
Afton Vacations
Build a Flight + Hotel Bundle & Save up to $536 On Your Vacation*
Afton Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.

Hotel Felix River North/Magnificent Mile
Downtown Chicago
Price was $820, price is now $643 per person
$643
per person
Dec 31 - Jan 5
found 1 day ago
Roundtrip flight included
New York (LGA) to Chicago (ORD)
Book a stay at this boutique hotel in Chicago. Enjoy breakfast (surcharge), a 24-hour health club, and valet parking (surcharge). 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
Downtown Chicago
Price was $1,309, price is now $869 per person
$869
per person
Dec 31 - Jan 5
found 1 day ago
Roundtrip flight included
New York (LGA) 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.
Price to high for the quality.
Reviewed on Nov 9, 2026

Eurostars Magnificent Mile
Downtown Chicago
Price was $1,182, price is now $842 per person
$842
per person
Dec 31 - Jan 5
found 1 day 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 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.
Everything really nice rooms and the view was amazing !!
Reviewed on Nov 9, 2026

Trump International Hotel & Tower Chicago
Downtown Chicago
Price was $1,942, price is now $1,430 per person
$1,430
per person
Dec 22 - Dec 27
found 1 day ago
Roundtrip flight included
Washington (WAS) 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.
Very good service
Reviewed on Nov 9, 2026

Swissotel - Chicago
Downtown Chicago
Price was $1,165, price is now $882 per person
$882
per person
Dec 24 - Dec 29
found 17 hours ago
Roundtrip flight included
New York (LGA) 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.

Park Hyatt Chicago
Downtown Chicago
Price was $1,972, price is now $1,547 per person
$1,547
per person
Dec 22 - Dec 27
found 1 day ago
Roundtrip flight included
Washington (WAS) 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 in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.
Top Hotel Deals

Baymont by Wyndham Janesville
616 Midland Rd Janesville WI
10.73 km from city center
Book a stay at this business-friendly hotel in Janesville. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...

AmericInn by Wyndham Beloit
2790 Milwaukee Rd Beloit WI
11.5 km from city center
Book a stay at this business-friendly hotel in Beloit. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms ...

Microtel Inn by Wyndham Janesville
3121 Wellington Pl Janesville WI
14.38 km from city center
Book a stay at this business-friendly hotel in Janesville. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...

Motel 6 Janesville, WI
3907 Milton Ave Janesville WI
15.33 km from city center
Stay at this motel in Janesville. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff in our reviews. Popular attractions ...

AmericInn by Wyndham Janesville
3900 Milton Ave Janesville WI
15.27 km from city center
Book a stay at this business-friendly hotel in Janesville. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in ...

Holiday Inn Express & Suites Beloit by IHG
3022 Ford Street Beloit WI
11.74 km from city center
Book a stay at this business-friendly hotel in Beloit. Enjoy free breakfast, free WiFi, and a 24-hour fitness center. Our guests praise the helpful staff and ...

Ironworks Hotel
500 Pleasant Street Rock Beloit WI
11.88 km from city center
Book a stay at this business-friendly hotel in Beloit. Enjoy free WiFi, free parking, and room service. Our guests praise the helpful staff in our reviews. Popular ...

Best Western Legacy Inn & Suites Beloit/South Beloit
5910 Technology Drive South Beloit IL
13.91 km from city center
Book a stay at this business-friendly hotel in South Beloit. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...

Tru By Hilton Janesville
2702 Pontiac Place Janesville WI
14.31 km from city center
Stay at this hotel in Janesville. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions ...

Hampton Inn Beloit
2700 Cranston Rd Beloit WI
11.44 km from city center
Stay at this hotel in Beloit. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular ...

Fairfield Inn & Suites by Marriott Beloit
2784 Milwaukee Rd Beloit WI
11.42 km from city center
Book a stay at this business-friendly hotel in Beloit. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Turtle Creek Parkway and Leeson ...

Quality Inn Edgerton - Lake Koshkonong
11102 N Goede Rd Edgerton WI
25.98 km from city center
Book a stay at this business-friendly hotel in Edgerton. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...

Hotel Goodwin
500 Public Ave Beloit WI
11.93 km from city center
Book a stay at this business-friendly hotel in Beloit. Enjoy free WiFi, free parking, and room service. Popular attractions Bunge Studio Theatre and Kresge Experimental ...
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.

