
Deals on vacations and trips to Old Town Triangle

Old Town Triangle flight + hotel vacation packages
Price found within the past 48 hours. Click for updated prices.

Sand Hill On The Lake
Save 100% on your flight
Price was $623, price is now $396 per person
$396
per person
Feb 14 - Feb 18
found 7 hours ago
Roundtrip flight included
Miami (MIA) to Chicago (ORD)
A private beach and a restaurant are featured at this smoke-free hotel. Relax with a drink at the bar/lounge and enjoy perks like free self parking and free WiFi. A virtual front desk are provided for your convenience.

The Langham, Chicago
Downtown Chicago
Save 100% on your flight
Price was $898, price is now $546 per person
$546
per person
Mar 20 - Mar 23
found 13 hours ago
Roundtrip flight included
Charlotte (CLT) to Chicago (ORD)
A full-service spa, an indoor pool, and a restaurant are all featured at this luxury hotel. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. You'll appreciate the gym, bar/lounge, and laundry facilities.

Harrah's Joliet Casino & Hotel - A Caesars Rewards Destination
Save 100% on your flight
Price was $673, price is now $416 per person
$416
per person
Apr 8 - Apr 11
found 9 hours ago
Roundtrip flight included
Los Angeles (LAX) to Chicago (ORD)
This hotel features 3 restaurants, a bar/lounge, and a gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. A coffee shop, express check-out, and luggage storage are also on offer.

La Banque Hotel
Save 100% on your flight
Price was $696, price is now $432 per person
$432
per person
Feb 22 - Feb 26
found 13 hours ago
Roundtrip flight included
Dallas (DFW) to Chicago (ORD)
This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. Business travelers can take advantage of the 24-hour business center. Enjoy the 24-hour gym and conveniences like a 24-hour front desk and concierge services.

Hotel Riu Plaza Chicago
Downtown Chicago
Save 100% on your flight
Price was $784, price is now $498 per person
$498
per person
Mar 11 - Mar 14
found 1 day ago
Roundtrip flight included
Charlotte (CLT) to Chicago (ORD)
This hotel features 2 bars/lounges and a 24-hour gym. Business travelers can take advantage of the free WiFi in public areas. Enjoy a meal from the restaurant and free buffet breakfast each morning.
Top Old Town Triangle hotels deals

Hilton Chicago
720 S Michigan Ave Chicago IL
Free Cancellation
Reserve now, pay when you stay
$155 nightly
The price is $182 total per night
$182 total
Feb 1 - Feb 2
Total with taxes and fees
This smoke-free hotel includes 2 restaurants, an indoor pool, and a gym. Traveling on business? Take advantage of the business center, free WiFi in public areas, and valet parking. You'll appreciate the hot tub, bar/lounge, and snack bar/deli.

Hilton Chicago/Magnificent Mile Suites
198 E Delaware Pl Chicago IL
Free Cancellation
Reserve now, pay when you stay
$89 nightly
The price is $105 total per night
$105 total
Jan 25 - Jan 26
Total with taxes and fees
A gym, valet parking, and concierge services are featured at this hotel. WiFi in public areas is free. Traveling on business? Take advantage of the 8 conference rooms, business center, and express check-out.

Palmer House a Hilton Hotel
17 E Monroe St Chicago IL
Free Cancellation
Reserve now, pay when you stay
$168 nightly
The price is $193 total per night
$193 total
Jan 20 - Jan 21
Total with taxes and fees
A full-service spa, a 24-hour gym, and a restaurant are all featured at this luxury hotel. Traveling on business? Take advantage of the business center, express check-in, and valet parking. You'll appreciate the indoor pool, bar/lounge, and limo/town car service.

Club Quarters Hotel Wacker at Michigan, Chicago
75 E Wacker Dr Chicago IL
$88 nightly
The price is $103 total per night
$103 total
Jan 30 - Jan 31
Total with taxes and fees
A restaurant and a gym are featured at this hotel. Traveling on business? Take advantage of the business center, free WiFi in public areas, and valet parking. A snack bar/deli, express check-in, and express check-out are also on offer.

Embassy Suites by Hilton Chicago Downtown River North
600 N State St Chicago IL
Free Cancellation
Reserve now, pay when you stay
$93 nightly
The price is $110 total per night
$110 total
Jan 20 - Jan 21
Total with taxes and fees
This hotel features a restaurant, an indoor pool, and a bar/lounge. Enjoy the gym and free full breakfast each morning. Valet parking, a business center, and a grocery/convenience store are also offered.

Sable at Navy Pier Chicago, Curio Collection by Hilton
900 E Grand Chicago IL
Free Cancellation
Reserve now, pay when you stay
$130 nightly
The price is $153 total per night
$153 total
Jan 20 - Jan 21
Total with taxes and fees
This hotel's 2 restaurants, 2 bars/lounges, and 24-hour gym are some of the featured amenities. Traveling on business? Take advantage of the free WiFi in public areas, laundry service, and valet parking. Self parking, a coffee shop, and a terrace are also offered.
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See all available properties in Old Town Triangle
View all propertiesLowest 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.
Popular places to visit

Chicago History Museum
Take a stroll through time, with historical artifacts that explore the city’s rich and colorful history.

Park West
You can make plans for a show at Park West during your stay in Chicago. Stroll along the lakeside or experience the entertainment choices in this vibrant area.
Second City
You can enjoy a show at Second City during your stay in Chicago. Amble around this vibrant area's lakeside or experience its fascinating museums.
Frequently asked questions
Photos of local treasures
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