
Exclusive Local Vacation Deals

Local vacation package deals
Price found within the past 48 hours. Click for updated prices.

theWit Chicago, a Hilton Hotel
Downtown Chicago
Save 100% on your flight
Price was $517, price is now $334 per person
$334
per person
Feb 12 - Feb 16
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Chicago (ORD)
A full-service spa, a 24-hour gym, and a restaurant are all featured at this smoke-free hotel. Traveling on business? Take advantage of the 24-hour business center, express check-in, and valet parking. Limo/town car service, WiFi in public areas, and express check-out are also on offer.

Trump International Hotel & Tower Chicago
Downtown Chicago
Save 100% on your flight
Price was $944, price is now $576 per person
$576
per person
Feb 13 - Feb 16
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Chicago (ORD)
A full-service spa, an indoor pool, and a restaurant are all featured at this luxury hotel. Families will appreciate the onsite laundry facilities, kid-friendly dining, and in-room childcare. Enjoy the gym and perks like free WiFi.

The Emily Hotel
Downtown Chicago
Save 100% on your flight
Price was $716, price is now $439 per person
$439
per person
Feb 12 - Feb 16
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Chicago (ORD)
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the free WiFi in public areas, laundry service, and valet parking. A coffee shop, a snack bar/deli, and luggage storage are also on offer.

Pendry Chicago
Downtown Chicago
Save 100% on your flight
Price was $591, price is now $369 per person
$369
per person
Feb 12 - Feb 16
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Chicago (ORD)
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Enjoy the a rooftop terrace and perks like free WiFi. Valet parking, a coffee shop, and a terrace are also offered.

Hilton Grand Vacations Club Chicago Magnificent Mile
Downtown Chicago
Save 100% on your flight
Price was $775, price is now $493 per person
$493
per person
Feb 12 - Feb 16
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Chicago (ORD)
This hotel features a restaurant, a gym, and a poolside bar. Enjoy the seasonal outdoor pool and perks like free WiFi. Self parking, a 24-hour business center, and a coffee shop are also offered.

Swissotel - Chicago
Downtown Chicago
Save 100% on your flight
Price was $590, price is now $377 per person
$377
per person
Feb 12 - Feb 16
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Chicago (ORD)
This hotel features 2 bars/lounges and a 24-hour gym. Traveling on business? Take advantage of the business center, express check-in, and valet parking. A restaurant, a 24-hour front desk, and laundry facilities are also provided.
Frequently asked questions
Top Local hotel deals

Baymont by Wyndham New Buffalo
18800 Harbor Country Drive New Buffalo MI
Free Cancellation
Reserve now, pay when you stay
$65 nightly
The price is $69 total per night
$69 total
Jan 5 - Jan 6, 2026
Total with taxes and fees
This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy the hot tub and free perks like continental breakfast and free self parking.
Pool
Hot Tub

New Buffalo Inn & Spa
231 E Buffalo Street New Buffalo MI
$155 nightly
The price is $164 total per night
$164 total
Dec 10 - Dec 11
Total with taxes and fees
This inn doesn't skimp on freebies - guests receive free WiFi and free self parking. A full-service spa is also provided.
Spa
Parking included

Four Winds Casino Resort – New Buffalo
11111 Wilson Road New Buffalo MI
Free Cancellation
$109 nightly
The price is $115 total per night
$115 total
Dec 10 - Dec 11
Total with taxes and fees
A casino, 4 restaurants, and 2 hot tubs are all featured at this hotel. Traveling on business? Take advantage of the free WiFi in public areas, conference center, and free valet parking. Unwind with a drink at one of the 3 bars/lounges and enjoy free perks like free self parking and an area shuttle.
Pool
Hot Tub
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.