Darien Holidays
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Top Flight + Hotel Deals in Darien
Price found within the past 48 hours. Click for updated prices.
The Allegro Royal Sonesta Hotel Chicago Loop
Downtown Chicago
Price was €1,962, price is now €1,451 per person
€1,451
per person
5 Nov - 12 Nov
found 14 hours ago
Return direct flight included
Palma de Mallorca (PMI) to Chicago (ORD)
9/10 Wonderful! (1,975 reviews)
Great location. The rooms are small.
Reviewed on 2 Sep 2025
Trump International Hotel & Tower Chicago
Downtown Chicago
Price was €3,218, price is now €2,145 per person
€2,145
per person
5 Nov - 12 Nov
found 14 hours ago
Return direct flight included
Palma de Mallorca (PMI) to Chicago (ORD)
9.4/10 Exceptional! (1,694 reviews)
Best, very clean, best view, really enjoyed the stay!
Reviewed on 2 Sep 2025
Pendry Chicago
Downtown Chicago
Price was €2,338, price is now €1,721 per person
€1,721
per person
5 Nov - 12 Nov
found 14 hours ago
Return direct flight included
Palma de Mallorca (PMI) to Chicago (ORD)
9.4/10 Exceptional! (1,064 reviews)
Amazing hotel. Room services so fast. Thanks to”Hakim” for his amazing assistance with us.
Reviewed on 3 Sep 2025
Top hotels in Darien
Congress Plaza Hotel
520 South Michigan Avenue, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is €198 per night from 15 Sept to 16 Sept
€198
15 Sept - 16 Sept
includes taxes & fees
Embassy Suites by Hilton Chicago Downtown River North
600 N State St, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is €186 per night from 22 Sept to 23 Sept
€186
22 Sept - 23 Sept
includes taxes & fees
Hilton Garden Inn Chicago Downtown/Magnificent Mile
10 E Grand Ave, Chicago, IL
The price is €176 per night from 14 Sept to 15 Sept
€176
14 Sept - 15 Sept
includes taxes & fees
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.
Popular places to visit
Wrigley Field
Tour the iconic grounds and catch a game March through September at Chicago’s beloved baseball stadium.
Michigan Avenue
You can find the perfect gifts to bring home when you visit Michigan Avenue, a popular shopping spot in Chicago. Amble around this vibrant area's riverfront and enjoy its top-notch restaurants.
Navy Pier
A ferris wheel, shopping, restaurants and more can be found in this waterfront entertainment district.
What to do in Darien
Wendella's 90-min Chicago River Architecture Tour
€35
per adult
94% of travellers recommend
Chicago By Night River & Lake Cruise
€39
per adult
96% of travellers recommend
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.