Compare and book American Airlines flights to Chicago on momondo

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Recent American Airlines flights to Chicago found by users

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Cheap American Airlines Flight Deals to Chicago

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6:00 am - 8:17 amBOS-ORD

3h 17mnonstop

6:10 am - 9:35 amORD-BOS

2h 25mnonstop

$117American Airlines

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Tue, Dec 9 - Thu, Dec 11

4:05 pm - 6:26 pmBOS-ORD

3h 21mnonstop

2:42 pm - 6:11 pmORD-BOS

2h 29mnonstop

$118American Airlines

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Tue, Dec 9 - Tue, Dec 16

6:00 am - 8:17 amBOS-ORD

3h 17mnonstop

8:08 am - 11:39 amORD-BOS

2h 31mnonstop

$122American Airlines

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Fri, Dec 5 - Wed, Dec 10

7:01 pm - 9:14 pmBOS-ORD

3h 13mnonstop

7:00 am - 10:29 amORD-BOS

2h 29mnonstop

$123American Airlines

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Thu, Dec 11 - Sun, Dec 14

6:00 am - 8:17 amBOS-ORD

3h 17mnonstop

8:40 pm - 12:13 amORD-BOS

2h 33mnonstop

$127American Airlines

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Fri, Dec 5 - Mon, Dec 8

9:00 am - 10:49 amJFK-ORD

2h 49mnonstop

4:04 pm - 7:29 pmORD-JFK

2h 25mnonstop

$137American Airlines

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Sat, Dec 6 - Mon, Dec 8

7:07 am - 9:05 amEWR-ORD

2h 58mnonstop

7:27 pm - 10:41 pmORD-EWR

2h 14mnonstop

$137American Airlines

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Tue, Dec 9 - Tue, Dec 9

6:00 am - 7:50 amLGA-ORD

2h 50mnonstop

2:47 pm - 6:04 pmORD-LGA

2h 17mnonstop

$137American Airlines

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Thu, Dec 11 - Mon, Dec 15

9:00 am - 10:49 amJFK-ORD

2h 49mnonstop

4:04 pm - 7:29 pmORD-JFK

2h 25mnonstop

$138American Airlines

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Sat, Dec 6 - Mon, Dec 8

7:30 pm - 9:28 pmEWR-ORD

2h 58mnonstop

7:27 pm - 10:41 pmORD-EWR

2h 14mnonstop

$138American Airlines

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Sat, Dec 6 - Mon, Dec 8

American Airlines flights to Chicago at a glance

Fastest flight time	2h 10m
Direct flights	Every day
Airports in Chicago	1 airport

The fastest flight from United States to Chicago takes 2h 10m

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Direct flights go from United States to Chicago every day.

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There is 1 airport near Chicago: Chicago O'Hare Intl (ORD)

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Insights on American Airlines flights to Chicago

Data designed to help you find the right flight

What is the cheapest month to fly Economy Class to Chicago?

In general, May is the cheapest month to fly Economy Class from United States to Chicago. Due to it being the ‘off-season’ during this time, you can expect Economy Class flight prices to be around $196. If you aren’t able to travel during the month of May, then book Economy Class flights to Chicago from United States during February instead. Economy Class flights to Chicago in February, while not as cheap as those in May, still average around $203.

What is the cheapest day to depart on your Economy Class flight to Chicago?

The cheapest day to depart from United States to Chicago is on a Tuesday when prices can be found for as low as $137. Be sure to avoid booking your departure on a Friday as prices are generally higher than usual. According to our data, the average Economy Class ticket price to Chicago on a Friday is $167.

How far in advance should I book a flight to Chicago?

You are more likely to see cheaper flights to Chicago from United States when booking weeks ahead of your departure date. In general, you can expect to find flights to Chicago for around $242 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Chicago from United States for as low as $186 on momondo.

Can stopping save me money on United States to Chicago flights?

You could potentially save up to 56% on your flight if you consider stops on a United States to Chicago flight.

Frequently asked questions about flights to Chicago with American Airlines

Is American Airlines generally cheaper than other airlines for flights to Chicago?

Lots of factors influence the price of a flight, whether that's with American Airlines or other airlines so it is best to search and compare before booking. The airline flying to Chicago with the cheapest average return price tends to be Allegiant Air.