What are the cheapest airlines flying from Ottawa to Chicago round-trip?

Currently priced at C$ 357, 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 United Airlines and Air Canada - these airlines can fly you to your destination from C$ 514 and C$ 528, respectively. You may be able to fly from Ottawa to Chicago for 37% 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$ 215), WestJet (C$ 290), and United Airlines (C$ 291).

What is the cheapest day to fly from Ottawa to Chicago?

Travelers seeking maximum savings on their Ottawa to Chicago flight should consider departing on Wednesday at noon when fares are most often at their lowest. Monday mornings flights should be avoided if possible as fares are typically the most expensive at this time.

What are the cheapest flights from Ottawa to Chicago?

Looking at all options, your cheapest flight can be booked for C$ 249. While the most popular route (Ottawa - Chicago O'Hare Intl) can be booked for C$ 494 on average our data indicates C$ 2,068 when flying from Ottawa to Chicago.

What are the most reliable airlines from Ottawa to Chicago?

The top 3 most reliable airlines when flying from Ottawa to Chicago are Avianca (89%), ANA (85%) and GoJet (82%).

What is the cheapest day to fly round-trip from Ottawa to Chicago?

Users have found that leaving on a Monday can be a cost-effective option. It’s possible to save up to 13% on your flight compared to booking on days when demand is much higher.

How far in advance should I book a flight from Ottawa to Chicago?

To save on the cost of your flight from Ottawa to Chicago, book at least 41 days before your planned departure. Booking around this time can save you about 83% on the cost of this flight compared to booking a flight leaving this week. We have found prices from C$ 587 if you need a flight within two weeks. For flights within the next 72 hours, you can find tickets from as low as C$ 859.

What is the cheapest month to fly from Ottawa to Chicago?

Due to multiple factors, expect to potentially pay more when booking in November. For low rates, May can be a great choice for travel to Chicago. Flights to Chicago from Ottawa in May are about C$ 570 on average during May, but can be found for as low as C$ 291.

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 12 outbound flights to Chicago per day.

Can I find deals for flights from Ottawa to Chicago that include hotel bookings?

Yes. In addition to deals on Ottawa to Chicago flights, Cheapflights offers vacation packages that include both flights and hotel.

How can I find direct flights from Ottawa to Chicago?

After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights 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.

C$ 215+ Flights from Ottawa to Chicago

Cheapflights Tip: The best prices from Ottawa to Chicago are usually found in May or April, booked 65 days in advance, depart on a Tuesday or Friday and return on a Tuesday

Cheap flight deals from Ottawa to Chicago

Round-trip from	C$ 357
One-way from	C$ 215
Popular in	November
Cheapest in	May
Average price	C$ 617
Good round-trip deal	C$ 577 or less
Good one-way deal	C$ 366 or less

Porter Airlines
30/7-5/8
2 total stops
17h 02m total
Ottawa to Chicago

Search Deals

Porter Airlines
21/7
1 total stop
8h 49m total
Ottawa to Chicago

Search Deals

Highest demand for flights based on searches. 5% potential increase in price (C$ 43 potential increase over avg. RT price).

Search Deals

Cheapest flight prices on average. 1% potential price decrease (C$ 9 potential savings vs. average RT price).

Search Deals

Average for round-trip flights in June 2025

Search Deals

Price to beat on a round-trip flight from Ottawa to Chicago (CHI).

Search Deals

Price to beat on a one-way flight from Ottawa to Chicago (CHI).

Search Deals

Find flight deals from Ottawa to Chicago

Cheapest flights from Ottawa to Chicago
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 12 June 2025.

