -
2 stops21h 18m
Mon 14/129:37 p.m. -
1 stop18h 08m
Deal found 8/10C$ 798
Thu 3/123:15 p.m. -
2 stops24h 40m
Mon 7/129:37 p.m. -
1 stop18h 08m
Deal found 6/10C$ 813
Thu 3/125:40 p.m. -
3 stops16h 46m
Sun 6/123:50 p.m. -
3 stops18h 43m
Deal found 7/10C$ 888
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 9 October 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 9 October 2026.
Fri 4/1212:15 p.m. -
1 stop6h 25m
Mon 7/1212:15 p.m. -
1 stop4h 58m
Deal found 5/10C$ 594
Fri 6/118:25 a.m. -
1 stop4h 10m
Fri 13/116:00 a.m. -
2 stops16h 34m
Deal found 8/10C$ 695
Tue 8/126:00 a.m. -
1 stop10h 30m
Sat 12/127:00 a.m. -
2 stops13h 50m
Deal found 8/10C$ 882
Fri 6/117:00 a.m. -
1 stop7h 01m
Fri 13/1111:45 a.m. -
1 stop5h 07m
Deal found 8/10C$ 927
Fri 6/116:15 a.m. -
Nonstop2h 45m
Fri 13/1110:57 a.m. -
Nonstop2h 12m
Deal found 8/10C$ 1,019
Sun 6/1212:15 p.m. -
1 stop6h 25m
Wed 9/1212:15 p.m. -
1 stop4h 58m
Deal found 8/10C$ 596
Thu 3/1212:15 p.m. -
1 stop6h 25m
Thu 10/1212:15 p.m. -
1 stop4h 58m
Deal found 8/10C$ 596
Wed 18/115:30 a.m. -
2 stops8h 21m
Wed 25/119:30 a.m. -
2 stops13h 10m
Deal found 4/10C$ 1,352
Sat 31/105:35 a.m. -
2 stops17h 58m
Tue 3/119:29 a.m. -
2 stops13h 11m
Deal found 8/10C$ 1,386
Mon 19/106:50 a.m. -
1 stop8h 45m
Fri 23/103:20 p.m. -
1 stop3h 42m
Deal found 4/10C$ 893
Wed 24/24:36 p.m. -
Nonstop2h 36m
Mon 1/36:09 p.m. -
Nonstop2h 17m
Deal found 5/10C$ 1,050
Wed 18/118:00 a.m. -
2 stops11h 30m
Wed 25/115:40 a.m. -
1 stop10h 04m
Deal found 4/10C$ 1,049
Tue 20/108:00 a.m. -
1 stop4h 00m
Sat 24/1011:45 a.m. -
1 stop6h 22m
Deal found 4/10C$ 1,147
Fri 20/115:30 a.m. -
2 stops8h 21m
Fri 27/1112:05 p.m. -
2 stops34h 35m
Deal found 6/10C$ 1,422
Mon 2/115:30 a.m. -
2 stops13h 30m
Fri 6/119:29 a.m. -
2 stops13h 11m
Deal found 7/10C$ 1,430
Sat 7/118:00 a.m. -
2 stops16h 47m
Sun 8/116:08 a.m. -
2 stops16h 26m
Deal found 7/10C$ 1,235
Fri 6/115:30 a.m. -
2 stops13h 30m
Sun 8/119:29 a.m. -
2 stops13h 11m
Deal found 8/10C$ 1,550
Direct flights from Ottawa to ChicagoExplore direct flight options from Ottawa to Chicago based on user searches, and compare prices and availability for your desired travel dates. Data last updated 9 October 2026.
Explore direct flight options from Ottawa to Chicago based on user searches, and compare prices and availability for your desired travel dates. Data last updated 9 October 2026.
