Vacations Close To Willis Tower

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Willis Tower 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
Save 100% on your flight
Price was $981, price is now $653 per person
$653
per person
Nov 3 - Nov 8
found 15 hours ago
Roundtrip non-stop flight included
Norfolk (ORF) to Chicago (ORD)
The hotel was a good stay, and it was in a good location, but they didn't give us a room with a view. Our room was in the corner and our one window was facing a brick. Besides that, the stay was good, and the staff was friendly.

Reviewed on Sep 9, 2026

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $1,544, price is now $897 per person
$897
per person
Nov 3 - Nov 8
found 15 hours ago
Roundtrip non-stop flight included
Norfolk (ORF) to Chicago (ORD)
Amazing. Book here always.

Reviewed on Sep 10, 2026

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Downtown Chicago
Save 100% on your flight
Price was $2,347, price is now $1,470 per person
$1,470
per person
Nov 3 - Nov 8
found 15 hours ago
Roundtrip non-stop flight included
Norfolk (ORF) to Chicago (ORD)

Level Chicago Fulton Market

Level Chicago Fulton Market

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $1,754, price is now $1,111 per person
$1,111
per person
Nov 3 - Nov 8
found 15 hours ago
Roundtrip non-stop flight included
Norfolk (ORF) to Chicago (ORD)
The pool & jacuzzi was perfect, this hotel is beautiful

Reviewed on Sep 7, 2026

The Talbott, Autograph Collection

The Talbott, Autograph Collection

4.5 out of 5
Downtown Chicago
Save 100% on your flight
Price was $1,479, price is now $967 per person
$967
per person
Nov 3 - Nov 8
found 15 hours ago
Roundtrip non-stop flight included
Norfolk (ORF) to Chicago (ORD)
Old,

Reviewed on Sep 8, 2026

Level Chicago – Old Town

Level Chicago – Old Town

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $1,460, price is now $958 per person
$958
per person
Nov 3 - Nov 8
found 15 hours ago
Roundtrip non-stop flight included
Norfolk (ORF) to Chicago (ORD)
Location and facility was very nice

Reviewed on Sep 7, 2026

Sable at Navy Pier Chicago, Curio Collection by Hilton

Sable at Navy Pier Chicago, Curio Collection by Hilton

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $1,642, price is now $1,121 per person
$1,121
per person
Nov 3 - Nov 8
found 15 hours ago
Roundtrip non-stop flight included
Norfolk (ORF) to Chicago (ORD)

The Emily Hotel

The Emily Hotel

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $1,761, price is now $1,227 per person
$1,227
per person
Nov 3 - Nov 8
found 15 hours ago
Roundtrip non-stop flight included
Norfolk (ORF) to Chicago (ORD)

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Best Lodging Options Near Willis Tower

Congress Plaza Hotel

Congress Plaza Hotel

3.5 out of 5
520 South Michigan Avenue Chicago IL
1.04 km from Willis Tower
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 MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel

THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel

4 out of 5
172 W Adams St Chicago IL
0.24 km from Willis Tower
Book a stay at this business-friendly hotel in Chicago. Enjoy breakfast (surcharge), a 24-hour fitness center, and a 24-hour front desk. Our guests praise the ...
Club Quarters Hotel, Central Loop, Chicago

Club Quarters Hotel, Central Loop, Chicago

4 out of 5
111 West Adams Street Chicago IL
0.39 km from Willis Tower
Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the restaurant and the helpful ...
The Allegro Royal Sonesta Hotel Chicago Loop

The Allegro Royal Sonesta Hotel Chicago Loop

4 out of 5
171 W Randolph St Chicago IL
0.64 km from Willis Tower
Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the helpful staff ...
Hilton Chicago

Hilton Chicago

4 out of 5
720 S Michigan Ave Chicago IL
1.16 km from Willis Tower
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 ...
River Hotel

River Hotel

4 out of 5
75 East Wacker Drive Chicago IL
1.29 km from Willis Tower
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 ...
Central Loop Hotel

Central Loop Hotel

4 out of 5
111 West Adams Street Chicago IL
0.4 km from Willis Tower
Book a stay at this boutique hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the restaurant and the helpful staff ...
Hyatt Place Chicago/Downtown - The Loop

Hyatt Place Chicago/Downtown - The Loop

3 out of 5
28 North Franklin Street Chicago IL
0.42 km from Willis Tower
Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the breakfast ...
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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.