This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 22/3. Fares are subject to change and may not be available on all flights or dates of travel.
YOW — CHI
11 Feb — 18 Feb1
Round-trip
1 adult
Economy
The best prices from Ottawa to Chicago are usually found in April or February, booked 84 days in advance, depart on a Wednesday or Tuesday and return on a Wednesday
Cheap 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 6 February 2025.
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 6 February 2025.
Sun 23/312:45 p.m.YOW - MDW
1 stop4h 55mPorter Airlines
Sun 30/311:15 a.m.MDW - YOW
1 stop6h 19mPorter Airlines
Deal found 6/2C$ 408
Mon 17/28:40 a.m.YOW - MDW
1 stop4h 30mMultiple Airlines
Thu 20/24:04 p.m.MDW - YOW
1 stop21h 16mMultiple Airlines
Deal found 6/2C$ 486
Sun 23/34:25 p.m.YOW - ORD
1 stop15h 39mMultiple Airlines
Sun 30/38:10 p.m.ORD - YOW
2 stops17h 57mMultiple Airlines
Deal found 6/2C$ 486
Sun 16/311:25 a.m.YOW - ORD
Nonstop2h 31mAir Canada
Thu 20/36:13 p.m.ORD - YOW
Nonstop2h 11mAir Canada
Deal found 6/2C$ 534
Wed 7/55:25 p.m.YOW - ORD
Nonstop2h 29mUnited Airlines
Fri 16/56:19 p.m.ORD - YOW
Nonstop2h 16mUnited Airlines
Deal found 6/2C$ 604
Fri 9/57:50 a.m.YOW - ORD
1 stop9h 54mWestJet
Mon 19/55:30 p.m.ORD - YOW
1 stop30h 11mWestJet
Deal found 6/2C$ 784
Tue 8/45:55 a.m.YOW - ORD
2 stops11h 16mDelta
Sat 12/47:05 a.m.ORD - YOW
2 stops16h 04mDelta
Deal found 6/2C$ 1,195
Mon 17/28:10 p.m.YOW - MDW
2 stops15h 02mWestJet
Thu 20/21:26 p.m.MDW - YOW
2 stops26h 22mWestJet
Deal found 6/2C$ 1,220
Sat 10/55:55 a.m.YOW - MDW
2 stops12h 08mDelta
Sun 18/59:20 a.m.MDW - YOW
2 stops14h 02mDelta
Deal found 6/2C$ 1,325
Best flights from Ottawa to Chicago
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 6 February 2025.
Thu 20/311:50 a.m.YOW - MDW
1 stop5h 50mPorter Airlines
Sun 23/311:15 a.m.MDW - YOW
1 stop6h 19mPorter Airlines
Deal found 5/2C$ 408
Wed 19/35:20 p.m.YOW - ORD
1 stop15h 14mMultiple Airlines
Tue 25/35:22 p.m.ORD - YOW
1 stop14h 48mMultiple Airlines
Deal found 5/2C$ 466
Sun 16/311:25 a.m.YOW - ORD
Nonstop2h 31mAir Canada
Thu 20/36:13 p.m.ORD - YOW
Nonstop2h 11mAir Canada
Deal found 6/2C$ 534
Thu 20/311:25 a.m.YOW - ORD
Nonstop2h 31mUnited Airlines
Sun 23/31:58 p.m.ORD - YOW
Nonstop2h 08mUnited Airlines
Deal found 5/2C$ 618
Fri 30/57:50 a.m.YOW - ORD
1 stop9h 54mWestJet
Mon 2/65:30 p.m.ORD - YOW
1 stop23h 51mWestJet
Deal found 5/2C$ 761
Mon 17/28:40 a.m.YOW - MDW
1 stop4h 30mMultiple Airlines
Thu 20/24:04 p.m.MDW - YOW
1 stop21h 16mMultiple Airlines
Deal found 6/2C$ 486
Tue 8/45:55 a.m.YOW - ORD
2 stops11h 16mDelta
Sat 12/47:05 a.m.ORD - YOW
2 stops16h 04mDelta
Deal found 6/2C$ 1,195
Mon 17/28:10 p.m.YOW - MDW
2 stops15h 02mWestJet
Thu 20/21:26 p.m.MDW - YOW
2 stops26h 22mWestJet
Deal found 6/2C$ 1,220
Sun 23/35:55 a.m.YOW - MDW
2 stops7h 41mDelta
Sun 30/32:55 p.m.MDW - YOW
2 stops8h 14mDelta
Deal found 6/2C$ 1,791
Direct flights from Ottawa to Chicago
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 6 February 2025.