Tue 3/116:15 a.m. -
Nonstop2h 45m
Fri 6/1110:57 a.m. -
Nonstop2h 12m
Deal found 4/10C$ 960
Wed 18/116:15 a.m. -
Nonstop2h 45m
Wed 25/115:58 p.m. -
Nonstop2h 18m
Deal found 4/10C$ 963
Thu 5/116:15 a.m. -
Nonstop2h 45m
Sun 8/115:58 p.m. -
Nonstop2h 18m
Deal found 6/10C$ 992
Wed 4/116:15 a.m. -
Nonstop2h 45m
Fri 6/1110:57 a.m. -
Nonstop2h 12m
Deal found 5/10C$ 993
Fri 20/116:15 a.m. -
Nonstop2h 45m
Mon 23/1110:57 a.m. -
Nonstop2h 12m
Deal found 8/10C$ 994
Fri 6/114:46 p.m. -
Nonstop2h 44m
Sun 8/1110:57 a.m. -
Nonstop2h 12m
Deal found 7/10C$ 996
Sat 21/114:46 p.m. -
Nonstop2h 44m
Sat 28/115:58 p.m. -
Nonstop2h 18m
Deal found 7/10C$ 999
Sat 7/114:46 p.m. -
Nonstop2h 44m
Sun 8/1110:57 a.m. -
Nonstop2h 12m
Deal found 7/10C$ 1,000
Tue 20/105:20 p.m. -
Nonstop2h 26m
Fri 23/106:21 p.m. -
Nonstop2h 14m
Deal found 5/10C$ 1,010
Tue 3/114:46 p.m. -
Nonstop2h 44m
Tue 10/1110:57 a.m. -
Nonstop2h 12m
Deal found 6/10C$ 1,027
Last-minute flights from Ottawa to ChicagoDiscover last-minute flight deals from Ottawa to Chicago. Data last updated 9 October 2026 and is based on user searches.
Discover last-minute flight deals from Ottawa to Chicago. Data last updated 9 October 2026 and is based on user searches.
Thu 15/1010:40 a.m. -
1 stop4h 55m
Mon 19/103:20 p.m. -
1 stop3h 42m
Deal found 4/10C$ 1,051
Fri 16/1010:40 a.m. -
1 stop4h 55m
Mon 19/103:20 p.m. -
1 stop5h 22m
Deal found 5/10C$ 1,050
Mon 19/106:50 a.m. -
1 stop8h 45m
Fri 23/103:20 p.m. -
1 stop3h 42m
Deal found 4/10C$ 893
Mon 26/108:25 a.m. -
1 stop4h 15m
Fri 30/1012:20 p.m. -
1 stop4h 54m
Deal found 4/10C$ 557
Mon 26/108:00 a.m. -
2 stops16h 43m
Wed 28/106:16 a.m. -
3 stops14h 59m
Deal found 7/10C$ 1,034
Thu 5/118:25 a.m. -
1 stop4h 10m
Sun 8/1112:15 p.m. -
1 stop4h 57m
Deal found 6/10C$ 540
Fri 6/118:25 a.m. -
1 stop4h 10m
Sun 8/1112:15 p.m. -
1 stop4h 57m
Deal found 7/10C$ 541
Fri 6/118:25 a.m. -
1 stop4h 10m
Fri 13/1112:15 p.m. -
1 stop4h 57m
Deal found 8/10C$ 546
Sat 7/1112:40 p.m. -
1 stop6h 00m
Sun 8/1112:15 p.m. -
1 stop4h 57m
Deal found 8/10C$ 551
Fri 13/1112:15 p.m. -
1 stop6h 25m
Sun 15/1112:15 p.m. -
1 stop4h 57m
Deal found 8/10C$ 543
Thu 19/118:25 a.m. -
1 stop4h 10m
Tue 24/1112:15 p.m. -
1 stop4h 57m
Deal found 5/10C$ 544
Fri 20/118:25 a.m. -
1 stop4h 10m
Mon 23/1112:15 p.m. -
1 stop4h 57m
Deal found 5/10C$ 550
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 9 October 2026.
Search for one-way flight options from Ottawa to Chicago. Find affordable one-way fares based on user searches. Data last updated 9 October 2026.
Fri 13/1112:15 p.m. -
1 stop6h 25m
Wed 31/1212:00 a.m. -
Nonstop0h 00m
Deal found 8/10C$ 316
Wed 4/118:25 a.m. -
1 stop4h 10m
Wed 31/1212:00 a.m. -
Nonstop0h 00m
Deal found 5/10C$ 318
Fri 6/1112:15 p.m. -
1 stop6h 25m
Wed 31/1212:00 a.m. -
Nonstop0h 00m
Deal found 5/10C$ 319
Tue 8/123:15 p.m. -
2 stops21h 18m
Wed 31/1212:00 a.m. -
Nonstop0h 00m
Deal found 7/10C$ 321
Thu 19/1112:15 p.m. -
1 stop6h 25m
Wed 31/1212:00 a.m. -
Nonstop0h 00m
Deal found 5/10C$ 321
Sun 8/118:25 a.m. -
1 stop4h 10m
Wed 31/1212:00 a.m. -
Nonstop0h 00m
Deal found 6/10C$ 322
Fri 11/128:25 a.m. -
1 stop4h 10m
Wed 31/1212:00 a.m. -
Nonstop0h 00m
Deal found 7/10C$ 325
Tue 15/128:25 a.m. -
1 stop4h 10m
Wed 31/1212:00 a.m. -
Nonstop0h 00m
Deal found 7/10C$ 326
Thu 5/1112:15 p.m. -
1 stop6h 25m
Wed 31/1212:00 a.m. -
Nonstop0h 00m
Deal found 6/10C$ 332
Sat 31/1012:40 p.m. -
1 stop6h 00m
Wed 31/1212:00 a.m. -
Nonstop0h 00m
Deal found 6/10C$ 333
Wed 9/123:05 p.m. -
1 stop23h 54m
Wed 31/1212:00 a.m. -
Nonstop0h 00m
Deal found 7/10C$ 335
Fri 15/110:20 a.m. -
1 stop5h 21m
Wed 31/1212:00 a.m. -
Nonstop0h 00m
Deal found 7/10C$ 336
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 9 October 2026.
