Is there anywhere else I could fly to with American Airlines?

American Airlines currently also flies to Dallas Fort Worth International, Chicago O'Hare International and Charlotte Douglas.

What's the cheapest month to fly to Chicago with American Airlines?

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

American Airlines flights to Chicago

The best American Airlines flight deals to Chicago

Looking for a last minute deal or the best direct flight? Find the biggest savings on one-way and return trips to Chicago with American Airlines.

Chicago.$1,574 per passenger.Departing Fri, 1 Nov, returning Wed, 1 Jan.Return flight with American Airlines.Outbound indirect flight with American Airlines, departs from Auckland International on Fri, 1 Nov, arriving in Chicago O'Hare International.Inbound indirect flight with American Airlines, departs from Chicago O'Hare International on Wed, 1 Jan, arriving in Auckland International.Price includes taxes and charges.From $1,574, select.

Chicago.$1,775 per passenger.Departing Mon, 2 Dec, returning Mon, 16 Dec.Return flight with American Airlines.Outbound indirect flight with American Airlines, departs from Auckland International on Mon, 2 Dec, arriving in Chicago O'Hare International.Inbound indirect flight with American Airlines, departs from Chicago O'Hare International on Mon, 16 Dec, arriving in Auckland International.Price includes taxes and charges.From $1,775, select.

Chicago.$1,775 per passenger.Departing Mon, 25 Nov, returning Mon, 9 Dec.Return flight with American Airlines.Outbound indirect flight with American Airlines, departs from Auckland International on Mon, 25 Nov, arriving in Chicago O'Hare International.Inbound indirect flight with American Airlines, departs from Chicago O'Hare International on Mon, 9 Dec, arriving in Auckland International.Price includes taxes and charges.From $1,775, select.

Chicago.$1,937 per passenger.Departing Mon, 3 Mar, returning Mon, 17 Mar.Return flight with American Airlines.Outbound indirect flight with American Airlines, departs from Auckland International on Mon, 3 Mar, arriving in Chicago O'Hare International.Inbound indirect flight with American Airlines, departs from Chicago O'Hare International on Mon, 17 Mar, arriving in Auckland International.Price includes taxes and charges.From $1,937, select.

Chicago.$1,937 per passenger.Departing Mon, 24 Feb, returning Mon, 10 Mar.Return flight with American Airlines.Outbound indirect flight with American Airlines, departs from Auckland International on Mon, 24 Feb, arriving in Chicago O'Hare International.Inbound indirect flight with American Airlines, departs from Chicago O'Hare International on Mon, 10 Mar, arriving in Auckland International.Price includes taxes and charges.From $1,937, select.

Chicago.$1,979 per passenger.Departing Mon, 28 Oct, returning Mon, 11 Nov.Return flight with American Airlines.Outbound indirect flight with American Airlines, departs from Auckland International on Mon, 28 Oct, arriving in Chicago O'Hare International.Inbound indirect flight with American Airlines, departs from Chicago O'Hare International on Mon, 11 Nov, arriving in Auckland International.Price includes taxes and charges.From $1,979, select.

Chicago.$2,031 per passenger.Departing Mon, 10 Jun, returning Fri, 14 Jun.Return flight with American Airlines.Outbound indirect flight with American Airlines, departs from Auckland International on Mon, 10 Jun, arriving in Chicago O'Hare International.Inbound indirect flight with American Airlines, departs from Chicago O'Hare International on Fri, 14 Jun, arriving in Auckland International.Price includes taxes and charges.From $2,031, select.

Chicago.$2,031 per passenger.Departing Wed, 29 May, returning Wed, 12 Jun.Return flight with American Airlines.Outbound indirect flight with American Airlines, departs from Auckland International on Wed, 29 May, arriving in Chicago O'Hare International.Inbound indirect flight with American Airlines, departs from Chicago O'Hare International on Wed, 12 Jun, arriving in Auckland International.Price includes taxes and charges.From $2,031, select.

Find the cheapest time to fly to Chicago with American Airlines

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

May

Jun

Jul

Aug

Sep

Oct

Nov

Dec

Jan

Feb

Mar

Apr

Find which Chicago airports American Airlines flies to

We were able to find fares for the following Chicago airports. Find the one that works for you.

Flying to Chicago with American Airlines

The things to know before you go.

Cheapest flight found	$1,574
Cheapest month to fly	November

How to find cheap flights to Chicago with American Airlines

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 American Airlines flight tickets to Chicago. And with us, there are no added fees – what you see is what you pay.

Fly from Auckland

At the moment, the best route to Chicago with American Airlines is from Auckland to Chicago.

Fly in November

The cheapest time to go to Chicago with American Airlines is currently November.

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 American Airlines.

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 American Airlines flights.

Book your American Airlines flight to Chicago with extra peace of mind

Find flexible American Airlines flights to Chicago

American Airlines 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 American Airlines: FAQs

: American Airlines currently also flies to Dallas Fort Worth International, Chicago O'Hare International and Charlotte Douglas.
: Although it's difficult to get an accurate idea of when American Airlines flights to Chicago are cheapest, the lowest fares are currently for departures in November.