Esmond Vacations
Build a Flight + Hotel Bundle & Save up to $536 On Your Vacation*
Esmond Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.
Palmer House a Hilton Hotel
Downtown Chicago
Save 100% on your flight
Price was $523, price is now $328 per person
$328
per person
Dec 22 - Dec 27
just found
Roundtrip flight included
Dallas (DFW) to Chicago (ORD)
Book a stay at this luxury hotel in Chicago. Enjoy a full-service spa, breakfast (surcharge), and a 24-hour health club. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Millennium Park and Chicago Riverwalk are located nearby.
Level Chicago – Old Town
Downtown Chicago
Save 100% on your flight
Price was $880, price is now $521 per person
$521
per person
Dec 22 - Dec 27
just found
Roundtrip flight included
Dallas (DFW) to Chicago (ORD)
Stay at this 4-star 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.
theWit Chicago, a Hilton Hotel
Downtown Chicago
Save 100% on your flight
Price was $595, price is now $363 per person
$363
per person
Dec 22 - Dec 27
just found
Roundtrip flight included
Dallas (DFW) to Chicago (ORD)
Book a stay at this luxury hotel in Chicago. Enjoy a full-service spa, 2 bars/lounges, 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.
Eurostars Magnificent Mile
Downtown Chicago
Save 100% on your flight
Price was $760, price is now $490 per person
$490
per person
Dec 22 - Dec 27
just found
Roundtrip flight included
Dallas (DFW) 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.
Pendry Chicago
Downtown Chicago
Save 100% on your flight
Price was $687, price is now $446 per person
$446
per person
Dec 22 - Dec 27
just found
Roundtrip flight included
Dallas (DFW) 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 Emily Hotel
Downtown Chicago
Save 100% on your flight
Price was $688, price is now $451 per person
$451
per person
Dec 22 - Dec 27
just found
Roundtrip flight included
Dallas (DFW) to Chicago (ORD)
Book a stay at this business-friendly 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 United Center and Chicago Riverwalk are located nearby.
Top Hotel Deals
Baymont by Wyndham Rockford
662 N Lyford Rd Rockford IL
26.76 km from city center
Book a stay at this business-friendly hotel in Rockford. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
Econo Lodge
7712 Potawatomi Trail Rockford IL
26.63 km from city center
Stay at this hotel in Rockford. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular ...
Holiday Inn Rockford by IHG
7550 E State Street Rockford IL
26.62 km from city center
Stay at this 3-star business-friendly hotel in Rockford. Enjoy free WiFi, breakfast (surcharge), and a free airport shuttle. Our guests praise the helpful staff ...
Embassy Suites by Hilton Rockford Riverfront
416 S Main Street Rockford IL
29.22 km from city center
Stay at this 3.5-star business-friendly hotel in Rockford. Enjoy free breakfast, 2 restaurants, and 2 bars/lounges. Our guests praise the breakfast and the helpful ...
Fairfield Inn & Suites by Marriott Rockford
7651 Walton Street Rockford IL
26.46 km from city center
Book a stay at this business-friendly hotel in Rockford. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
Sleep Inn Rockford I-90
725 Clark Drive Rockford IL
26.93 km from city center
Book a stay at this business-friendly hotel in Rockford. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the overall ...
La Quinta Inn & Suites by Wyndham Rockford
7401 Walton St Rockford IL
26.33 km from city center
Book a stay at this business-friendly hotel in Rockford. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
Alpine Inn Rockford
4404 East State Street Rockford IL
26.84 km from city center
Book a stay at this business-friendly motel in Rockford. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff in our ...
Hampton Inn DeKalb, IL
663 S. Annie Glidden Road, DeKalb, IL
18.2 km from city center
Stay at this 3-star business-friendly hotel in DeKalb. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms ...
Holiday Inn Express Hotel & Suites Rockford-Loves Park by IHG
7552 Park Place Road Loves Park IL
32.13 km from city center
Book a stay at this business-friendly hotel in Loves Park. Enjoy free breakfast, free parking, and a fitness center. Our guests praise the helpful staff and ...
Woodspring Suites Loves Park Rockford
4101 GALLERIA DR Loves Park IL
32.13 km from city center
Stay at this property in Loves Park. Enjoy free WiFi, free parking, and room service. Popular attractions Rivets Stadium and Rock Cut State Park are located ...
Riverview Inn & Suites, an Ascend Collection Hotel
700 W Riverside Blvd Rockford IL
33.21 km from city center
Book a stay at this business-friendly hotel in Rockford. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
Days Inn by Wyndham Rockford I-90 Casino District
220 S Lyford Rd Rockford IL
26.4 km from city center
Book a stay at this business-friendly hotel in Rockford. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
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.