Search Deals onPleasant Home Vacation Packages
Pleasant Home Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
Illinois Beach Hotel
Save 100% on your flight
Price was $336, price is now $202 per person
$202
per person
Jan 6 - Jan 10
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Chicago (ORD)
Stay at this hotel in Zion. Enjoy free WiFi, free parking, and a beach locale. Our guests praise the helpful staff in our reviews. Popular attractions Illinois Beach State Park and Carmel Park are located nearby.
The Ritz-Carlton, Chicago
Price was $1,692, price is now $1,012 per person
$1,012
per person
Dec 24 - Dec 31
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Book a stay at this luxury hotel in Chicago. Enjoy a full-service spa, breakfast (surcharge), and room service. Our guests praise the helpful staff in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.
The Westin Michigan Avenue Chicago
Price was $1,440, price is now $520 per person
$520
per person
Dec 23 - Dec 28
found 7 hours ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Book a stay at this luxury hotel in Chicago. Enjoy a full-service spa, 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.
Level Chicago – Old Town
Save 100% on your flight
Price was $1,376, price is now $746 per person
$746
per person
Dec 24 - Dec 30
found 1 day ago
Roundtrip flight included
Philadelphia (PHL) 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.
Grand Royal Hotel O'Hare - Chicago
Save 100% on your flight
Price was $887, price is now $482 per person
$482
per person
Dec 26 - Jan 2
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Book a stay at this business-friendly hotel in Elk Grove Village. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Allstate Arena and Woodfield Mall are located nearby.
The Emily Hotel
Save 100% on your flight
Price was $951, price is now $529 per person
$529
per person
Dec 23 - Dec 28
found 7 hours ago
Roundtrip flight included
Atlanta (ATL) 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.
Trump International Hotel & Tower Chicago
Save 100% on your flight
Price was $1,665, price is now $937 per person
$937
per person
Dec 23 - Dec 28
found 7 hours 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.
Hotel Riu Plaza Chicago
Save 100% on your flight
Price was $547, price is now $315 per person
$315
per person
Jan 6 - Jan 11
found 1 day ago
Roundtrip flight included
Dallas (DFW) 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.
Aloft Bolingbrook
Save 100% on your flight
Price was $431, price is now $259 per person
$259
per person
Jan 6 - Jan 11
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Chicago (ORD)
Book a stay at this business-friendly hotel in Bolingbrook. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Promenade Bolingbrook and Rocket Ice Arena are located nearby.
Holiday Inn Chicago SW-Countryside ConfCtr by IHG
Save 100% on your flight
Price was $353, price is now $214 per person
$214
per person
Jan 6 - Jan 11
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Chicago (ORD)
Book a stay at this business-friendly hotel in Countryside. Enjoy free WiFi, free parking, and room service. Our guests praise the pool and the clean rooms in our reviews. Popular attractions Flagg Creek Golf Course and New Vintage are located nearby.
Holiday Inn Chicago - Schaumburg by IHG
Save 100% on your flight
Price was $417, price is now $253 per person
$253
per person
Jan 6 - Jan 11
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Chicago (ORD)
Book a stay at this business-friendly hotel in Schaumburg. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. Popular attractions Woodfield Mall and Schaumburg Medieval Times are located nearby.
Sable at Navy Pier Chicago, Curio Collection by Hilton
Save 100% on your flight
Price was $653, price is now $405 per person
$405
per person
Dec 23 - Dec 28
found 7 hours 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.
3-4 Night Vacations in Pleasant Home
Price found within the past 48 hours. Click for updated prices.
5-7 Night Vacations in Pleasant Home
Price found within the past 48 hours. Click for updated prices.
Pleasant Home Last Minute Hotel Deals
Carleton of Oak Park
1110 Pleasant St Oak Park IL
Book a stay at this boutique hotel in Oak Park. Enjoy free WiFi, free parking, and 2 restaurants. Our guests praise the restaurant and the helpful staff in our ...
Harvey House Bed & Breakfast
107 South Scoville Avenue Oak Park IL
Stay at this B&B in Oak Park. Enjoy free breakfast, free WiFi, and free parking. Popular attractions United Center and Frank Lloyd Wright Historic District are ...
Historic Oak Park Home
421 N Oak Park Avenue Oak Park IL
Stay at this apartment in Oak Park. Enjoy a computer station and housekeeping. Popular attractions Frank Lloyd Wright Historic District and Walt Disney House ...
Travel Inn
1150 Roosevelt Rd Broadview IL
Stay at this motel in Broadview. Enjoy free WiFi, free parking, and a 24-hour front desk. Popular attractions Frank Lloyd Wright Historic District and Drury ...
The Shamrock
1212 S Cicero Ave Cicero IL
Stay at this motel in Cicero. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the clean rooms in our reviews. Popular attractions ...
Cindy Lyn Motel
5029 Ogden Ave Cicero IL
Stay at this motel in Cicero. Enjoy free parking, a 24-hour front desk, and daily housekeeping. Popular attractions United Center and Anna and Frederick Douglass ...
Super 8 by Wyndham Chicago/Rosemont/O'Hare/SE
3160 North River Road River Grove IL
Book a stay at this business-friendly motel in River Grove. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
VIBE INN - WHIRLPOOL SUITES
7307 Ogden Ave Lyons IL
Stay at this motel in Lyons. Enjoy free parking, a 24-hour front desk, and cable TV channels. Popular attractions SeatGeek Stadium and Frank Lloyd Wright Historic ...
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.
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