Flights from Chicago to Barrington

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, Jul 29 - Sat, Aug 2

ORD

O'Hare Intl.

MHT

Manchester-Boston Regional

$303 Roundtrip, found 3 days ago

$303

Roundtrip

found 3 days ago

Select JetBlue Airways flight, departing Tue, Jul 29 from O'Hare Intl. to Manchester-Boston Regional, returning Sat, Aug 2, priced at $303 found 3 days ago

Thu, Jul 31 - Sat, Aug 2

ORD

O'Hare Intl.

MHT

Manchester-Boston Regional

$333 Roundtrip, found 3 days ago

$333

Roundtrip

found 3 days ago

Select JetBlue Airways flight, departing Thu, Jul 31 from O'Hare Intl. to Manchester-Boston Regional, returning Sat, Aug 2, priced at $333 found 3 days ago

Tue, Jul 29 - Mon, Aug 4

ORD

O'Hare Intl.

MHT

Manchester-Boston Regional

$337 Roundtrip, found 3 days ago

$337

Roundtrip

found 3 days ago

Select JetBlue Airways flight, departing Tue, Jul 29 from O'Hare Intl. to Manchester-Boston Regional, returning Mon, Aug 4, priced at $337 found 3 days ago

Fri, Aug 1 - Sat, Aug 2

ORD

O'Hare Intl.

MHT

Manchester-Boston Regional

$339 Roundtrip, found 3 days ago

$339

Roundtrip

found 3 days ago

Select JetBlue Airways flight, departing Fri, Aug 1 from O'Hare Intl. to Manchester-Boston Regional, returning Sat, Aug 2, priced at $339 found 3 days ago

Fri, Aug 1 - Mon, Aug 4

ORD

O'Hare Intl.

MHT

Manchester-Boston Regional

$353 Roundtrip, found 3 days ago

$353

Roundtrip

found 3 days ago

Select JetBlue Airways flight, departing Fri, Aug 1 from O'Hare Intl. to Manchester-Boston Regional, returning Mon, Aug 4, priced at $353 found 3 days ago

Sun, Aug 3 - Mon, Aug 4

ORD

O'Hare Intl.

MHT

Manchester-Boston Regional

$373 Roundtrip, found 3 days ago

$373

Roundtrip

found 3 days ago

Select JetBlue Airways flight, departing Sun, Aug 3 from O'Hare Intl. to Manchester-Boston Regional, returning Mon, Aug 4, priced at $373 found 3 days ago

Fri, Aug 1 - Tue, Aug 5

ORD

O'Hare Intl.

MHT

Manchester-Boston Regional

$390 Roundtrip, found 3 days ago

$390

Roundtrip

found 3 days ago

Select American Airlines flight, departing Fri, Aug 1 from O'Hare Intl. to Manchester-Boston Regional, returning Tue, Aug 5, priced at $390 found 3 days ago

Fri, Aug 1 - Tue, Aug 5

ORD

O'Hare Intl.

MHT

Manchester-Boston Regional

$394 Roundtrip, found 3 days ago

$394

Roundtrip

found 3 days ago

Select United flight, departing Fri, Aug 1 from O'Hare Intl. to Manchester-Boston Regional, returning Tue, Aug 5, priced at $394 found 3 days ago

Fri, Aug 1 - Tue, Aug 5

ORD

O'Hare Intl.

MHT

Manchester-Boston Regional

$394 Roundtrip, found 3 days ago

$394

Roundtrip

found 3 days ago

Select United flight, departing Fri, Aug 1 from O'Hare Intl. to Manchester-Boston Regional, returning Tue, Aug 5, priced at $394 found 3 days ago

Fri, Aug 1 - Tue, Aug 5

ORD

O'Hare Intl.

MHT

Manchester-Boston Regional

$398 Roundtrip, found 3 days ago

$398

Roundtrip

found 3 days ago

Select American Airlines flight, departing Fri, Aug 1 from O'Hare Intl. to Manchester-Boston Regional, returning Tue, Aug 5, priced at $398 found 3 days ago

Fri, Aug 1 - Tue, Aug 5

ORD

O'Hare Intl.

