Darien Holidays from AU$2,160

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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.
Level Chicago Fulton Market

Level Chicago Fulton Market

4 out of 5
Downtown Chicago
Price was AU$2,657, price is now AU$2,160 per person
AU$2,160
per person
29 May - 1 June
found 1 day ago
Return direct flight included
Honolulu (HNL) to Chicago (ORD)
9.2/10 Wonderful! (455 reviews)
Great and helpful staff very clean, a place where you don’t feel out of place

Reviewed on 25 Apr 2026

Hotel Felix River North/Magnificent Mile

Hotel Felix River North/Magnificent Mile

4 out of 5
Downtown Chicago
Price was AU$5,108, price is now AU$3,902 per person
AU$3,902
per person
27 May - 1 June
found 1 day ago
Return direct flight included
Sydney (SYD) to Chicago (ORD)
8.2/10 Very Good! (2,636 reviews)
Great location and value

Reviewed on 25 Apr 2026

L7 Chicago by LOTTE

L7 Chicago by LOTTE

4.5 out of 5
Downtown Chicago
Price was AU$4,759, price is now AU$3,797 per person
AU$3,797
per person
27 May - 1 June
found 1 day ago
Return direct flight included
Sydney (SYD) to Chicago (ORD)
9.6/10 Exceptional! (3,950 reviews)
The room was spacious, clean, and the hotel staff are friendly. The room had a great window with a comfortable lookout spot. Great location—so close to everything! There was an additional excitement with the new ac units being brought to the roof.

Reviewed on 26 Apr 2026

Level Chicago - River North

Level Chicago - River North

4 out of 5
Downtown Chicago
Price was AU$3,120, price is now AU$2,314 per person
AU$2,314
per person
29 May - 1 June
found 1 day ago
Return direct flight included
Honolulu (HNL) to Chicago (ORD)
9.2/10 Wonderful! (932 reviews)
Everything about this hotel was perfect. The room was nice and clean. Everyone was so nice and welcoming. I seriously have no complaints. Will be staying here again

Reviewed on 26 Apr 2026

InterContinental Chicago Magnificent Mile by IHG

InterContinental Chicago Magnificent Mile by IHG

4.5 out of 5
Downtown Chicago
Price was AU$3,463, price is now AU$2,666 per person
AU$2,666
per person
29 May - 1 June
found 1 day ago
Return direct flight included
Honolulu (HNL) to Chicago (ORD)
9.2/10 Wonderful! (2,975 reviews)
Amazing location, great staff, room was luxurious, doormen were super friendly and helpful!

Reviewed on 24 Apr 2026

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

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 AU$185 per night from 27 Apr to 28 Apr
AU$185
27 Apr - 28 Apr
includes taxes & fees
8.2/10 Very Good! (2,640 reviews)
Good location

Reviewed on 26 Apr 2026

Hotel Felix River North/Magnificent Mile
River Hotel

River Hotel

4 out of 5
75 East Wacker Drive Chicago IL
Fully refundableReserve now, pay when you stay
The price is AU$196 per night from 25 May to 26 May
AU$196
25 May - 26 May
includes taxes & fees
8.8/10 Excellent! (5,129 reviews)
The only downside is the elevator waiting time for higher floor. But the staff was super friendly!

Reviewed on 26 Apr 2026

River Hotel
Club Quarters Hotel, Central Loop, Chicago

Club Quarters Hotel, Central Loop, Chicago

4 out of 5
111 West Adams Street Chicago IL
Fully refundableReserve now, pay when you stay
The price is AU$182 per night from 25 May to 26 May
AU$182
25 May - 26 May
includes taxes & fees
8.8/10 Excellent! (3,461 reviews)
Friendly helpful staff. Room larger than expected. Cold filtered water available by elevator. Great location.

Reviewed on 26 Apr 2026

Club Quarters Hotel, Central Loop, Chicago
See all 3,983 properties in Darien
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.
All Inclusive Holidays
All Inclusive Holidays
All Inclusive Holidays
Cheap Holidays
Cheap Holidays
Cheap Holidays
beach holidays
Beach Holidays
Beach Holidays

Discover the most popular places to visit in Darien

Chicago Skyline, Chicago, Illinois shows amazing architecture in panoramic format

Naval Base Great Lakes

After visiting Naval Base Great Lakes, make a plan to see the other sights and activities in North Chicago. Wander the lakeside in this family-friendly area.

Naval Base Great Lakes
Navy Pier

Navy Pier

A waterfront entertainment strip with fun diversions for both young and old, with shops, restaurants and even a Ferris wheel.

Navy Pier
Millennium Park

Millennium Park

One of Chicago’s main focal points, where locals and visitors flock to see the striking art, architecture and landscape on show.

Millennium Park

What to do in Darien

360 CHICAGO Observation Deck

360 CHICAGO Observation Deck

AU$38
per adult
88% of travellers recommend
360 CHICAGO Observation Deck
Skydeck - Willis Tower Admission

Skydeck - Willis Tower Admission

AU$61
per adult
96% of travellers recommend
Skydeck - Willis Tower Admission
Art Institute of Chicago

Art Institute of Chicago

AU$56
per adult
92% of travellers recommend
Art Institute of Chicago
See all activities in Darien

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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.