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.
Holiday Inn Chicago O'Hare – Rosemont by IHG

Holiday Inn Chicago O'Hare – Rosemont by IHG

3 out of 5
Price was $737, price is now $556 per person
$556
per person
Mar 22 - Mar 27
found 1 day ago
Roundtrip flight included
Norfolk (ORF) to Chicago (ORD)

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Downtown Chicago
Save 100% on your flight
Price was $1,797, price is now $1,150 per person
$1,150
per person
Mar 22 - Mar 27
found 2 hours ago
Roundtrip flight included
Norfolk (ORF) to Chicago (ORD)

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
Downtown Chicago
Price was $970, price is now $647 per person
$647
per person
Mar 22 - Mar 27
found 1 day ago
Roundtrip flight included
Norfolk (ORF) to Chicago (ORD)

The Emily Hotel

The Emily Hotel

4 out of 5
Downtown Chicago
Price was $1,105, price is now $790 per person
$790
per person
Mar 22 - Mar 27
found 1 day ago
Roundtrip flight included
Norfolk (ORF) to Chicago (ORD)

JW Marriott Chicago

JW Marriott Chicago

4.5 out of 5
Downtown Chicago
Save 100% on your flight
Price was $1,324, price is now $969 per person
$969
per person
Mar 22 - Mar 27
found 1 day ago
Roundtrip flight included
Norfolk (ORF) to Chicago (ORD)

Hilton Grand Vacations Club Chicago Magnificent Mile

Hilton Grand Vacations Club Chicago Magnificent Mile

3.5 out of 5
Downtown Chicago
Price was $1,204, price is now $907 per person
$907
per person
Mar 22 - Mar 27
found 1 day ago
Roundtrip flight included
Norfolk (ORF) to Chicago (ORD)

Level Chicago Fulton Market

Level Chicago Fulton Market

4 out of 5
Downtown Chicago
Price was $1,134, price is now $860 per person
$860
per person
Mar 22 - Mar 27
found 7 hours ago
Roundtrip flight included
Norfolk (ORF) to Chicago (ORD)

Viceroy Chicago

Viceroy Chicago

4.5 out of 5
Downtown Chicago
Price was $1,169, price is now $893 per person
$893
per person
Mar 22 - Mar 27
found 1 day ago
Roundtrip flight included
Norfolk (ORF) to Chicago (ORD)

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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
15.98 km from Orland Square
Book a stay at this boutique hotel in Willowbrook. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean ...
Sybaris Pool Suites

Sybaris Pool Suites

2.5 out of 5
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 onsite spa services. Popular attractions Ty Warner Park and Yorktown Shopping Center ...
Congress Plaza Hotel

Congress Plaza Hotel

3.5 out of 5
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 ...
Hilton Chicago

Hilton Chicago

4 out of 5
720 S Michigan Ave Chicago IL
33.24 km from Orland Square
Book a stay at this historic hotel in Chicago. Enjoy 2 restaurants, breakfast (surcharge), and a health club. Our guests praise the helpful staff and the clean ...
Bluegreen Vacations Hotel Blake, an Ascend Collection Hotel

Bluegreen Vacations Hotel Blake, an Ascend Collection Hotel

4 out of 5
500 South Dearborn Street Chicago IL
33.28 km from Orland Square
Book a stay at this boutique hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff and the clean rooms ...
Hilton Garden Inn Chicago Downtown South Loop

Hilton Garden Inn Chicago Downtown South Loop

3 out of 5
55 E 11th Street Chicago IL
32.89 km from Orland Square
Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff and the ...
Homewood Suites by Hilton Chicago Downtown South Loop

Homewood Suites by Hilton Chicago Downtown South Loop

3 out of 5
59 E. 11th Street Chicago IL
32.89 km from Orland Square
Book a stay at this business-friendly hotel in Chicago. Enjoy free breakfast, free WiFi, and a 24-hour fitness center. Our guests praise the breakfast and the ...
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
33.1 km from Orland Square
Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and a fitness center. Our guests praise the helpful staff in ...
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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.