Search Deals onNew Vintage Vacation Packages
New Vintage Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.

Howard Johnson by Wyndham Merrillville
per person
May 23 - May 28
found 1 day ago
Roundtrip flight included
Orlando (MCO) to Chicago (ORD)
Book a stay at this business-friendly hotel in Merrillville. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions Westfield Southlake Mall and Team Combat LIVE are located nearby.

Pendry Chicago
Save 100% on your flight
per person
May 22 - May 26
found 1 day ago
Roundtrip flight included
Dallas (DAL) to Chicago (ORD)
Stay at this 4.5-star luxury hotel in Chicago. Enjoy free WiFi, a rooftop terrace, and breakfast (surcharge). Our guests praise the bar and the helpful staff in our reviews. Popular attractions Chicago Riverwalk and Millennium Park are located nearby.

The Chicago Hotel Collection - Wrigleyville
Save 100% on your flight
per person
May 15 - May 20
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Chicago (ORD)
Stay at this 3.5-star hotel in Chicago. Enjoy free WiFi, a rooftop terrace, and room service. Our guests praise the clean rooms in our reviews. Popular attractions Wrigley Field and Michigan Avenue are located nearby.

Fairmont Chicago at Millennium Park
Save 100% on your flight
per person
May 22 - May 26
found 1 day ago
Roundtrip flight included
Dallas (DAL) to Chicago (ORD)
Book a stay at this spa hotel in Chicago. Enjoy a full-service spa, 2 bars/lounges, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Millennium Park and Chicago Riverwalk are located nearby.

Hilton Grand Vacations Club Chicago Magnificent Mile
Save 100% on your flight
per person
May 4 - May 9
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Chicago (ORD)
Stay at this 3.5-star hotel in Chicago. Enjoy free WiFi, an outdoor pool, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.


Hyatt Place Chicago-South/University Medical Center
Save 100% on your flight
per person
May 15 - May 20
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Chicago (ORD)
Stay at this 3-star business-friendly hotel in Chicago. Enjoy free breakfast, free WiFi, and a free area shuttle. Our guests praise the helpful staff in our reviews. Popular attractions Soldier Field and Grant Park are located nearby.

Ameristar Casino Hotel East Chicago
per person
May 23 - May 28
found 1 day ago
Roundtrip flight included
Orlando (MCO) 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 Hard Rock Casino Northern Indiana and Ameristar Casino East Chicago are located nearby.

Level Chicago – Old Town
Save 100% on your flight
per person
May 22 - May 26
found 1 day ago
Roundtrip flight included
Dallas (DAL) to Chicago (ORD)
Stay at this 4-star spa aparthotel in Chicago. Enjoy free WiFi, an outdoor pool, and a full-service spa. Our guests praise the helpful staff in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.

Staybridge Suites, Lincolnshire by IHG
per person
May 23 - May 31
found 1 day 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 Edward L. Ryerson Conservation Area are located nearby.

Holiday Inn Express Chicago-Downers Grove by IHG
per person
May 23 - May 31
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Chicago (ORD)
Book a stay at this business-friendly hotel in Downers Grove. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Yorktown Shopping Center and Morton Arboretum are located nearby.

Trump International Hotel & Tower Chicago
Save 100% on your flight
per person
May 15 - May 20
found 1 day 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.
3-4 Night Vacations in New Vintage
Price found within the past 48 hours. Click for updated prices.



5-7 Night Vacations in New Vintage
Price found within the past 48 hours. Click for updated prices.



New Vintage Last Minute Hotel Deals

Colony Motel
9232 West Ogden Ave, Brookfield, IL
Stay at this motel in Brookfield. Enjoy free WiFi, free parking, and a 24-hour front desk. Popular attractions Galloping Ghost and Oak Brook Golf Course are ...

Holiday Inn Chicago SW-Countryside ConfCtr by IHG
6201 Joliet Rd, Countryside, IL
Stay at this 3.5-star business-friendly hotel in Countryside. Enjoy free WiFi, free parking, and room service. Our guests praise the pool and the clean rooms ...

Rodeway Inn Lyons - La Grange
8640 W Ogden Ave, Lyons, IL
Stay at this motel in Lyons. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. ...

Best Western Plus Chicagoland - Countryside
6251 Joliet Rd, La Grange, IL
Stay at this hotel in La Grange. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular ...

Four Points by Sheraton Chicago Westchester/Oak Brook
2222 Enterprise Drive, Westchester, IL
Stay at this 3-star business-friendly hotel in Westchester. Enjoy free WiFi, free parking, and a fitness center. Our guests praise the helpful staff in our reviews. ...

American Inn & Suites
6401 Joliet Rd, La Grange, IL
Stay at this motel in La Grange. Enjoy free WiFi, free parking, and a 24-hour front desk. Popular attractions Flagg Creek Golf Course and Burr Ridge Village ...

Hyatt House Chicago Oak Brook
210 22nd Street, Oak Brook, IL
Stay at this 3-star business-friendly hotel in Oak Brook. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...

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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Hotels Near Points of Interest in New Vintage
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