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Pleasant Home Vacation Packages

Pleasant Home Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Dorothy's

Dorothy's

3 out of 5
per person
Feb 19 - Feb 24
found 13 hours ago
Roundtrip flight included
Dallas (DFW) to Chicago (ORD)
Stay at this 3-star B&B in Chicago. Enjoy free breakfast, free WiFi, and laundry facilities. Popular attractions Wrigley Field and Michigan Avenue are located nearby.
Sheraton Lisle Naperville Hotel

Sheraton Lisle Naperville Hotel

3.5 out of 5
per person
Feb 11 - Feb 16
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Stay at this 3.5-star business-friendly hotel in Lisle. Enjoy free WiFi, free parking, and breakfast (surcharge). Popular attractions Naperville Yard Indoor Sports Complex and Arrowhead Golf Club are located nearby.
Ameristar Casino Hotel East Chicago

Ameristar Casino Hotel East Chicago

4 out of 5
per person
Feb 12 - Feb 16
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Stay at this 4-star beach hotel in East Chicago. Enjoy 5 restaurants, a marina, and a casino. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Ameristar Casino East Chicago and Jeorse Park Beach are located nearby.
La Banque Hotel

La Banque Hotel

4 out of 5
per person
Feb 20 - Feb 24
found 9 hours ago
Roundtrip flight included
Fort Lauderdale (FLL) to Chicago (ORD)
Stay at this 4-star golf hotel in Homewood. Enjoy free WiFi, free parking, and room service. Our guests praise the helpful staff in our reviews. Popular attractions Ravisloe Country Club and Oak Hill Park are located nearby.
Hotel Arista

Hotel Arista

4.5 out of 5
per person
Feb 20 - Feb 24
found 9 hours ago
Roundtrip flight included
Fort Lauderdale (FLL) to Chicago (ORD)
Stay at this 4.5-star luxury hotel in Naperville. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Odyssey Fun World and Heritage Woods are located nearby.
Waldorf Astoria Chicago

Waldorf Astoria Chicago

5 out of 5
Save 100% on your flight
per person
Feb 19 - Feb 24
found 13 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 in our reviews. Popular attractions Michigan Avenue and Millennium Park are located nearby.
Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
Save 100% on your flight
per person
Feb 27 - Mar 3
found 4 hours ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Enjoy free breakfast, free WiFi, and 2 bars/lounges. Popular attractions Michigan Avenue and Millennium Park are located nearby.
Villa Dubois Guest House

Villa Dubois Guest House

2 out of 5
Save 100% on your flight
per person
Feb 19 - Feb 24
found 13 hours ago
Roundtrip flight included
Dallas (DFW) to Chicago (ORD)
Stay at this guesthouse in Chicago. Enjoy free WiFi, free parking, and a garden. Popular attractions Millennium Park and Michigan Avenue are located nearby.
Chicago Athletic Association, a Hyatt Hotel

Chicago Athletic Association, a Hyatt Hotel

4.5 out of 5
per person
Feb 13 - Feb 17
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 Michigan Avenue are located nearby.
Holiday Inn Chicago - Schaumburg, an IHG Hotel

Holiday Inn Chicago - Schaumburg, an IHG Hotel

3.5 out of 5
Save 100% on your flight
per person
Feb 19 - Feb 24
found 13 hours ago
Roundtrip flight included
Dallas (DFW) to Chicago (ORD)
Stay at this 3.5-star 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.
Hilton Garden Inn Chicago North Shore/Evanston

Hilton Garden Inn Chicago North Shore/Evanston

3.5 out of 5
Save 100% on your flight
per person
Feb 19 - Feb 24
found 13 hours ago
Roundtrip flight included
Dallas (DFW) to Chicago (ORD)
Stay at this 3.5-star business-friendly hotel in Evanston. Enjoy free WiFi, breakfast (surcharge), and a free area shuttle. Our guests praise the helpful staff and the convenient parking in our reviews. Popular attractions Welsh-Ryan Arena and Aragon Ballroom are located nearby.
Staybridge Suites, Lincolnshire, an IHG Hotel

Staybridge Suites, Lincolnshire, an IHG Hotel

3 out of 5
Save 100% on your flight
per person
Feb 19 - Feb 24
found 13 hours ago
Roundtrip flight included
Dallas (DFW) to Chicago (ORD)
Stay at this 3-star business-friendly hotel in Lincolnshire. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Marriott Theatre and Par-King Skill Golf are located nearby.

