Darien Holidays from AU$808
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Your Darien Holiday
There's no better way to travel than with one of our holiday packages to Darien. The rich history and spectacular views are a couple of the convincing reasons you'll want to visit this awesome city. Fill your days with tours of Morton Arboretum, Cog Hill Golf & Country Club and Promenade Bolingbrook, some of the things you really should see during a trip to Darien. Whoever you're going away with and whatever your bank balance, your ultimate Darien holiday is just clicks away with Expedia.
The Latest Darien Holiday Deals
Price found within the past 48 hours. Click for updated prices.
The Drake
Downtown Chicago
Price was AU$1,183, price is now AU$808 per person
AU$808
per person
16 Nov - 19 Nov
found 1 day ago
Return flight included
Greensboro (GSO) to Chicago (ORD)
8.8/10 Excellent! (1,291 reviews)
Great location and wonderful staff. Stayed with my family of four and we were able to easily get to all the wonderful sites we wanted to visit. The historic charm and lastige spaces enhanced our stay and our breakfast was superb.
Reviewed on 14 Oct 2025
Park Hyatt Chicago
Downtown Chicago
Save 100% on your flight
Price was AU$1,974, price is now AU$1,358 per person
AU$1,358
per person
16 Nov - 19 Nov
found 1 day ago
Return flight included
Raleigh (RDU) to Chicago (ORD)
9.6/10 Exceptional! (1,002 reviews)
The front desk staff was super friendly and helpful. After waking up at 4am to catch an early flight, we were thrilled when they had a room ready for us for early check-in.
Hyatt does a great job with room lay-outs. It was obvious that our room was recently renovated with a modern conveniences like motorized shades, a comfy window seat, hidden bar and Nespresso maker, and clean decor. Our friends were staying around the corner at the Ritz and liked our room better.
Reviewed on 14 Oct 2025
Trump International Hotel & Tower Chicago
Downtown Chicago
Save 100% on your flight
Price was AU$2,045, price is now AU$1,417 per person
AU$1,417
per person
16 Nov - 19 Nov
found 1 day ago
Return flight included
Greensboro (GSO) to Chicago (ORD)
9.4/10 Exceptional! (1,716 reviews)
Excellent luxury atmosphere with second to none customer service. The bathroom was very nice. Although the toilet has a slight odor that was unexpected for the high quality room and hotel.
Reviewed on 15 Oct 2025
Pendry Chicago
Downtown Chicago
Price was AU$1,417, price is now AU$1,025 per person
AU$1,025
per person
16 Nov - 19 Nov
found 1 day ago
Return flight included
Greensboro (GSO) to Chicago (ORD)
9.4/10 Exceptional! (1,085 reviews)
Ideal area if it’s your first time visiting Chicago. Hotel staff was very friendly.
Reviewed on 16 Oct 2025
Darien Holiday
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 |
Our pick of the best Darien Hotel Deals
Congress Plaza Hotel
520 South Michigan Avenue, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is AU$230 per night from 2 Nov to 3 Nov
AU$230
2 Nov - 3 Nov
includes taxes & fees
8/10 Very Good! (9,398 reviews)
"Was conveniently located"
Reviewed on 13 Oct 2025
Embassy Suites by Hilton Chicago Downtown River North
600 N State St, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is AU$270 per night from 9 Nov to 10 Nov
AU$270
9 Nov - 10 Nov
includes taxes & fees
8.4/10 Very Good! (5,096 reviews)
"Great location, clean modern rooms, friendly staff"
Reviewed on 12 Oct 2025
Hilton Garden Inn Chicago Downtown/Magnificent Mile
10 E Grand Ave, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is AU$254 per night from 6 Nov to 7 Nov
AU$254
6 Nov - 7 Nov
includes taxes & fees
8.4/10 Very Good! (4,081 reviews)
"Great spot downtown. Walk to the Navy Pier and up and down the river. Stairs to the L just across State Street."
Reviewed on 15 Oct 2025
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.
Discover the most popular places to visit in Darien
Navy Pier
A waterfront entertainment strip with fun diversions for both young and old, with shops, restaurants and even a Ferris wheel.
Millennium Park
One of Chicago’s main focal points, where locals and visitors flock to see the striking art, architecture and landscape on show.
Grant Park
Chicago ’s front yard is a pretty landscaped park, which is home to public art displays, museums, themed gardens and international music festivals.
What to do in Darien
Skydeck - Willis Tower Admission
AU$67
per adult
100% of travellers recommend
Chicago: Navy Pier Centennial Wheel Ticket
AU$37
per adult
84% of travellers recommend
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
