Flights from Chicago to Trumbull

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 8 - Sat, Jul 12

ORD

O'Hare Intl.

HPN

Westchester County

$439 Roundtrip, found 1 day ago

$439

Roundtrip

found 1 day ago

Select Delta flight, departing Tue, Jul 8 from O'Hare Intl. to Westchester County, returning Sat, Jul 12, priced at $439 found 1 day ago

Tue, Jul 8 - Fri, Jul 18

ORD

O'Hare Intl.

HPN

Westchester County

$486 Roundtrip, found 1 day ago

$486

Roundtrip

found 1 day ago

Select Delta flight, departing Tue, Jul 8 from O'Hare Intl. to Westchester County, returning Fri, Jul 18, priced at $486 found 1 day ago

Fri, Jul 11 - Sat, Jul 12

ORD

O'Hare Intl.

HPN

Westchester County

$511 Roundtrip, found 1 day ago

$511

Roundtrip

found 1 day ago

Select Delta flight, departing Fri, Jul 11 from O'Hare Intl. to Westchester County, returning Sat, Jul 12, priced at $511 found 1 day ago

Mon, Jul 7 - Sat, Jul 12

ORD

O'Hare Intl.

HPN

Westchester County

$511 Roundtrip, found 1 day ago

$511

Roundtrip

found 1 day ago

Select American Airlines flight, departing Mon, Jul 7 from O'Hare Intl. to Westchester County, returning Sat, Jul 12, priced at $511 found 1 day ago

Fri, Jul 11 - Fri, Jul 18

ORD

O'Hare Intl.

HPN

Westchester County

$513 Roundtrip, found 1 day ago

$513

Roundtrip

found 1 day ago

Select Delta flight, departing Fri, Jul 11 from O'Hare Intl. to Westchester County, returning Fri, Jul 18, priced at $513 found 1 day ago

Thu, Jul 10 - Sun, Jul 13

ORD

O'Hare Intl.

HPN

Westchester County

$533 Roundtrip, found 1 day ago

$533

Roundtrip

found 1 day ago

Select American Airlines flight, departing Thu, Jul 10 from O'Hare Intl. to Westchester County, returning Sun, Jul 13, priced at $533 found 1 day ago

Tue, Jul 8 - Fri, Jul 11

ORD

O'Hare Intl.

HPN

Westchester County

$741 Roundtrip, found 1 day ago

$741

Roundtrip

found 1 day ago

Select Delta flight, departing Tue, Jul 8 from O'Hare Intl. to Westchester County, returning Fri, Jul 11, priced at $741 found 1 day ago

Tue, Jul 8 - Wed, Jul 9

ORD

O'Hare Intl.

HPN

Westchester County

$797 Roundtrip, found 1 day ago

$797

Roundtrip

found 1 day ago

Select American Airlines flight, departing Tue, Jul 8 from O'Hare Intl. to Westchester County, returning Wed, Jul 9, priced at $797 found 1 day ago

Mon, Jul 7 - Fri, Jul 11

ORD

O'Hare Intl.

HPN

Westchester County

$826 Roundtrip, found 1 day ago

$826

Roundtrip

found 1 day ago

Select Delta flight, departing Mon, Jul 7 from O'Hare Intl. to Westchester County, returning Fri, Jul 11, priced at $826 found 1 day ago

Tue, Jul 8 - Thu, Jul 10

ORD

O'Hare Intl.

HPN

Westchester County

$828 Roundtrip, found 1 day ago

$828

Roundtrip

found 1 day ago

Select American Airlines flight, departing Tue, Jul 8 from O'Hare Intl. to Westchester County, returning Thu, Jul 10, priced at $828 found 1 day ago

Mon, Jul 7 - Tue, Jul 8

ORD

O'Hare Intl.

HPN

Westchester County

$838 Roundtrip, found 1 day ago

$838

Roundtrip

found 1 day ago

Select American Airlines flight, departing Mon, Jul 7 from O'Hare Intl. to Westchester County, returning Tue, Jul 8, priced at $838 found 1 day ago

Mon, Jul 7 - Tue, Jul 8

ORD

O'Hare Intl.

HPN

Westchester County

$848 Roundtrip, found 1 day ago

$848

Roundtrip

found 1 day ago

Select Delta flight, departing Mon, Jul 7 from O'Hare Intl. to Westchester County, returning Tue, Jul 8, priced at $848 found 1 day ago

Mon, Jul 7 - Tue, Jul 8

ORD

O'Hare Intl.

HPN

Westchester County

$909 Roundtrip, found 1 day ago

$909

Roundtrip

found 1 day ago

Select American Airlines flight, departing Mon, Jul 7 from O'Hare Intl. to Westchester County, returning Tue, Jul 8, priced at $909 found 1 day ago

Mon, Jul 7 - Tue, Jul 8

ORD

O'Hare Intl.

HPN

Westchester County

$918 Roundtrip, found 1 day ago

$918

Roundtrip

found 1 day ago

Select Delta flight, departing Mon, Jul 7 from O'Hare Intl. to Westchester County, returning Tue, Jul 8, priced at $918 found 1 day ago

Mon, Jul 7 - Tue, Jul 8

ORD

O'Hare Intl.

HPN

Westchester County

$918 Roundtrip, found 1 day ago

$918

Roundtrip

found 1 day ago

Select Delta flight, departing Mon, Jul 7 from O'Hare Intl. to Westchester County, returning Tue, Jul 8, priced at $918 found 1 day ago

Mon, Jul 7 - Tue, Jul 8

ORD

O'Hare Intl.

HPN

Westchester County

$928 Roundtrip, found 1 day ago

$928

Roundtrip

found 1 day ago

Select Delta flight, departing Mon, Jul 7 from O'Hare Intl. to Westchester County, returning Tue, Jul 8, priced at $928 found 1 day ago

Mon, Jul 7 - Tue, Jul 8

ORD

O'Hare Intl.

HPN

Westchester County

$929 Roundtrip, found 1 day ago

$929

Roundtrip

found 1 day ago

Select Delta flight, departing Mon, Jul 7 from O'Hare Intl. to Westchester County, returning Tue, Jul 8, priced at $929 found 1 day ago

Mon, Jul 7 - Tue, Jul 8

ORD

O'Hare Intl.

HPN

Westchester County

$935 Roundtrip, found 1 day ago

$935

Roundtrip

found 1 day ago

Select American Airlines flight, departing Mon, Jul 7 from O'Hare Intl. to Westchester County, returning Tue, Jul 8, priced at $935 found 1 day ago

Mon, Jul 7 - Tue, Jul 8

ORD

O'Hare Intl.

HPN

Westchester County

$943 Roundtrip, found 1 day ago

$943

Roundtrip

found 1 day ago

Select American Airlines flight, departing Mon, Jul 7 from O'Hare Intl. to Westchester County, returning Tue, Jul 8, priced at $943 found 1 day ago

Mon, Jul 7 - Tue, Jul 8

ORD

O'Hare Intl.

HPN

Westchester County

$945 Roundtrip, found 1 day ago

$945

Roundtrip

found 1 day ago

Select American Airlines flight, departing Mon, Jul 7 from O'Hare Intl. to Westchester County, returning Tue, Jul 8, priced at $945 found 1 day ago