Northfield Vacations
Build a Flight + Hotel Bundle & Save up to $536 On Your Vacation*
Northfield Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.
Swissotel - Chicago
Downtown Chicago
Price was $766, price is now $592 per person
$592
per person
Dec 17 - Dec 21
found 1 day ago
Roundtrip flight included
West Palm Beach (PBI) 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.
This place is great and clean
Reviewed on Oct 26, 2026
Hotel Riu Plaza Chicago
Downtown Chicago
Save 100% on your flight
Price was $1,056, price is now $697 per person
$697
per person
Dec 17 - Dec 21
found 1 day ago
Roundtrip flight included
West Palm Beach (PBI) 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.
Trump International Hotel & Tower Chicago
Downtown Chicago
Save 100% on your flight
Price was $1,768, price is now $1,330 per person
$1,330
per person
Dec 17 - Dec 21
found 1 day ago
Roundtrip flight included
West Palm Beach (PBI) 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.
The best of the best. The largest rooms in town at the very best price with the very best experience.
Reviewed on Oct 26, 2026
Pendry Chicago
Downtown Chicago
Price was $1,149, price is now $869 per person
$869
per person
Dec 17 - Dec 21
found 1 day ago
Roundtrip flight included
West Palm Beach (PBI) 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.
The Talbott, Autograph Collection
Downtown Chicago
Price was $837, price is now $641 per person
$641
per person
Dec 17 - Dec 21
found 1 day ago
Roundtrip flight included
West Palm Beach (PBI) 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.
Park Hyatt Chicago
Downtown Chicago
Save 100% on your flight
Price was $1,808, price is now $1,393 per person
$1,393
per person
Dec 17 - Dec 21
found 1 day ago
Roundtrip flight included
West Palm Beach (PBI) 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
Congress Plaza Hotel
520 South Michigan Avenue Chicago IL
28.32 km from city center
Book a stay at this business-friendly hotel in Chicago. Enjoy 2 restaurants, 2 bars/lounges, and breakfast (surcharge). Our guests praise the helpful staff and ...
The Chicago Hotel Collection Ambassador Gold Coast
1301 N State Pkwy Chicago IL
25.15 km from city center
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 helpful ...
River Hotel
75 East Wacker Drive Chicago IL
27.02 km from city center
Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, room service, and a fitness center. Our guests praise the helpful staff and the clean ...
The Wade
644 N Lake Shore Dr Chicago IL
26.85 km from city center
Book a stay at this luxury hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff and the clean rooms ...
The Chicago Hotel Collection - Magnificent Mile
166 E Superior Street Chicago IL
26.36 km from city center
Book a stay at this boutique hotel in Chicago. Enjoy free WiFi, 2 restaurants, and 2 bars/lounges. Our guests praise the helpful staff and the clean rooms in ...
Hilton Chicago
720 S Michigan Ave Chicago IL
28.57 km from city center
Book a stay at this historic hotel in Chicago. Enjoy 2 restaurants, breakfast (surcharge), and a health club. Our guests praise the helpful staff and the clean ...
THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel
172 W Adams St Chicago IL
27.55 km from city center
Book a stay at this business-friendly hotel in Chicago. Enjoy breakfast (surcharge), a 24-hour fitness center, and a 24-hour front desk. Our guests praise the ...
The Royal Sonesta Chicago Downtown
71 E Wacker Dr Chicago IL
27.04 km from city center
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 ...
Eurostars Magnificent Mile
660 North State Street Chicago IL
26.29 km from city center
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 ...
Fairmont Chicago at Millennium Park
200 North Columbus Drive Chicago IL
27.37 km from city center
Book a stay at this luxury hotel in Chicago. Enjoy free WiFi, a full-service spa, and 2 bars/lounges. Our guests praise the helpful staff and the clean rooms ...
The Godfrey Hotel Chicago
127 West Huron, at LaSalle Chicago IL
26.09 km from city center
Book a stay at this luxury hotel in Chicago. Enjoy a full-service spa, a rooftop terrace, and a 24-hour fitness center. Our guests praise the helpful staff and ...
Freehand Chicago
19 East Ohio Street Chicago IL
26.53 km from city center
Stay at this hotel in Chicago. Enjoy free WiFi, room service, and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. ...
Hilton Chicago O'Hare Airport
O'Hare International Airport Chicago IL
17.29 km from city center
Book a stay at this business-friendly hotel in Chicago. Enjoy 2 restaurants, breakfast (surcharge), and a free airport shuttle. Our guests praise the helpful ...
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.
Tue, Jan 26 - Wed, Feb 17
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$150 Roundtrip, found 3 days ago
$150
Roundtrip
found 3 days ago
Tue, Dec 1 - Tue, Dec 15
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$235 Roundtrip, found 5 days ago
$235
Roundtrip
found 5 days ago
Tue, Jan 5 - Sat, Jan 23
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$235 Roundtrip, found 3 days ago
$235
Roundtrip
found 3 days ago
Tue, Dec 1 - Tue, Dec 15
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$235 Roundtrip, found 5 days ago
$235
Roundtrip
found 5 days ago
Sat, Nov 21 - Tue, Dec 1
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$255 Roundtrip, found 5 days ago
$255
Roundtrip
found 5 days ago