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New Vintage Vacation Packages

New Vintage Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Courtyard by Marriott Chicago Magnificent Mile

Courtyard by Marriott Chicago Magnificent Mile

3 out of 5
Save 100% on your flight
per person
May 1 - May 5
found 2 hours ago
Roundtrip flight included
Denver (DEN) to Chicago (ORD)
Stay at this 3-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 Michigan Avenue and Chicago Riverwalk are located nearby.
Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
Save 100% on your flight
per person
May 14 - May 21
found 1 day ago
Roundtrip flight included
Denver (DEN) to Chicago (ORD)
Enjoy free breakfast, free WiFi, and 2 bars/lounges. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.
Embassy Suites by Hilton Chicago Downtown River North

Embassy Suites by Hilton Chicago Downtown River North

4 out of 5
Save 100% on your flight
per person
May 14 - May 21
found 1 day ago
Roundtrip flight included
Denver (DEN) to Chicago (ORD)
Stay at this 4-star hotel in Chicago. Enjoy free breakfast, room service, and a fitness center. Our guests praise the breakfast and the pool in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.
The Chicago Hotel Collection River North

The Chicago Hotel Collection River North

3 out of 5
Save 100% on your flight
per person
May 2 - May 6
found 1 day ago
Roundtrip flight included
Tampa (TPA) to Chicago (ORD)
Stay at this 3-star hotel in Chicago. Enjoy free WiFi, a fitness center, and 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.
Admiral Motel By Oyo Chicago I-94

Admiral Motel By Oyo Chicago I-94

2.5 out of 5
Save 100% on your flight
per person
May 14 - May 21
found 1 day ago
Roundtrip flight included
Denver (DEN) to Chicago (ORD)
Stay at this hotel in Chicago. Enjoy free parking, room service, and a 24-hour front desk. Popular attractions Chicago Museum of Science and Industry and Calumet Park are located nearby.
Pendry Chicago

Pendry Chicago

4.5 out of 5
Save 100% on your flight
per person
May 14 - May 21
found 1 day ago
Roundtrip flight included
Denver (DEN) 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 Michigan Avenue are located nearby.
Hotel Felix River North/Magnificent Mile

Hotel Felix River North/Magnificent Mile

4 out of 5
Save 100% on your flight
per person
May 14 - May 21
found 1 day ago
Roundtrip flight included
Denver (DEN) 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.
White Pines Lodge

White Pines Lodge

2 out of 5
Save 100% on your flight
per person
May 14 - May 21
found 1 day ago
Roundtrip flight included
Denver (DEN) to Chicago (CHI)
Stay at this hotel in Mount Morris. Enjoy free parking, housekeeping, and a restaurant. Popular attractions White Pines Forest State Park and Dillehay Park are located nearby.
Swissotel - Chicago

Swissotel - Chicago

4.5 out of 5
Save 100% on your flight
per person
May 14 - May 21
found 1 day ago
Roundtrip flight included
Denver (DEN) to Chicago (ORD)
Book a stay at this eco-certified hotel in Chicago. Enjoy 2 bars/lounges, breakfast (surcharge), and 24-hour room service. Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Chicago Riverwalk and Millennium Park are located nearby.
Kinzie Hotel

Kinzie Hotel

4 out of 5
Save 100% on your flight
per person
May 1 - May 5
found 2 hours ago
Roundtrip flight included
Denver (DEN) to Chicago (ORD)
Stay at this 4-star business-friendly hotel in Chicago. Enjoy room service, a fitness center, and valet parking (surcharge). Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Chicago Riverwalk and Michigan Avenue are located nearby.
Thompson Chicago, by Hyatt

Thompson Chicago, by Hyatt

4.5 out of 5
Save 100% on your flight
per person
May 14 - May 21
found 1 day ago
Roundtrip flight included
Denver (DEN) to Chicago (ORD)
Stay at this 4.5-star luxury hotel in Chicago. Enjoy free WiFi, 2 bars/lounges, and room service. Our guests praise the bar and the helpful staff in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.
Fairfield Inn & Suites Chicago Downtown/River North

Fairfield Inn & Suites Chicago Downtown/River North

3 out of 5
Save 100% on your flight
per person
May 1 - May 5
found 2 hours ago
Roundtrip flight included
Denver (DEN) to Chicago (ORD)
Stay at this 3-star business-friendly hotel in Chicago. Enjoy free breakfast, free WiFi, and room service. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.

