Orland Square

Plan a trip to see Orland Square

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Hilton Garden Inn Chicago/Midway Airport

Hilton Garden Inn Chicago/Midway Airport

3 out of 5
Bedford Park
per person
4 Sept - 8 Sept
found 1 day ago
Return flight included
Toronto (YYZ) to Chicago (ORD)
8.4/10 Very Good! (1,001 reviews)
This hotel is alway is 5 star

Reviewed on 19 Jun 2025

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Downtown Chicago
Save 100% on your flight
per person
4 Sept - 8 Sept
found 16 hours ago
Return direct flight included
Edinburgh (EDI) to Chicago (ORD)
9.4/10 Exceptional! (1,613 reviews)
Trump International Hotel is an amazing hotel. Fabulous staff, immaculately clean. I look forward to staying there again

Reviewed on 22 Jun 2025

Level Chicago - River North

Level Chicago - River North

4 out of 5
Downtown Chicago
Save 100% on your flight
per person
28 Aug - 4 Sept
found 1 day ago
Return direct flight included
London (LHR) to Chicago (ORD)
9/10 Wonderful! (612 reviews)
If you have signed a high floor room or room with pool view, that experience would be totally different: unfortunately, this is not our case, our room was on the 7th floor with so close distance from the other residence, to keep a certain privacy our curtain has to be done all time, otherwise we would have conversations with people opposite side! Though room is very decent and super clean! This is actually a residence not really a hotel, you can’t expect the service like in the hotel. An Expedia VIP member , doesn’t mean anything here. Must point housekeeping staff are very nice! After all, it’s everyone’s choice; value for money I would choose Airbnb, good service I would choose hotel. If I ever come back to Chicago!

Reviewed on 19 Jun 2025

Popular places to visit

Space Golf

Enjoy a round of golf in Orland Park at Space Golf. Experience the great live music or attend a sporting event in this family-friendly area.

Space Golf

University Of Chicago Medicine

If University Of Chicago Medicine is what brings you to town, hopefully you'll have a chance to explore more of Orland Park.

University Of Chicago Medicine

Centennial Park Aquatic Center

Enjoy a fun-filled day at Centennial Park Aquatic Center during your visit to Orland Park. Experience the great live music or attend a sporting event in this family-friendly area.

Centennial Park Aquatic Center

Centennial Park

Explore the great outdoors at Centennial Park, a lovely green space in Orland Park. Experience the great live music or attend a sporting event in this family-friendly area.

Centennial Park

Orland Park Sportsplex

Take the family on an outing to Orland Park Sportsplex during your trip to Orland Park. Experience the area's acclaimed theatre scene and great live music.

Orland Park Sportsplex

Bremen Grove Dog Park

After visiting Bremen Grove Dog Park, make a plan to see the other sights and activities in Tinley Park. While you're in the area, wander around the forests.

Bremen Grove Dog Park

Top Hotel Deals

Chicago Club Inn & Suites
Chicago Club Inn & Suites
3 out of 5
630 Pasquinelli Dr, Westmont, IL
Chicago Club Inn & Suites
Congress Plaza Hotel
Congress Plaza Hotel
3.5 out of 5
520 South Michigan Avenue, Chicago, IL
Congress Plaza Hotel
Embassy Suites by Hilton Chicago Downtown River North
Embassy Suites by Hilton Chicago Downtown River North
4 out of 5
600 N State St, Chicago, IL
Embassy Suites by Hilton Chicago Downtown River North
citizenM Chicago Downtown
citizenM Chicago Downtown
4 out of 5
80 East Wacker Place, Chicago, IL
citizenM Chicago Downtown
InterContinental Chicago Magnificent Mile by IHG
InterContinental Chicago Magnificent Mile by IHG
4.5 out of 5
505 N Michigan Ave, Chicago, IL
InterContinental Chicago Magnificent Mile by IHG
Travelodge by Wyndham Downtown Chicago
Travelodge by Wyndham Downtown Chicago
2 out of 5
65 E Harrison St, Chicago, IL
Travelodge by Wyndham Downtown Chicago
Holiday Inn & Suites Chicago - Downtown by IHG
Holiday Inn & Suites Chicago - Downtown by IHG
3 out of 5
506 West Harrison Street, Chicago, IL
Holiday Inn & Suites Chicago - Downtown by IHG
Crowne Plaza Chicago West Loop by IHG
Crowne Plaza Chicago West Loop by IHG
3.5 out of 5
25 South Halsted Street, Chicago, IL
Crowne Plaza Chicago West Loop by IHG
Hotel Felix River North/Magnificent Mile
Hotel Felix River North/Magnificent Mile
4 out of 5
111 W Huron St, Chicago, IL
Hotel Felix River North/Magnificent Mile
See all 5,327 properties in Orland Square
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.