Shannon Vacations
Build a Flight + Hotel Bundle & Save up to $536 On Your Vacation*
Shannon Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.
The Royal Sonesta Chicago Downtown
Downtown Chicago
Price was $439, price is now $316 per person
$316
per person
Dec 26 - Dec 29
found 19 hours ago
Roundtrip flight included
New York (LGA) to Chicago (ORD)
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 restaurant and the helpful staff in our reviews. Popular attractions Chicago Riverwalk and Michigan Avenue are located nearby.
Eurostars Magnificent Mile
Downtown Chicago
Save 100% on your flight
Price was $604, price is now $415 per person
$415
per person
Dec 26 - Dec 29
found 19 hours ago
Roundtrip flight included
New York (LGA) to Chicago (ORD)
Stay at this 4-star 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.
Pendry Chicago
Downtown Chicago
Price was $608, price is now $445 per person
$445
per person
Dec 26 - Dec 29
found 19 hours ago
Roundtrip flight included
New York (LGA) to Chicago (ORD)
Book a stay at this luxury hotel in Chicago. Enjoy free WiFi, a rooftop terrace, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Chicago Riverwalk and Millennium Park are located nearby.
Fairmont Chicago at Millennium Park
Downtown Chicago
Price was $527, price is now $400 per person
$400
per person
Dec 26 - Dec 29
found 19 hours ago
Roundtrip flight included
New York (LGA) to Chicago (ORD)
Book a stay at this spa hotel in Chicago. Enjoy free WiFi, a full-service spa, and 2 bars/lounges. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Millennium Park and Chicago Riverwalk are located nearby.
Sable at Navy Pier Chicago, Curio Collection by Hilton
Downtown Chicago
Price was $521, price is now $405 per person
$405
per person
Dec 26 - Dec 29
found 19 hours ago
Roundtrip flight included
New York (LGA) 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.
Saratoga Motel By Capital O Near Midway Airport Chicago IL
Ashburn
Price was $424, price is now $333 per person
$333
per person
Dec 26 - Dec 29
found 19 hours ago
Roundtrip flight included
New York (LGA) to Chicago (ORD)
Stay at this hotel in Chicago. Enjoy free WiFi, free parking, and room service. Popular attraction SeatGeek Stadium is located nearby.
Top Hotel Deals
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
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 ...
Baymont by Wyndham 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 and the property ...
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
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
109 S Galena Ave, Freeport, IL
18.56 km from city center
Stay at this hotel in Freeport. Enjoy free breakfast, free parking, and a fitness center. Popular attractions Winneshiek Playhouse and Lincoln-Douglas Debate ...
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 ...
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
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 ...
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
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 ...
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.