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Cheap Flights from Ottawa to Chicago

Compare Ottawa to Chicago flight deals

Find the cheapest month or even day of the year to fly 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.
Chicago.Rs47,913 per passenger.Departing Fri, 17 Oct.One-way flight with WestJet.Outbound indirect flight with WestJet, departs from Ottawa International on Fri, 17 Oct, arriving in Chicago Midway.Price includes taxes and charges.From Rs47,913, select.
Chicago.Rs48,491 per passenger.Departing Wed, 3 Sep.One-way flight with WestJet.Outbound indirect flight with WestJet, departs from Ottawa International on Wed, 3 Sep, arriving in Chicago Midway.Price includes taxes and charges.From Rs48,491, select.
Chicago.Rs50,338 per passenger.Departing Wed, 6 Aug.One-way flight with WestJet.Outbound indirect flight with WestJet, departs from Ottawa International on Wed, 6 Aug, arriving in Chicago Midway.Price includes taxes and charges.From Rs50,338, select.
Chicago.Rs53,259 per passenger.Departing Tue, 21 Oct.One-way flight with United.Outbound direct flight with United departs from Ottawa International on Tue, 21 Oct, arriving in Chicago O'Hare International.Price includes taxes and charges.From Rs53,259, select.
Chicago.Rs54,425 per passenger.Departing Wed, 3 Sep.One-way flight with United.Outbound direct flight with United departs from Ottawa International on Wed, 3 Sep, arriving in Chicago O'Hare International.Price includes taxes and charges.From Rs54,425, select.
Chicago.Rs63,375 per passenger.Departing Wed, 6 Aug.One-way flight with United.Outbound direct flight with United departs from Ottawa International on Wed, 6 Aug, arriving in Chicago O'Hare International.Price includes taxes and charges.From Rs63,375, select.
Chicago.Rs73,125 per passenger.Departing Sun, 7 Dec.One-way flight with Porter Airlines.Outbound indirect flight with Porter Airlines, departs from Ottawa International on Sun, 7 Dec, arriving in Chicago Midway.Price includes taxes and charges.From Rs73,125, select.
Chicago.Rs74,926 per passenger.Departing Tue, 29 Jul.One-way flight with Porter Airlines.Outbound indirect flight with Porter Airlines, departs from Ottawa International on Tue, 29 Jul, arriving in Chicago O'Hare International.Price includes taxes and charges.From Rs74,926, 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 October.
Jul
from Rs74,926
Aug
from Rs50,338
Sep
from Rs48,491
Oct
from Rs47,913
Nov
from Rs80,083
Dec
from Rs73,125
Jan
from Rs77,642
Feb
from Rs96,880
Mar
Find prices
Apr
from Rs80,083
May
Find prices
Jun
Find prices

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 foundRs47,913
Cheapest month to flyOctober
Average flight time2 hrs, 27 mins
Most popular airlineUnited
Average flights per week97

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 Rs88,541. 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 27 minutes is the average flight time from Ottawa to Chicago.
United, Republic Airways and Air New Zealand fly direct from Ottawa to Chicago.
As of July 2025, there are 97 flights per week flying from Ottawa to Chicago.
The cheapest month to fly from Ottawa to Chicago is usually October.
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 Rs88,541.
After crunching the numbers on our flight calendar, we found that it is currently cheapest to fly from Ottawa to Chicago on Friday, 3 October 2025.
Yes – the average flight time is 2 hours and 27 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.
The cheapest airline that flies to Chicago is WestJet. And the cheapest airline that flies to Chicago O'Hare International Airport is United.

Travelling from Ottawa to Chicago: what you need to know

  • Planning your getaway begins with working out where you'll leave from in Ottawa. Ottawa/Macdonald-Cartier International Airport (YOW) is the city's main airport, so check out your options for booking a flight from Ottawa to Chicago taking off from here.

  • O'Hare International Airport (ORD) and Chicago Midway International Airport (MDW) are Chicago's major gateways.

  • Around 2 hours 20 minutes is how long you'll be travelling on a direct Ottawa to Chicago flight.

  • To ensure you make your Ottawa to Chicago flight, leave plenty of time for things like check-in and baggage drop. Turning up two hours before international departures and one hour before domestic flights is the standard rule.

  • If you're taking off during a major holiday or other peak period, give yourself extra time. A good general rule is two hours before domestic flights and up to four hours before international departures. Check-in and security lines will be longer.

How to find the cheapest flights from Ottawa to Chicago

  • At the moment, Rs47,913 is the best price we've seen for a one-way ticket from Ottawa to Chicago. The cheapest price for a return flight is Rs88,541. Remember fares may change due to demand at the time of booking.