3-4 Night Vacations in Pleasant Home

Price found within the past 48 hours. Click for updated prices.
Motel 6 Glenview, IL - Chicago North

Motel 6 Glenview, IL - Chicago North

2 out of 5
per person
Feb 14 - Feb 17
found 1 day ago
Roundtrip flight included
Fort Lauderdale (FLL) to Chicago (ORD)
Super 8 by Wyndham Mundelein/Libertyville Area

Super 8 by Wyndham Mundelein/Libertyville Area

2 out of 5
per person
Feb 14 - Feb 17
found 1 day ago
Roundtrip flight included
Fort Lauderdale (FLL) to Chicago (ORD)

Woodspring Suites Loves Park Rockford

2.5 out of 5
per person
Feb 14 - Feb 17
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Rockford (RFD)
Econo Lodge

Econo Lodge

2 out of 5
per person
Feb 14 - Feb 17
found 1 day ago
Roundtrip flight included
Fort Lauderdale (FLL) to Chicago (ORD)

5-7 Night Vacations in Pleasant Home

Price found within the past 48 hours. Click for updated prices.
Congress Plaza Hotel

Congress Plaza Hotel

3.5 out of 5
Downtown Chicago
Save 100% on your flight
per person
Feb 12 - Feb 17
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Hilton Chicago

Hilton Chicago

4 out of 5
Downtown Chicago
Save 100% on your flight
per person
Feb 12 - Feb 17
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Waldorf Astoria Chicago

Waldorf Astoria Chicago

5 out of 5
Downtown Chicago
Save 100% on your flight
per person
Feb 19 - Feb 24
found 13 hours ago
Roundtrip flight included
Dallas (DFW) to Chicago (ORD)
21c Museum Hotel Chicago

21c Museum Hotel Chicago

4 out of 5
Downtown Chicago
Save 100% on your flight
per person
Feb 19 - Feb 24
found 13 hours ago
Roundtrip flight included
Dallas (DFW) to Chicago (ORD)

Pleasant Home Last Minute Hotel Deals

Carleton of Oak Park
Carleton of Oak Park
3 out of 5
1110 Pleasant St, Oak Park, IL
Stay at this 3-star boutique hotel in Oak Park. Enjoy free WiFi, free parking, and 2 restaurants. Our guests praise the restaurant and the helpful staff in our ...
Carleton of Oak Park
Harvey House Bed & Breakfast
Harvey House Bed & Breakfast
4 out of 5
107 South Scoville Avenue, Oak Park, IL
Stay at this 4-star B&B in Oak Park. Enjoy free breakfast, free WiFi, and free parking. Popular attractions United Center and Frank Lloyd Wright Historic District ...
Harvey House Bed & Breakfast
Travel Inn
Travel Inn
2.5 out of 5
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 ...
Travel Inn
The Shamrock
The Shamrock
2.5 out of 5
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 ...
The Shamrock
Cindy Lyn Motel
Cindy Lyn Motel
2 out of 5
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 ...
Cindy Lyn Motel
VIBE INN - WHIRLPOOL SUITES
VIBE INN - WHIRLPOOL SUITES
2.5 out of 5
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 ...
VIBE INN - WHIRLPOOL SUITES
Holiday Inn Express & Suites Chicago West - O'Hare Arpt Area
Holiday Inn Express & Suites Chicago West - O'Hare Arpt Area
2.5 out of 5
200 S Mannheim Road, Hillside, IL
Book a stay at this business-friendly hotel in Hillside. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
Holiday Inn Express & Suites Chicago West - O'Hare Arpt Area
Super 8 by Wyndham Chicago/Rosemont/O'Hare/SE
Super 8 by Wyndham Chicago/Rosemont/O'Hare/SE
2 out of 5
3160 North River Road, River & Belmont, 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 ...
Super 8 by Wyndham Chicago/Rosemont/O'Hare/SE
See all 3,451 properties in Pleasant 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.