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Book with confidence - We have plenty of flexible travel options to choose from in case you need to change your plans.

Low-cost flights to Chicago with American Airlines

COVID-19 updates. - For information on refunds and cancellations. To change your booking on My bravofly.com. Read up on the latest travel restrictions.

American Airlines airline tickets to Chicago - Best prices

London - Chicago

Mon 5/24/21 Tue 5/25/21 Wed 5/26/21 Thu 5/27/21 Fri 5/28/21 Sat 5/29/21 Sun 5/30/21
Mon 5/24/21
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 Tue 5/25/21
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 Wed 5/26/21
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 Thu 5/27/21
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 Fri 5/28/21
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 Sat 5/29/21
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 Sun 5/30/21
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New York - Chicago

Mon 5/24/21 Tue 5/25/21 Wed 5/26/21 Thu 5/27/21 Fri 5/28/21 Sat 5/29/21 Sun 5/30/21
Mon 5/24/21
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 Tue 5/25/21
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 Wed 5/26/21
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 Thu 5/27/21
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 Fri 5/28/21
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 Sat 5/29/21
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 Sun 5/30/21
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San Francisco - Chicago

Mon 5/24/21 Tue 5/25/21 Wed 5/26/21 Thu 5/27/21 Fri 5/28/21 Sat 5/29/21 Sun 5/30/21
Mon 5/24/21
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 Tue 5/25/21
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 Wed 5/26/21
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 Thu 5/27/21
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 Fri 5/28/21
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 Sat 5/29/21
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 Sun 5/30/21
from 356 €
8d ago

Los Angeles - Chicago

Mon 5/24/21 Tue 5/25/21 Wed 5/26/21 Thu 5/27/21 Fri 5/28/21 Sat 5/29/21 Sun 5/30/21
Mon 5/24/21
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 Tue 5/25/21
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 Wed 5/26/21
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 Thu 5/27/21
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 Fri 5/28/21
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 Sat 5/29/21
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 Sun 5/30/21
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Washington - Chicago

Mon 5/24/21 Tue 5/25/21 Wed 5/26/21 Thu 5/27/21 Fri 5/28/21 Sat 5/29/21 Sun 5/30/21
Mon 5/24/21
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 Tue 5/25/21
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 Wed 5/26/21
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 Thu 5/27/21
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 Fri 5/28/21
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 Sat 5/29/21
from 239 €
3d ago
Sun 5/30/21
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Boston - Chicago

Mon 5/24/21 Tue 5/25/21 Wed 5/26/21 Thu 5/27/21 Fri 5/28/21 Sat 5/29/21 Sun 5/30/21
Mon 5/24/21
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 Tue 5/25/21
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 Wed 5/26/21
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 Thu 5/27/21
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 Fri 5/28/21
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 Sat 5/29/21
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 Sun 5/30/21
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Prices refer to lowest available return flight, and are per person for the dates shown. The flights are subject to seat availability as well as variations in the price and tariffs.