  • Score cheap Ottawa to Chicago flights by booking two months ahead. Based on our research, that's the ideal time frame for bagging a bargain.

  • The best month for finding cheap plane tickets from Ottawa to Chicago is May. Use the 'Whole month' tool to compare prices, then choose the dates that offer the lowest fares.

  • Locking in a cheap flight from Ottawa to Chicago couldn't be easier with Price Alerts. All you need to do is set up one of these automatic alerts and we'll let you know when the price has dropped.

  • Save money on your Ottawa to Chicago flight with the help of our filters. Select your ideal departure time, duration and airlines, then sort the results by 'Cheapest' to see the best deals.

Flying from Ottawa

Ottawa/Macdonald-Cartier International Airport (YOW)

  • If you're after a direct flight from Ottawa to Chicago, you can leave from Ottawa/Macdonald-Cartier International Airport (YOW). Get from YOW to O'Hare International Airport (ORD) without any stops.

  • Secure your Ottawa to Chicago plane tickets with United Airlines. This carrier is a top choice for direct flights from YOW.

  • Located around 11 kilometres from the centre of Ottawa, YOW can be reached in about 20 minutes by car, depending on traffic. The journey by public transport takes roughly 45 minutes.

  • After a hassle-free start to your holiday? Stay near Ottawa/Macdonald-Cartier International Airport. Whether you're catching an early flight from Ottawa to Chicago or just don't like being rushed, these hotels are perfect:

  • Of the flights that depart from Ottawa/Macdonald-Cartier International Airport, 58.21% touch down on time at their destination.

  • You'll find YOW at 50 Airport Road.

Arriving in Chicago

O'Hare International Airport (ORD)

  • O'Hare International Airport (ORD) to central Chicago takes around 35 minutes by car. The centre is roughly 26 kilometres away.

  • If you're taking public transport, expect a journey time of roughly 55 minutes.

  • If you have a late flight from Ottawa to Chicago, few things beat the convenience of staying close to the terminal. Grab your suitcases from the carousel and then be showered and snoozing soon after at one of these accommodation options near ORD:

  • Explore without limits with an O'Hare International Airport rental car. Book your wheels from Routes Car Rentals, Dollar or Budget and experience more of Chicago and beyond.

  • Booking your vehicle from O'Hare International Airport around four weeks ahead increases your chances of getting a good deal.

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

Chicago Midway International Airport (MDW)

  • The centre of Chicago is approximately 14 kilometres from Chicago Midway International Airport (MDW). Once your flight from Ottawa to Chicago has touched down and you've navigated your way to arrivals, the drive should take about 20 minutes.

  • If you choose to travel on public transport, the ride to the centre will take you 45 minutes or so.

  • You'll find some great places to call home for the night near MDW. Kick back after your Ottawa to Chicago flight at any of these perfectly located options:

  • No need to worry about public transport schedules or cab lines. Grab a Chicago Midway International Airport rental car and let your trip unfold on your terms. Check out the rates and availability from Dollar, Hertz and Budget.

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

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

Chicago Rockford International Airport (RFD)

  • Chicago Rockford International Airport (RFD) is around 129 kilometres from the centre of Chicago. It'll take you about 1 hour 25 minutes to get to the city centre by ride-share or cab once you've hopped off your flight from Ottawa to Chicago.

  • If you use public transport, the journey time is about 4 hours 15 minutes.

  • Take control of the next part of your trip by picking up a Chicago Rockford International Airport rental car. Budget, Alamo and National make getting on the road effortless.

  • Rental agencies sometimes offer promotions for early bookings, so secure your vehicle from RFD ahead of your flight from Ottawa to Chicago. A little prep work can make a big difference in cost.

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

Best time to go to Chicago

  • August is the most popular month for flights from Ottawa to Chicago. To escape the crowds, visit Chicago in January.

  • The warmest month in Chicago is July, with temperatures ranging between 15ºC and 29ºC. Book your Ottawa to Chicago ticket then if that's your definition of good weather.

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

More about Chicago

Explore more of United States

  • Chicago has loads to offer, but there are so many other corners of United States you'll want to see. Around 451 kilometres south-east of Chicago, a trip to Columbus will keep you on the move. Start with leading attractions like Franklin Park Conservatory and Botanical Gardens, Ohio Statehouse and German Village.

  • Indianapolis is another essential stop in United States and is around 257 kilometres south-east of Chicago. No trip is complete without seeing 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 45 days.