Wed 30/78:35 a.m.YOW - MDW

1 stop8h 49mPorter Airlines

Tue 5/89:40 a.m.MDW - YOW

1 stop8h 13mPorter Airlines

Deal found 10/6C$ 357

Fri 25/75:55 a.m.YOW - MDW

1 stop11h 29mMultiple Airlines

Sun 27/79:40 a.m.MDW - YOW

1 stop8h 58mMultiple Airlines

Deal found 10/6C$ 447

Mon 23/63:50 p.m.YOW - ORD

1 stop18h 00mMultiple Airlines

Wed 25/65:51 a.m.ORD - YOW

1 stop8h 05mMultiple Airlines

Deal found 10/6C$ 494

Fri 4/75:25 p.m.YOW - ORD

Nonstop2h 28mUnited Airlines

Sun 6/76:15 p.m.ORD - YOW

Nonstop2h 20mUnited Airlines

Deal found 11/6C$ 514

Tue 1/76:00 a.m.YOW - ORD

1 stop4h 52mAir Canada

Sun 6/78:40 a.m.ORD - YOW

1 stop4h 04mAir Canada

Deal found 10/6C$ 528

Fri 29/86:00 a.m.YOW - ORD

1 stop11h 44mWestJet

Tue 2/95:30 p.m.ORD - YOW

2 stops21h 49mWestJet

Deal found 12/6C$ 647

Sat 16/85:55 a.m.YOW - ORD

2 stops8h 47mDelta

Mon 18/81:30 p.m.ORD - YOW

2 stops9h 52mDelta

Deal found 11/6C$ 786

Fri 27/65:55 a.m.YOW - MDW

2 stops16h 50mWestJet

Tue 1/712:44 p.m.MDW - YOW

2 stops10h 38mWestJet

Deal found 11/6C$ 813

Tue 8/75:55 a.m.YOW - MDW

2 stops12h 44mDelta

Tue 15/79:25 a.m.MDW - YOW

2 stops13h 57mDelta

Deal found 10/6C$ 826

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 12 June 2025.

Wed 30/78:35 a.m.YOW - MDW

1 stop8h 49mPorter Airlines

Tue 5/89:40 a.m.MDW - YOW

1 stop8h 13mPorter Airlines

Deal found 10/6C$ 357

Fri 25/75:55 a.m.YOW - MDW

1 stop11h 29mMultiple Airlines

Sun 27/79:40 a.m.MDW - YOW

1 stop8h 58mMultiple Airlines

Deal found 10/6C$ 447

Fri 4/75:25 p.m.YOW - ORD

Nonstop2h 28mUnited Airlines

Sun 6/76:15 p.m.ORD - YOW

Nonstop2h 20mUnited Airlines

Deal found 11/6C$ 514

Tue 1/76:00 a.m.YOW - ORD

1 stop4h 52mAir Canada

Sun 6/78:40 a.m.ORD - YOW

1 stop4h 04mAir Canada

Deal found 10/6C$ 528

Fri 29/86:00 a.m.YOW - ORD

1 stop11h 44mWestJet

Tue 2/95:30 p.m.ORD - YOW

2 stops21h 49mWestJet

Deal found 11/6C$ 647

Sat 16/85:55 a.m.YOW - ORD

2 stops8h 47mDelta

Mon 18/81:30 p.m.ORD - YOW

2 stops9h 52mDelta

Deal found 11/6C$ 786

Mon 23/63:50 p.m.YOW - ORD

1 stop18h 00mMultiple Airlines

Wed 25/65:51 a.m.ORD - YOW

1 stop8h 05mMultiple Airlines

Deal found 10/6C$ 494

Fri 27/65:55 a.m.YOW - MDW

2 stops16h 50mWestJet

Tue 1/712:44 p.m.MDW - YOW

2 stops10h 38mWestJet

Deal found 11/6C$ 813

Tue 8/75:55 a.m.YOW - MDW

2 stops12h 44mDelta

Tue 15/79:25 a.m.MDW - YOW

2 stops13h 57mDelta

Deal found 10/6C$ 826

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 12 June 2025.

