Flights from Chicago to Marblehead

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, Aug 5 - Tue, Aug 12

ORD

O'Hare Intl.

BOS

Logan Intl.

$107 Roundtrip, found 1 day ago

$107

Roundtrip

found 1 day ago

Select JetBlue Airways flight, departing Tue, Aug 5 from O'Hare Intl. to Logan Intl., returning Tue, Aug 12, priced at $107 found 1 day ago

Fri, Aug 8 - Tue, Aug 12

ORD

O'Hare Intl.

BOS

Logan Intl.

$112 Roundtrip, found 1 day ago

$112

Roundtrip

found 1 day ago

Select JetBlue Airways flight, departing Fri, Aug 8 from O'Hare Intl. to Logan Intl., returning Tue, Aug 12, priced at $112 found 1 day ago

Tue, Jul 1 - Wed, Jul 9

ORD

O'Hare Intl.

BOS

Logan Intl.

$117 Roundtrip, found 3 days ago

$117

Roundtrip

found 3 days ago

Select American Airlines flight, departing Tue, Jul 1 from O'Hare Intl. to Logan Intl., returning Wed, Jul 9, priced at $117 found 3 days ago

Sat, May 31 - Wed, Aug 13

ORD

O'Hare Intl.

BOS

Logan Intl.

$117 Roundtrip, found 3 days ago

$117

Roundtrip

found 3 days ago

Select Delta flight, departing Sat, May 31 from O'Hare Intl. to Logan Intl., returning Wed, Aug 13, priced at $117 found 3 days ago

Fri, Aug 8 - Sun, Aug 10

ORD

O'Hare Intl.

BOS

Logan Intl.

$145 Roundtrip, found 1 day ago

$145

Roundtrip

found 1 day ago

Select JetBlue Airways flight, departing Fri, Aug 8 from O'Hare Intl. to Logan Intl., returning Sun, Aug 10, priced at $145 found 1 day ago

Tue, Aug 5 - Thu, Aug 7

ORD

O'Hare Intl.

BOS

Logan Intl.

$147 Roundtrip, found 1 day ago

$147

Roundtrip

found 1 day ago

Select JetBlue Airways flight, departing Tue, Aug 5 from O'Hare Intl. to Logan Intl., returning Thu, Aug 7, priced at $147 found 1 day ago

Tue, Jul 1 - Wed, Jul 9

ORD

O'Hare Intl.

BOS

Logan Intl.

$148 Roundtrip, found 3 days ago

$148

Roundtrip

found 3 days ago

Select United flight, departing Tue, Jul 1 from O'Hare Intl. to Logan Intl., returning Wed, Jul 9, priced at $148 found 3 days ago

Sat, May 31 - Sun, Aug 10

ORD

O'Hare Intl.

BOS

Logan Intl.

$150 Roundtrip, found 1 day ago

$150

Roundtrip

found 1 day ago

Select United flight, departing Sat, May 31 from O'Hare Intl. to Logan Intl., returning Sun, Aug 10, priced at $150 found 1 day ago

Tue, Jul 1 - Wed, Jul 9

ORD

O'Hare Intl.

BOS

Logan Intl.

$152 Roundtrip, found 3 days ago

$152

Roundtrip

found 3 days ago

Select United flight, departing Tue, Jul 1 from O'Hare Intl. to Logan Intl., returning Wed, Jul 9, priced at $152 found 3 days ago

Tue, Jul 1 - Wed, Jul 9

ORD

O'Hare Intl.

BOS

Logan Intl.

$158 Roundtrip, found 3 days ago

$158

Roundtrip

found 3 days ago

Select United flight, departing Tue, Jul 1 from O'Hare Intl. to Logan Intl., returning Wed, Jul 9, priced at $158 found 3 days ago

Tue, Aug 5 - Mon, Aug 11

ORD

O'Hare Intl.

BOS

Logan Intl.

$160 Roundtrip, found 1 day ago

$160

Roundtrip

found 1 day ago

Select JetBlue Airways flight, departing Tue, Aug 5 from O'Hare Intl. to Logan Intl., returning Mon, Aug 11, priced at $160 found 1 day ago

Sat, May 31 - Sun, Aug 10

ORD

O'Hare Intl.

BOS

Logan Intl.

$163 Roundtrip, found 1 day ago

$163

Roundtrip

found 1 day ago

Select United flight, departing Sat, May 31 from O'Hare Intl. to Logan Intl., returning Sun, Aug 10, priced at $163 found 1 day ago

Tue, Jul 1 - Wed, Jul 9

ORD

O'Hare Intl.

BOS

Logan Intl.

$164 Roundtrip, found 3 days ago

$164

Roundtrip

found 3 days ago

Select United flight, departing Tue, Jul 1 from O'Hare Intl. to Logan Intl., returning Wed, Jul 9, priced at $164 found 3 days ago

Tue, Jun 3 - Wed, Aug 13

ORD

O'Hare Intl.

BOS

Logan Intl.

$167 Roundtrip, found 3 days ago

$167

Roundtrip

found 3 days ago

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

Fri, Jun 6 - Tue, Jun 10

MDW

Midway Intl.

BOS

Logan Intl.

$307 Roundtrip, found 6 days ago

$307

Roundtrip

found 6 days ago

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

Fri, Jun 6 - Tue, Jun 10

MDW

Midway Intl.

BOS

Logan Intl.

$310 Roundtrip, found 6 days ago

$310

Roundtrip

found 6 days ago

Select Delta flight, departing Fri, Jun 6 from Midway Intl. to Logan Intl., returning Tue, Jun 10, priced at $310 found 6 days ago

Fri, Jun 6 - Tue, Jun 10

MDW

Midway Intl.

BOS

Logan Intl.

$319 Roundtrip, found 6 days ago

$319

Roundtrip

found 6 days ago

Select Delta flight, departing Fri, Jun 6 from Midway Intl. to Logan Intl., returning Tue, Jun 10, priced at $319 found 6 days ago

Fri, Jun 6 - Tue, Jun 10

MDW

Midway Intl.

BOS

Logan Intl.

$349 Roundtrip, found 6 days ago

$349

Roundtrip

found 6 days ago

Select Delta flight, departing Fri, Jun 6 from Midway Intl. to Logan Intl., returning Tue, Jun 10, priced at $349 found 6 days ago

Fri, Jun 27 - Sun, Jul 6

MDW

Midway Intl.

BOS

Logan Intl.

$355 Roundtrip, found 4 days ago

$355

Roundtrip

found 4 days ago

Select Delta flight, departing Fri, Jun 27 from Midway Intl. to Logan Intl., returning Sun, Jul 6, priced at $355 found 4 days ago

Fri, Jun 27 - Sun, Jul 6

ORD

O'Hare Intl.

BOS

Logan Intl.

$410 Roundtrip, found 4 days ago

$410

Roundtrip

found 4 days ago

Select Frontier Airlines flight, departing Fri, Jun 27 from O'Hare Intl. to Logan Intl., returning Sun, Jul 6, priced at $410 found 4 days ago