Cheap Flights from Ottawa (YOWA) to Chicago (CHIA)

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Flight deals from Ottawa to Chicago

Looking for a cheap last-minute deal or the best return flight from Ottawa to Chicago? If you want to travel next month, return fares start from £306. Find the lowest prices on one-way and return tickets right here.

Chicago.£141 per passenger.Departing Thu, 10 Sep.One-way flight with WestJet.Outbound indirect flight with WestJet, departs from Ottawa International on Thu, 10 Sep, arriving in Chicago Midway.Price includes taxes and charges.From £141, select.

Chicago.£142 per passenger.Departing Mon, 24 Aug.One-way flight with Porter Airlines.Outbound indirect flight with Porter Airlines, departs from Ottawa International on Mon, 24 Aug, arriving in Chicago O'Hare International.Price includes taxes and charges.From £142, select.

Chicago.£161 per passenger.Departing Wed, 11 Nov.One-way flight with Porter Airlines.Outbound indirect flight with Porter Airlines, departs from Ottawa International on Wed, 11 Nov, arriving in Chicago O'Hare International.Price includes taxes and charges.From £161, select.

Chicago.£171 per passenger.Departing Mon, 5 Oct.One-way flight with WestJet.Outbound indirect flight with WestJet, departs from Ottawa International on Mon, 5 Oct, arriving in Chicago O'Hare International.Price includes taxes and charges.From £171, select.

Chicago.£204 per passenger.Departing Tue, 5 Jan.One-way flight with WestJet.Outbound indirect flight with WestJet, departs from Ottawa International on Tue, 5 Jan, arriving in Chicago O'Hare International.Price includes taxes and charges.From £204, select.

Chicago.£214 per passenger.Departing Sat, 12 Dec.One-way flight with Porter Airlines.Outbound indirect flight with Porter Airlines, departs from Ottawa International on Sat, 12 Dec, arriving in Chicago O'Hare International.Price includes taxes and charges.From £214, select.

Chicago.£217 per passenger.Departing Fri, 12 Mar.One-way flight with Porter Airlines.Outbound indirect flight with Porter Airlines, departs from Ottawa International on Fri, 12 Mar, arriving in Chicago O'Hare International.Price includes taxes and charges.From £217, select.

Chicago.£232 per passenger.Departing Sat, 10 Apr.One-way flight with Air Canada.Outbound indirect flight with Air Canada, departs from Ottawa International on Sat, 10 Apr, arriving in Chicago O'Hare International.Price includes taxes and charges.From £232, select.

Chicago.£243 per passenger.Departing Sun, 7 Feb.One-way flight with Porter Airlines.Outbound indirect flight with Porter Airlines, departs from Ottawa International on Sun, 7 Feb, arriving in Chicago O'Hare International.Price includes taxes and charges.From £243, select.

Chicago.£243 per passenger.Departing Thu, 13 May.One-way flight with Porter Airlines.Outbound indirect flight with Porter Airlines, departs from Ottawa International on Thu, 13 May, arriving in Chicago O'Hare International.Price includes taxes and charges.From £243, select.

Chicago.£248 per passenger.Departing Sat, 10 Apr.One-way flight with Air Canada.Outbound direct flight with Air Canada departs from Ottawa International on Sat, 10 Apr, arriving in Chicago O'Hare International.Price includes taxes and charges.From £248, select.

Chicago.£248 per passenger.Departing Tue, 1 Sep.One-way flight with Air Canada.Outbound direct flight with Air Canada departs from Ottawa International on Tue, 1 Sep, arriving in Chicago O'Hare International.Price includes taxes and charges.From £248, select.

Chicago.£262 per passenger.Departing Fri, 12 Mar.One-way flight with Air Canada.Outbound direct flight with Air Canada departs from Ottawa International on Fri, 12 Mar, arriving in Chicago O'Hare International.Price includes taxes and charges.From £262, select.

Chicago.£266 per passenger.Departing Mon, 17 Aug.One-way flight with Air Canada.Outbound direct flight with Air Canada departs from Ottawa International on Mon, 17 Aug, arriving in Chicago O'Hare International.Price includes taxes and charges.From £266, select.

Chicago.£269 per passenger.Departing Wed, 11 Nov.One-way flight with United.Outbound direct flight with United departs from Ottawa International on Wed, 11 Nov, arriving in Chicago O'Hare International.Price includes taxes and charges.From £269, select.

Chicago.£269 per passenger.Departing Sun, 7 Feb.One-way flight with United.Outbound direct flight with United departs from Ottawa International on Sun, 7 Feb, arriving in Chicago O'Hare International.Price includes taxes and charges.From £269, select.

Find the cheapest month to fly from Ottawa to Chicago from £141 one-way

We’re always keeping an eye on fares, so you can find the best one in seconds. It looks like Ottawa to Chicago flights are currently cheapest in September.