Fri 4/75:25 p.m.YOW - ORD

Nonstop2h 28mUnited Airlines

Sun 6/76:15 p.m.ORD - YOW

Nonstop2h 20mUnited Airlines

Deal found 11/6C$ 514

Fri 11/76:33 a.m.YOW - ORD

Nonstop2h 22mAir Canada

Sun 20/76:15 p.m.ORD - YOW

Nonstop2h 20mAir Canada

Deal found 12/6C$ 592

Last-minute flights from Ottawa to Chicago
Discover last-minute flight deals from Ottawa to Chicago. Data last updated 12 June 2025 and is based on user searches.

Tue 17/64:10 p.m.YOW - ORD

1 stop15h 27mMultiple Airlines

Tue 24/69:28 p.m.ORD - YOW

1 stop16h 28mMultiple Airlines

Deal found 9/6C$ 532

Tue 17/66:10 a.m.YOW - ORD

2 stops11h 34mWestJet

Thu 19/611:20 a.m.ORD - YOW

2 stops12h 02mWestJet

Deal found 11/6C$ 742

Tue 17/68:35 a.m.YOW - MDW

1 stop8h 49mMultiple Airlines

Thu 19/69:21 a.m.MDW - YOW

2 stops14h 01mMultiple Airlines

Deal found 11/6C$ 1,299

Thu 19/610:15 a.m.YOW - MDW

1 stop7h 09mPorter Airlines

Mon 23/69:40 a.m.MDW - YOW

1 stop7h 43mPorter Airlines

Deal found 9/6C$ 547

Thu 19/66:30 a.m.YOW - ORD

1 stop4h 29mAir Canada

Mon 23/68:25 p.m.ORD - YOW

1 stop4h 10mAir Canada

Deal found 9/6C$ 756

Thu 19/65:55 a.m.YOW - MDW

2 stops16h 50mWestJet

Mon 23/67:21 p.m.MDW - YOW

2 stops28h 01mWestJet

Deal found 9/6C$ 975

Thu 19/65:25 p.m.YOW - ORD

Nonstop2h 28mUnited Airlines

Mon 23/66:15 p.m.ORD - YOW

Nonstop2h 20mUnited Airlines

Deal found 9/6C$ 1,060

Thu 19/65:55 a.m.YOW - ORD

2 stops13h 08mDelta

Mon 23/69:00 a.m.ORD - YOW

2 stops14h 22mDelta

Deal found 10/6C$ 1,708

Mon 23/63:50 p.m.YOW - ORD

1 stop18h 00mMultiple Airlines

Wed 25/65:51 a.m.ORD - YOW

1 stop8h 05mMultiple Airlines

Deal found 10/6C$ 494

Fri 27/65:55 a.m.YOW - MDW

2 stops16h 50mWestJet

Tue 1/712:44 p.m.MDW - YOW

2 stops10h 38mWestJet

Deal found 11/6C$ 813

Tue 1/76:00 a.m.YOW - ORD

1 stop4h 52mAir Canada

Sun 6/78:40 a.m.ORD - YOW

1 stop4h 04mAir Canada

Deal found 10/6C$ 528

Fri 4/75:25 p.m.YOW - ORD

Nonstop2h 28mUnited Airlines

Sun 6/76:15 p.m.ORD - YOW

Nonstop2h 20mUnited Airlines

Deal found 11/6C$ 514

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 12 June 2025.

