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.
Hotel Felix River North/Magnificent Mile
Downtown Chicago
Save 100% on your flight
Price was $717, price is now $451 per person
$451
per person
Oct 24 - Oct 29
found 21 hours ago
Roundtrip flight included
Dallas (DFW) to Chicago (ORD)
Stay at this 4-star boutique hotel in Chicago. Enjoy breakfast (surcharge), a 24-hour health club, and valet parking (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.
Hotel Riu Plaza Chicago
Downtown Chicago
Price was $1,770, price is now $788 per person
$788
per person
Oct 24 - Oct 29
found 21 hours ago
Roundtrip flight included
Dallas (DFW) to Chicago (ORD)
Stay at this 4-star business-friendly hotel in Chicago. Enjoy free breakfast, free WiFi, and 2 bars/lounges. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.
The Emily Hotel
Downtown Chicago
Price was $1,617, price is now $889 per person
$889
per person
Oct 24 - Oct 29
found 21 hours ago
Roundtrip flight included
Dallas (DFW) to Chicago (ORD)
Stay at this 4-star 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.
Trump International Hotel & Tower Chicago
Downtown Chicago
Save 100% on your flight
Price was $2,061, price is now $1,199 per person
$1,199
per person
Oct 24 - Oct 29
found 21 hours ago
Roundtrip flight included
Dallas (DFW) to Chicago (ORD)
Stay at this 5-star 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 Allegro Royal Sonesta Hotel Chicago Loop
Downtown Chicago
Save 100% on your flight
Price was $1,042, price is now $618 per person
$618
per person
Oct 24 - Oct 29
found 21 hours ago
Roundtrip flight included
Dallas (DFW) to Chicago (ORD)
Book a stay at this business-friendly hotel in Chicago. Enjoy breakfast (surcharge), a 24-hour fitness center, and WiFi (surcharge). Our guests praise the bar and the helpful staff in our reviews. Popular attractions Chicago Riverwalk and Millennium Park are located nearby.
Level Chicago – Old Town
Downtown Chicago
Save 100% on your flight
Price was $1,321, price is now $851 per person
$851
per person
Oct 24 - Oct 29
found 21 hours ago
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.
Top Hotel Deals
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. ...
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 and the property ...
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 ...
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 ...
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 ...
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, Sep 11 - Fri, Sep 12
DEN
Denver Intl.
MSN
Dane County Regional
$137 Roundtrip, found 6 days ago
$137
Roundtrip
found 6 days ago
Tue, Sep 23 - Tue, Sep 30
BOS
Logan Intl.
MSN
Dane County Regional
$271 Roundtrip, found 2 days ago
$271
Roundtrip
found 2 days ago
Wed, Sep 24 - Thu, Sep 25
BOS
Logan Intl.
MSN
Dane County Regional
$284 Roundtrip, found 2 days ago
$284
Roundtrip
found 2 days ago
Wed, Sep 24 - Thu, Sep 25
BOS
Logan Intl.
MSN
Dane County Regional
$313 Roundtrip, found 2 days ago
$313
Roundtrip
found 2 days ago