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 9 October 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
Fri 13/11
12:15 p.m.-5:40 p.m.
1 stop6h 25m
Chicago O'Hare Intl
Wed 31/12
12:00 a.m.-1:00 a.m.
Nonstop0h 00m
C$ 316
OttawaChicago
YOW Ottawa - ORD Chicago O'Hare Intl
YOWORD
Ottawa
Mon 11/1
10:20 a.m.-2:41 p.m.
1 stop5h 21m
Chicago O'Hare Intl
Wed 31/12
12:00 a.m.-1:00 a.m.
Nonstop0h 00m
C$ 338
OttawaChicago
YOW Ottawa - ORD Chicago O'Hare Intl
YOWORD
Ottawa
Tue 8/12
8:25 a.m.-11:35 a.m.
1 stop4h 10m
Chicago O'Hare Intl
Wed 31/12
12:00 a.m.-1:00 a.m.
Nonstop0h 00m
C$ 348
OttawaChicago
YOW Ottawa - ORD Chicago O'Hare Intl
YOWORD
Ottawa
Mon 14/12
12:15 p.m.-5:40 p.m.
1 stop6h 25m
Chicago O'Hare Intl
Wed 31/12
12:00 a.m.-1:00 a.m.
Nonstop0h 00m
C$ 348
OttawaChicago
YOW Ottawa - MDW Chicago Midway
YOWMDW
Ottawa
Wed 4/11
7:05 a.m.-11:47 p.m.
2 stops17h 42m
Chicago Midway
Wed 31/12
12:00 a.m.-1:00 a.m.
Nonstop0h 00m
C$ 349
OttawaChicago
YOW Ottawa - ORD Chicago O'Hare Intl
YOWORD
Ottawa
Fri 11/12
12:50 p.m.-6:37 p.m.
3 stops30h 47m
Chicago O'Hare Intl
Wed 31/12
12:00 a.m.-1:00 a.m.
Nonstop0h 00m
C$ 376
OttawaChicago
YOW Ottawa - MDW Chicago Midway
YOWMDW
Ottawa
Fri 6/11
12:50 p.m.-5:47 p.m.
3 stops29h 57m
Chicago Midway
Wed 31/12
12:00 a.m.-1:00 a.m.
Nonstop0h 00m
C$ 383
OttawaChicago
YOW Ottawa - MDW Chicago Midway
YOWMDW
Ottawa
Sun 8/11
12:50 p.m.-11:47 p.m.
3 stops35h 57m
Chicago Midway
Wed 31/12
12:00 a.m.-1:00 a.m.
Nonstop0h 00m
C$ 400
OttawaChicago
YOW Ottawa - ORD Chicago O'Hare Intl
YOWORD
Ottawa
Fri 20/11
12:50 p.m.-11:18 p.m.
3 stops35h 28m
Chicago O'Hare Intl
Wed 31/12
12:00 a.m.-1:00 a.m.
Nonstop0h 00m
C$ 402
OttawaChicago
YOW Ottawa - MDW Chicago Midway
YOWMDW
Ottawa
Fri 15/1
7:05 a.m.-11:46 p.m.
2 stops41h 41m
Chicago Midway
Wed 31/12
12:00 a.m.-1:00 a.m.
Nonstop0h 00m
C$ 427
Showing 1-10 of 37 resultsSorted by cheapest first
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 C$ 578). Flying from Ottawa to Chicago in January is currently the most expensive (average of C$ 1,148). 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 9 October 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 9 October 2026.
