Darien Holidays from £1,332

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to £750 when you book a flight and hotel together*
  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
  • Rest easy

    Packages with flights are ATOL protected

Your Darien Holiday

There's tons to love about Darien, from its rich history to its spectacular views. When you're ready to spend some time in this captivating city, our Darien holiday packages will be perfect for you. If your trip to Darien includes some sightseeing, hit up well-known attractions like Morton Arboretum, Promenade Bolingbrook and Cog Hill Golf & Country Club. Whatever your travel plans or budget, organising a tailored Darien holiday is easy with Expedia.

Top Darien Flight + Hotel Deals

Price found within the past 48 hours. Click for updated prices.
Hyatt Centric Chicago Magnificent Mile
Sable at Navy Pier Chicago, Curio Collection by Hilton
Hotel Chicago Downtown, Autograph Collection by Marriott
Chicago Marriott Downtown Magnificent Mile
DoubleTree by Hilton Chicago - Magnificent Mile

Darien Essential Information

Language
English
Currency
U.S dollars
Closest Airport
O'Hare Intl. Airport (ORD)
Population
22,300
Max Temp Winter
-1.11ºC
Max Temp Summer
27ºC
Top Sights
Brookfield Zoo, Galloping Ghost and DuPage Childrens Museum

Top hotels in Darien

Congress Plaza Hotel

Congress Plaza Hotel

3.5 out of 5
520 South Michigan Avenue Chicago IL
The price is £117 per night from 26 May to 27 May
£117
26 May - 27 May
includes taxes & fees
8/10 Very Good! (10,218 reviews)
Great location for a good price. Staff was helpful and the place was nice. It’s a little older building and shows a bit of wear here and there but not a bad spot at all. Overall worth the price!e

Reviewed on 12 May 2026

Congress Plaza Hotel
River Hotel

River Hotel

4 out of 5
75 East Wacker Drive Chicago IL
Fully refundableReserve now, pay when you stay
The price is £117 per night from 26 May to 27 May
£117
26 May - 27 May
includes taxes & fees
8.8/10 Excellent! (5,198 reviews)
Friendly staff and excellent location. Loved our 2 bed suite with 2 bathrooms and a kitchen! Would absolutely stay again!

Reviewed on 11 May 2026

River Hotel
Hotel Felix River North/Magnificent Mile

Hotel Felix River North/Magnificent Mile

4 out of 5
111 W Huron St Chicago IL
Fully refundableReserve now, pay when you stay
The price is £98 per night from 25 May to 26 May
£98
25 May - 26 May
includes taxes & fees
8.2/10 Very Good! (2,707 reviews)
The staff at Hotel Felix were kind, thoughtful, and genuinely helpful throughout my stay. The location is also a strong point — walking distance to a lot of great Chicago spots, which made getting around easy. My experience was somewhat diminished by the mandatory Urban Fee added at check-in. I understand ...

Reviewed on 12 May 2026

Hotel Felix River North/Magnificent Mile
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

What to do in Darien

Explore a world of travel with Expedia

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.