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New Vintage Flight + Hotel Packages

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

Illinois Beach Hotel

2 out of 5

Save 100% on your flight

Price was $336, price is now $202 per person

$202

per person

Jan 6 - Jan 10

found 4 hours 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.

Hilton Garden Inn Chicago North Shore/Evanston

3.5 out of 5

Price was $742, price is now $418 per person

$418

per person

Dec 24 - Dec 31

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Chicago (ORD)

Book a stay at this 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 Baha'i House of Worship and Aragon Ballroom are located nearby.

Hotel Saint Clair- Magnificent Mile

4 out of 5

Price was $610, price is now $395 per person

$395

per person

Dec 24 - Dec 31

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Chicago (ORD)

Stay at this 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.

Best Western River North Hotel

2.5 out of 5

Price was $543, price is now $367 per person

$367

per person

Dec 24 - Dec 31

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Chicago (ORD)

Stay at this hotel in Chicago. Enjoy a rooftop terrace, breakfast (surcharge), and room service. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.

The Westin Michigan Avenue Chicago

4.5 out of 5

Price was $1,403, price is now $486 per person

$486

per person

Dec 23 - Dec 28

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 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

4 out of 5

Price was $1,607, price is now $785 per person

$785

per person

Dec 28 - Jan 4

found 1 day ago

Roundtrip flight included

Dallas (DFW) 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.

The Emily Hotel

4 out of 5

Price was $1,644, price is now $817 per person

$817

per person

Dec 28 - Jan 4

found 1 day ago

Roundtrip flight included

Dallas (DFW) 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.

3 out of 5

Save 100% on your flight

Price was $431, price is now $259 per person

$259

per person

Jan 6 - Jan 11

found 8 hours 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.