Westchester Vacation Packages

Surfing for fantastic-value Westchester tickets? Save time by letting the brilliant team at Orbitz combine your flights and hotels. If you simply combine your bookings, you could save up to ! Simply take your pick of hotels, airfares, rental cars and experiences. On top of all that, you'll be glad to know that you can mix and match from 500 airline partners and more than 500,000 international hotel options. There truly is something for everyone. Our packages offer endless options to tailor your vacation along with an experience you'll never forget.

Where is Westchester?

Westchester — you've heard plenty about the place, you're hankering to get there but don't have a clue where it is? Allow us to point you in the right direction. It's a neighborhood in the marvelous city of Chicago. You'll find it sitting 14 miles to the west of the downtown area. The population of Chicago is roughly 2,700,000.

Places to Visit in Westchester

Grab a scorecard and see if you can avoid the hazards at Oak Brook Golf Course. Want more? York Woods County Forest Preserve was founded to celebrate, protect and preserve the region's natural history. Go for a walk and watch out for the native birdlife. Have more time to kill? Dust off your lucky ball and relish in a fun round with friends at Fresh Meadow Golf Club.

Car Rentals in Westchester

Nothing is as fun as exploring somewhere new with your own set of wheels. If you're searching for car rentals in Westchester, Orbitz is here to help. If you're arriving at O'Hare International Airport, you can pretty much pick up a car on the tarmac. Thrifty Car Rental and Dollar Rent A Car are just a hop, skip and jump away from the arrivals hall. You might like to consider picking up your ride from a local neighborhood outlet. That way there's no need to navigate the inner-city chaos! Hertz at 629 West Madison Street in Oak Park will likely have something that suits your needs. If you can't find anything that ticks all your boxes, you could also consider Avis at 414 Madison St.

Places to Visit in Westchester

Grab a scorecard and see if you can avoid the hazards at Oak Brook Golf Course. Want more? York Woods County Forest Preserve was founded to celebrate, protect and preserve the region's natural history. Go for a walk and watch out for the native birdlife. Have more time to kill? Dust off your lucky ball and relish in a fun round with friends at Fresh Meadow Golf Club.

Nearest Airports to Westchester

O'Hare International Airport (ORD) is the nearest terminal. After you've passed through security, you'll be 9 miles from the center of Westchester.

Popular Places to Visit Near Westchester

Hillside and La Grange Park are well worth a visit while you are in Westchester. Hillside is approximately 2 miles away, and La Grange Park is 2 miles away.

No Cancellation Fees

Dusted off your passport, booked your journey but now can't go? No need to panic — we make canceling your plans easy by having a no-fee policy.^ Act fast and your selected airline and hotel might do the same!