Darien Vacations from $345
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Your Darien Vacation
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 vacation 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, organizing a tailored Darien vacation is easy with Expedia.
The Latest Darien vacation packages
Price found within the past 48 hours. Click for updated prices.
Hotel Riu Plaza Chicago
Downtown Chicago
Save 100% on your flight
Price was $1,568, price is now $918 per person
$918
per person
Oct 21 - Oct 25
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.4/10 Exceptional! (4,832 reviews)
Literally my best stay was here because the staff were great along with all of the amenities. Will stay again.
Reviewed on Aug 6, 2026
Stay near popular Darien attractions
What to do in Darien
Chicago: Willis Tower Skydeck and The Ledge Ticket
$47
per adult
88% of travellers recommend
Chicago: Navy Pier Centennial Wheel Ticket
$25
per adult
90% of travellers recommend
Darien Hotel Deals
Congress Plaza Hotel
520 South Michigan Avenue Chicago IL
Fully refundableReserve now, pay when you stay
$144 nightly
The price is $171 total per night from Aug 30 to Aug 31
$171 total
Aug 30 - Aug 31
Total with taxes and fees
The Allegro Royal Sonesta Hotel Chicago Loop
171 W Randolph St Chicago IL
Fully refundableReserve now, pay when you stay
$222 nightly
The price is $264 total per night from Aug 30 to Aug 31
$264 total
Aug 30 - Aug 31
Total with taxes and fees
9/10 Wonderful! (2,729 reviews)
"The property was old and defiantly not 4 star hotel. At best its a 3 Star hotel. Location was great"
Reviewed on Aug 5, 2026
Hyatt Regency O'Hare Chicago
9300 Bryn Mawr Ave Rosemont IL
Fully refundableReserve now, pay when you stay
$169 nightly
The price is $193 total per night from Aug 30 to Aug 31
$193 total
Aug 30 - Aug 31
Total with taxes and 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.
Find the Best Darien Vacation Packages
Darien Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Closest Airport | O'Hare Intl. Airport (ORD) |
Population | 22,300 |
Max Temp Winter | 30ºF |
Max Temp Summer | 80ºF |
Top Sights | Brookfield Zoo, Galloping Ghost and DuPage Childrens Museum |
More vacations you might like
Frequently asked questions
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- Robert W Roloson Houses
- Rookery
- Humboldt Park
- Fourth Presbyterian Church
- Promenade Bolingbrook
- 900 North Michigan Shops
- Richard J. Daley Center
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- Downers Grove Vacations
- Palisades Vacations
- Auditorium Building and Theatre
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- Film Row Cinema
- Chicago City Hall
- Chicago Vacations
- Willis Tower
- Chicago Place Mall
- Wheaton College
- Lincoln Park Zoo
- Michigan Avenue
- Jane Addams' Hull-House Museum
- Fisher Building
- Raging Waves Waterpark
- Anna and Frederick Douglass Park
- Marina City
- Unity Temple
- Tribune Tower
- Veterans Memorial Park
- Chase Tower
- Wicker Park Vacations
- Graue Mill and Museum
- Merchandise Mart
- Skydeck Ledge
- Willowbrook Community Park
- Chinatown Vacations
- West Loop Vacations
- American Police Center & Museum
- Monique Meloche Gallery
- Westmont Vacations
- St. Basil Greek Orthodox Church
- Ty Warner Park
- Grace Abbott Homes Vacations
- 333 West Wacker Drive
- Roosevelt University
- Wrigley Building
- Monadnock Building
- Marshall Field Building
- Our Lady of Sorrows Basilica
- Depaul University-Loop Campus
- Gen. John Logan Memorial
- Maxwell Street Market
- Civic Opera House
- Centennial Beach
- Shops at North Bridge
- St. John Cantius Church
- Illinois Centennial Memorial Column
- South Loop Vacations
- Cadillac Palace Theatre
- Bridgeport Art Center
- Ping Tom Memorial Park
- Flat Iron Building
- Holy Name Cathedral
- Mary Bartelme Park
- Sr Crown Hall
- Gorilla Tango Theatre
- South Commons Vacations
- The East Bank Club
- 311 S Wacker Dr
- Goodman Theater
- Morton Arboretum
- Robie House
- Zhou B Art Center
- Mayslake Peabody Mansion
- Chicago Children's Museum
- Picasso Statue
- Ida B Wells House
- Montrose Beach
- Wrigley Field
- Seatgeek Stadium
- Navy Pier
- Burnham Park
- Carbide and Carbon Building
- Cantigny Park
- Cibc Theatre
- Art Institute of Chicago
- The Salt Shed
- Packer Schopf Gallery
- Legoland® Discovery Center
- University of Illinois Chicago
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- St Nicholas Ukrainian Catholic Cathedral
- Cooking & Hospitality Institute of Chicago
- Garfield Park
- Mccormick Tribune Center
- Driehaus Museum
- Holy Trinity Russian Orthodox Cathedral
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
