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Cheap Flights from Ottawa International to Chicago

Compare Ottawa International to Chicago flight deals

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Flight deals from Ottawa International to Chicago

Looking for a cheap last-minute deal or the best return flight from Ottawa International Airport to Chicago? If you want to travel next month, return fares start from Rs101,008. Find the lowest prices on one-way and return tickets right here.
Chicago.Rs54,764 per passenger.Departing Tue, 1 Sep.One-way flight with WestJet.Outbound indirect flight with WestJet, departs from Ottawa International on Tue, 1 Sep, arriving in Chicago Midway.Price includes taxes and charges.From Rs54,764, select.
Chicago.Rs54,916 per passenger.Departing Mon, 31 Aug.One-way flight with WestJet.Outbound indirect flight with WestJet, departs from Ottawa International on Mon, 31 Aug, arriving in Chicago Midway.Price includes taxes and charges.From Rs54,916, select.
Chicago.Rs58,951 per passenger.Departing Fri, 9 Oct.One-way flight with WestJet.Outbound indirect flight with WestJet, departs from Ottawa International on Fri, 9 Oct, arriving in Chicago Midway.Price includes taxes and charges.From Rs58,951, select.
Chicago.Rs59,585 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 Rs59,585, select.
Chicago.Rs75,748 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 Rs75,748, select.
Chicago.Rs79,568 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 Rs79,568, select.
Chicago.Rs88,569 per passenger.Departing Tue, 16 Mar.One-way flight with Porter Airlines.Outbound indirect flight with Porter Airlines, departs from Ottawa International on Tue, 16 Mar, arriving in Chicago O'Hare International.Price includes taxes and charges.From Rs88,569, select.
Chicago.Rs88,607 per passenger.Departing Thu, 18 Feb.One-way flight with Porter Airlines.Outbound indirect flight with Porter Airlines, departs from Ottawa International on Thu, 18 Feb, arriving in Chicago O'Hare International.Price includes taxes and charges.From Rs88,607, select.
Chicago.Rs88,607 per passenger.Departing Tue, 11 May.One-way flight with Porter Airlines.Outbound indirect flight with Porter Airlines, departs from Ottawa International on Tue, 11 May, arriving in Chicago O'Hare International.Price includes taxes and charges.From Rs88,607, select.
Chicago.Rs90,226 per passenger.Departing Sat, 10 Apr.One-way flight with Porter Airlines.Outbound indirect flight with Porter Airlines, departs from Ottawa International on Sat, 10 Apr, arriving in Chicago O'Hare International.Price includes taxes and charges.From Rs90,226, select.
Chicago.Rs91,136 per passenger.Departing Wed, 29 Jul.One-way flight with Porter Airlines.Outbound indirect flight with Porter Airlines, departs from Ottawa International on Wed, 29 Jul, arriving in Chicago O'Hare International.Price includes taxes and charges.From Rs91,136, select.
Chicago.Rs91,884 per passenger.Departing Tue, 18 Aug.One-way flight with Air Canada.Outbound direct flight with Air Canada departs from Ottawa International on Tue, 18 Aug, arriving in Chicago O'Hare International.Price includes taxes and charges.From Rs91,884, select.
Chicago.Rs91,922 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 Rs91,922, select.
Chicago.Rs98,444 per passenger.Departing Thu, 30 Jul.One-way flight with Air Canada.Outbound direct flight with Air Canada departs from Ottawa International on Thu, 30 Jul, arriving in Chicago O'Hare International.Price includes taxes and charges.From Rs98,444, select.
Chicago.Rs98,771 per passenger.Departing Sun, 18 Oct.One-way flight with United.Outbound direct flight with United departs from Ottawa International on Sun, 18 Oct, arriving in Chicago O'Hare International.Price includes taxes and charges.From Rs98,771, select.
Chicago.Rs99,944 per passenger.Departing Wed, 6 Jan.One-way flight with United.Outbound direct flight with United departs from Ottawa International on Wed, 6 Jan, arriving in Chicago O'Hare International.Price includes taxes and charges.From Rs99,944, select.

