Darien Vacations from $678
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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.
The Whitehall Hotel, BW Premier Collection
Downtown Chicago
Save 100% on your flight
Price was $1,154, price is now $678 per person
$678
per person
Sep 23 - Sep 28
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
8.4/10 Very Good! (3,913 reviews)
Upon arrival, the room conditions were deplorable. We encountered multiple issues, including mold/mildew and deterioration around the bathtub area, a bathroom ceiling that was bubbling and deteriorating around the vent, and loud banging pipes that repeatedly disrupted our sleep. The sink was not properly cleaned, there was no stopper in the sink, the sheets on one of the beds were torn, and the dust ruffles/bed skirts were visibly dirty and unkept.
Reviewed on Jul 19, 2026
Hotel Riu Plaza Chicago
Downtown Chicago
Save 100% on your flight
Price was $1,541, price is now $878 per person
$878
per person
Sep 23 - Sep 28
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.4/10 Exceptional! (4,714 reviews)
Building and room were very clean. Staff at front desk, rooftop & housekeeping were helpful, really enjoyed our stay.
Reviewed on Jul 19, 2026
Stay near popular Darien attractions
What to do in Darien
Chicago: Navy Pier Centennial Wheel Ticket
$25
per adult
88% of travellers recommend
Wendella's 90-min Chicago River Architecture Tour
$41
per adult
94% of travellers recommend
Darien Hotel Deals
Hyatt Regency O'Hare Chicago
9300 Bryn Mawr Ave Rosemont IL
Fully refundableReserve now, pay when you stay
$189 nightly
The price is $215 total per night from Aug 6 to Aug 7
$215 total
Aug 6 - Aug 7
Total with taxes and fees
Congress Plaza Hotel
520 South Michigan Avenue Chicago IL
Fully refundableReserve now, pay when you stay
$182 nightly
The price is $216 total per night from Aug 12 to Aug 13
$216 total
Aug 12 - Aug 13
Total with taxes and fees
8/10 Very Good! (10,228 reviews)
"The only good thing was the view of Lake Michigan and it was only a mile away from Soldier Field. Extremely dated and run down property. Hallways and main area have peeling paint and old carpet that seems to be from the 70s/80s without being touched. Rooms have been given a little touch up with laminate ..."
Reviewed on Jul 19, 2026
Hilton Chicago O'Hare Airport
O'Hare International Airport Chicago IL
Fully refundableReserve now, pay when you stay
$235 nightly
The price is $276 total per night from Aug 9 to Aug 10
$276 total
Aug 9 - Aug 10
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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- Palisades Vacations
- Auditorium Building and Theatre
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- Rocket Ice Arena
- Canalport Riverwalk Park
- Willowbrook Vacations
- 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
- Creekside Park
- 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.
