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Cheap Flights from Ottawa to Chicago

Travellers and cabin class

Compare Ottawa to Chicago flight deals

Find the cheapest month or even day of the year to fly to Chicago

Book the best Chicago fare with no extra fees

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.
Chicago.CHF 122 per passenger.Departing Wed, 21 May.One-way flight with Porter Airlines (Canada) Ltd.Outbound indirect flight with Porter Airlines (Canada) Ltd, departs from Ottawa International on Wed, 21 May, arriving in Chicago Midway.Price includes taxes and charges.From CHF 122, select.
Chicago.CHF 125 per passenger.Departing Thu, 24 Apr.One-way flight with Porter Airlines (Canada) Ltd.Outbound indirect flight with Porter Airlines (Canada) Ltd, departs from Ottawa International on Thu, 24 Apr, arriving in Chicago Midway.Price includes taxes and charges.From CHF 125, select.
Chicago.CHF 132 per passenger.Departing Tue, 10 Jun.One-way flight with Porter Airlines (Canada) Ltd.Outbound indirect flight with Porter Airlines (Canada) Ltd, departs from Ottawa International on Tue, 10 Jun, arriving in Chicago Midway.Price includes taxes and charges.From CHF 132, select.
Chicago.CHF 193 per passenger.Departing Wed, 27 Aug.One-way flight with WestJet.Outbound indirect flight with WestJet, departs from Ottawa International on Wed, 27 Aug, arriving in Chicago Midway.Price includes taxes and charges.From CHF 193, select.
Chicago.CHF 208 per passenger.Departing Tue, 12 Aug.One-way flight with United.Outbound direct flight with United departs from Ottawa International on Tue, 12 Aug, arriving in Chicago O'Hare International.Price includes taxes and charges.From CHF 208, select.
Chicago.CHF 209 per passenger.Departing Fri, 31 Oct.One-way flight with Porter Airlines (Canada) Ltd.Outbound indirect flight with Porter Airlines (Canada) Ltd, departs from Ottawa International on Fri, 31 Oct, arriving in Chicago Midway.Price includes taxes and charges.From CHF 209, select.
Chicago.CHF 210 per passenger.Departing Sun, 11 May.One-way flight with United.Outbound direct flight with United departs from Ottawa International on Sun, 11 May, arriving in Chicago O'Hare International.Price includes taxes and charges.From CHF 210, select.
Chicago.CHF 210 per passenger.Departing Sun, 9 Nov.One-way flight with Air Canada.Outbound direct flight with Air Canada departs from Ottawa International on Sun, 9 Nov, arriving in Chicago O'Hare International.Price includes taxes and charges.From CHF 210, select.

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 May.
Apr
from CHF 125
May
from CHF 122
Jun
from CHF 132
Jul
from CHF 210
Aug
from CHF 193
Sep
from CHF 262
Oct
from CHF 209
Nov
from CHF 210
Dec
Find prices
Jan
Find prices
Feb
Find prices
Mar
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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 foundCHF 122
Cheapest month to flyMay
Average flight time2 hrs, 22 mins
Most popular airlineAir New Zealand
Average flights per week89

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 CHF 201. 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 22 minutes is the average flight time from Ottawa to Chicago.
Air New Zealand, Air Canada and United fly direct from Ottawa to Chicago.
As of April 2025, there are 89 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 CHF 201.
After crunching the numbers on our flight calendar, we found that it is currently cheapest to fly from Ottawa to Chicago on Friday, 23 May 2025.
Yes – the average flight time is 2 hours and 22 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 United.

How to find cheap flights to Chicago from Ottawa

Looking for cheap tickets from Ottawa to Chicago? Here are a few tips on how to secure the best flight price and make your journey as smooth as possible.

  • Simply hit 'search'. From British Airways to international carriers like Emirates, we compare all major airlines along with the most popular online travel agents to find the cheapest plane tickets from Ottawa to Chicago. And with us there are no hidden fees - what you see is what you pay.
  • Compare flight deals to Chicago from Ottawa from over 1,000 providers. Then choose the cheapest or fastest plane tickets.
  • Flex your dates to find the best Ottawa-Chicago ticket prices. If you are flexible when it comes to your travel dates, use Skyscanner's 'Whole month' tool to find the cheapest month, and even day to fly to Chicago from Ottawa.
  • Set up a Price Alert. You can easily track the fare of your cheap Ottawa-Chicago flights by creating an alert. Whenever prices go down or up, you'll get an email or push notification to help make sure you get the best possible flight deal.
  • Fly without stops. Only interested in direct flights between Ottawa and Chicago? Make sure to tick 'Direct flights only' when performing a search. If there are direct flights available on the route, these will appear in the results.
  • Find the cheapest Business class flights from Ottawa and Chicago. We scour the internet for the best Business, Premium Economy and First Class flight fares to Chicago, too. Check the difference in price as you search – you might just chance upon a last-minute low fare. Note that not all cabin classes are available for every destination or airline.
  • Include nearby airports in your search. Widen your search for Ottawa to Chicago flight deals by selecting the "add nearby airports" option. This will allow you to see flight prices for all the nearest airports at your departure point and your destination and could help you save next time you travel.

    • Combine your flight to Chicago from Ottawa with hotels and car hire

    Once you've secured your cheap flight ticket from Ottawa to Chicago, discover the best prices and exclusive rates for hotels in Chicago or nearby. You can also compare hundreds of car hire companies in one go so that you get the best car hire price for your trip.


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Plan the rest of your trip from Ottawa to Chicago

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