Find the cheapest month to fly from Ottawa International to Chicago

We’re always keeping an eye on fares, so you can find the best one in seconds. It looks like Ottawa International to Chicago flights are currently cheapest in September.
Jul
from Rs91,136
Aug
from Rs54,916
Sep
from Rs54,764
Oct
from Rs58,951
Nov
from Rs59,585
Dec
from Rs79,568
Jan
from Rs75,748
Feb
from Rs88,607
Mar
from Rs88,569
Apr
from Rs90,226
May
from Rs88,607
Jun
Find prices

Direct flights from Ottawa International to Chicago

Alternative Ottawa International to Chicago routes

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

Chicago Midway

14km from central Chicago
ClosestCheapest
from Rs54,764
Search flights

Chicago O'Hare International

25km from central Chicago
from Rs55,952
Search flights

Chicago Rockford

127km from central Chicago
from Rs61,486
Search flights

Ottawa to Chicago: Flight information

The things to know before you go.
Cheapest flight foundRs54,764
Cheapest month to flySeptember
Average flight time2 hrs, 33 mins
Most popular airlineUnited
Average flights per week87

Finding cheap flights from Ottawa International to Chicago: Frequently asked questions

There are 3 airports in Chicago: Chicago Midway, Chicago O'Hare International and Chicago Rockford.
The best price we found for a return flight from Ottawa International to Chicago is Rs94,267. 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 33 minutes is the average flight time from Ottawa International to Chicago.
United, Air New Zealand and Air Canada fly direct from Ottawa International to Chicago.
As of July 2026, there are 87 flights per week flying from Ottawa International to Chicago.
The cheapest month to fly from Ottawa International to Chicago is usually September.
If you're flying from Ottawa International Airport, 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 Rs94,267.
After crunching the numbers on our flight calendar, we found that it's currently cheapest to fly from Ottawa International Airport to Chicago on Thursday, 10 September 2026.
Yes – the average flight time is 2 hours and 33 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 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.
Currently, WestJet and Air Canada offer the cheapest flight tickets to Chicago.

Flying from Ottawa/Macdonald-Cartier International Airport (YOW) to Chicago: what you need to know

  • The average length of a direct flight from Ottawa/Macdonald-Cartier International Airport to Chicago is 2 hours 5 minutes.

  • Ottawa/Macdonald-Cartier International Airport is located in Ottawa. Following the UTC-5 timezone, Chicago is one hour behind Ottawa.

  • With 21 weekly flights between the two airports, Ottawa/Macdonald-Cartier International Airport (YOW) to O'Hare International Airport (ORD) is the most popular route. United Airlines operates the earliest flight at 06:25. If you're eager to get more out of your day before taking off, the latest departure from YOW to ORD is with United Airlines at 18:40.

  • For a stress-free journey, arrive 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 YOW to Chicago flight.

  • Flying during a popular month such as August? School holidays and other popular periods can mean longer queues and delays at check-in and security. Be extra cautious and arrive up to four hours before an international flight and two hours before domestic departures.

  • You can book a direct Ottawa/Macdonald-Cartier International Airport to Chicago ticket. Start your journey at YOW and touch down at O'Hare International Airport (ORD).

  • Check out the deals with United Airlines. This airline operates direct flights from Ottawa/Macdonald-Cartier International Airport to Chicago.

  • YOW is around 11 kilometres from central Ottawa. If you're catching a cab, ride-sharing or driving from the centre, it'll take 20 minutes or so to get there, depending on traffic conditions. If you're using public transport, expect the travel time to be around 45 minutes.

  • In search of a hotel close to YOW? If you've booked an early flight from Ottawa/Macdonald-Cartier International Airport to Chicago, these accommodation options will get you from your pillow to the plane in no time:

  • When it comes to the on-time performance of Ottawa/Macdonald-Cartier International Airport, data shows 58.21% of flights complete their journey on time.

  • You'll find YOW at 50 Airport Road.

How to find the cheapest flights from Ottawa/Macdonald-Cartier International Airport (YOW) to Chicago

  • The lowest price we've found for a one-way Ottawa/Macdonald-Cartier International Airport to Chicago flight is Rs54,764. The cheapest price for a return flight is Rs94,267. Remember fares may change due to availability at the time of booking.

  • Score cheap flights from YOW to Chicago by booking one month ahead. According to our research, that's the sweet spot for finding the biggest deals.

  • Schedule your trip for May. That's the best month for landing a bargain on Ottawa/Macdonald-Cartier International Airport to Chicago tickets. If you're open to different travel dates, use the 'Whole month' tool to access the cheapest price across every month.

  • There's no need to keep looking every day to find out if fares have dropped when you create a Price Alert. We'll notify you as soon as there's an even bigger deal on cheap flights from YOW to Chicago.

