Orland Square Tours

If you're in the mood to splurge, Orland Square is the place to go. Fashion, shoes and general supplies — you'll find it here.

Orland Square is frequently visited by travelers to Orland Park. But this shopper's paradise shouldn't be your only stopover in this part of the world. Odyssey Fun World is nearby and worth exploring.

Plan a trip to see Orland Square

Price found within the past 48 hours. Click for updated prices.
Hilton Grand Vacations Club Chicago Magnificent Mile

Hilton Grand Vacations Club Chicago Magnificent Mile

3.5 out of 5
Downtown Chicago
Save 100% on your flight
Price was $405, price is now $214 per person
$214
per person
Dec 14 - Dec 17
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.2/10 Wonderful! (291 reviews)
Food price was high but everything was fine

Reviewed on Oct 4, 2025

Art Villa

Art Villa

5 out of 5
West Town
Save 100% on your flight
Price was $1,020, price is now $524 per person
$524
per person
Dec 31 - Jan 3
found 11 hours ago
Roundtrip flight included
Dallas (DFW) to Chicago (ORD)
10/10 Exceptional! (2 reviews)
Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $649, price is now $347 per person
$347
per person
Nov 25 - Nov 29
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.4/10 Exceptional! (2,427 reviews)
Healthy breakfast and very clean hotel with friendly staff.

Reviewed on Oct 10, 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

Though University Of Chicago Medicine might be what brings you to town, perhaps you'll have a chance to explore more of Orland Park while you are here.

University Of Chicago Medicine

Centennial Park Aquatic Center

Enjoy the thrill rides with your kiddos at Centennial Park Aquatic Center as part of your trip 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 theater 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

Best Lodging Options Near Orland Square

The Champagne Lodge & Luxury Suites

The Champagne Lodge & Luxury Suites

3.5 out of 5
16 W 621 S. Frontage Rd, Willowbrook, IL
The Champagne Lodge & Luxury Suites
Congress Plaza Hotel

Congress Plaza Hotel

3.5 out of 5
520 South Michigan Avenue, Chicago, IL
Congress Plaza Hotel
Hampton Inn & Suites Chicago Medical District UIC

Hampton Inn & Suites Chicago Medical District UIC

2.5 out of 5
710 S Seeley Avenue, Chicago, IL
Hampton Inn & Suites Chicago Medical District UIC
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
Hilton Chicago

Hilton Chicago

4 out of 5
720 S Michigan Ave, Chicago, IL
Hilton Chicago
Freehand Chicago

Freehand Chicago

4 out of 5
19 East Ohio Street, Chicago, IL
Freehand Chicago
The Allegro Royal Sonesta Hotel Chicago Loop

The Allegro Royal Sonesta Hotel Chicago Loop

4 out of 5
171 W Randolph St, Chicago, IL
The Allegro Royal Sonesta Hotel Chicago Loop
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
See all 5,437 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.