Vacations Close To Orland Square
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Orland Square Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.
Hotel Riu Plaza Chicago
Downtown Chicago
Save 100% on your flight
Price was $1,893, price is now $1,118 per person
$1,118
per person
Nov 5 - Nov 10
found 1 day ago
Roundtrip flight included
Philadelphia (PHL) to Chicago (ORD)
Everything was awesome but there was no microwave and we needed one
Reviewed on Oct 3, 2026
Level Chicago - River North
Downtown Chicago
Save 100% on your flight
Price was $1,384, price is now $1,013 per person
$1,013
per person
Nov 5 - Nov 10
found 1 day ago
Roundtrip flight included
Philadelphia (PHL) to Chicago (ORD)
Good location and parking, but the room has poor soundproofing, we can here the noise from outside
Reviewed on Oct 2, 2026
Eurostars Magnificent Mile
Downtown Chicago
Save 100% on your flight
Price was $971, price is now $727 per person
$727
per person
Nov 5 - Nov 10
found 1 day ago
Roundtrip flight included
Philadelphia (PHL) to Chicago (ORD)
Slight wear and tear on the furniture dates the place and I wish the rooms were brighter, but excellent location and great value. Loved the shower!
Reviewed on Oct 2, 2026
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View all tripsBest Lodging Options Near Orland Square
Holiday Inn Chicago – Midway Airport S by IHG
7353 S Cicero Avenue Chicago IL
17.48 km from Orland Square
Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and a free airport shuttle. Our guests praise the helpful staff ...
Chicago Club Inn & Suites
630 Pasquinelli Dr Westmont IL
23.25 km from Orland Square
Book a stay at this business-friendly hotel in Westmont. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the clean rooms ...
Sybaris Pool Suites
600 Ogden Ave Downers Grove IL
24.96 km from Orland Square
Stay at this hotel in Downers Grove. Enjoy free WiFi, free parking, and a 24-hour front desk. Popular attractions Oakbrook Center Mall and Ty Warner Park are ...
Embassy Suites by Hilton Chicago Lombard Oak Brook
707 E Butterfield Road Lombard IL
27.64 km from Orland Square
Book a stay at this business-friendly hotel in Lombard. Enjoy free breakfast, free WiFi, and room service. Our guests praise the breakfast and the helpful staff ...
Congress Plaza Hotel
520 South Michigan Avenue Chicago IL
33.51 km from Orland Square
Book a stay at this business-friendly hotel in Chicago. Enjoy 2 restaurants, 2 bars/lounges, and breakfast (surcharge). Our guests praise the helpful staff and ...
River Hotel
75 East Wacker Drive Chicago IL
34.64 km from Orland Square
Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, room service, and a fitness center. Our guests praise the helpful staff and the clean ...
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.