Pearl City Vacations
Build a Flight + Hotel Bundle & Save up to $536 On Your Vacation*
Pearl City Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.
Arlo Chicago
Downtown Chicago
Save 100% on your flight
Price was $532, price is now $377 per person
$377
per person
Dec 23 - Dec 27
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Chicago (ORD)
Stay at this 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 Chicago Riverwalk and Millennium Park are located nearby.
Eurostars Magnificent Mile
Downtown Chicago
Save 100% on your flight
Price was $647, price is now $423 per person
$423
per person
Dec 23 - Dec 27
found 1 day ago
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.
Trump International Hotel & Tower Chicago
Downtown Chicago
Save 100% on your flight
Price was $1,383, price is now $905 per person
$905
per person
Dec 23 - Dec 27
found 1 day ago
Roundtrip flight included
Dallas (DFW) 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.
Pendry Chicago
Downtown Chicago
Save 100% on your flight
Price was $696, price is now $490 per person
$490
per person
Dec 23 - Dec 27
found 1 day ago
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.
Fairmont Chicago at Millennium Park
Downtown Chicago
Save 100% on your flight
Price was $617, price is now $448 per person
$448
per person
Dec 23 - Dec 27
found 1 day ago
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 2 bars/lounges. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Millennium Park and Chicago Riverwalk are located nearby.
Chicago Athletic Association, a Hyatt Hotel
Downtown Chicago
Save 100% on your flight
Price was $578, price is now $423 per person
$423
per person
Dec 23 - Dec 27
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Chicago (ORD)
Stay at this 4.5-star luxury hotel in Chicago. Enjoy free WiFi, 2 restaurants, and 3 bars/lounges. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Millennium Park and Chicago Riverwalk are located nearby.
Top Hotel Deals
Country Inn & Suites by Radisson, Freeport, IL
1710 South Dirck Drive Freeport IL
15.84 km from city center
Stay at this hotel in Freeport. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular ...
Savanna Inn & Suites
101 Valley View Drive Savanna IL
31.85 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, Stockton, IL
200 Dillon Ave Stockton IL
18.13 km from city center
Book a stay at this business-friendly hotel in Stockton. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
Baymont by Wyndham Freeport
1060 Riverside Dr Freeport IL
16.98 km from city center
Book a stay at this business-friendly hotel in Freeport. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
Hampton Inn Freeport
109 S Galena Ave Freeport IL
17.2 km from city center
Stay at this hotel in Freeport. Enjoy free breakfast, free parking, and a fitness center. Popular attractions Winneshiek Playhouse and Lincoln-Douglas Debate ...
Executive Inn Thomson
800 One Mile Road Thomson IL
39.67 km from city center
Stay at this motel in Thomson. Enjoy free WiFi, free parking, and room service. Popular attractions Thomson Causeway Recreation Area and Cook Island are located ...
SureStay Hotel by Best Western Thomson
5020 IL Rt 84 Thomson IL
36.66 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 ...
Super 8 by Wyndham Freeport
1551 Sleezer Home Rd, Freeport, IL
17.88 km from city center
Stay at this hotel in Freeport. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Stephenson County Historical Museum and Oscar Taylor Home ...
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.
Wed, Dec 24 - Mon, Jan 5
ATL
Hartsfield-Jackson Atlanta Intl.
MSN
Dane County Regional
$340 Roundtrip, found 6 days ago
$340
Roundtrip
found 6 days ago
Fri, Dec 19 - Wed, Jan 7
ATL
Hartsfield-Jackson Atlanta Intl.
MSN
Dane County Regional
$399 Roundtrip, found 6 days ago
$399
Roundtrip
found 6 days ago
Tue, Jan 20 - Sun, Feb 8
ATL
Hartsfield-Jackson Atlanta Intl.
MSN
Dane County Regional
$440 Roundtrip, found 6 days ago
$440
Roundtrip
found 6 days ago
Mon, Jan 19 - Tue, Feb 3
ATL
Hartsfield-Jackson Atlanta Intl.
MSN
Dane County Regional
$462 Roundtrip, found 6 days ago
$462
Roundtrip
found 6 days ago