Vacations Close To Milton Lee Olive Park

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Milton Lee Olive Park Flight + Hotel packages

Price found within the past 48 hours. Click for updated prices.
Hotel Felix River North/Magnificent Mile

Hotel Felix River North/Magnificent Mile

4 out of 5
Downtown Chicago
Price was $802, price is now $628 per person
$628
per person
Dec 1 - Dec 5
found 1 day ago
Roundtrip flight included
Little Rock (LIT) to Chicago (ORD)

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $1,530, price is now $998 per person
$998
per person
Dec 1 - Dec 5
found 1 day ago
Roundtrip flight included
Little Rock (LIT) to Chicago (ORD)
Great staff they accommodating us.

Reviewed on Oct 30, 2026

The Talbott, Autograph Collection

The Talbott, Autograph Collection

4.5 out of 5
Downtown Chicago
Price was $1,115, price is now $800 per person
$800
per person
Dec 1 - Dec 5
found 1 day ago
Roundtrip flight included
Little Rock (LIT) to Chicago (ORD)
Staff was great and the room was clean!

Reviewed on Oct 29, 2026

Swissotel - Chicago

Swissotel - Chicago

4.5 out of 5
Downtown Chicago
Price was $1,082, price is now $799 per person
$799
per person
Dec 1 - Dec 5
found 1 day ago
Roundtrip flight included
Little Rock (LIT) to Chicago (ORD)

Sports Illustrated Resorts Chicago

Sports Illustrated Resorts Chicago

3.5 out of 5
Downtown Chicago
Price was $1,097, price is now $857 per person
$857
per person
Dec 1 - Dec 5
found 1 day ago
Roundtrip flight included
Little Rock (LIT) to Chicago (ORD)

LondonHouse Chicago, Curio Collection by Hilton

LondonHouse Chicago, Curio Collection by Hilton

4.5 out of 5
Downtown Chicago
Price was $1,314, price is now $1,027 per person
$1,027
per person
Dec 1 - Dec 5
found 1 day ago
Roundtrip flight included
Little Rock (LIT) to Chicago (ORD)

THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel

THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel

4 out of 5
Downtown Chicago
Price was $1,202, price is now $946 per person
$946
per person
Dec 1 - Dec 5
found 1 day ago
Roundtrip flight included
Little Rock (LIT) to Chicago (ORD)

Sable at Navy Pier Chicago, Curio Collection by Hilton

Sable at Navy Pier Chicago, Curio Collection by Hilton

4 out of 5
Downtown Chicago
Price was $1,087, price is now $856 per person
$856
per person
Dec 1 - Dec 5
found 1 day ago
Roundtrip flight included
Little Rock (LIT) to Chicago (ORD)

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Best Lodging Options Near Milton Lee Olive Park

Congress Plaza Hotel

Congress Plaza Hotel

3.5 out of 5
520 South Michigan Avenue Chicago IL
2.15 km from Milton Lee Olive Park
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 ...
The Wade

The Wade

4.5 out of 5
644 N Lake Shore Dr Chicago IL
0.1 km from Milton Lee Olive Park
Book a stay at this luxury hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff and the clean rooms ...
River Hotel

River Hotel

4 out of 5
75 East Wacker Drive Chicago IL
1.1 km from Milton Lee Olive Park
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 ...
The Chicago Hotel Collection - Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile

4 out of 5
166 E Superior Street Chicago IL
0.73 km from Milton Lee Olive Park
Book a stay at this boutique hotel in Chicago. Enjoy free WiFi, 2 restaurants, and 2 bars/lounges. Our guests praise the helpful staff and the clean rooms in ...
The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast

4 out of 5
1301 N State Pkwy Chicago IL
1.81 km from Milton Lee Olive Park
Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, a 24-hour fitness center, and valet parking (surcharge). Our guests praise the helpful ...
Hotel Saint Clair- Magnificent Mile

Hotel Saint Clair- Magnificent Mile

4 out of 5
162 East Ontario Street Chicago IL
0.69 km from Milton Lee Olive Park
Stay at this hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms ...
Fairmont Chicago at Millennium Park

Fairmont Chicago at Millennium Park

4.5 out of 5
200 North Columbus Drive Chicago IL
0.95 km from Milton Lee Olive Park
Book a stay at this luxury hotel in Chicago. Enjoy free WiFi, a full-service spa, and 2 bars/lounges. Our guests praise the helpful staff and the clean rooms ...
Kasa Lake Shore Chicago

Kasa Lake Shore Chicago

4 out of 5
446 East Ontario Street Chicago IL
0.15 km from Milton Lee Olive Park
Stay at this aparthotel in Chicago. Enjoy free WiFi, a rooftop terrace, and parking (surcharge). Popular attractions Michigan Avenue and Chicago Riverwalk are ...
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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.