Darien Vacations from $557
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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 Felix River North/Magnificent Mile
Downtown Chicago
Save 100% on your flight
Price was $987, price is now $655 per person
$655
per person
Sep 17 - Sep 20
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
8.2/10 Very Good! (2,809 reviews)
Queen is very small but nice staff
Reviewed on Jul 16, 2026
Hotel Riu Plaza Chicago
Downtown Chicago
Save 100% on your flight
Price was $1,374, price is now $929 per person
$929
per person
Sep 17 - Sep 20
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.4/10 Exceptional! (4,586 reviews)
Outstanding breakfast and one of the nicer traveling experiences I've had in a while. Big Europe vibes (but with AC!) Highly recommend!
Reviewed on Jul 16, 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
$169 nightly
The price is $193 total per night from Aug 3 to Aug 4
$193 total
Aug 3 - Aug 4
Total with taxes and fees
Congress Plaza Hotel
520 South Michigan Avenue Chicago IL
Fully refundableReserve now, pay when you stay
$210 nightly
The price is $250 total per night from Aug 10 to Aug 11
$250 total
Aug 10 - Aug 11
Total with taxes and fees
8/10 Very Good! (10,274 reviews)
"Upon arriving at the hotel - some of the doors worked others did not - their signage was very confusing. When we entered our room there was a horrible smell, one of the curtains was falling from the wall. When we tried to take showers there wasn’t any hot water no matter which way you turned the ..."
Reviewed on Jul 16, 2026
Hilton Chicago O'Hare Airport
O'Hare International Airport Chicago IL
Fully refundableReserve now, pay when you stay
$229 nightly
The price is $269 total per night from Aug 7 to Aug 8
$269 total
Aug 7 - Aug 8
Total with taxes and fees
8.4/10 Very Good! (2,362 reviews)
"Mediocre room, less mediocre food."
Reviewed on Jul 15, 2026
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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- 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.
