Flights from Chicago to Gloucester

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, Jun 24 - Tue, Jul 1

MDW

Midway Intl.

ORF

Norfolk Intl.

$318 Roundtrip, found 2 days ago

$318

Roundtrip

found 2 days ago

Select Delta flight, departing Tue, Jun 24 from Midway Intl. to Norfolk Intl., returning Tue, Jul 1, priced at $318 found 2 days ago

Thu, Jun 26 - Tue, Jul 1

MDW

Midway Intl.

ORF

Norfolk Intl.

$340 Roundtrip, found 2 days ago

$340

Roundtrip

found 2 days ago

Select Delta flight, departing Thu, Jun 26 from Midway Intl. to Norfolk Intl., returning Tue, Jul 1, priced at $340 found 2 days ago

Sat, Jun 28 - Thu, Jul 3

MDW

Midway Intl.

ORF

Norfolk Intl.

$350 Roundtrip, found 2 days ago

$350

Roundtrip

found 2 days ago

Select Frontier Airlines flight, departing Sat, Jun 28 from Midway Intl. to Norfolk Intl., returning Thu, Jul 3, priced at $350 found 2 days ago

Tue, Jun 24 - Wed, Jul 2

MDW

Midway Intl.

ORF

Norfolk Intl.

$373 Roundtrip, found 2 days ago

$373

Roundtrip

found 2 days ago

Select Delta flight, departing Tue, Jun 24 from Midway Intl. to Norfolk Intl., returning Wed, Jul 2, priced at $373 found 2 days ago

Mon, Dec 22 - Mon, Dec 29

ORD

O'Hare Intl.

ORF

Norfolk Intl.

$385 Roundtrip, found 2 days ago

$385

Roundtrip

found 2 days ago

Select American Airlines flight, departing Mon, Dec 22 from O'Hare Intl. to Norfolk Intl., returning Mon, Dec 29, priced at $385 found 2 days ago

Mon, Dec 22 - Mon, Dec 29

ORD

O'Hare Intl.

ORF

Norfolk Intl.

$390 Roundtrip, found 2 days ago

$390

Roundtrip

found 2 days ago

Select Delta flight, departing Mon, Dec 22 from O'Hare Intl. to Norfolk Intl., returning Mon, Dec 29, priced at $390 found 2 days ago

Mon, Dec 22 - Mon, Dec 29

ORD

O'Hare Intl.

ORF

Norfolk Intl.

$395 Roundtrip, found 2 days ago

$395

Roundtrip

found 2 days ago

Select American Airlines flight, departing Mon, Dec 22 from O'Hare Intl. to Norfolk Intl., returning Mon, Dec 29, priced at $395 found 2 days ago

Mon, Dec 22 - Mon, Dec 29

ORD

O'Hare Intl.

ORF

Norfolk Intl.

$404 Roundtrip, found 2 days ago

$404

Roundtrip

found 2 days ago

Select Delta flight, departing Mon, Dec 22 from O'Hare Intl. to Norfolk Intl., returning Mon, Dec 29, priced at $404 found 2 days ago

Mon, Dec 22 - Mon, Dec 29

ORD

O'Hare Intl.

ORF

Norfolk Intl.

$406 Roundtrip, found 2 days ago

$406

Roundtrip

found 2 days ago

Select American Airlines flight, departing Mon, Dec 22 from O'Hare Intl. to Norfolk Intl., returning Mon, Dec 29, priced at $406 found 2 days ago

Tue, Jun 24 - Thu, Jul 3

MDW

Midway Intl.

ORF

Norfolk Intl.

$409 Roundtrip, found 2 days ago

$409

Roundtrip

found 2 days ago

Select Delta flight, departing Tue, Jun 24 from Midway Intl. to Norfolk Intl., returning Thu, Jul 3, priced at $409 found 2 days ago

Mon, Dec 22 - Mon, Dec 29

ORD

O'Hare Intl.

ORF

Norfolk Intl.

$420 Roundtrip, found 2 days ago

$420

Roundtrip

found 2 days ago

Select American Airlines flight, departing Mon, Dec 22 from O'Hare Intl. to Norfolk Intl., returning Mon, Dec 29, priced at $420 found 2 days ago

Mon, Dec 22 - Mon, Dec 29

ORD

O'Hare Intl.

ORF

Norfolk Intl.

$422 Roundtrip, found 2 days ago

$422

Roundtrip

found 2 days ago

Select American Airlines flight, departing Mon, Dec 22 from O'Hare Intl. to Norfolk Intl., returning Mon, Dec 29, priced at $422 found 2 days ago

Fri, Jun 27 - Tue, Jul 1

MDW

Midway Intl.

ORF

Norfolk Intl.

$426 Roundtrip, found 2 days ago

$426

Roundtrip

found 2 days ago

Select Delta flight, departing Fri, Jun 27 from Midway Intl. to Norfolk Intl., returning Tue, Jul 1, priced at $426 found 2 days ago

Mon, Dec 22 - Mon, Dec 29

ORD

O'Hare Intl.

ORF

Norfolk Intl.

$427 Roundtrip, found 2 days ago

$427

Roundtrip

found 2 days ago

Select Delta flight, departing Mon, Dec 22 from O'Hare Intl. to Norfolk Intl., returning Mon, Dec 29, priced at $427 found 2 days ago

Thu, Jun 26 - Thu, Jul 3

MDW

Midway Intl.

ORF

Norfolk Intl.

$431 Roundtrip, found 2 days ago

$431

Roundtrip

found 2 days ago

Select Delta flight, departing Thu, Jun 26 from Midway Intl. to Norfolk Intl., returning Thu, Jul 3, priced at $431 found 2 days ago

Mon, Dec 22 - Mon, Dec 29

ORD

O'Hare Intl.

ORF

Norfolk Intl.

$432 Roundtrip, found 2 days ago

$432

Roundtrip

found 2 days ago

Select Delta flight, departing Mon, Dec 22 from O'Hare Intl. to Norfolk Intl., returning Mon, Dec 29, priced at $432 found 2 days ago

Mon, Dec 22 - Mon, Dec 29

ORD

O'Hare Intl.

ORF

Norfolk Intl.

$434 Roundtrip, found 2 days ago

$434

Roundtrip

found 2 days ago

Select American Airlines flight, departing Mon, Dec 22 from O'Hare Intl. to Norfolk Intl., returning Mon, Dec 29, priced at $434 found 2 days ago

Mon, Dec 22 - Mon, Dec 29

ORD

O'Hare Intl.

ORF

Norfolk Intl.

$437 Roundtrip, found 2 days ago

$437

Roundtrip

found 2 days ago

Select Delta flight, departing Mon, Dec 22 from O'Hare Intl. to Norfolk Intl., returning Mon, Dec 29, priced at $437 found 2 days ago

Mon, Dec 22 - Mon, Dec 29

ORD

O'Hare Intl.

ORF

Norfolk Intl.

$437 Roundtrip, found 2 days ago

$437

Roundtrip

found 2 days ago

Select Delta flight, departing Mon, Dec 22 from O'Hare Intl. to Norfolk Intl., returning Mon, Dec 29, priced at $437 found 2 days ago

Mon, Dec 22 - Mon, Dec 29

ORD

O'Hare Intl.

ORF

Norfolk Intl.

$617 Roundtrip, found 2 days ago

$617

Roundtrip

found 2 days ago

Select United flight, departing Mon, Dec 22 from O'Hare Intl. to Norfolk Intl., returning Mon, Dec 29, priced at $617 found 2 days ago