Mon 21/78:35 a.m.YOW - MDW

1 stop8h 49mPorter Airlines

Deal found 11/6C$ 215

Sun 10/85:55 a.m.YOW - MDW

1 stop27h 50mMultiple Airlines

Deal found 11/6C$ 246

Sat 26/711:20 a.m.YOW - ORD

2 stops13h 24mMultiple Airlines

Deal found 10/6C$ 283

Fri 25/76:10 a.m.YOW - ORD

2 stops11h 34mWestJet

Deal found 10/6C$ 290

Mon 21/75:25 p.m.YOW - ORD

Nonstop2h 28mUnited Airlines

Deal found 11/6C$ 291

Fri 11/78:35 a.m.YOW - ORD

1 stop5h 38mAir Canada

Deal found 10/6C$ 301

Sat 19/75:55 a.m.YOW - MDW

2 stops7h 34mDelta

Deal found 10/6C$ 431

Sun 10/87:15 p.m.YOW - MDW

2 stops15h 01mWestJet

Deal found 11/6C$ 611

Cheapflights Fare Finder

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

Price

OttawaChicago

YOW - MDW

YOWMDW

Ottawa

Wed 30/7

8:35 a.m.-4:24 p.m.

1 stop8h 49m

Chicago Midway

Tue 5/8

9:40 a.m.-6:53 p.m.

1 stop8h 13m

C$ 357

OttawaChicago

YOW - MDW

YOWMDW

Ottawa

Fri 25/7

5:55 a.m.-4:24 p.m.

1 stop11h 29m

Chicago Midway

Sun 27/7

9:40 a.m.-7:38 p.m.

1 stop8h 58m

C$ 447

OttawaChicago

YOW - ORD

YOWORD

Ottawa

Mon 23/6

3:50 p.m.-8:50 a.m.

1 stop18h 00m

Chicago O'Hare Intl

Wed 25/6

5:51 a.m.-2:56 p.m.

1 stop8h 05m

C$ 494

OttawaChicago

YOW - ORD

YOWORD

Ottawa

Fri 4/7

5:25 p.m.-6:53 p.m.

Nonstop2h 28m

Chicago O'Hare Intl

Sun 6/7

6:15 p.m.-9:35 p.m.

Nonstop2h 20m

C$ 514

OttawaChicago

YOW - ORD

YOWORD

Ottawa

Tue 1/7

6:00 a.m.-9:52 a.m.

1 stop4h 52m

Chicago O'Hare Intl

Sun 6/7

8:40 a.m.-1:44 p.m.

1 stop4h 04m

C$ 528

OttawaChicago

YOW - ORD

YOWORD

Ottawa

Fri 29/8

6:00 a.m.-4:44 p.m.

1 stop11h 44m

Chicago O'Hare Intl

Tue 2/9

5:30 p.m.-4:19 p.m.

2 stops21h 49m

C$ 647

OttawaChicago

YOW - ORD

YOWORD

Ottawa

Sat 16/8

5:55 a.m.-1:42 p.m.

2 stops8h 47m

Chicago O'Hare Intl

Mon 18/8

1:30 p.m.-12:22 a.m.

2 stops9h 52m

C$ 786

OttawaChicago

YOW - MDW

YOWMDW

Ottawa

Fri 27/6

5:55 a.m.-9:45 p.m.

2 stops16h 50m

Chicago Midway

Tue 1/7

12:44 p.m.-12:22 a.m.

2 stops10h 38m

C$ 813

OttawaChicago

YOW - MDW

YOWMDW

Ottawa

Tue 8/7

5:55 a.m.-5:39 p.m.

2 stops12h 44m

Chicago Midway

Tue 15/7

9:25 a.m.-12:22 a.m.

2 stops13h 57m

C$ 826

OttawaChicago

YOW - MDW

YOWMDW

Ottawa

Mon 21/7

8:35 a.m.-4:24 p.m.

1 stop8h 49m

C$ 215

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/6

Showing 1-10 of 17 results

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.

Cheapflights Insights

Everything you need to know about your flight from Ottawa to Chicago

How far ahead should I book a flight from Ottawa to Chicago?

Booking 65 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$ 352). 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?

Unlike in the morning, when flights are generally more expensive, you can save up to 44% on flights from Ottawa to Chicago by exploring options for tickets at noon.

Weekly flight availability from Ottawa to Chicago

The most flights from YOW to CHI are scheduled on a Monday (12 on average). You will have fewer flight options on Monday, which is when the least amount of flights are scheduled (12 on average).

