$99 Cheap American Airlines flights Boston (BOS) to Chicago (ORD)

$99 Cheap American Airlines flights Boston (BOS) to Chicago (ORD)

Prices were available within the past 7 days and start at $99 for one-way flights and $201 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Sun, Jun 21 - Wed, Jun 24

BOS

Boston

ORD

Chicago

$201 Roundtrip, found 1 day ago

$201

Roundtrip

found 1 day ago

Select American Airlines flight, departing Sun, Jun 21 from Boston to Chicago, returning Wed, Jun 24, priced at $201 found 1 day ago

Fri, Jun 19 - Mon, Jun 22

BOS

Boston

ORD

Chicago

$226 Roundtrip, found 8 hours ago

$226

Roundtrip

found 8 hours ago

Select American Airlines flight, departing Fri, Jun 19 from Boston to Chicago, returning Mon, Jun 22, priced at $226 found 8 hours ago

Sun, Jun 21 - Wed, Jun 24

BOS

Boston

ORD

Chicago

$232 Roundtrip, found 1 day ago

$232

Roundtrip

found 1 day ago

Select American Airlines flight, departing Sun, Jun 21 from Boston to Chicago, returning Wed, Jun 24, priced at $232 found 1 day ago

Fri, Jun 12 - Sun, Jun 14

BOS

Boston

ORD

Chicago

$236 Roundtrip, found 8 hours ago

$236

Roundtrip

found 8 hours ago

Select American Airlines flight, departing Fri, Jun 12 from Boston to Chicago, returning Sun, Jun 14, priced at $236 found 8 hours ago

Sat, May 30 - Mon, Jun 1

BOS

Boston

ORD

Chicago

$237 Roundtrip, found 3 days ago

$237

Roundtrip

found 3 days ago

Select American Airlines flight, departing Sat, May 30 from Boston to Chicago, returning Mon, Jun 1, priced at $237 found 3 days ago

Sat, May 30 - Mon, Jun 1

BOS

Boston

ORD

Chicago

$241 Roundtrip, found 3 days ago

$241

Roundtrip

found 3 days ago

Select American Airlines flight, departing Sat, May 30 from Boston to Chicago, returning Mon, Jun 1, priced at $241 found 3 days ago