Cheap Flights from Ottawa to Chicago

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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? Find the lowest prices on one-way and return tickets right here.

Find the cheapest month to fly from Ottawa to Chicago

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 June.

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$410
Cheapest month to flyMay
Average flight time2 hrs, 23 mins
Most popular airlineUnited
Average flights per week388

Finding cheap flights from Ottawa to Chicago: Frequently asked questions

There are 4 airports in Chicago: Chicago Midway, Chicago O'Hare International, Chicago Dupage County, and Chicago Rockford.
The best price we found for a return flight from Ottawa to Chicago is $410. 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.
2 hours and 23 minutes is the average flight time from Ottawa to Chicago.
United, Air Canada and Air New Zealand fly direct from Ottawa to Chicago.
As of April 2025, there are 388 flights per week flying from Ottawa to Chicago.
The cheapest month to fly from Ottawa to Chicago is usually April 2025.
If you're flying from Ottawa, the cheapest airport near Chicago is Chicago Midway – which is 14.5 km away from the centre of Chicago. We've found flights into this airport from $410.
After crunching the numbers on our flight calendar, we found that it is currently cheapest to fly from Ottawa to Chicago on Friday, 30 May 2025.
Yes – the average flight time is 2 hours and 23 minutes.
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.
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.
In April, the average temperature is usually around 8°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.
The cheapest airline that flies to Chicago is Porter Airlines (Canada) Ltd. And the cheapest airline that flies to Chicago O'Hare International Airport is Air Canada.

Travelling from Ottawa to Chicago: what you need to know

  • Ottawa's main base, Ottawa/Macdonald-Cartier International Airport (YOW), is where many great holidays begin. Explore the options for leaving from here when booking your flight from Ottawa to Chicago.

  • When it comes to landing in Chicago, O'Hare International Airport (ORD) and Chicago Midway International Airport (MDW) are the major entry points.

  • The average duration of a direct flight from Ottawa to Chicago is 2 hours 28 minutes. Chicago's timezone is UTC-5, which makes Chicago 1 hour behind Ottawa.

  • Ottawa/Macdonald-Cartier International Airport (YOW) to O'Hare International Airport (ORD) is the most popular route that connects these two cities. There are 26 departures a week to pick from. If you have things to do before leaving, the last flight from Ottawa to Chicago is with United Airlines at 18:40. Choose the first YOW to ORD departure operated by United Airlines at 06:20 if you want to get going early.

  • To ensure you catch your flight from Ottawa to Chicago, leave enough time to navigate the airport and find your gate. Arriving two hours before international departures and one hour before domestic flights is the general travel rule.

  • Delays at check-in and security are more likely if you're jetting off during high season, so give yourself some extra wiggle room. A good general rule for peak times? Get there up to four hours early for international flights and at least two hours for domestic departures.

  • You can travel to United States for tourism purposes without a visa if you hold a passport from Canada. But before organising your cheap flight from Ottawa to Chicago, make sure you're up to date with the latest guidelines. Visa rules can change, and you may require some travel documentation if your trip is for business or other reasons.

Flying from Ottawa

Ottawa/Macdonald-Cartier International Airport (YOW)

  • You can reserve a direct flight from Ottawa to Chicago leaving from Ottawa/Macdonald-Cartier International Airport (YOW). Start your journey at YOW and end it at O'Hare International Airport (ORD).

  • United Airlines is a leading airline that operates direct flights from Ottawa to Chicago departing from YOW.

  • YOW is around 13 kilometres from central Ottawa. If you're ride-sharing, catching a cab or driving from the centre, it'll take you 19 minutes or so to get there, depending on the traffic. If you're using public transport, expect the trip time to be approximately 43 minutes.

  • Planning to catch an early flight from Ottawa to Chicago? Avoid the last-minute rush to the terminal (and sneak in some extra snooze time) by choosing one of these hotels near Ottawa/Macdonald-Cartier International Airport:

Arriving in Chicago

O'Hare International Airport (ORD)

Chicago Midway International Airport (MDW)

How to find the cheapest flights from Ottawa to Chicago

  • Right now, $235 is the best price we've found for a one-way ticket from Ottawa to Chicago. The cheapest price for a return flight is $410. Keep in mind fares may change due to demand at the time of booking.

  • To score cheap tickets from Ottawa to Chicago, book your journey 9 months before your planned departure.

  • May is the cheapest month for flight tickets from Ottawa to Chicago. If you need to travel during a different time of year, the 'Whole month' tool will show you the lowest prices across every month.

  • Sign into your online account or use the app to set up a Price Alert. You'll be notified right away if there's a better deal on this route. It doesn't take long, and it'll save you the hassle of checking for cheap tickets from Ottawa to Chicago every day.

  • Use filters to tailor your flights from Ottawa to Chicago. Simply select your ideal departure and arrival times, airlines and number of stops. Or sort your results by 'Cheapest' to see the best deals.

Best time to go to Chicago

  • August is the busiest month for flights from Ottawa to Chicago. To escape the crowds, go to Chicago in February.

  • Before you book a flight from Ottawa to Chicago, think about the type of weather you like. July is the warmest month in Chicago, with the temperature ranging from 15ºC to 29ºC.

  • For cooler conditions, search for a cheap ticket from Ottawa to Chicago in January when temperatures average between -12ºC and 3ºC.

More about Chicago

  • After booking your flight from Ottawa to Chicago, think about where you want to stay in this city. Make one of these accommodation options your base for exploring Chicago:

  • Millennium Park and Art Institute of Chicago are just two of the major attractions to add to your Chicago to-do list. Keep the sightseeing going at LandShark Beer Garden at Navy Pier.

Complete your Chicago trip with a car rental

  • Finding you a cheap flight from Ottawa to Chicago isn't our only cool trick. Check out our car rentals in Chicago and explore at your own pace. We search for deals from trusted car rental providers and put them all in one place. Instantly compare offers and then book with no fees.

Prices shown on this page are estimated lowest prices only. Found in the last 45 days.