Search Deals onPearl City Vacation Packages
Pearl City Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
Harrah's Joliet Hotel & Casino - A Caesars Rewards Destination
Save 100% on your flight
Price was $582, price is now $386 per person
$386
per person
Oct 7 - Oct 10
found 8 hours ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Book a stay at this business-friendly hotel in Joliet. Enjoy free WiFi, 3 restaurants, and a fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Chicagoland Speedway and Route 66 Raceway are located nearby.
Parking free, breakfast was good, dinner excellent. We will stay again.
Reviewed on Aug 22, 2026
The Talbott, Autograph Collection
Save 100% on your flight
Price was $890, price is now $545 per person
$545
per person
Oct 27 - Oct 30
found 1 day ago
Roundtrip flight included
Atlanta (ATL) 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.
Beautiful room. Great location. Will be back.
Reviewed on Aug 22, 2026
Hotel Riu Plaza Chicago
Save 100% on your flight
Price was $926, price is now $577 per person
$577
per person
Oct 27 - Oct 30
found 1 day ago
Roundtrip flight included
Atlanta (ATL) 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.
Level Chicago – Old Town
Save 100% on your flight
Price was $829, price is now $518 per person
$518
per person
Oct 27 - Oct 30
found 1 day ago
Roundtrip flight included
Atlanta (ATL) 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
Save 100% on your flight
Price was $1,036, price is now $662 per person
$662
per person
Oct 27 - Oct 30
found 1 day ago
Roundtrip flight included
Atlanta (ATL) 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.
I absolutely loved my stay. It was in the perfect location. Walking distance to every site to see. Their customer customer service was great. As well as the in house dining. I definitely will stay here again the next time I visit Chicago
Reviewed on Aug 22, 2026
Trump International Hotel & Tower Chicago
Save 100% on your flight
Price was $2,468, price is now $1,614 per person
$1,614
per person
Oct 28 - Nov 3
found 1 day ago
Roundtrip flight included
Atlanta (ATL) 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.
Wonderful hotel and staff
Reviewed on Aug 23, 2026
The Peninsula Chicago
Save 100% on your flight
Price was $2,835, price is now $1,911 per person
$1,911
per person
Oct 28 - Nov 3
found 1 day ago
Roundtrip flight included
Atlanta (ATL) 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 property condition in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.
River Hotel
Save 100% on your flight
Price was $588, price is now $401 per person
$401
per person
Oct 27 - Oct 30
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
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 rooms in our reviews. Popular attractions Chicago Riverwalk and Michigan Avenue are located nearby.
Overall staff was very helpful, great service. And location it’s also great on a historical building
Reviewed on Aug 23, 2026
Pearl City Vacation Packages 3-4 Night Stays
Price found within the past 48 hours. Click for updated prices.
Pearl City Vacation Packages 5-7 Night Stays
Price found within the past 48 hours. Click for updated prices.
Top Flight Deals
Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.
Fri, Oct 30 - Fri, Nov 13
ATL
Hartsfield-Jackson Atlanta Intl.
MSN
Dane County Regional
$245 Roundtrip, found 4 hours ago
$245
Roundtrip
found 4 hours ago
Tue, Oct 6 - Sat, Oct 24
ATL
Hartsfield-Jackson Atlanta Intl.
MLI
Quad City Intl.
$248 Roundtrip, found 3 days ago
$248
Roundtrip
found 3 days ago
Tue, Oct 20 - Tue, Oct 27
DCA
Ronald Reagan Washington National
MSN
Dane County Regional
$268 Roundtrip, found 1 hour ago
$268
Roundtrip
found 1 hour ago
Tue, Sep 22 - Tue, Sep 29
BOS
Logan Intl.
MSN
Dane County Regional
$274 Roundtrip, found 4 days ago
$274
Roundtrip
found 4 days ago
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