  • Find a cheap flight from Ottawa/Macdonald-Cartier International Airport to Chicago with the help of our filters. Choose your ideal departure time, duration and airlines, then sort the results by 'Cheapest' to see the best deals.

Airports in Chicago

O'Hare International Airport (ORD)

  • The distance from O'Hare International Airport (ORD) to central Chicago is roughly 40 kilometres. It takes about 35 minutes to get to the centre driving.

  • Getting there by public transport takes about 55 minutes.

  • If you're coming in on a late flight from Ottawa/Macdonald-Cartier International Airport to Chicago, few things beat the convenience of staying close to the terminal. Collect your bags from the carousel and then be showered and sleeping not long after at one of these hotels near ORD:

  • Travel at your own pace with an O'Hare International Airport rental car. Book your wheels from Routes Car Rentals, Dollar or Budget and see more of Chicago and beyond.

  • Secure the lowest price by reserving your ride from O'Hare International Airport about four weeks in advance of your flight from YOW to Chicago.

  • You'll find ORD at 10000 West O'Hare.

Chicago Midway International Airport (MDW)

  • Chicago Midway International Airport (MDW) is around 19 kilometres from the centre of Chicago. After your flight from Ottawa/Macdonald-Cartier International Airport to Chicago, it'll take you around 20 minutes to reach the heart of the city in a ride-share or cab.

  • If you travel by public transport, the journey will take you 45 minutes or so.

  • There are some comfortable places to park your luggage (and yourself) near MDW. Tuck yourself in and get cosy after your YOW to Chicago flight at any of these perfectly located options:

  • The quickest way to reach your destination is with a Chicago Midway International Airport rental car. Grab a set of wheels from Dollar, Hertz or Budget and be on your way in a flash.

  • Get the lowest price by securing your ride from MDW four weeks ahead of time. You'll also have access to a greater range of vehicles.

  • You'll find Chicago Midway International Airport at 5700 South Cicero.

Chicago Rockford International Airport (RFD)

  • Find your way to the city centre after your flight from Ottawa/Macdonald-Cartier International Airport to Chicago has arrived. Central Chicago is around 137 kilometres from Chicago Rockford International Airport (RFD) and takes roughly 1 hour 25 minutes to get to by car.

  • The journey will take roughly 4 hours 15 minutes using public transport.

  • If you don't want to make the journey to the centre, choose a hotel close to RFD. Settle in at one of these options after your YOW to Chicago flight:

  • Start your trip without worrying about how to get to your next stop with a Chicago Rockford International Airport rental car. You can book your wheels with trusted suppliers here like Budget, Alamo and National.

  • Booking at least a few weeks in advance of your flight from Ottawa/Macdonald-Cartier International Airport to Chicago is a smart move. Along with better deals, you'll have a wider selection of vehicle makes and models at RFD.

  • The address for Chicago Rockford International Airport is 2 Airport Cir.

Best time to go to Chicago

  • Carefully consider your dates before booking your flight from Ottawa/Macdonald-Cartier International Airport to Chicago. The city comes alive during high season, but rates are typically higher and major attractions can get busy. Plan your trip to Chicago in the off-season if you like a more relaxed vibe.

  • The warmest month in Chicago is July, with temperatures ranging between 15ºC and 29ºC. Book your Ottawa/Macdonald-Cartier International Airport to Chicago flight ticket then if that's your ideal forecast.

  • If you'd rather travel in cooler conditions, look for a cheap ticket from YOW to Chicago in January when temperatures average between -12ºC and 3ºC.

More about Chicago

  • When it comes to looking for somewhere to rest your head, you'll find the best stays in Chicago right here. Explore these options as soon as you've locked in your flight from Ottawa/Macdonald-Cartier International Airport to Chicago:

  • All great adventures should include a little sightseeing. Art Institute of Chicago, Millennium Park and LandShark Beer Garden at Navy Pier are attractions you won't want to skip in Chicago.

Explore more of United States

  • You've done Chicago, now it's time to explore other corners of United States. Travel around 451 kilometres south-east to Columbus to check off its leading attractions. From Franklin Park Conservatory and Botanical Gardens to Ohio Statehouse and German Village, your itinerary will be busy.

  • Around 257 kilometres south-east of Chicago, Indianapolis is another essential stop in United States. Experience the best of this destination with a visit to The Children's Museum of Indianapolis, Indianapolis Museum of Art and Indianapolis Zoo.

Plan the rest of your trip from Ottawa to Chicago

Prices shown on this page are estimated lowest prices only. Found in the last 12 days.