Air Canada flights to Chicago

The best Air Canada flight deals to Chicago

Looking for a cheap last-minute deal or the best return flight to Chicago? If you want to travel to Chicago next month, return fares with Air Canada start from $2,617. Find the lowest prices on one-way and return tickets right here.

Chicago.$2,473 per passenger.Departing Tue, 26 May, returning Mon, 15 Jun.Return flight with Air Canada.Outbound indirect flight with Air Canada, departs from Christchurch on Tue, 26 May, arriving in Chicago O'Hare International.Inbound indirect flight with Air Canada, departs from Chicago O'Hare International on Mon, 15 Jun, arriving in Christchurch.Price includes taxes and charges.From $2,473, select.

Chicago.$2,478 per passenger.Departing Tue, 9 Mar, returning Tue, 30 Mar.Return flight with Air Canada.Outbound indirect flight with Air Canada, departs from Christchurch on Tue, 9 Mar, arriving in Chicago O'Hare International.Inbound indirect flight with Air Canada, departs from Chicago O'Hare International on Tue, 30 Mar, arriving in Christchurch.Price includes taxes and charges.From $2,478, select.

Chicago.$2,560 per passenger.Departing Thu, 19 Nov, returning Thu, 3 Dec.Return flight with Air Canada.Outbound indirect flight with Air Canada, departs from Auckland International on Thu, 19 Nov, arriving in Chicago O'Hare International.Inbound indirect flight with Air Canada, departs from Chicago O'Hare International on Thu, 3 Dec, arriving in Auckland International.Price includes taxes and charges.From $2,560, select.

Chicago.$2,561 per passenger.Departing Thu, 11 Feb, returning Thu, 25 Feb.Return flight with Air Canada.Outbound indirect flight with Air Canada, departs from Auckland International on Thu, 11 Feb, arriving in Chicago O'Hare International.Inbound indirect flight with Air Canada, departs from Chicago O'Hare International on Thu, 25 Feb, arriving in Auckland International.Price includes taxes and charges.From $2,561, select.

Chicago.$2,561 per passenger.Departing Thu, 28 Jan, returning Thu, 11 Feb.Return flight with Air Canada.Outbound indirect flight with Air Canada, departs from Auckland International on Thu, 28 Jan, arriving in Chicago O'Hare International.Inbound indirect flight with Air Canada, departs from Chicago O'Hare International on Thu, 11 Feb, arriving in Auckland International.Price includes taxes and charges.From $2,561, select.

Chicago.$2,571 per passenger.Departing Thu, 5 Nov, returning Thu, 19 Nov.Return flight with Air Canada.Outbound indirect flight with Air Canada, departs from Auckland International on Thu, 5 Nov, arriving in Chicago O'Hare International.Inbound indirect flight with Air Canada, departs from Chicago O'Hare International on Thu, 19 Nov, arriving in Auckland International.Price includes taxes and charges.From $2,571, select.

Chicago.$2,571 per passenger.Departing Thu, 29 Oct, returning Thu, 12 Nov.Return flight with Air Canada.Outbound indirect flight with Air Canada, departs from Auckland International on Thu, 29 Oct, arriving in Chicago O'Hare International.Inbound indirect flight with Air Canada, departs from Chicago O'Hare International on Thu, 12 Nov, arriving in Auckland International.Price includes taxes and charges.From $2,571, select.

Chicago.$2,617 per passenger.Departing Thu, 21 May, returning Sun, 31 May.Return flight with Air Canada.Outbound indirect flight with Air Canada, departs from Auckland International on Thu, 21 May, arriving in Chicago O'Hare International.Inbound indirect flight with Air Canada, departs from Chicago O'Hare International on Sun, 31 May, arriving in Auckland International.Price includes taxes and charges.From $2,617, select.

Chicago.$2,635 per passenger.Departing Mon, 11 Jan, returning Mon, 25 Jan.Return flight with Air Canada.Outbound indirect flight with Air Canada, departs from Auckland International on Mon, 11 Jan, arriving in Chicago O'Hare International.Inbound indirect flight with Air Canada, departs from Chicago O'Hare International on Mon, 25 Jan, arriving in Auckland International.Price includes taxes and charges.From $2,635, select.

Chicago.$2,645 per passenger.Departing Mon, 12 Oct, returning Mon, 26 Oct.Return flight with Air Canada.Outbound indirect flight with Air Canada, departs from Auckland International on Mon, 12 Oct, arriving in Chicago O'Hare International.Inbound indirect flight with Air Canada, departs from Chicago O'Hare International on Mon, 26 Oct, arriving in Auckland International.Price includes taxes and charges.From $2,645, select.

