Flights from Boston to South Holland

Cheapest flights from Boston

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.

Sun, Sep 7 - Wed, Sep 10

BOS

Logan Intl.

ORD

O'Hare Intl.

$98 Roundtrip, found 5 hours ago

$98

Roundtrip

found 5 hours ago

Select JetBlue Airways flight, departing Sun, Sep 7 from Logan Intl. to O'Hare Intl., returning Wed, Sep 10, priced at $98 found 5 hours ago

Sun, Sep 7 - Wed, Sep 10

BOS

Logan Intl.

ORD

O'Hare Intl.

$98 Roundtrip, found 5 hours ago

$98

Roundtrip

found 5 hours ago

Select United flight, departing Sun, Sep 7 from Logan Intl. to O'Hare Intl., returning Wed, Sep 10, priced at $98 found 5 hours ago

Sun, Sep 7 - Wed, Sep 10

BOS

Logan Intl.

ORD

O'Hare Intl.

$98 Roundtrip, found 5 hours ago

$98

Roundtrip

found 5 hours ago

Select American Airlines flight, departing Sun, Sep 7 from Logan Intl. to O'Hare Intl., returning Wed, Sep 10, priced at $98 found 5 hours ago

Sun, Sep 7 - Wed, Sep 10

BOS

Logan Intl.

ORD

O'Hare Intl.

$116 Roundtrip, found 5 hours ago

$116

Roundtrip

found 5 hours ago

Select United flight, departing Sun, Sep 7 from Logan Intl. to O'Hare Intl., returning Wed, Sep 10, priced at $116 found 5 hours ago

Sun, Sep 7 - Wed, Sep 10

BOS

Logan Intl.

ORD

O'Hare Intl.

$128 Roundtrip, found 5 hours ago

$128

Roundtrip

found 5 hours ago

Select JetBlue Airways flight, departing Sun, Sep 7 from Logan Intl. to O'Hare Intl., returning Wed, Sep 10, priced at $128 found 5 hours ago

Sun, Sep 7 - Wed, Sep 10

BOS

Logan Intl.

ORD

O'Hare Intl.

$133 Roundtrip, found 5 hours ago

$133

Roundtrip

found 5 hours ago

Select United flight, departing Sun, Sep 7 from Logan Intl. to O'Hare Intl., returning Wed, Sep 10, priced at $133 found 5 hours ago

Tue, Jul 15 - Thu, Jul 17

BOS

Logan Intl.

ORD

O'Hare Intl.

$137 Roundtrip, found 5 hours ago

$137

Roundtrip

found 5 hours ago

Select JetBlue Airways flight, departing Tue, Jul 15 from Logan Intl. to O'Hare Intl., returning Thu, Jul 17, priced at $137 found 5 hours ago

Tue, Jul 15 - Wed, Jul 16

BOS

Logan Intl.

ORD

O'Hare Intl.

$137 Roundtrip, found 5 hours ago

$137

Roundtrip

found 5 hours ago

Select Delta flight, departing Tue, Jul 15 from Logan Intl. to O'Hare Intl., returning Wed, Jul 16, priced at $137 found 5 hours ago

Wed, Aug 6 - Fri, Aug 8

BOS

Logan Intl.

ORD

O'Hare Intl.

$139 Roundtrip, found 6 days ago

$139

Roundtrip

found 6 days ago

Select Spirit Airlines flight, departing Wed, Aug 6 from Logan Intl. to O'Hare Intl., returning Fri, Aug 8, priced at $139 found 6 days ago

Sun, Sep 7 - Wed, Sep 10

BOS

Logan Intl.

ORD

O'Hare Intl.

$142 Roundtrip, found 5 hours ago

$142

Roundtrip

found 5 hours ago

Select United flight, departing Sun, Sep 7 from Logan Intl. to O'Hare Intl., returning Wed, Sep 10, priced at $142 found 5 hours ago

Sun, Sep 7 - Wed, Sep 10

BOS

Logan Intl.

ORD

O'Hare Intl.

$142 Roundtrip, found 5 hours ago

$142

Roundtrip

found 5 hours ago

Select United flight, departing Sun, Sep 7 from Logan Intl. to O'Hare Intl., returning Wed, Sep 10, priced at $142 found 5 hours ago

Sat, Oct 25 - Mon, Oct 27

BOS

Logan Intl.

ORD

O'Hare Intl.

$145 Roundtrip, found 6 days ago

$145

Roundtrip

found 6 days ago

Select Delta flight, departing Sat, Oct 25 from Logan Intl. to O'Hare Intl., returning Mon, Oct 27, priced at $145 found 6 days ago

Sun, Sep 7 - Wed, Sep 10

BOS

Logan Intl.

ORD

O'Hare Intl.

$149 Roundtrip, found 5 hours ago

$149

Roundtrip

found 5 hours ago

Select United flight, departing Sun, Sep 7 from Logan Intl. to O'Hare Intl., returning Wed, Sep 10, priced at $149 found 5 hours ago

Sat, Sep 20 - Fri, Sep 26

BOS

Logan Intl.

ORD

O'Hare Intl.

$153 Roundtrip, found 1 day ago

$153

Roundtrip

found 1 day ago

Select United flight, departing Sat, Sep 20 from Logan Intl. to O'Hare Intl., returning Fri, Sep 26, priced at $153 found 1 day ago

Sun, Sep 7 - Wed, Sep 10

BOS

Logan Intl.

ORD

O'Hare Intl.

$153 Roundtrip, found 5 hours ago

$153

Roundtrip

found 5 hours ago

Select JetBlue Airways flight, departing Sun, Sep 7 from Logan Intl. to O'Hare Intl., returning Wed, Sep 10, priced at $153 found 5 hours ago

Sat, Sep 20 - Fri, Sep 26

BOS

Logan Intl.

ORD

O'Hare Intl.

$155 Roundtrip, found 1 day ago

$155

Roundtrip

found 1 day ago

Select United flight, departing Sat, Sep 20 from Logan Intl. to O'Hare Intl., returning Fri, Sep 26, priced at $155 found 1 day ago

Tue, Jul 15 - Wed, Jul 23

BOS

Logan Intl.

ORD

O'Hare Intl.

$155 Roundtrip, found 5 hours ago

$155

Roundtrip

found 5 hours ago

Select Delta flight, departing Tue, Jul 15 from Logan Intl. to O'Hare Intl., returning Wed, Jul 23, priced at $155 found 5 hours ago

Sun, Sep 7 - Wed, Sep 10

BOS

Logan Intl.

ORD

O'Hare Intl.

$158 Roundtrip, found 5 hours ago

$158

Roundtrip

found 5 hours ago

Select JetBlue Airways flight, departing Sun, Sep 7 from Logan Intl. to O'Hare Intl., returning Wed, Sep 10, priced at $158 found 5 hours ago

Wed, Oct 8 - Wed, Oct 15

BOS

Logan Intl.

ORD

O'Hare Intl.

$160 Roundtrip, found 1 day ago

$160

Roundtrip

found 1 day ago

Select Spirit Airlines flight, departing Wed, Oct 8 from Logan Intl. to O'Hare Intl., returning Wed, Oct 15, priced at $160 found 1 day ago

Sat, Sep 20 - Fri, Sep 26

BOS

Logan Intl.

ORD

O'Hare Intl.

$306 Roundtrip, found 1 day ago

$306

Roundtrip

found 1 day ago

Select Frontier Airlines flight, departing Sat, Sep 20 from Logan Intl. to O'Hare Intl., returning Fri, Sep 26, priced at $306 found 1 day ago