Flights from Chicago to Attleboro

Cheapest flights from Chicago

These prices were available within the past 7 days. Prices quoted are per person, round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Tue, Oct 21 - Tue, Oct 21

ORD

O'Hare Intl.

BOS

Logan Intl.

$131 Roundtrip, found 6 days ago

$131

Roundtrip

found 6 days ago

Select JetBlue Airways flight, departing Tue, Oct 21 from O'Hare Intl. to Logan Intl., returning Tue, Oct 21, priced at $131 found 6 days ago

Sat, May 23 - Wed, May 27

ORD

O'Hare Intl.

BOS

Logan Intl.

$137 Roundtrip, found 21 hours ago

$137

Roundtrip

found 21 hours ago

Select Delta flight, departing Sat, May 23 from O'Hare Intl. to Logan Intl., returning Wed, May 27, priced at $137 found 21 hours ago

Sat, May 23 - Wed, May 27

ORD

O'Hare Intl.

BOS

Logan Intl.

$137 Roundtrip, found 21 hours ago

$137

Roundtrip

found 21 hours ago

Select United flight, departing Sat, May 23 from O'Hare Intl. to Logan Intl., returning Wed, May 27, priced at $137 found 21 hours ago

Sat, May 23 - Wed, May 27

ORD

O'Hare Intl.

BOS

Logan Intl.

$137 Roundtrip, found 21 hours ago

$137

Roundtrip

found 21 hours ago

Select American Airlines flight, departing Sat, May 23 from O'Hare Intl. to Logan Intl., returning Wed, May 27, priced at $137 found 21 hours ago

Tue, Oct 14 - Wed, Oct 29

ORD

O'Hare Intl.

BOS

Logan Intl.

$160 Roundtrip, found 6 days ago

$160

Roundtrip

found 6 days ago

Select Spirit Airlines flight, departing Tue, Oct 14 from O'Hare Intl. to Logan Intl., returning Wed, Oct 29, priced at $160 found 6 days ago

Wed, Oct 15 - Mon, Oct 20

ORD

O'Hare Intl.

BOS

Logan Intl.

$166 Roundtrip, found 2 hours ago

$166

Roundtrip

found 2 hours ago

Select JetBlue Airways flight, departing Wed, Oct 15 from O'Hare Intl. to Logan Intl., returning Mon, Oct 20, priced at $166 found 2 hours ago

Thu, Sep 11 - Fri, Sep 19

ORD

O'Hare Intl.

BOS

Logan Intl.

$173 Roundtrip, found 1 day ago

$173

Roundtrip

found 1 day ago

Select Delta flight, departing Thu, Sep 11 from O'Hare Intl. to Logan Intl., returning Fri, Sep 19, priced at $173 found 1 day ago

Tue, Oct 7 - Fri, Oct 24

ORD

O'Hare Intl.

BOS

Logan Intl.

$175 Roundtrip, found 1 day ago

$175

Roundtrip

found 1 day ago

Select Spirit Airlines flight, departing Tue, Oct 7 from O'Hare Intl. to Logan Intl., returning Fri, Oct 24, priced at $175 found 1 day ago

Sat, May 23 - Wed, May 27

ORD

O'Hare Intl.

BOS

Logan Intl.

$177 Roundtrip, found 21 hours ago

$177

Roundtrip

found 21 hours ago

Select American Airlines flight, departing Sat, May 23 from O'Hare Intl. to Logan Intl., returning Wed, May 27, priced at $177 found 21 hours ago

Sat, May 23 - Wed, May 27

ORD

O'Hare Intl.

BOS

Logan Intl.

$178 Roundtrip, found 21 hours ago

$178

Roundtrip

found 21 hours ago

Select Delta flight, departing Sat, May 23 from O'Hare Intl. to Logan Intl., returning Wed, May 27, priced at $178 found 21 hours ago

Wed, Nov 5 - Mon, Nov 24

ORD

O'Hare Intl.

BOS

Logan Intl.

$182 Roundtrip, found 1 day ago

$182

Roundtrip

found 1 day ago

Select JetBlue Airways flight, departing Wed, Nov 5 from O'Hare Intl. to Logan Intl., returning Mon, Nov 24, priced at $182 found 1 day ago

Wed, Oct 15 - Mon, Oct 20

ORD

O'Hare Intl.

BOS

Logan Intl.

$184 Roundtrip, found 2 hours ago

$184

Roundtrip

found 2 hours ago

Select United flight, departing Wed, Oct 15 from O'Hare Intl. to Logan Intl., returning Mon, Oct 20, priced at $184 found 2 hours ago

Wed, Oct 15 - Mon, Oct 20

ORD

O'Hare Intl.

BOS

Logan Intl.

$187 Roundtrip, found 2 hours ago

$187

Roundtrip

found 2 hours ago

Select JetBlue Airways flight, departing Wed, Oct 15 from O'Hare Intl. to Logan Intl., returning Mon, Oct 20, priced at $187 found 2 hours ago

Sat, May 23 - Wed, May 27

ORD

O'Hare Intl.

BOS

Logan Intl.

$187 Roundtrip, found 21 hours ago

$187

Roundtrip

found 21 hours ago

Select United flight, departing Sat, May 23 from O'Hare Intl. to Logan Intl., returning Wed, May 27, priced at $187 found 21 hours ago

Wed, Oct 15 - Mon, Oct 20

ORD

O'Hare Intl.

BOS

Logan Intl.

$191 Roundtrip, found 2 hours ago

$191

Roundtrip

found 2 hours ago

Select United flight, departing Wed, Oct 15 from O'Hare Intl. to Logan Intl., returning Mon, Oct 20, priced at $191 found 2 hours ago

Sat, May 23 - Wed, May 27

ORD

O'Hare Intl.

BOS

Logan Intl.

$192 Roundtrip, found 21 hours ago

$192

Roundtrip

found 21 hours ago

Select United flight, departing Sat, May 23 from O'Hare Intl. to Logan Intl., returning Wed, May 27, priced at $192 found 21 hours ago

Wed, Oct 15 - Mon, Oct 20

ORD

O'Hare Intl.

BOS

Logan Intl.

$194 Roundtrip, found 2 hours ago

$194

Roundtrip

found 2 hours ago

Select United flight, departing Wed, Oct 15 from O'Hare Intl. to Logan Intl., returning Mon, Oct 20, priced at $194 found 2 hours ago

Thu, Sep 11 - Tue, Sep 16

ORD

O'Hare Intl.

PVD

T.F. Green

$217 Roundtrip, found 12 hours ago

$217

Roundtrip

found 12 hours ago

Select American Airlines flight, departing Thu, Sep 11 from O'Hare Intl. to T.F. Green, returning Tue, Sep 16, priced at $217 found 12 hours ago

Tue, Oct 14 - Tue, Oct 28

MDW

Midway Intl.

BOS

Logan Intl.

$277 Roundtrip, found 3 days ago

$277

Roundtrip

found 3 days ago

Select Delta flight, departing Tue, Oct 14 from Midway Intl. to Logan Intl., returning Tue, Oct 28, priced at $277 found 3 days ago

Sat, Jul 26 - Thu, Jul 31

ORD

O'Hare Intl.

BOS

Logan Intl.

$306 Roundtrip, found 4 days ago

$306

Roundtrip

found 4 days ago

Select Frontier Airlines flight, departing Sat, Jul 26 from O'Hare Intl. to Logan Intl., returning Thu, Jul 31, priced at $306 found 4 days ago