Rainfall in Chicago 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

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

Read reviews from past customers who have flown Porter Airlines, Delta and United Airlines from Ottawa to Chicago. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.

Porter Airlines

8.0

Very good

288 reviews

Check prices

Reviews

1 / 20

4.0

Okay

Mary,Jun 2025

FLL - YYZ

Fort Lauderdale staff was not helpful at all to try to accommodate my husband and myself to sit together. Also very surprised to get charged USD53 for each of our checked luggage, as when we booked the tickets online, the website indicated that our first checked luggage will be charged CAD50!! Very misleading!!!

Porter Airlines

8.0

Very good

288 reviews

Porter Airlines

8.0

Very good

288 reviews

Check prices

Reviews

1 / 20

4.0

Okay

Mary,Jun 2025

FLL - YYZ

Delta

8.0

Very good

7,946 reviews

Porter Airlines

8.0

Very good

288 reviews

Check prices

Reviews

1 / 20

4.0

Okay

Mary,Jun 2025

FLL - YYZ

United Airlines

7.4

Good

8,790 reviews

Porter Airlines

8.0

Very good

288 reviews

Check prices

Reviews

1 / 20

4.0

Okay

Mary,Jun 2025

FLL - YYZ

WestJet

7.2

Good

2,868 reviews

Porter Airlines

8.0

Very good

288 reviews

Check prices

Reviews

1 / 20

4.0

Okay

Mary,Jun 2025

FLL - YYZ

Air Canada

7.1

Good

9,537 reviews

Porter Airlines

8.0

Very good

288 reviews

Check prices

Reviews

1 / 20

4.0

Okay

Mary,Jun 2025

FLL - YYZ

Related info for your journey

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 12 outbound flights to Chicago per day.
What are the cheapest airlines flying from Ottawa to Chicago round-trip?
Currently priced at C$ 357, 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 United Airlines and Air Canada - these airlines can fly you to your destination from C$ 514 and C$ 528, respectively. You may be able to fly from Ottawa to Chicago for 37% 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$ 215), WestJet (C$ 290), and United Airlines (C$ 291).
What are the most reliable airlines from Ottawa to Chicago?
The top 3 most reliable airlines when flying from Ottawa to Chicago are Avianca (89%), ANA (85%) and GoJet (82%).
What are the cheapest flights from Ottawa to Chicago?
Looking at all options, your cheapest flight can be booked for C$ 249. While the most popular route (Ottawa - Chicago O'Hare Intl) can be booked for C$ 494 on average our data indicates C$ 2,068 when flying from Ottawa to Chicago.
Can I find deals for flights from Ottawa to Chicago that include hotel bookings?
Yes. In addition to deals on Ottawa to Chicago flights, Cheapflights offers vacation packages that include both flights and hotel.
How can I find direct flights from Ottawa to Chicago?
After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights 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$ 352). 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.

See more FAQs

Browse thousands of different options on Cheapflights for your next trip

Alternative routes for Ottawa to Chicago

Other flights to Chicago

Toronto Island to Midway flights

Calgary to O'Hare Intl flights

Edmonton to O'Hare Intl flights

Pearson Intl to O'Hare Intl flights

Winnipeg to O'Hare Intl flights

Québec City to O'Hare Intl flights

Chicago O'Hare Intl Airport to Atlanta flights

Chicago Midway Airport to Toronto Island Airport flights

Chicago O'Hare Intl Airport to Toronto Pearson Intl Airport flights

Chicago O'Hare Intl Airport to Calgary flights

Chicago O'Hare Intl Airport to Seattle flights

Chicago O'Hare Intl Airport to Calgary flights

Chicago O'Hare Intl Airport to Toronto Pearson Intl Airport flights

Chicago O'Hare Intl Airport to Edmonton flights

Chicago O'Hare Intl Airport to Montreal Pierre Elliott Trudeau Intl Airport flights

