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 2 days ago

$439

Roundtrip

found 2 days ago

Select Delta flight, departing Tue, Jul 8 from O'Hare Intl. to Westchester County, returning Sat, Jul 12, priced at $439 found 2 days ago

Tue, Jul 8 - Fri, Jul 18

ORD

O'Hare Intl.

HPN

Westchester County

$486 Roundtrip, found 2 days ago

$486

Roundtrip

found 2 days ago

Select Delta flight, departing Tue, Jul 8 from O'Hare Intl. to Westchester County, returning Fri, Jul 18, priced at $486 found 2 days ago

Fri, Jul 11 - Sat, Jul 12

ORD

O'Hare Intl.

HPN

Westchester County

$511 Roundtrip, found 2 days ago

$511

Roundtrip

found 2 days ago

Select Delta flight, departing Fri, Jul 11 from O'Hare Intl. to Westchester County, returning Sat, Jul 12, priced at $511 found 2 days ago

Fri, Jul 11 - Fri, Jul 18

ORD

O'Hare Intl.

HPN

Westchester County

$513 Roundtrip, found 2 days ago

$513

Roundtrip

found 2 days ago

Select Delta flight, departing Fri, Jul 11 from O'Hare Intl. to Westchester County, returning Fri, Jul 18, priced at $513 found 2 days ago

Thu, Jul 10 - Sun, Jul 13

ORD

O'Hare Intl.

HPN

Westchester County

$533 Roundtrip, found 2 days ago

$533

Roundtrip

found 2 days ago

Select American Airlines flight, departing Thu, Jul 10 from O'Hare Intl. to Westchester County, returning Sun, Jul 13, priced at $533 found 2 days ago

Tue, Jul 8 - Fri, Jul 11

ORD

O'Hare Intl.

HPN

Westchester County

$741 Roundtrip, found 2 days ago

$741

Roundtrip

found 2 days ago

Select Delta flight, departing Tue, Jul 8 from O'Hare Intl. to Westchester County, returning Fri, Jul 11, priced at $741 found 2 days ago

Tue, Jul 8 - Wed, Jul 9

ORD

O'Hare Intl.

HPN

Westchester County

$797 Roundtrip, found 2 days ago

$797

Roundtrip

found 2 days ago

Select American Airlines flight, departing Tue, Jul 8 from O'Hare Intl. to Westchester County, returning Wed, Jul 9, priced at $797 found 2 days ago

Tue, Jul 8 - Thu, Jul 10

ORD

O'Hare Intl.

HPN

Westchester County

$828 Roundtrip, found 2 days ago

$828

Roundtrip

found 2 days ago

Select American Airlines flight, departing Tue, Jul 8 from O'Hare Intl. to Westchester County, returning Thu, Jul 10, priced at $828 found 2 days ago