Shannon Vacations

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Shannon Flight + Hotel packages

Price found within the past 48 hours. Click for updated prices.
The Whitehall Hotel, BW Premier Collection

The Whitehall Hotel, BW Premier Collection

Downtown Chicago
$1,099
per person
Sep 17 - Sep 21
found 17 hours ago
Roundtrip flight included
New York (NYC) to Chicago (ORD)
Book a stay at this boutique hotel in Chicago. Enjoy free WiFi, a fitness center, and parking (surcharge). Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.
Great hotel in an awesome location!

Reviewed on Aug 10, 2026

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

Downtown Chicago
Save 100% on your flight
$1,613
per person
Sep 17 - Sep 21
found 17 hours ago
Roundtrip flight included
New York (NYC) to Chicago (ORD)
Book a stay at this business-friendly hotel in Chicago. Enjoy free breakfast, free WiFi, and 2 bars/lounges. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.
The property waa clean and spacious Staff were very nice and helpful. The location was perfect a short walk or drive to alot of places ans the best of all was that A Garrett's popcorn shop waa right across the street!

Reviewed on Aug 11, 2026

Sable at Navy Pier Chicago, Curio Collection by Hilton

Sable at Navy Pier Chicago, Curio Collection by Hilton

Downtown Chicago
$1,409
per person
Sep 17 - Sep 21
found 17 hours ago
Roundtrip flight included
New York (NYC) to Chicago (ORD)
Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, 2 restaurants, and 2 bars/lounges. Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Navy Pier and Michigan Avenue are located nearby.
Swissotel - Chicago

Swissotel - Chicago

Downtown Chicago
Save 100% on your flight
$1,909
per person
Sep 17 - Sep 21
found 17 hours ago
Roundtrip flight included
New York (NYC) to Chicago (ORD)
Book a stay at this luxury hotel in Chicago. Enjoy 2 bars/lounges, breakfast (surcharge), and 24-hour room service. Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Chicago Riverwalk and Millennium Park are located nearby.
Eurostars Magnificent Mile

Eurostars Magnificent Mile

Downtown Chicago
$1,323
per person
Sep 17 - Sep 21
found 17 hours ago
Roundtrip flight included
New York (NYC) to Chicago (ORD)
Book a stay at this spa hotel in Chicago. Enjoy free WiFi, a full-service spa, and a fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.
Hotel was great and most of the staff was helpful, I did however have to wait an hour for my check luggage and missed my train.

Reviewed on Aug 10, 2026

LondonHouse Chicago, Curio Collection by Hilton

LondonHouse Chicago, Curio Collection by Hilton

Downtown Chicago
$1,413
per person
Sep 17 - Sep 21
found 17 hours ago
Roundtrip flight included
New York (NYC) to Chicago (ORD)
Book a stay at this luxury hotel in Chicago. Enjoy free WiFi, a full-service spa, and 2 restaurants. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Chicago Riverwalk and Michigan Avenue are located nearby.
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Top Hotel Deals

Savanna Inn & Suites

Savanna Inn & Suites

101 Valley View Drive Savanna IL
33.26 km from city center
Book a stay at this business-friendly hotel in Savanna. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
City Express By Marriott Freeport

City Express By Marriott Freeport

1060 Riverside Dr Freeport IL
20.32 km from city center
Book a stay at this business-friendly hotel in Freeport. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
Country Inn & Suites by Radisson, Freeport, IL

Country Inn & Suites by Radisson, Freeport, IL

1710 South Dirck Drive Freeport IL
16.44 km from city center
Stay at this hotel in Freeport. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular ...
Paddle Wheel Inn

Paddle Wheel Inn

1457 IL Rt 2 North Oregon IL
35.76 km from city center
Book a stay at this business-friendly hotel in Oregon. Enjoy free WiFi, free parking, and a fitness center. Our guests praise the helpful staff and the clean ...
Country Inn & Suites by Radisson, Stockton, IL

Country Inn & Suites by Radisson, Stockton, IL

200 Dillon Ave Stockton IL
31.41 km from city center
Book a stay at this business-friendly hotel in Stockton. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
SureStay Hotel by Best Western Thomson

SureStay Hotel by Best Western Thomson

5020 IL Rt 84 Thomson IL
34.13 km from city center
Book a stay at this golf hotel in Thomson. Enjoy free breakfast, free parking, and a golf course. Our guests praise the helpful staff in our reviews. Popular ...
Super 8 by Wyndham Freeport

Super 8 by Wyndham Freeport

1551 Sleezer Home Rd Freeport IL
17.7 km from city center
Stay at this hotel in Freeport. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Stephenson County Historical Museum and Lincoln-Douglas ...
Hampton Inn Freeport

Hampton Inn Freeport

109 S Galena Ave Freeport IL
18.57 km from city center
Book a stay at this business-friendly hotel in Freeport. Enjoy free breakfast, free parking, and a 24-hour fitness center. Popular attractions Winneshiek Playhouse ...
White Pines Lodge

White Pines Lodge

6712 W Pines Rd. Mount Morris IL
28.91 km from city center
Stay at this hotel in Mount Morris. Enjoy free parking, housekeeping, and a restaurant. Popular attractions White Pines Forest State Park and Dillehay Park are ...
Chateau Lodge

Chateau Lodge

1326 IL Route 2 N. Oregon IL
35.67 km from city center
Book a stay at this business-friendly motel in Oregon. Enjoy free WiFi, free parking, and room service. Popular attractions Lowden State Park and Conover Square ...
Executive Inn Thomson

Executive Inn Thomson

800 One Mile Road Thomson IL
36.11 km from city center
Stay at this motel in Thomson. Enjoy free WiFi, free parking, and room service. Popular attractions Thomson Causeway Recreation Area and Cook Island are located ...
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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.