MHT

Manchester-Boston Regional

$400 Roundtrip, found 3 days ago

$400

Roundtrip

found 3 days ago

Select American Airlines flight, departing Fri, Aug 1 from O'Hare Intl. to Manchester-Boston Regional, returning Tue, Aug 5, priced at $400 found 3 days ago

Tue, Jul 29 - Wed, Aug 6

ORD

O'Hare Intl.

MHT

Manchester-Boston Regional

$401 Roundtrip, found 3 days ago

$401

Roundtrip

found 3 days ago

Select American Airlines flight, departing Tue, Jul 29 from O'Hare Intl. to Manchester-Boston Regional, returning Wed, Aug 6, priced at $401 found 3 days ago

Fri, Aug 1 - Tue, Aug 5

ORD

O'Hare Intl.

MHT

Manchester-Boston Regional

$408 Roundtrip, found 3 days ago

$408

Roundtrip

found 3 days ago

Select American Airlines flight, departing Fri, Aug 1 from O'Hare Intl. to Manchester-Boston Regional, returning Tue, Aug 5, priced at $408 found 3 days ago

Tue, Jul 29 - Thu, Aug 7

ORD

O'Hare Intl.

MHT

Manchester-Boston Regional

$415 Roundtrip, found 3 days ago

$415

Roundtrip

found 3 days ago

Select American Airlines flight, departing Tue, Jul 29 from O'Hare Intl. to Manchester-Boston Regional, returning Thu, Aug 7, priced at $415 found 3 days ago

Fri, Aug 1 - Tue, Aug 5

ORD

O'Hare Intl.

MHT

Manchester-Boston Regional

$418 Roundtrip, found 3 days ago

$418

Roundtrip

found 3 days ago

Select American Airlines flight, departing Fri, Aug 1 from O'Hare Intl. to Manchester-Boston Regional, returning Tue, Aug 5, priced at $418 found 3 days ago

Fri, Aug 1 - Tue, Aug 5

ORD

O'Hare Intl.

MHT

Manchester-Boston Regional

$423 Roundtrip, found 3 days ago

$423

Roundtrip

found 3 days ago

Select JetBlue Airways flight, departing Fri, Aug 1 from O'Hare Intl. to Manchester-Boston Regional, returning Tue, Aug 5, priced at $423 found 3 days ago

Fri, Aug 1 - Tue, Aug 5

ORD

O'Hare Intl.

MHT

Manchester-Boston Regional

$425 Roundtrip, found 3 days ago

$425

Roundtrip

found 3 days ago

Select American Airlines flight, departing Fri, Aug 1 from O'Hare Intl. to Manchester-Boston Regional, returning Tue, Aug 5, priced at $425 found 3 days ago

Fri, Aug 1 - Tue, Aug 5

ORD

O'Hare Intl.

MHT

Manchester-Boston Regional

$429 Roundtrip, found 3 days ago

$429

Roundtrip

found 3 days ago

Select United flight, departing Fri, Aug 1 from O'Hare Intl. to Manchester-Boston Regional, returning Tue, Aug 5, priced at $429 found 3 days ago

Tue, Jul 29 - Fri, Aug 8

ORD

O'Hare Intl.

MHT

Manchester-Boston Regional

$430 Roundtrip, found 3 days ago

$430

Roundtrip

found 3 days ago

Select American Airlines flight, departing Tue, Jul 29 from O'Hare Intl. to Manchester-Boston Regional, returning Fri, Aug 8, priced at $430 found 3 days ago

Fri, Aug 1 - Tue, Aug 5

ORD

O'Hare Intl.

MHT

Manchester-Boston Regional

$434 Roundtrip, found 3 days ago

$434

Roundtrip

found 3 days ago

Select American Airlines flight, departing Fri, Aug 1 from O'Hare Intl. to Manchester-Boston Regional, returning Tue, Aug 5, priced at $434 found 3 days ago