Union Vacations
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Union 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 14 hours 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 14 hours 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.
Once you check in, they're going to tell you that you've been selected as a VIP and what that means is you're selected to do a timeshare presentation. DONT DO IT. They're all so rude, and quite frankly racist. They immediately knew that we're not mindless people who wanted to participate so they became rude and one guy started shaking at us because he was so aggravated that we weren't interested. It was SO weird and such a turn off. Anyway. Choose elsewhere. Also the walls are paper thin. We had to change rooms like 3 times. Kevin was nice though.
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 14 hours 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.
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 14 hours 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
DoubleTree by Hilton Lisle Naperville
Price was $658, price is now $579 per person
$579
per person
Dec 24 - Dec 29
found 14 hours ago
Roundtrip flight included
New York (LGA) to Chicago (ORD)
Book a stay at this business-friendly hotel in Naperville. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Naperville Yard Indoor Sports Complex and Arrowhead Golf Club are located nearby.
Hollywood Casino Aurora
Price was $843, price is now $747 per person
$747
per person
Dec 24 - Dec 29
found 14 hours ago
Roundtrip flight included
New York (LGA) to Chicago (ORD)
Book a stay at this spa hotel in Aurora. Enjoy a full-service spa, 9 restaurants, and a 24-hour fitness center. Popular attractions Chicago Premium Outlets and Funway Ultimate Entertainment Center are located nearby.
Top Hotel Deals
Best Western Plus Elgin - Chicago
2175 Marriott Dr West Dundee IL
27.41 km from city center
Book a stay at this business-friendly hotel in West Dundee. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
Hampton Inn & Suites Chicago/Hoffman Estates
2825 Greenspoint Pkwy Hoffman Estates IL
37.45 km from city center
Stay at this hotel in Hoffman Estates. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. ...
Lexington Inn & Suites NW Chicago Elgin
1585 Dundee Avenue Elgin IL
29.58 km from city center
Stay at this hotel in Elgin. Enjoy free WiFi, room service, and a 24-hour front desk. Popular attractions Santa's Village and Elgin Public Museum are located ...
Comfort Suites Elgin Northwest
2480 Bushwood Drive Elgin IL
23.12 km from city center
Book a stay at this business-friendly hotel in Elgin. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
Extended Stay America Suites Chicago Elgin West Dundee
2185 Marriott Dr West Dundee IL
27.45 km from city center
Book a stay at this business-friendly hotel in West Dundee. Enjoy free breakfast, free parking, and a 24-hour fitness center. Popular attractions Santa's Village ...
Elgin Inn
405 Airport Rd Elgin IL
27.74 km from city center
Book a stay at this business-friendly hotel in Elgin. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Hemmens Cultural Center and Elgin ...
Holiday Inn Chicago Nw Crystal Lk Conv Ctr by IHG
800 South Route 31 Crystal Lake IL
21.28 km from city center
Book a stay at this business-friendly hotel in Crystal Lake. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and ...
Best Western Sycamore Inn
1935 Dekalb Ave Sycamore IL
32.97 km from city center
Book a stay at this business-friendly hotel in Sycamore. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the clean rooms in our reviews. ...
Holiday Inn Express & Suites Chicago - Hoffman Estates by IHG
5235 Prairie Stone Parkway Hoffman Estates IL
33.08 km from city center
Book a stay at this business-friendly hotel in Hoffman Estates. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our ...
Holiday Inn Express Hotel & Suites, a Lake Zurich-Barrington by IHG
197 S Rand Road Lake Zurich IL
35.71 km from city center
Book a stay at this business-friendly hotel in Lake Zurich. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
Chicago Marriott Northwest
4800 Hoffman Blvd Hoffman Estates IL
33.82 km from city center
Stay at this hotel in Hoffman Estates. Enjoy breakfast (surcharge), room service, and WiFi (surcharge). Our guests praise the helpful staff in our reviews. Popular ...
Country Inn & Suites by Radisson, Crystal Lake, IL
600 Tracy Trail Crystal Lake IL
20.18 km from city center
Stay at this hotel in Crystal Lake. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. ...
Holiday Inn Chicago Northwest-Elgin by IHG
495 Airport Rd Elgin IL
27.5 km from city center
Book a stay at this business-friendly hotel in Elgin. Enjoy free WiFi, free parking, and 2 restaurants. Our guests praise the helpful staff and the clean rooms ...
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.