Chicago O'Hare Intl Airport to Edmonton flights

Chicago O'Hare Intl Airport to Los Angeles flights

Chicago O'Hare Intl Airport to Atlanta flights

Chicago O'Hare Intl Airport to Montreal Pierre Elliott Trudeau Intl Airport flights

Chicago O'Hare Intl Airport to Ottawa flights

Chicago Midway Airport to Toronto Island Airport flights

Chicago O'Hare Intl Airport to Minneapolis flights

Chicago O'Hare Intl Airport to Vancouver Intl Airport flights

Complete your trip

Chicago car rentals

Chicago O'Hare Intl Airport car rentals

Chicago Midway Airport car rentals

Chicago Greater Rockford Airport car rentals

Rockford car rentals

Downtown car rentals

O'Hare car rentals

Rogers Park car rentals

Near North Side car rentals

Lincoln Park car rentals

Logan Square car rentals

Hyde Park car rentals

Top 3 airlines flying from Ottawa to Chicago

Airline	Cheapest	Average	Flexibility	On-time
Porter Airlines	CheapestC$ 367	AverageC$ 499	FlexibilityNo cancel fee	On-time52%	Search Porter Airlines flights
United Airlines	CheapestC$ 532	AverageC$ 694	FlexibilityNo cancel fee	On-time69%	Search United Airlines flights
Air Canada	CheapestC$ 543	AverageC$ 666	FlexibilityNo cancel fee	On-time67%	Search Air Canada flights

Fly with Cheapflights

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.

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.

Cheap flights from Ottawa to Chicago from C$ 215

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 21/7. Fares are subject to change and may not be available on all flights or dates of travel.

Cheapflights Tip: The best prices from Ottawa to Chicago are usually found in May or April, booked 65 days in advance, depart on a Tuesday or Friday and return on a Tuesday

Cheap flight deals from Ottawa to Chicago

Round-trip from

One-way from

Popular in

Cheapest in

Average price

Good round-trip deal

Good one-way deal

Find flight deals from Ottawa to Chicago

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 12 June 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 12 June 2025.

Cheapflights Fare Finder

Use the filters below to find and compare flights from Ottawa to Chicago that are best for you.

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.

Cheapflights Insights

Everything you need to know about your flight from Ottawa to Chicago

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 9 June 2025.

What is the cheapest month to book a flight from Ottawa to Chicago?

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 12 June 2025.

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 12 June 2025.

Rainfall in Chicago by month

Plan your trip to Chicago by taking into account the average rainfall totals by month.

Temperature in Chicago by month

Plan your trip to Chicago by taking into account the average temperature totals by month.

Reviews of airlines servicing Chicago

Read reviews from past customers who have flown Porter Airlines, Delta and United Airlines from Ottawa to Chicago. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.

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?

What are the cheapest airlines flying from Ottawa to Chicago round-trip?

What are the cheapest airlines to fly from Ottawa to Chicago one-way?

What are the most reliable airlines from Ottawa to Chicago?

What are the cheapest flights from Ottawa to Chicago?

Can I find deals for flights from Ottawa to Chicago that include hotel bookings?

How can I find direct flights from Ottawa to Chicago?

Can I find deals for business class flights from Ottawa to Chicago?

What is the cheapest month to book a flight from Ottawa to Chicago?

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 for Ottawa to Chicago

See prices for flight routes from nearby airports that may be better suited for you.

Top 3 airlines flying from Ottawa to Chicago

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?

Why should you use Cheapflights to find cheap flight tickets from Ottawa to Chicago?

Can Cheapflights find flights from Ottawa to Chicago with no change fees?

Can Cheapflights notify me if prices for flights from Ottawa to Chicago become cheaper?

100% Free

Book with Flexibility

Travel Smart

Cheapest flights from Ottawa to Chicago
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 12 June 2025.