Uptown Vacations

A popular place for visitors in the major city of Chicago, Uptown has a lot to offer visitors. The city center of Chicago is only 6 miles (10 kilometers) away, while O'Hare International Airport is located 13 miles (21 kilometers) to the northwest of Uptown.

Many of Chicago’s most interesting sights are located within easy driving distance of Uptown, making it a convenient place to base yourself. Two destinations that should be at the top of every visitor’s list is the fascinating Aragon Entertainment Center and the ever-popular About Face Theater. Two other interesting attractions close by Uptown are Neo-Futurists and the Anshe Emet Synagogue.

Chicago’s heart is also home to Willis Tower and McCormick Place. Millennium Park and Hancock Tower are just two more spots in the central area worth checking out if you're keen to see what makes this city tick.

Uptown has plenty of museums, exhibits and show venues nearby that make great places to visit. See established and up-and-coming artists live on stage at the Chicago's Mercury Theater.

If you love nature and wildlife, head to the nearby parks and reserves. These are good spots to relax. Locals and visitors alike love to visit places like Lincoln Park. There is a relaxed atmosphere here and beautifully designed botanical displays.

For a real taste of Uptown, consider making a reservation at one of the area’s charming bed and breakfast or hotel options. Check out the rooms and rates at the City Suites Hotel, the Majestic Hotel, or the Best Western Plus Hawthorne Terrace Hotel.


Top Hotel Deals

See all Uptown hotels
1.0 out of 5 stars
1.5 out of 5 stars
2.0 out of 5 stars
2.5 out of 5 stars
3.0 out of 5 stars
3.5 out of 5 stars
4.0 out of 5 stars
4.5 out of 5 stars
5.0 out of 5 stars
Most popular package deals found by our travelers
Most popular package deals found by [originCity] travelers
I

Top Flight + Hotel Deals

See all Uptown packages

Top Deals on Flights

See all Uptown flights

Book a Vacation to Uptown