Shannon Vacations

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Shannon Flight + Hotel packages

Price found within the past 48 hours. Click for updated prices.
The Talbott, Autograph Collection

The Talbott, Autograph Collection

Downtown Chicago
$1,078
per person
Oct 26 - Oct 30
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Chicago (ORD)
Book a stay at this luxury hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and a 24-hour 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 Riu Plaza Chicago

Hotel Riu Plaza Chicago

Downtown Chicago
Save 100% on your flight
$1,168
per person
Oct 26 - Oct 30
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) 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.
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Reviewed on Sep 13, 2026

Sable at Navy Pier Chicago, Curio Collection by Hilton

Sable at Navy Pier Chicago, Curio Collection by Hilton

Downtown Chicago
$1,380
per person
Oct 26 - Oct 30
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) 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.
The Stable hotel was extremely nice and well taken care of, the staff was very nice and helpful also, i would definitely stay again! Also the views from the room were amazing!

Reviewed on Sep 13, 2026

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

Downtown Chicago
Save 100% on your flight
$1,635
per person
Oct 26 - Oct 30
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Chicago (ORD)
Book a stay at this luxury hotel in Chicago. Enjoy free WiFi, a full-service spa, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Chicago Riverwalk and Michigan Avenue are located nearby.
Level Chicago - River North

Level Chicago - River North

Downtown Chicago
$1,287
per person
Oct 26 - Oct 30
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Chicago (ORD)
Stay at this hotel in Chicago. Enjoy free WiFi, an outdoor pool, and a fitness center. Our guests praise the helpful staff in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.
I would stay again !

Reviewed on Sep 13, 2026

Level Chicago – Old Town

Level Chicago – Old Town

Downtown Chicago
$1,129
per person
Oct 26 - Oct 30
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Chicago (ORD)
Book a stay at this family-friendly aparthotel in Chicago. Enjoy free WiFi, an outdoor pool, and a rooftop terrace. Our guests praise the helpful staff in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk 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. ...
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 ...
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. ...
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 Oscar Taylor Home ...
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 ...
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 ...
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 ...
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 ...
Trailside Inn

Trailside Inn

21-78 Lake Carroll Blvd Lanark IL
10.54 km from city center
Stay at this guesthouse in Lanark. Enjoy free WiFi, free parking, and daily housekeeping. Popular attraction Lake Carroll Golf Course is located nearby.
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.

Top Flight Deals

These prices were available within the past 7 days. Prices quoted are per person, round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

American Airlines
American Airlines
American Airlines
American Airlines