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.
Level Chicago – Old Town

Level Chicago – Old Town

4 out of 5
Downtown Chicago
Price was $1,010, price is now $520 per person
$520
per person
Oct 31 - Nov 5
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9/10 Wonderful! (339 reviews)
It was fine but nit as good as I had expected. Staff were un friendly and un helpful fur an expensive stay.

Reviewed on Aug 27, 2025

The Emily Hotel

The Emily Hotel

4 out of 5
Downtown Chicago
Price was $1,356, price is now $675 per person
$675
per person
Oct 31 - Nov 5
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.2/10 Wonderful! (1,182 reviews)
The staff here are absolutely the most helpful and sweetest. The hotel is perfect for a boutique hotel. The night life seemed to quite popular as well and right around Fulton market! I definitely recommend. Also the coffee bags ? PERFECTION. Just had to add that

Reviewed on Aug 22, 2025

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $1,016, price is now $523 per person
$523
per person
Nov 10 - Nov 16
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.4/10 Exceptional! (2,316 reviews)
Everything was amazing

Reviewed on Aug 26, 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
The Wade

The Wade

4.5 out of 5
644 N Lake Shore Dr, Chicago, IL
The Wade
DoubleTree by Hilton Lisle Naperville

DoubleTree by Hilton Lisle Naperville

4 out of 5
3003 Corporate West Dr, Naperville, IL
DoubleTree by Hilton Lisle Naperville
Palmer House a Hilton Hotel

Palmer House a Hilton Hotel

4 out of 5
17 E Monroe St, Chicago, IL
Palmer House a Hilton Hotel
Hilton Chicago

Hilton Chicago

4 out of 5
720 S Michigan Ave, Chicago, IL
Hilton Chicago
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
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 Garden Inn Chicago Downtown/Magnificent Mile

Hilton Garden Inn Chicago Downtown/Magnificent Mile

3 out of 5
10 E Grand Ave, Chicago, IL
Hilton Garden Inn Chicago Downtown/Magnificent Mile
See all 5,545 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.