Cheap flights from Ottawa to Chicago from C$ 245

The month of March is another great option to travel to Chicago, with average flight prices from Ottawa averaging around C$ 561.

The cheapest day to depart on your flight to Chicago is on a Wednesday when prices can be found for as low as C$ 767. This is often the case because there is less demand to fly during this day of the week. If your travel schedule is flexible, try to avoid departing on a Monday because tickets tend to average around C$ 979. These prices are subject to change though, so be sure to set up a Price Alert for flights to Chicago.

In the afternoon is the cheapest time of day to fly from Ottawa to Chicago when you can find flight prices for as low as C$ 782. Flying to Chicago in the afternoon is an ideal time because this is during off-peak travel hours. In the morning is when there is more demand to fly to Chicago, so prices are often more expensive at around C$ 834 per ticket.

Fly from Ottawa to Chicago O'Hare Intl for the best Ottawa - Chicago flight prices

There are 4 cabin classes available to choose from on Ottawa to Chicago flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

You could potentially save up to 42% on your flight if you consider stops on a Ottawa to Chicago flight.

Porter Airlines, WestJet, and Air Canada are the most popular carriers operating from Ottawa to Chicago

Air Canada, United Airlines and Porter Airlines are the top three most popular airlines that fly to Chicago from Ottawa according to our data. Air Canada is the first choice among our users, with 71% of people opting to fly with this airline when travelling to Chicago. Keep in mind that there are 4 different airlines that fly to Chicago on a routine basis, so you have a few additional options to choose from.

Toronto (YTZ) was the most common stop: 67% of momondo users choosing one-stop flights on this route connected there.

Flights via Toronto (YTZ) offer the lowest average round-trip price of C$ 485.

Flights connecting via Toronto (YTZ) have the shortest average one-way travel time: 5h 12m.

Toronto (YTZ) has the shortest average layover time for this route: 2h 59m.

As of August 2026, 12 flights take off from Ottawa and land in Chicago each day. The most common flight departure time for this route is 6:00a.m., with 72% of daily flights taking off at noon.

86 flights are operational weekly from Ottawa to Chicago as of August 2026. The most popular departure day for this route is Mon, with 15% of flights per week taking off on this day.