Cleveland Park

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

Pendry Chicago

4.5 out of 5
Downtown Chicago
Price was €957, price is now €672 per person
€672
per person
20 Nov - 24 Nov
found 6 hours ago
Return direct flight included
Dublin (DUB) to Chicago (ORD)
9.4/10 Exceptional! (1,085 reviews)
I loved the hotel, however I would request an inside room next time. It was extremely noisy outside.

Reviewed on 11 Oct 2025

The Emily Hotel

The Emily Hotel

4 out of 5
Downtown Chicago
Price was €1,179, price is now €823 per person
€823
per person
20 Nov - 24 Nov
found 6 hours ago
Return direct flight included
Dublin (DUB) to Chicago (ORD)
9.2/10 Wonderful! (1,222 reviews)
I stayed here for one night for business travel. The room was huge. Great mini bar options. I had a nice breakfast at the restaurant.

Reviewed on 10 Oct 2025

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Downtown Chicago
Price was €1,410, price is now €1,008 per person
€1,008
per person
19 Dec - 22 Dec
found 19 hours ago
Return direct flight included
Dublin (DUB) to Chicago (ORD)
9.4/10 Exceptional! (1,716 reviews)
Everything was great

Reviewed on 12 Oct 2025

Popular places to visit

Zilla Park

After visiting Zilla Park, make a plan to see the other sights and activities in Michigan City. Wander the area's beautiful beaches or simply enjoy one of its top-notch restaurants.

Zilla Park

Hanson Park

After visiting Hanson Park, make a plan to see the other sights and activities in Michigan City. Visit the area's shops or amble around its beautiful beaches.

Hanson Park

Winding Creek Cove Park

After visiting Winding Creek Cove Park, make a plan to see the other sights and activities in Michigan City. Make time to visit the area's casinos or simply enjoy its top-notch restaurants.

Winding Creek Cove Park

Ridgeland Park

Ridgeland Park is just one of the places to see in Michigan City, so why not enjoy the other things to explore during your travels? Make time to visit the area's casinos or simply enjoy its top-notch restaurants.

Ridgeland Park

Blue Chip Casino

Why not try your luck with a visit to Blue Chip Casino during your travels in Michigan City? Wander the beautiful beaches and lakeside in the area.

Blue Chip Casino

Ames Field Park

Ames Field Park is just one of the places to see in Michigan City, so why not enjoy the other things to explore during your travels? Add the area's casinos or shops to your travel plans.

Ames Field Park

Top Hotel Deals

Blue Chip Casino Hotel and Spa

Blue Chip Casino Hotel and Spa

3.5 out of 5
777 Blue Chip Drive, Michigan City, IN
Blue Chip Casino Hotel and Spa
Sand & Sun Getaway | 4BR w/ Game Room + 2 Living Areas |Game Room | Minutes to Beach

Sand & Sun Getaway | 4BR w/ Game Room + 2 Living Areas |Game Room | Minutes to Beach

Michigan City
Sand & Sun Getaway | 4BR w/ Game Room + 2 Living Areas |Game Room | Minutes to Beach
Michigan City Mansion / Hot Tub / Fire Pit / Pet Friendly

Michigan City Mansion / Hot Tub / Fire Pit / Pet Friendly

Michigan City
Michigan City Mansion / Hot Tub / Fire Pit / Pet Friendly
Cozy house with hot tub, firepit, near restaurants + near beach

Cozy house with hot tub, firepit, near restaurants + near beach

2 out of 5
Michigan City
Cozy house with hot tub, firepit, near restaurants + near beach
Holiday House! Fully Renovated House, Minutes to EVERYTHING, Pet Friendly!

Holiday House! Fully Renovated House, Minutes to EVERYTHING, Pet Friendly!

2 out of 5
Michigan City
Holiday House! Fully Renovated House, Minutes to EVERYTHING, Pet Friendly!
Baymont by Wyndham Michigan City

Baymont by Wyndham Michigan City

2.5 out of 5
4128 South Franklin Street, Michigan City, IN
Baymont by Wyndham Michigan City
UP*W/D*King*Balcony*10 min. to IN.Dunes & Beach

UP*W/D*King*Balcony*10 min. to IN.Dunes & Beach

Michigan City
UP*W/D*King*Balcony*10 min. to IN.Dunes & Beach
Big Family House 5 Minutes from Lake Michigan/Blue Chip Casino/Brewery/Wineries!

Big Family House 5 Minutes from Lake Michigan/Blue Chip Casino/Brewery/Wineries!

Michigan City
Big Family House 5 Minutes from Lake Michigan/Blue Chip Casino/Brewery/Wineries!
Newely Remodeled Studio!

Newely Remodeled Studio!

Michigan City
Newely Remodeled Studio!
See all 1,063 properties in Cleveland Park
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.