The most flights from YOW to CHI are scheduled on a Monday (13 on average). You will have fewer flight options on Tuesday, which is when the least amount of flights are scheduled (12 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 C$ 645 and C$ 1,215 in November.The cheapest round-trip price found within the last 5 days was C$ 540 on Porter Airlines (5 Nov-8 Nov).
What’s the top layover airport for flights from Ottawa to Chicago?
Share of one-stop round-trip flights from Ottawa to Chicago chosen by Cheapflights users in the past 12 months, using the same layover each way.
Toronto (YTZ) – chosen by Cheapflights users on 76% of one-stop itineraries from Ottawa to Chicago on Cheapflights.
What’s the cheapest layover airport for flights from Ottawa to Chicago?
Average round-trip fare for 1-stop flights from Ottawa to Chicago, chosen by Cheapflights users in the past 12 months, with the same layover each way.
Toronto (YTZ) is the most affordable 1-stop option, with an average round-trip price of C$ 437.
What’s the fastest layover option from Ottawa to Chicago?
Shortest average travel time for 1-stop one-way flights from Ottawa to Chicago, based on itineraries clicked by Cheapflights users over the past 12 months, grouped by layover airport.
Flights via Toronto (YTZ) have the shortest average one-way travel time for 1-stop routes: 4h 00m.
Which airport typically offers the quickest layover for flights from Ottawa to Chicago?
Average layover duration for 1-stop one-way flights from Ottawa to Chicago, chosen by Cheapflights users in the last 12 months, grouped by stopover airport.
Flights via Toronto (YTZ) offer the fastest connection on this route, with an average layover time of 1h 11m.
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 9 October 2026.
Get a feel of what it's like to fly with Porter Airlines,United Airlines, andAir Canada from Ottawa to Chicago by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Entertainment
7.0
Comfort
8.0
Food
7.6
Boarding
8.2
Overall
8.0
Crew
8.6
Reviews
1 / 20
8.0
ExcellentD,Sep 2026
YHM - YVR
Entertainment
7.0
Comfort
8.0
Food
7.6
Boarding
8.2
Overall
8.0
Crew
8.6
Reviews
1 / 20
8.0
ExcellentD,Sep 2026
YHM - YVR
Entertainment
7.0
Comfort
8.0
Food
7.6
Boarding
8.2
Overall
8.0
Crew
8.6
Reviews
1 / 20
8.0
ExcellentD,Sep 2026
YHM - YVR
Entertainment
7.0
Comfort
8.0
Food
7.6
Boarding
8.2
Overall
8.0
Crew
8.6
Reviews
1 / 20
8.0
ExcellentD,Sep 2026
YHM - YVR
Entertainment
7.0
Comfort
8.0
Food
7.6
Boarding
8.2
Overall
8.0
Crew
8.6
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.
Browse thousands of different options on Cheapflights for your next trip
Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.
Alternative routes
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Complete your trip
Direct flights to Illinois
Flights by cabin class
Other flight options
Other flights from Ottawa
Popular flights
Alternative routes for Ottawa to Chicago
See prices for flight routes from nearby airports that may be better suited for you.
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 9 October 2026.
Complete your trip
Complete your trip to Chicago by adding a car rental and/or hotel reservation to your travel itinerary.
Direct flights to Illinois
Book a non-stop flight to one of these other cities located in Illinois.
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 9 October 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 9 October 2026.
Popular flight searches
Check out other popular destinations found by fellow travellers 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 9 October 2026.
Fly with Cheapflights
Find the best flight deals on Cheapflights, where travelers can enjoy low prices and a wide availability of flights to their desired destinations.
How does Cheapflights help users find flights from Ottawa to Chicago?
When you search for this flight from Ottawa to Chicago, Cheapflights searches on 900+ travel sites to save you time finding great flight deals online. Additionally, we offer filter features so you can choose a preferred cabin class or airline, see different price ranges, and much more so you can book the flight for you.
Why should you use Cheapflights to find cheap flight tickets from Ottawa to Chicago?
Cheapflights helps you find that perfect flight to Chicago from Ottawa by searching from hundreds of airlines and agencies you know and love. We are also free to use, in case you were wondering!
Can Cheapflights find flights from Ottawa to Chicago with no change fees?
Users can book flights with no change fees policies with our dedicated filters. Book flights from Ottawa to Chicago flexibly with Cheapflights today.
Can Cheapflights notify me if prices for flights from Ottawa to Chicago become cheaper?
Yes, Cheapflights offers price alerts on Ottawa to Chicago flights so you can book your travel at the perfect time. Price Alerts can be enabled by clicking the bell icon next to the flight deals above and providing your email address where you want to receive the alerts.