Flights from Chicago to Whitman

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.

Thu, Jul 10 - Tue, Jul 15

ORD

O'Hare Intl.

BOS

Logan Intl.

$95 Roundtrip, found 4 days ago

$95

Roundtrip

found 4 days ago

Select American Airlines flight, departing Thu, Jul 10 from O'Hare Intl. to Logan Intl., returning Tue, Jul 15, priced at $95 found 4 days ago

Thu, Jul 10 - Tue, Jul 15

ORD

O'Hare Intl.

BOS

Logan Intl.

$99 Roundtrip, found 4 days ago

$99

Roundtrip

found 4 days ago

Select United flight, departing Thu, Jul 10 from O'Hare Intl. to Logan Intl., returning Tue, Jul 15, priced at $99 found 4 days ago

Wed, Jul 9 - Mon, Jul 14

ORD

O'Hare Intl.

BOS

Logan Intl.

$99 Roundtrip, found 4 days ago

$99

Roundtrip

found 4 days ago

Select JetBlue Airways flight, departing Wed, Jul 9 from O'Hare Intl. to Logan Intl., returning Mon, Jul 14, priced at $99 found 4 days ago

Fri, Jul 11 - Tue, Jul 15

ORD

O'Hare Intl.

BOS

Logan Intl.

$103 Roundtrip, found 4 days ago

$103

Roundtrip

found 4 days ago

Select United flight, departing Fri, Jul 11 from O'Hare Intl. to Logan Intl., returning Tue, Jul 15, priced at $103 found 4 days ago

Fri, Jul 11 - Tue, Jul 15

ORD

O'Hare Intl.

BOS

Logan Intl.

$104 Roundtrip, found 4 days ago

$104

Roundtrip

found 4 days ago

Select JetBlue Airways flight, departing Fri, Jul 11 from O'Hare Intl. to Logan Intl., returning Tue, Jul 15, priced at $104 found 4 days ago

Fri, Jul 11 - Tue, Jul 15

ORD

O'Hare Intl.

BOS

Logan Intl.

$108 Roundtrip, found 4 days ago

$108

Roundtrip

found 4 days ago

Select JetBlue Airways flight, departing Fri, Jul 11 from O'Hare Intl. to Logan Intl., returning Tue, Jul 15, priced at $108 found 4 days ago

Thu, Jul 10 - Tue, Jul 15

ORD

O'Hare Intl.

BOS

Logan Intl.

$115 Roundtrip, found 4 days ago

$115

Roundtrip

found 4 days ago

Select United flight, departing Thu, Jul 10 from O'Hare Intl. to Logan Intl., returning Tue, Jul 15, priced at $115 found 4 days ago

Tue, Jul 1 - Wed, Jul 9

ORD

O'Hare Intl.

BOS

Logan Intl.

$117 Roundtrip, found 13 hours ago

$117

Roundtrip

found 13 hours ago

Select American Airlines flight, departing Tue, Jul 1 from O'Hare Intl. to Logan Intl., returning Wed, Jul 9, priced at $117 found 13 hours ago

Sat, May 31 - Wed, Aug 13

ORD

O'Hare Intl.

BOS

Logan Intl.

$117 Roundtrip, just found

$117

Roundtrip

just found

Select Delta flight, departing Sat, May 31 from O'Hare Intl. to Logan Intl., returning Wed, Aug 13, priced at $117 just found

Thu, Jul 10 - Tue, Jul 15

ORD

O'Hare Intl.

BOS

Logan Intl.

$119 Roundtrip, found 4 days ago

$119

Roundtrip

found 4 days ago

Select United flight, departing Thu, Jul 10 from O'Hare Intl. to Logan Intl., returning Tue, Jul 15, priced at $119 found 4 days ago

Fri, Jul 11 - Wed, Jul 16

ORD

O'Hare Intl.

BOS

Logan Intl.

$125 Roundtrip, found 4 days ago

$125

Roundtrip

found 4 days ago

Select United flight, departing Fri, Jul 11 from O'Hare Intl. to Logan Intl., returning Wed, Jul 16, priced at $125 found 4 days ago

Thu, Jul 10 - Tue, Jul 15

ORD

O'Hare Intl.

BOS

Logan Intl.

$125 Roundtrip, found 4 days ago

$125

Roundtrip

found 4 days ago

Select JetBlue Airways flight, departing Thu, Jul 10 from O'Hare Intl. to Logan Intl., returning Tue, Jul 15, priced at $125 found 4 days ago

Thu, Jul 10 - Tue, Jul 15

ORD

O'Hare Intl.

BOS

Logan Intl.

$130 Roundtrip, found 4 days ago

$130

Roundtrip

found 4 days ago

Select United flight, departing Thu, Jul 10 from O'Hare Intl. to Logan Intl., returning Tue, Jul 15, priced at $130 found 4 days ago

Thu, Jul 10 - Tue, Jul 15

ORD

O'Hare Intl.

BOS

Logan Intl.

$132 Roundtrip, found 4 days ago

$132

Roundtrip

found 4 days ago

Select United flight, departing Thu, Jul 10 from O'Hare Intl. to Logan Intl., returning Tue, Jul 15, priced at $132 found 4 days ago

Fri, Jul 11 - Tue, Jul 15

ORD

O'Hare Intl.

BOS

Logan Intl.

$133 Roundtrip, found 4 days ago

$133

Roundtrip

found 4 days ago

Select United flight, departing Fri, Jul 11 from O'Hare Intl. to Logan Intl., returning Tue, Jul 15, priced at $133 found 4 days ago

Fri, Jul 11 - Tue, Jul 15

ORD

O'Hare Intl.

BOS

Logan Intl.

$134 Roundtrip, found 4 days ago

$134

Roundtrip

found 4 days ago

Select United flight, departing Fri, Jul 11 from O'Hare Intl. to Logan Intl., returning Tue, Jul 15, priced at $134 found 4 days ago

Thu, Jul 10 - Tue, Jul 15

ORD

O'Hare Intl.

BOS

Logan Intl.

$136 Roundtrip, found 4 days ago

$136

Roundtrip

found 4 days ago

Select United flight, departing Thu, Jul 10 from O'Hare Intl. to Logan Intl., returning Tue, Jul 15, priced at $136 found 4 days ago

Tue, Jun 3 - Wed, Aug 13

ORD

O'Hare Intl.

BOS

Logan Intl.

$167 Roundtrip, just found

$167

Roundtrip

just found

Select Spirit Airlines flight, departing Tue, Jun 3 from O'Hare Intl. to Logan Intl., returning Wed, Aug 13, priced at $167 just found

Fri, Jun 6 - Tue, Jun 10

MDW

Midway Intl.

BOS

Logan Intl.

$307 Roundtrip, found 3 days ago

$307

Roundtrip

found 3 days ago

Select Delta flight, departing Fri, Jun 6 from Midway Intl. to Logan Intl., returning Tue, Jun 10, priced at $307 found 3 days ago

Fri, Jun 27 - Sun, Jul 6

ORD

O'Hare Intl.

BOS

Logan Intl.

$410 Roundtrip, found 1 day ago

$410

Roundtrip

found 1 day ago

Select Frontier Airlines flight, departing Fri, Jun 27 from O'Hare Intl. to Logan Intl., returning Sun, Jul 6, priced at $410 found 1 day ago