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Direct flights from Ottawa to Chicago

Alternative Ottawa to Chicago routes

Looking for the cheapest, fastest or easiest route from Ottawa to Chicago? You could fly into the following airports instead.

Ottawa to Chicago: Flight information

The things to know before you go.

Cheapest flight found	£141
Cheapest month to fly	September
Average flight time	2 hrs, 33 mins
Most popular airline	United
Average flights per week	86

Finding cheap flights from Ottawa to Chicago: Frequently asked questions

How many airports are there in Chicago?

There are 3 airports in Chicago: Chicago Midway, Chicago O'Hare International and Chicago Rockford.

How much are return flights from Ottawa to Chicago?

The best price we found for a return flight from Ottawa to Chicago is £252. This is an estimate based on information collected from different airlines and travel providers over the last 4 days and is subject to change and availability.

How long does it take to fly from Ottawa to Chicago?

2 hours and 33 minutes is the average flight time from Ottawa to Chicago.

Which airlines fly direct from Ottawa to Chicago?

United, Air Canada and Air New Zealand fly direct from Ottawa to Chicago.

How many flights are there a week from Ottawa to Chicago?

As of July 2026, there are 86 flights per week flying from Ottawa to Chicago.

When is the cheapest time to fly from Ottawa to Chicago?

The cheapest month to fly from Ottawa to Chicago is usually September.

Which is the cheapest airport to fly into in Chicago?

If you're flying from Ottawa, the cheapest airport near Chicago is Chicago Midway – which is 9.0 miles away from the centre of Chicago. We've found flights into this airport from £252.

Which upcoming date is cheapest to fly from Ottawa to Chicago on?

After crunching the numbers on our flight calendar, we found that it is currently cheapest to fly from Ottawa to Chicago on Friday, 18 September 2026.

Can I get a direct flight from Ottawa to Chicago?

Yes – the average flight time is 2 hours and 33 minutes.

How can I get the best flight deal from Ottawa to Chicago?

We show every price from over 1,200 airlines and travel agents, comparing them all so you don’t have to. If you know you want to fly to Chicago but you’re not ready to book, set up a Price Alert. We’ll track prices for you, and let you know when they rise or fall.

When is the best time to book flights to Chicago?

We crunched all the numbers in our flight calendar and it looks like the cheapest time to book a flight to Chicago is around 40 days in advance, so don’t leave your flight to the last minute.

What’s the weather like in Chicago?

In July, the average temperature is usually around 22°C. July is typically the warmest month in Chicago, when it usually averages around 26°C. You can expect the least rain in January. The coldest month is January, with temperatures averaging -8°C. The rainiest month is August.

Which is the cheapest airline to fly from Ottawa to Chicago with?

The cheapest airline that flies to Chicago is WestJet. And the cheapest airline that flies to Chicago O'Hare International Airport is Air Canada.

Flying from Ottawa to Chicago: what you need to know

Planning your holiday starts with working out where you'll leave from in Ottawa. Ottawa International Airport (YOW) is the city's main airport, so check out your options for reserving a flight from Ottawa to Chicago taking off from here.
Arrive in Chicago at Chicago O'Hare International Airport (ORD) or Chicago Midway Airport (MDW).
Book a direct Ottawa to Chicago flight and you'll be in the air for an average of 2 hours 30 minutes.
Chicago is one hour behind Ottawa and is in the UTC-6 timezone.
The most popular route for flights from Ottawa to Chicago is from Ottawa International Airport (YOW) to Chicago O'Hare International Airport (ORD). Take your pick of 20 services every week between these two airports. If you want to get going as soon as possible, the earliest flight from YOW to ORD is the 06:25 United Airlines service. If you prefer to travel later, the last departure is at 18:40 with United Airlines.
For a relaxed travel experience, turn up at the airport two hours ahead of international flights and an hour before domestic departures. This leaves you with plenty of time to board your Ottawa to Chicago flight.
You can expect bigger queues in popular months like July. Arriving up to four hours ahead of international flights and two hours for domestic departures is a good idea.

How to find the cheapest flights from Ottawa to Chicago

Don't leave things to the last moment. You're more likely to get cheap Ottawa to Chicago flights if you book in advance. Airlines often offer some great early bird rates.
The 'Whole month' tool will show you the cheapest plane tickets from Ottawa to Chicago throughout the month. It's a good way to snap up a bargain if your trip dates are flexible.
You don't need to check every day to find out if prices have dropped when you create a Price Alert. We'll update you the moment there's a better deal on cheap flights from Ottawa to Chicago.
Find a cheap Ottawa to Chicago flight with the help of our filters. Choose your ideal duration, number of stops and airlines, then sort the results by 'Cheapest' for the best deals.

