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

Chicago Club Inn & Suites
Price was $616, price is now $538 per person
$538
per person
Dec 24 - Dec 29
found 1 day ago
Roundtrip flight included
New York (LGA) to Chicago (ORD)
Book a stay at this business-friendly hotel in Westmont. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the clean rooms in our reviews. Popular attractions Oakbrook Center Mall and Ty Warner Park are located nearby.

Sports Illustrated Resorts Chicago
Downtown Chicago
Price was $847, price is now $704 per person
$704
per person
Dec 24 - Dec 29
found 1 day ago
Roundtrip flight included
New York (LGA) to Chicago (ORD)
Book a stay at this boutique hotel in Chicago. Enjoy free WiFi, a 24-hour fitness center, and valet parking (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Chicago Riverwalk and Millennium Park are located nearby.
Overall my stay was pretty good. The only two issues were my mini fridge wasn’t working and I lost my leftovers that sat in there for the two days I stayed. Secondly, I had a staff member tell me about a special tour and promotion, only to tell me somehow I was not eligible. Then he had me bring my son down to see if he could be eligible. He was only 18,not 21. So he was not. That was not very pleasant considering it was basically pulled back for some reason . I visit 3-4 times a year. I either stay at the Westin River north or the Royal Sonesta River North. The lost food was no biggie but being given a whole rundown about how the hotel was trying to build a new customer base and then being told I wasn’t eligible was crappy. I can’t lie. Everything else was pretty good. The happy hours were cool. Staff outside of that was generally ok.
Reviewed on Nov 2, 2026

Omni Chicago Hotel
Downtown Chicago
Price was $955, price is now $816 per person
$816
per person
Dec 3 - Dec 7
found 19 hours ago
Roundtrip flight included
Omaha (OMA) 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 breakfast and the helpful staff in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.
Located in the heart of the city. Staff is always friendly and helpful
Reviewed on Nov 2, 2026

Comfort Inn & Suites Geneva - West Chicago
Price was $678, price is now $581 per person
$581
per person
Dec 24 - Dec 29
found 1 day ago
Roundtrip flight included
New York (LGA) to Chicago (ORD)
Book a stay at this business-friendly hotel in Geneva. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions American Science & Surplus Store and Fabyan Windmill are located nearby.
The hotel was immaculate and the staff was very nice and helpful.
Reviewed on Nov 2, 2026

LIVN - West Loop Chicago
Downtown Chicago
Price was $942, price is now $819 per person
$819
per person
Dec 3 - Dec 7
found 19 hours ago
Roundtrip flight included
Omaha (OMA) to Chicago (ORD)
Stay at this hotel in Chicago. Enjoy free WiFi, a 24-hour fitness center, and laundry facilities. Popular attractions Millennium Park and Chicago Riverwalk are located nearby.
Great experience would recommend to anyone who’s trying to stay in the city for the weekend
Reviewed on Nov 3, 2026

Hilton Vacation Club Hotel Blake Chicago
Downtown Chicago
Price was $876, price is now $771 per person
$771
per person
Dec 24 - Dec 29
found 1 day ago
Roundtrip flight included
New York (LGA) to Chicago (ORD)
Book a stay at this boutique hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Grant Park and Millennium Park are located nearby.
Wel located hotel. Clean. Helpful staff. Too bad they don't offer breakfast.
Reviewed on Nov 1, 2026
Top Hotel Deals

Abbey Resort and Avani Spa
269 Fontana Boulevard Fontana WI
25.75 km from city center
Book a stay at this beach resort in Fontana. Enjoy free parking, an outdoor pool, and a full-service spa. Our guests praise the pool and the helpful staff in ...

Harbor Shores on Lake Geneva
300 Wrigley Dr Lake Geneva WI
35.84 km from city center
Book a stay at this family-friendly hotel in Lake Geneva. Enjoy free WiFi, free parking, and 2 restaurants. Our guests praise the pool and the helpful staff ...

The Cove Of Lake Geneva
111 Center St Lake Geneva WI
35.86 km from city center
Book a stay at this family-friendly hotel in Lake Geneva. Enjoy an outdoor pool, 2 hot tubs, and room service. Our guests praise the pool and the helpful staff ...

Lake Lawn Resort
2400 E Geneva St Delavan WI
21.79 km from city center
Book a stay at this beach resort in Delavan. Enjoy free parking, an outdoor pool, and a full-service spa. Our guests praise the pool and the helpful staff in ...

Lodge Geneva National
W4240 WI-50 Lake Geneva WI
29.87 km from city center
Book a stay at this golf resort in Lake Geneva. Enjoy an outdoor pool, breakfast (surcharge), and a fitness center. Our guests praise the pool and the restaurant ...

AmericInn by Wyndham Beloit
2790 Milwaukee Rd Beloit WI
15.35 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 ...

Comfort Suites Lake Geneva East
300 E Main St Lake Geneva WI
36.92 km from city center
Book a stay at this family-friendly hotel in Lake Geneva. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in ...

Microtel Inn by Wyndham Janesville
3121 Wellington Pl Janesville WI
13.07 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 ...

Baymont by Wyndham Janesville
616 Midland Rd Janesville WI
10.07 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 ...

Bella Vista Suites
335 Wrigley Drive Lake Geneva WI
35.89 km from city center
Book a stay at this spa hotel in Lake Geneva. Enjoy a full-service spa, a marina, and a fitness center. Our guests praise the helpful staff and the clean rooms ...

The Geneva Inn
N2009 S Lake Shore Drive Lake Geneva WI
35.94 km from city center
Stay at this hotel in Lake Geneva. Enjoy free WiFi, free parking, and room service. Our guests praise the helpful staff in our reviews. Popular attractions Geneva ...

AmericInn by Wyndham Janesville
3900 Milton Ave Janesville WI
14.61 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 ...

Comfort Suites Delavan - Lake Geneva Area
313 Bauer Parkway Delavan WI
19.54 km from city center
Book a stay at this business-friendly hotel in Delavan. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
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.

