Skydive Chicago

Plan a trip to see Skydive Chicago

Price found within the past 48 hours. Click for updated prices.
Pendry Chicago

Pendry Chicago

4.5 out of 5
Downtown Chicago
Price was ￥287,032, price is now ￥216,994 per person
￥216,994
per person
Nov 27 - Dec 2
found 18 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.4/10 Exceptional! (1,110 reviews)
Ideal area if it’s your first time visiting Chicago. Hotel staff was very friendly.

Reviewed on Oct 16, 2025

The Emily Hotel

The Emily Hotel

4 out of 5
Downtown Chicago
Price was ￥301,025, price is now ￥237,066 per person
￥237,066
per person
Nov 27 - Dec 2
found 18 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.2/10 Wonderful! (1,248 reviews)
We really like The Emily Hotel Chicago. We've stayed a few times this year because the location is very near many great restaurants and bars. The hotel itself has really good dining and lounge options. The staff treats us very well and the rooms and beds are clean and comfortable. A great hotel in a really fun part of town!

Reviewed on Oct 22, 2025

Hilton Grand Vacations Club Chicago Magnificent Mile

Hilton Grand Vacations Club Chicago Magnificent Mile

3.5 out of 5
Downtown Chicago
Price was ￥317,730, price is now ￥261,747 per person
￥261,747
per person
Dec 3 - Dec 10
just found
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.2/10 Wonderful! (303 reviews)
Food price was high but everything was fine

Reviewed on Oct 4, 2025

Popular places to visit

Washington Square Park featuring a garden and a statue or sculpture

Washington Square Park

While this spot is named for George Washington, it is actually more famous as a historic site related to another great president, Abraham Lincoln.

Washington Square Park
Buffalo Rock State Park showing forest scenes and a garden

Buffalo Rock State Park

Adorning the fields and riverbed are five enormous artistic mounds portraying regional animals. Enjoy views of the Illinois River at this undulating park.

Buffalo Rock State Park
Starved Rock State Park showing forests

Starved Rock State Park

The lodge provides a luxurious base from which to explore trails leading to bluffs and canyons of this riverside park. Try ice climbing and eagle spotting in winter.

Starved Rock State Park
Celebrating Mardi Gras at August Hill!!!

August Hill Winery Tasting Room

You can enjoy a tasting or tour at August Hill Winery Tasting Room during your travels to Utica. You can seek out the hiking trails in this family-friendly area.

August Hill Winery Tasting Room
Matthiessen State Park featuring forests and a bridge

Matthiessen State Park

Look down the chute of Cascade Falls from a rickety bridge and admire the brilliant hues decorating the canyon’s sandstone walls in this eclectic park.

Matthiessen State Park

Dayton Ridge Golf Club

Enjoy a round of golf in Ottawa at Dayton Ridge Golf Club. Wander around the parks in this relaxing area, or simply enjoy its coffeehouses.

Dayton Ridge Golf Club

Best Lodging Options Near Skydive Chicago

Holiday Inn Express & Suites Ottawa by IHG

Holiday Inn Express & Suites Ottawa by IHG

2.5 out of 5
2850 Columbus Street, Ottawa, IL
Holiday Inn Express & Suites Ottawa by IHG
Postcard Cabins Starved Rock, Outdoor Collection by Marriott Bonvoy

Postcard Cabins Starved Rock, Outdoor Collection by Marriott Bonvoy

2 out of 5
1879 N 2703rd Rd, Ottawa, IL
Postcard Cabins Starved Rock, Outdoor Collection by Marriott Bonvoy
Downtown Ottawa Retreat: Sleeps 15, Heated Indoor Pool, Hot Tub, Sauna, 5BR/4BA

Downtown Ottawa Retreat: Sleeps 15, Heated Indoor Pool, Hot Tub, Sauna, 5BR/4BA

Ottawa
Downtown Ottawa Retreat: Sleeps 15, Heated Indoor Pool, Hot Tub, Sauna, 5BR/4BA
Grand Bear Resort at Starved Rock

Grand Bear Resort at Starved Rock

3 out of 5
2643 IL-178, Utica, IL
Grand Bear Resort at Starved Rock
Holiday Inn Club Vacations Fox River Resort at Sheridan by IHG

Holiday Inn Club Vacations Fox River Resort at Sheridan by IHG

3.5 out of 5
2558 N 3653 Road, Sheridan, IL
Holiday Inn Club Vacations Fox River Resort at Sheridan by IHG
Welcome to our magical woods! Relax, unwind a world away but close to home.

Welcome to our magical woods! Relax, unwind a world away but close to home.

Marseilles, IL
Welcome to our magical woods! Relax, unwind a world away but close to home.
See all 400 properties in Skydive Chicago
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.