3-4 Night Vacations in New Vintage

Price found within the past 48 hours. Click for updated prices.
The Glen Club

The Glen Club

3.5 out of 5
per person
May 9 - May 12
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Chicago (ORD)
Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
Downtown Chicago
Save 100% on your flight
per person
May 2 - May 5
found 1 day ago
Roundtrip flight included
Denver (DEN) to Chicago (ORD)
Park Hyatt Chicago

Park Hyatt Chicago

5 out of 5
Downtown Chicago
Save 100% on your flight
per person
May 2 - May 5
found 1 day ago
Roundtrip flight included
Denver (DEN) to Chicago (ORD)
The Chicago Hotel Collection River North

The Chicago Hotel Collection River North

3 out of 5
Downtown Chicago
per person
May 2 - May 5
found 1 day ago
Roundtrip flight included
Denver (DEN) to Chicago (ORD)

5-7 Night Vacations in New Vintage

Price found within the past 48 hours. Click for updated prices.
Admiral Motel By Oyo Chicago I-94

Admiral Motel By Oyo Chicago I-94

2.5 out of 5
Chatham
Save 100% on your flight
per person
May 14 - May 21
found 1 day ago
Roundtrip flight included
Denver (DEN) to Chicago (ORD)
Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
Downtown Chicago
Save 100% on your flight
per person
May 14 - May 21
found 1 day ago
Roundtrip flight included
Denver (DEN) to Chicago (ORD)
LondonHouse Chicago, Curio Collection by Hilton

LondonHouse Chicago, Curio Collection by Hilton

4.5 out of 5
Downtown Chicago
Save 100% on your flight
per person
Apr 25 - May 1
found 9 hours ago
Roundtrip non-stop flight included
San Antonio (SAT) to Chicago (ORD)
Embassy Suites by Hilton Chicago Downtown River North

Embassy Suites by Hilton Chicago Downtown River North

4 out of 5
Downtown Chicago
Save 100% on your flight
per person
May 14 - May 21
found 1 day ago
Roundtrip flight included
Denver (DEN) to Chicago (ORD)

New Vintage Last Minute Hotel Deals

Colony Motel
Colony Motel
2 out of 5
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 ...
Colony Motel
Rodeway Inn Lyons - La Grange
Rodeway Inn Lyons - La Grange
2 out of 5
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. ...
Rodeway Inn Lyons - La Grange
Holiday Inn Chicago SW-Countryside ConfCtr by IHG
Holiday Inn Chicago SW-Countryside ConfCtr by IHG
3.5 out of 5
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 ...
Holiday Inn Chicago SW-Countryside ConfCtr by IHG
Best Western Plus Chicagoland - Countryside
Best Western Plus Chicagoland - Countryside
3.5 out of 5
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 ...
Best Western Plus Chicagoland - Countryside
Four Points by Sheraton Chicago Westchester/Oak Brook
Four Points by Sheraton Chicago Westchester/Oak Brook
3 out of 5
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. ...
Four Points by Sheraton Chicago Westchester/Oak Brook
American Inn & Suites
American Inn & Suites
2 out of 5
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 ...
American Inn & Suites
Hyatt House Chicago Oak Brook
Hyatt House Chicago Oak Brook
3 out of 5
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 ...
Hyatt House Chicago Oak Brook
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
See all 1,447 properties in New Vintage
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.