Sun 16/311:25 a.m.YOW - ORD
Nonstop2h 31mAir Canada
Thu 20/36:13 p.m.ORD - YOW
Nonstop2h 11mAir Canada
Deal found 6/2C$ 534
Thu 20/35:00 p.m.YOW - ORD
Nonstop2h 41mUnited Airlines
Sun 23/31:58 p.m.ORD - YOW
Nonstop2h 08mUnited Airlines
Deal found 5/2C$ 618
Last-minute flights from Ottawa to Chicago
Discover last-minute flight deals from Ottawa to Chicago. Data last updated 6 February 2025 and is based on user searches.
Fri 14/25:55 a.m.YOW - ORD
2 stops11h 14mWestJet
Mon 17/24:45 p.m.ORD - YOW
1 stop31h 01mWestJet
Deal found 6/2C$ 897
Fri 14/26:20 a.m.YOW - ORD
Nonstop2h 40mAir Canada
Mon 17/211:35 a.m.ORD - YOW
1 stop4h 23mAir Canada
Deal found 6/2C$ 1,066
Mon 17/28:40 a.m.YOW - MDW
1 stop4h 30mMultiple Airlines
Thu 20/24:04 p.m.MDW - YOW
1 stop21h 16mMultiple Airlines
Deal found 6/2C$ 486
Mon 17/28:10 p.m.YOW - MDW
2 stops15h 02mWestJet
Thu 20/21:26 p.m.MDW - YOW
2 stops26h 22mWestJet
Deal found 6/2C$ 1,220
Sun 16/311:25 a.m.YOW - ORD
Nonstop2h 31mAir Canada
Thu 20/36:13 p.m.ORD - YOW
Nonstop2h 11mAir Canada
Deal found 6/2C$ 534
Sun 23/312:45 p.m.YOW - MDW
1 stop4h 55mPorter Airlines
Sun 30/311:15 a.m.MDW - YOW
1 stop6h 19mPorter Airlines
Deal found 6/2C$ 408
Sun 23/34:25 p.m.YOW - ORD
1 stop15h 39mMultiple Airlines
Sun 30/38:10 p.m.ORD - YOW
2 stops17h 57mMultiple Airlines
Deal found 6/2C$ 486
Sun 23/35:00 p.m.YOW - ORD
Nonstop2h 41mUnited Airlines
Sun 30/310:53 a.m.ORD - YOW
Nonstop2h 11mUnited Airlines
Deal found 6/2C$ 625
Sun 23/35:55 a.m.YOW - MDW
2 stops7h 41mDelta
Sun 30/32:55 p.m.MDW - YOW
2 stops8h 14mDelta
Deal found 6/2C$ 1,791
One-way flights from Ottawa to Chicago
Search for one-way flight options from Ottawa to Chicago. Find affordable one-way fares based on user searches. Data last updated 6 February 2025.