Flying from Ottawa

Ottawa International Airport (YOW)

You can get a direct flight from Ottawa to Chicago jetting off from Ottawa International Airport (YOW). Begin your journey at YOW and land at Chicago O'Hare International Airport (ORD).
Reserve your Ottawa to Chicago plane tickets with United Airlines. This carrier is a popular choice for direct flights from YOW.
YOW is about 11 kms (7 miles) from central Ottawa. If you're driving, catching a taxi or ride-sharing from the centre, it'll take you 20 minutes or so to get there, depending on traffic. If you're planning to take public transport, expect the travel time to be around 35 minutes.
After a stress-free start to your trip? Stay near Ottawa International Airport. Whether you're boarding an early flight from Ottawa to Chicago or just don't like being rushed, these hotels have you covered:
Of all flights leaving Ottawa International Airport, 65% touch down on time at their destination.
You'll find YOW at 50 Airport Road.

Arriving in Chicago

Chicago O'Hare International Airport (ORD)

Chicago O'Hare International Airport (ORD) is approximately 26 kms (16 miles) from the centre of Chicago. If you're catching a taxi or a ride-share, the drive takes around 30 minutes.
Getting there on public transport will take you around 45 minutes.
Book a hotel close to ORD if you're coming in on a late flight from Ottawa to Chicago. Pick one of these options and avoid the hassle of a long transfer:
Travel at your own speed with a Chicago O'Hare International Airport rental car. Book your wheels from Routes Car Rentals, Dollar or Budget and see more of Chicago and beyond.
Lock in the best possible rate by reserving your vehicle from Chicago O'Hare International Airport around four weeks ahead of your departure.
You'll find ORD at 10000 West O'Hare.

Chicago Midway Airport (MDW)

Chicago Midway Airport (MDW) is around 14 kms (9 miles) from central Chicago. Once you've disembarked your flight from Ottawa to Chicago, it takes approximately 25 minutes to reach the heart of the city in a taxi or ride-share.
If you choose to travel on public transport, the ride to the centre will take you 30 minutes or so.
Hang up the 'Do not disturb' sign and rest at a hotel near MDW. Here are a few options where you can settle in after your flight from Ottawa to Chicago:
Forget about public transport timetables or long taxi lines. Grab a Chicago Midway Airport rental car and go in any direction that inspires you. Compare offers from Dollar, Hertz and Budget.
Call dibs on the best options. Reserving your ride from MDW four weeks in advance often means lower prices and a greater selection of vehicles.
The address for Chicago Midway Airport is 5700 South Cicero.

Chicago Rockford Airport (RFD)

Chicago Rockford Airport (RFD) is about 129 kms (80 miles) from the centre of Chicago. It'll take you about 1 hour 40 minutes to get to the city centre by car once you've stepped off your flight from Ottawa to Chicago.
Public transport can get you there in about 2 hours.
Whether you'd like a mini just for you or a full-size SUV to fit the whole crew comfortably, you'll find the right Chicago Rockford Airport rental car for your needs. Explore wheels available from companies such as Budget, Alamo and National.
Booking a couple of weeks ahead of your flight from Ottawa to Chicago is always a good idea. Along with more affordable prices, you'll be able to choose the vehicle make and model you prefer at RFD.
The address for Chicago Rockford Airport is 2 Airport Cir.

Best time to go to Chicago

March is the quietest month for flights from Ottawa to Chicago, while July is the busiest. Pick the ideal time to visit Chicago based on whether you prefer a laid-back vibe or a more bustling atmosphere.
Book a Ottawa to Chicago ticket departing in July if you want to visit the city during its warmest month. You can expect temperatures in Chicago to range from 16ºC to 28ºC.
If you want cooler conditions, search for a cheap flight from Ottawa to Chicago in January when temperatures average between -12ºC and 3ºC.

More about Chicago

Once you've booked your flight from Ottawa to Chicago, find a hotel that offers the right mix of comfort and location. Make one of these accommodation options your base for exploring Chicago:
Millennium Park and The Art Institute of Chicago are just two of the top-rated attractions to add to your Chicago to-do list. Continue your sightseeing adventures at Willis Tower.

Explore more of the United States

Chicago has plenty going for it, but there are so many other parts of the United States just waiting to be discovered. Around 451 kms (280 miles) southeast of Chicago, a visit to Columbus will keep your itinerary busy. Start with leading sights like Franklin Park Conservatory and Botanical Gardens, Columbus Park of Roses and Ohio Theatre.
Indianapolis is another favourite destination in the United States and is around 257 kms (160 miles) southeast of Chicago. No journey is complete without dropping by Lucas Oil Stadium, Eiteljorg Museum of American Indians and Western Art and The Children's Museum of Indianapolis.