Chadwick Vacations
Build a Flight + Hotel Bundle & Save up to $536 On Your Vacation*
Chadwick Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.
Level Chicago Fulton Market
Downtown Chicago
Save 100% on your flight
Price was $1,695, price is now $1,062 per person
$1,062
per person
Sep 16 - Sep 20
found 1 day ago
Roundtrip flight included
New York (JFK) to Chicago (ORD)
Stay at this hotel in Chicago. Enjoy free WiFi, an outdoor pool, and a fitness center. Popular attractions Chicago Riverwalk and Michigan Avenue are located nearby.
Great staff, great place!
Reviewed on Aug 5, 2026
Level Chicago - River North
Downtown Chicago
Save 100% on your flight
Price was $1,974, price is now $1,161 per person
$1,161
per person
Sep 16 - Sep 20
found 1 day ago
Roundtrip flight included
New York (JFK) to Chicago (ORD)
Stay at this hotel in Chicago. Enjoy free WiFi, an outdoor pool, and a fitness center. Our guests praise the helpful staff in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.
Hotel Riu Plaza Chicago
Downtown Chicago
Save 100% on your flight
Price was $2,502, price is now $1,608 per person
$1,608
per person
Sep 16 - Sep 20
found 1 day ago
Roundtrip flight included
New York (JFK) 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.
We enjoyed the roof top bar and the glass floor experience in the roof top bar
Room was clean and breakfast changed daily
In a good area for attractions and transport
Reviewed on Aug 5, 2026
Level Chicago – Old Town
Downtown Chicago
Save 100% on your flight
Price was $1,873, price is now $1,229 per person
$1,229
per person
Sep 16 - Sep 20
found 1 day ago
Roundtrip flight included
New York (JFK) to Chicago (ORD)
Book a stay at this family-friendly aparthotel in Chicago. Enjoy free WiFi, an outdoor pool, and a rooftop terrace. Our guests praise the helpful staff in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.
Sable at Navy Pier Chicago, Curio Collection by Hilton
Downtown Chicago
Save 100% on your flight
Price was $1,908, price is now $1,305 per person
$1,305
per person
Sep 16 - Sep 20
found 1 day ago
Roundtrip flight included
New York (JFK) 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.
Our stay was amazing with a beautiful view.
Reviewed on Aug 5, 2026
LondonHouse Chicago, Curio Collection by Hilton
Downtown Chicago
Save 100% on your flight
Price was $1,749, price is now $1,224 per person
$1,224
per person
Sep 16 - Sep 20
found 1 day ago
Roundtrip flight included
New York (JFK) to Chicago (ORD)
Book a stay at this luxury hotel in Chicago. Enjoy free WiFi, a full-service spa, and 2 restaurants. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Chicago Riverwalk and Michigan Avenue are located nearby.
Shams who works at the front desk is wonderful! He is very courteous and helpful. He made a great hotel even better through his service which I feel is missing nowadays. The hotel itself is in a great location, has fast elevators, great food, plus clean and well decorated rooms.
Reviewed on Aug 5, 2026
Top Hotel Deals
Wild Rose Casino & Hotel Clinton
777 Wild Rose Dr Clinton IA
36.99 km from city center
Book a stay at this business-friendly hotel in Clinton. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Bickelhaupt Arboretum and Camanche ...
Savanna Inn & Suites
101 Valley View Drive Savanna IL
21.86 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, Rock Falls, IL
2106 First Avenue Rock Falls IL
32.52 km from city center
Book a stay at this business-friendly hotel in Rock Falls. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
White Pines Lodge
6712 W Pines Rd. Mount Morris IL
35.27 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 ...
Super 8 by Wyndham Dixon
1800 S Galena Ave Dixon IL
40.41 km from city center
Book a stay at this business-friendly hotel in Dixon. Enjoy free breakfast, free parking, and a 24-hour front desk. Popular attractions Ronald Reagan Boyhood ...
Fairfield By Marriott Inn & Suites Dixon
1755 Fulfs Lane Dixon IL
40.2 km from city center
Book a stay at this business-friendly hotel in Dixon. Enjoy free breakfast, free parking, and a 24-hour fitness center. Popular attractions Ronald Reagan Boyhood ...
Holiday Inn Express & Suites Rock Falls by IHG
301 E 2nd St Rock Falls IL
30.49 km from city center
Book a stay at this business-friendly hotel in Rock Falls. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Sinnissippi Park and Westwood ...
Travelodge by Wyndham Clinton Valley West Court
2300 Valley West Ct Clinton IA
36.05 km from city center
Book a stay at this business-friendly hotel in Clinton. Enjoy free WiFi, free parking, and a 24-hour fitness center. Popular attractions Bickelhaupt Arboretum ...
Country Inn & Suites by Radisson, Clinton, IA
2224 Lincoln Way Clinton IA
36.23 km from city center
Book a stay at this business-friendly hotel in Clinton. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Bickelhaupt Arboretum and Camanche ...
SureStay Hotel by Best Western Thomson
5020 IL Rt 84 Thomson IL
17.37 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 ...
Tru By Hilton Dixon
1806 S. Galena Ave Dixon IL
40.56 km from city center
Stay at this hotel in Dixon. Enjoy free breakfast, a fitness center, and a 24-hour front desk. Popular attractions Ronald Reagan Boyhood Home and John Deere ...
Quality Inn & Suites Dixon near I-88
136 Plaza Dr Dixon IL
40.42 km from city center
Stay at this hotel in Dixon. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions Ronald ...
AmericInn by Wyndham Fulton Clinton
1301 17th St Fulton IL
26.94 km from city center
Book a stay at this business-friendly hotel in Fulton. Enjoy free breakfast, free WiFi, and free parking. 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.
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.
Thu, Aug 20 - Thu, Aug 27
DEN
Denver Intl.
MSN
Dane County Regional
$210 Roundtrip, found 5 hours ago
$210
Roundtrip
found 5 hours ago
Thu, Sep 10 - Tue, Sep 15
DEN
Denver Intl.
RFD
Greater Rockford
$236 Roundtrip, found 1 day ago
$236
Roundtrip
found 1 day ago
Thu, Dec 24 - Wed, Dec 30
DEN
Denver Intl.
MSN
Dane County Regional
$299 Roundtrip, found 2 days ago
$299
Roundtrip
found 2 days ago
Wed, Aug 19 - Wed, Aug 26
DEN
Denver Intl.
MSN
Dane County Regional
$299 Roundtrip, found 5 hours ago
$299
Roundtrip
found 5 hours ago
Tue, Aug 11 - Tue, Aug 18
PDX
Portland Intl.
MSN
Dane County Regional
$639 Roundtrip, found 6 days ago
$639
Roundtrip
found 6 days ago