Darien Vacations from $560
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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.
Level Chicago Fulton Market
Downtown Chicago
Save 100% on your flight
Price was $1,249, price is now $802 per person
$802
per person
Aug 26 - Aug 30
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.2/10 Wonderful! (523 reviews)
Staff was amazing—so helpful, attentive, and hands-on throughout our stay. The room was absolutely gorgeous, and the view was beautiful. Everything exceeded our expectations, and we had a wonderful experience!
Reviewed on Jul 17, 2026
Hotel Felix River North/Magnificent Mile
Downtown Chicago
Save 100% on your flight
Price was $983, price is now $633 per person
$633
per person
Sep 3 - Sep 7
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
8.2/10 Very Good! (2,809 reviews)
Staff were great but the room was much smaller than expected. There was a desk in room which was unnecessary and it took up so much of the walk that the bar fridge and microwave stacked on top of it stuck out past the wall and ended up being a tripping hazard.
Reviewed on Jul 18, 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
$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
$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! (10,206 reviews)
"Great location. Near to the CTA. rooms clean. Could use outlets on both sides of the bed however."
Reviewed on Jul 18, 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 8 to Aug 9
$269 total
Aug 8 - Aug 9
Total with taxes and fees
8.4/10 Very Good! (2,346 reviews)
"On the airport property very easy to get to my flight in the morning"
Reviewed on Jul 18, 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
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- 900 North Michigan Shops
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- Auditorium Building and Theatre
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- Film Row Cinema
- Chicago City Hall
- Chicago Vacations
- Willis Tower
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- Wheaton College
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- Michigan Avenue
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- Fisher Building
- Raging Waves Waterpark
- Anna and Frederick Douglass Park
- Marina City
- Unity Temple
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- Veterans Memorial Park
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- Wicker Park Vacations
- Graue Mill and Museum
- Merchandise Mart
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- Willowbrook Community Park
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- American Police Center & Museum
- Monique Meloche Gallery
- Westmont Vacations
- St. Basil Greek Orthodox Church
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- 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
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- Sr Crown Hall
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- South Commons Vacations
- The East Bank Club
- 311 S Wacker Dr
- Goodman Theater
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- Robie House
- Zhou B Art Center
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- Picasso Statue
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- Montrose Beach
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- Seatgeek Stadium
- Navy Pier
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- Carbide and Carbon Building
- Cantigny Park
- Cibc Theatre
- Art Institute of Chicago
- The Salt Shed
- Packer Schopf Gallery
- Legoland® Discovery Center
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- 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.