Chicago.$2,794 per passenger.Departing Mon, 28 Dec, returning Mon, 11 Jan.Return flight with Air Canada.Outbound indirect flight with Air Canada, departs from Auckland International on Mon, 28 Dec, arriving in Chicago O'Hare International.Inbound indirect flight with Air Canada, departs from Chicago O'Hare International on Mon, 11 Jan, arriving in Auckland International.Price includes taxes and charges.From $2,794, select.

Chicago.$2,843 per passenger.Departing Thu, 30 Jul, returning Sun, 2 Aug.Return flight with Air Canada.Outbound indirect flight with Air Canada, departs from Auckland International on Thu, 30 Jul, arriving in Chicago O'Hare International.Inbound indirect flight with Air Canada, departs from Chicago O'Hare International on Sun, 2 Aug, arriving in Auckland International.Price includes taxes and charges.From $2,843, select.

Chicago.$2,933 per passenger.Departing Fri, 18 Dec, returning Sat, 26 Dec.Return flight with Air Canada.Outbound indirect flight with Air Canada, departs from Auckland International on Fri, 18 Dec, arriving in Chicago O'Hare International.Inbound indirect flight with Air Canada, departs from Chicago O'Hare International on Sat, 26 Dec, arriving in Auckland International.Price includes taxes and charges.From $2,933, select.

Chicago.$3,076 per passenger.Departing Thu, 18 Feb, returning Wed, 17 Mar.Return flight with Air Canada.Outbound indirect flight with Air Canada, departs from Christchurch on Thu, 18 Feb, arriving in Chicago O'Hare International.Inbound indirect flight with Air Canada, departs from Chicago O'Hare International on Wed, 17 Mar, arriving in Christchurch.Price includes taxes and charges.From $3,076, select.

Chicago.$3,084 per passenger.Departing Mon, 1 Jun, returning Mon, 8 Jun.Return flight with Air Canada.Outbound indirect flight with Air Canada, departs from Auckland International on Mon, 1 Jun, arriving in Chicago O'Hare International.Inbound indirect flight with Air Canada, departs from Chicago O'Hare International on Mon, 8 Jun, arriving in Auckland International.Price includes taxes and charges.From $3,084, select.

Chicago.$3,086 per passenger.Departing Mon, 1 Jun, returning Sun, 30 Aug.Return flight with Air Canada.Outbound indirect flight with Air Canada, departs from Auckland International on Mon, 1 Jun, arriving in Chicago O'Hare International.Inbound indirect flight with Air Canada, departs from Chicago O'Hare International on Sun, 30 Aug, arriving in Auckland International.Price includes taxes and charges.From $3,086, select.

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Find the cheapest time to fly to Chicago with Air Canada

Flexible on travel dates? Here's when fares are lowest.

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May

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Mar

Find which Chicago airports Air Canada flies to

Compare routes to Chicago below. You may find an airport to fly into that's cheaper, faster, or easier.

Flying to Chicago with Air Canada

The things to know before you go.

Cheapest flight found	$2,473
Cheapest month to fly	August

How to find cheap flights to Chicago with Air Canada

Looking for cheap flight tickets to Chicago? Here are a few tips on how to find the best price.

Simply hit 'search'

We've compared every online travel agent and flight provider out there to find the cheapest Air Canada flight tickets to Chicago. And with us, there are no added fees – what you see is what you pay.

Fly from Christchurch

At the moment, the best route to Chicago with Air Canada is from Christchurch to Chicago.

Fly in May

The cheapest time to go to Chicago with Air Canada is currently May.

Flex your dates for the best rates

If you're flexible on your departure dates, use Skyscanner's whole month tool to find the cheapest month, and even day to get flights to Chicago with Air Canada.

Set up a Price Alert

We'll let you know when the price of your flight to Chicago goes up or down so you can book when the time is just right. You're even able to watch specific Air Canada flights.

Book your Air Canada flight to Chicago with extra peace of mind

Find flexible Air Canada flights to Chicago

Air Canada might offer amendable tickets to Chicago, which means you won't lose out if your booking has to be changed or cancelled.

Add travel cost protection

Make sure you have the right travel insurance before flying to Chicago. That way you can cover the costs of any unexpected events, such as delays or lost luggage.

Reduce your carbon footprint

To check whether there are any lower emissions flights available on your route, simply check the “only show flights with lower CO₂ emissions” box when you search for a flight with us.

Flying to Chicago with Air Canada: FAQs

Is there anywhere else I could fly to with Air Canada?

Air Canada currently also flies to Toronto Pearson International, Montreal Pierre Elliott Trudeau and Vancouver International.

What's the cheapest month to fly to Chicago with Air Canada?

Although it's difficult to get an accurate idea of when Air Canada flights to Chicago are cheapest, the lowest fares are currently for departures in May.