Sat 22/35:55 a.m.YOW - ORD
2 stops19h 03mMultiple Airlines
Deal found 5/2C$ 219
Sat 22/37:00 a.m.YOW - MDW
1 stop6h 00mPorter Airlines
Deal found 5/2C$ 242
Wed 5/38:40 a.m.YOW - MDW
2 stops10h 43mMultiple Airlines
Deal found 6/2C$ 262
Thu 13/36:15 a.m.YOW - ORD
1 stop10h 41mWestJet
Deal found 6/2C$ 273
Wed 7/55:25 p.m.YOW - ORD
Nonstop2h 29mUnited Airlines
Deal found 5/2C$ 330
Tue 6/56:00 a.m.YOW - ORD
1 stop4h 52mAir Canada
Deal found 5/2C$ 338
Wed 7/55:55 a.m.YOW - MDW
2 stops12h 08mDelta
Deal found 5/2C$ 607
Wed 7/512:20 p.m.YOW - MDW
2 stops25h 45mWestJet
Deal found 6/2C$ 648
Find flights from Ottawa to Chicago within your budget
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 629,999 searches. Data last updated 6 February 2025.
Fly from
Any airport
Fly to
Any airport
Route
Depart
Return
Price
OttawaChicago
YOW - MDW
YOWMDW
Ottawa
Sun 23/3
12:45 p.m.-4:40 p.m.
1 stop4h 55m
Chicago Midway
Sun 30/3
11:15 a.m.-6:34 p.m.
1 stop6h 19m
C$ 408
OttawaChicago
YOW - MDW
YOWMDW
Ottawa
Mon 17/2
8:40 a.m.-12:10 p.m.
1 stop4h 30m
Chicago Midway
Thu 20/2
4:04 p.m.-2:20 p.m.
1 stop21h 16m
C$ 486
OttawaChicago
YOW - ORD
YOWORD
Ottawa
Sun 23/3
4:25 p.m.-7:04 a.m.
1 stop15h 39m
Chicago O'Hare Intl
Sun 30/3
8:10 p.m.-3:07 p.m.
2 stops17h 57m
C$ 486
OttawaChicago
YOW - ORD
YOWORD
Ottawa
Sun 16/3
11:25 a.m.-12:56 p.m.
Nonstop2h 31m
Chicago O'Hare Intl
Thu 20/3
6:13 p.m.-9:24 p.m.
Nonstop2h 11m
C$ 534
OttawaChicago
YOW - ORD
YOWORD
Ottawa
Wed 7/5
5:25 p.m.-6:54 p.m.
Nonstop2h 29m
Chicago O'Hare Intl
Fri 16/5
6:19 p.m.-9:35 p.m.
Nonstop2h 16m
C$ 604
OttawaChicago
YOW - ORD
YOWORD
Ottawa
Fri 9/5
7:50 a.m.-4:44 p.m.
1 stop9h 54m
Chicago O'Hare Intl
Mon 19/5
5:30 p.m.-12:41 a.m.
1 stop30h 11m
C$ 784
OttawaChicago
YOW - ORD
YOWORD
Ottawa
Tue 8/4
5:55 a.m.-4:11 p.m.
2 stops11h 16m
Chicago O'Hare Intl
Sat 12/4
7:05 a.m.-12:09 a.m.
2 stops16h 04m
C$ 1,195
OttawaChicago
YOW - MDW
YOWMDW
Ottawa
Mon 17/2
8:10 p.m.-10:12 a.m.
2 stops15h 02m
Chicago Midway
Thu 20/2
1:26 p.m.-4:48 p.m.
2 stops26h 22m
C$ 1,220
OttawaChicago
YOW - MDW
YOWMDW
Ottawa
Sat 10/5
5:55 a.m.-5:03 p.m.
2 stops12h 08m
Chicago Midway
Sun 18/5
9:20 a.m.-12:22 a.m.
2 stops14h 02m
C$ 1,325
OttawaChicago
YOW - MDW
YOWMDW
Ottawa
Fri 28/3
7:00 a.m.-10:20 a.m.
1 stop4h 20m
C$ 246
Flights are sorted by cheapest round-trip flights first.
Deals found on 6/2
Showing 1-10 of 16 results
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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.
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.
Travel insights for flights from Ottawa to Chicago
Get recent, data-driven insights about flights from Ottawa to Chicago including ideal travel times, pricing trends, and more.
