
Kenwood Vacation Packages
Book a Stay + Flight or Car to save on your trip
Kenwood Vacation Packages
Kenwood Vacation Packages
The experts at Orbitz are here to help you combine your hotels and flights to save time and money. Simply pick a deal and get packing for your perfect trip to Kenwood. How do savings of $374 sound? Simply choose your preferred airfares, hotels, rental cars and experiences and you'll have a little extra spare cash bouncing around in your pockets! You have more than 500,000 accommodations across the globe and 500 airlines to pick from. With such fantastic flexibility, crafting your dream escape is no problem. There are endless possible flight options, room types and amazing experiences to satisfy your wandering spirit. Which ones will you go for?
Where is Kenwood?
If you're certain your geography teacher showed you where Kenwood was but you simply can't remember, don't stress — we'll jog your memory! It's a neighborhood in the marvelous city of Chicago. You'll find it located 5 miles to the south of the downtown area. At last count, the population of Chicago was 2,700,000.Places to Visit in Kenwood
If you're an art enthusiast, your vacation won't be complete without a tour of Smart Museum of Art. Want more nearby options? Free and accessible to everybody, public artwork adds color, charisma and imagination to a destination. Why not stand back and appreciate the innovation on display at Nuclear Energy Sculpture? But wait, there's more. Visit KAM Synagogue to get a glimpse into the customs of the Jewish community here.
Car Rentals in Kenwood
Kenwood is calling, and the best way to see it is with your own ride. Search, compare and book car rentals in Kenwood in a matter of clicks through Orbitz. Ready to roll? Head out of Midway International Airport just minutes after landing by renting a vehicle from a nearby outlet. Make your way to Budget and Avis. You don't have to fight the inner city traffic just to rent a ride. Hertz at 909 N Michigan Ave in Gold Coast is a handy choice. Another superb option is Enterprise. They're positioned at 850 N State St.
Places to Visit in Kenwood
If you're an art enthusiast, your vacation won't be complete without a tour of Smart Museum of Art. Want more nearby options? Free and accessible to everybody, public artwork adds color, charisma and imagination to a destination. Why not stand back and appreciate the innovation on display at Nuclear Energy Sculpture? But wait, there's more. Visit KAM Synagogue to get a glimpse into the customs of the Jewish community here.
Nearest Airports to Kenwood
Arriving by air? You'll be taking in the marvels of Chicago in no time! Located 8 miles west of Kenwood, Midway International Airport (MDW) is the closest terminal.
Popular Places to Visit Near Kenwood
Take the chance to check out some nearby destinations such as Hyde Park and Woodlawn. Hyde Park is approximately 1 mile from Kenwood, while Woodlawn is 2 miles away.
No Cancellation Fees
Whipped out your passport, booked your trip but now you can't go? No need to panic — we make canceling simple by not demanding a fee.^ Act quickly and your airline and hotel might do the same!
Top Kenwood vacation package deals

Hotel Riu Plaza Chicago
Feb 13 - Feb 16
Newark Liberty Intl. Airport (EWR) to Chicago (ORD)
Reviewed on Sep 2, 2025

The Emily Hotel
Jan 5 - Jan 11
Newark Liberty Intl. Airport (EWR) to Chicago (ORD)
Reviewed on Jul 26, 2025

Hilton Grand Vacations Club Chicago Magnificent Mile
Feb 13 - Feb 16
Newark Liberty Intl. Airport (EWR) to Chicago (ORD)
Reviewed on Aug 31, 2024

Level Chicago – Old Town
Feb 13 - Feb 16
Newark Liberty Intl. Airport (EWR) to Chicago (ORD)
Reviewed on Nov 20, 2025

Trump International Hotel & Tower Chicago
Feb 3 - Feb 6
Newark Liberty Intl. Airport (EWR) to Chicago (ORD)
Chicago (ORD) to Newark Liberty Intl. Airport (EWR)
Reviewed on Oct 13, 2025
Top rated hotels for your Kenwood vacation package

Embassy Suites by Hilton Chicago Downtown River North

Hilton Chicago/Magnificent Mile Suites