How far ahead should I book a flight from Ottawa to Chicago?
Use this chart to determine the optimal time to book a round-trip flight from Ottawa to Chicago. Price data was last updated on 31 January 2025.
Booking 84 days in advance of your planned departure date is, on average, the best time to get cheap flights from Ottawa to Chicago. The general trend is that the closer you book to the departure date, the more expensive your flight will be.
What is the cheapest month to book a flight from Ottawa to Chicago?
Currently, January is the cheapest month in which you can book a flight from Ottawa to Chicago (average of C$ 261). Flying from Ottawa to Chicago in March is currently the most expensive (average of C$ 355). 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 6 February 2025.
Unlike in the morning, when flights are generally more expensive, you can save up to 48% on flights from Ottawa to Chicago by exploring options for tickets at noon.
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 6 February 2025.
The most flights from YOW to CHI are scheduled on a Monday (8 on average). You will have fewer flight options on Tuesday, which is when the least amount of flights are scheduled (7 on average).
Rainfall in Chicago by month
Plan your trip to Chicago by taking into account the average rainfall totals by month.
In terms of precipitation, rainfall in Chicago ranges from 43.0 - 125.0 mm per month. August is typically the wettest month, when rainfall can reach 125.0 mm. January is typically the driest time to visit Chicago when rainfall is around 43.0 mm.
Temperature in Chicago by month
Plan your trip to Chicago by taking into account the average temperature totals by month.
If weather is an important factor for your trip to Chicago, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 23.0 C. Travellers hoping to avoid the cold should look outside of January, when temperatures are typically at their lowest (around -5.0 C).
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 6 February 2025.
Read reviews from past customers who have flown Delta, Porter Airlines and United Airlines from Ottawa to Chicago. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Delta has consistently been the best U.S. airline for my travels and this flight was no exception
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.
What airport do you fly from for flights from Ottawa to Chicago?
Ottawa (YOW), located 10.6 km from the city centre, is the airport you fly out of when you book flights from Ottawa to Chicago. 3 airlines have flights from Ottawa to Chicago on a regular basis. Booking flights from Ottawa to Chicago should not be difficult; the airport handles an average of 7 outbound flights to Chicago per day.
What are the cheapest airlines flying from Ottawa to Chicago round-trip?
Currently priced at C$ 408, Porter Airlines will fly you from Ottawa to Chicago and back. In addition to Porter Airlines, many other airlines offer competitively priced options for your trip. Search Cheapflights for deals from Air Canada and United Airlines - these airlines can fly you to your destination from C$ 534 and C$ 618, respectively. You may be able to fly from Ottawa to Chicago for 31% less than the average price by searching for these airlines.
What are the cheapest airlines to fly from Ottawa to Chicago one-way?
The cheapest airlines for a one-way flight from Ottawa to Chicago are Porter Airlines (C$ 242), WestJet (C$ 273), and United Airlines (C$ 330).
What are the most reliable airlines from Ottawa to Chicago?
The top 3 most reliable airlines when flying from Ottawa to Chicago are Avianca (72%), Republic Airways (66%) and United Airlines (64%).
What are the cheapest flights from Ottawa to Chicago?
Looking at all options, your cheapest flight can be booked for C$ 219. While the most popular route (Ottawa - Chicago O'Hare Intl) can be booked for C$ 466 on average our data indicates C$ 1,644 when flying from Ottawa to Chicago.
Can I find deals for business class flights from Ottawa to Chicago?
Yes. Cheapflights offers flight deals from Ottawa to Chicago by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.
What is the cheapest month to book a flight from Ottawa to Chicago?
Currently, January is the cheapest month in which you can book a flight from Ottawa to Chicago (average of C$ 261). Flying from Ottawa to Chicago in March is currently the most expensive (average of C$ 355). 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.
Explore flights to Chicago departing from other origins. Flights are based on user searches made on Cheapflights and were last updated on 6 February 2025.