Darien Vacations from $508

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Your Darien Vacation

From its spectacular views to its rich history and beyond, there's lots to like about Darien. Discover the delights of this awesome city with a Darien vacation package that's made for you. Morton Arboretum, Cog Hill Golf & Country Club and Promenade Bolingbrook are just a few of the many sights worth checking out during your trip to Darien. Expedia has what you need to escape your daily routine. Tailor your vacation to Darien to match your travel style, whatever that may be!

The Latest Darien Vacation Packages

Price found within the past 48 hours. Click for updated prices.
DoubleTree by Hilton Chicago - Magnificent Mile

DoubleTree by Hilton Chicago - Magnificent Mile

4 out of 5
Downtown Chicago
Save 100% on your flight
per person
Jun 19 - Jun 22
Roundtrip flight included
Dallas (DFW) to Chicago (ORD)
8.6/10 Excellent! (2,173 reviews)
Convenient to go by any kind of transportation or walk to all the activities in the city.

Reviewed on May 4, 2024

Pendry Chicago

Pendry Chicago

4.5 out of 5
Downtown Chicago
Save 100% on your flight
per person
Jul 9 - Jul 13
Roundtrip flight included
Dallas (DFW) to Chicago (ORD)
9.4/10 Exceptional! (663 reviews)
It's really a beautiful looking Hotel and the rooms are very nice and clean. they play loud obnoxious music in the Lobby which I guess a teenager would probably like. Read the fine print. they have a $41 a day "Destination fee" which gets you a cup of coffee from 6am-9am(Not great coffee and not always hot) and bottles of water. A welcome drink (only first day) if you use their mix which they add a shot)They say there is a shuttle service (first come first serve) they don't tell you that it is only on the weekend until you ask about it Monday Morning. $41 dollars a day for that? This needs to be addressed. I feel it is an excuse to get more money out of you. I stayed three nights and was hit for $123. My fault I didn't see the charge that was down at the end of the page. A lot of street noise but Hotel was quiet by itself and the Maids were so friendly and sweet.

Reviewed on Apr 30, 2024

The Peninsula Chicago

The Peninsula Chicago

5 out of 5
Downtown Chicago
Save 100% on your flight
per person
Jul 18 - Jul 22
Roundtrip flight included
Dallas (DFW) to Chicago (ORD)
9.8/10 Exceptional! (1,007 reviews)
Overall experience was fantastic. Definitely the best choice available in Chicago

Reviewed on Apr 29, 2024

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Downtown Chicago
Save 100% on your flight
per person
Jul 9 - Jul 13
Roundtrip flight included
Dallas (DFW) to Chicago (ORD)
9.2/10 Wonderful! (1,171 reviews)
Little disappointed there was no free breakfast

Reviewed on May 1, 2024

Fairmont Chicago at Millennium Park Gold Experience

Fairmont Chicago at Millennium Park Gold Experience

4.5 out of 5
Downtown Chicago
Save 100% on your flight
per person
Jul 9 - Jul 13
Roundtrip flight included
Dallas (DFW) to Chicago (ORD)
9.2/10 Wonderful! (95 reviews)
Outstanding service and facility.

Reviewed on Jan 10, 2024

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

Darien Hotel Deals

Congress Plaza Hotel
Congress Plaza Hotel
3.5 out of 5
520 South Michigan Avenue, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is $159 per night from May 13 to May 14
$159
$187 total
includes taxes & fees
May 13 - May 14
7.6/10 Good! (6,656 reviews)
"Great city view"

Reviewed on May 4, 2024

Congress Plaza Hotel
River Hotel
River Hotel
4 out of 5
75 East Wacker Drive, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is $161 per night from May 12 to May 13
$161
$189 total
includes taxes & fees
May 12 - May 13
8.6/10 Excellent! (2,850 reviews)
"Clean building and room. Excellent staff. Walking distance to everything i needed to see and do."

Reviewed on May 5, 2024

River Hotel
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 $127 per night from May 6 to May 7
$127
$171 total
includes taxes & fees
May 6 - May 7
7.8/10 Good! (1,008 reviews)
"I like the many restaurants near by."

Reviewed on May 5, 2024

Hotel Felix River North/Magnificent Mile
See all 3,312 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.

Explore other types of vacation packages

All Inclusive Vacations

All Inclusive Vacations

Beach Vacations

Beach Vacations

Kid Friendly Vacations

Kid Friendly Vacations

Frequently asked questions

How much does a Darien vacation package cost?
We make it easy to explore the world, with Darien packages starting from as little as $508. You’ll have the flexibility to combine your favorite hotels, airlines and car rental. For the ultimate escape, why not add a few tours and activities to your travel itinerary?
How do I get a cheap travel package to Darien?
If you love bargains, bundle your bookings into a Darien vacation package. Whether you’re searching for flights, hotels, rental cars or tours, you can browse and book everything in one place. You’ll have ample choice at your fingertips too. Expedia has over 550 airlines and 1,000,000 hotel options globally to select from. Fly with who you prefer, stay where you like and save your hard-earned money — now that’s the perfect vacation!
Where should I stay in Darien?
With so much to discover in Darien, it’d be convenient for you to book a room in a hotel near its attractions. National Shrine of St. Therese, Twin Lakes Park and Willowbrook Community Park are some interesting ones to add to your itinerary.
What are the top hotels in Darien?
WoodSpring Suites Chicago Darien and Extended Stay America Suites Chicago Darien are two of the most well-known hotels in Darien. Why not take a look at the rates and amenities at each and then make a decision?
How far in advance should I book my Darien vacation?
Get rewarded with the biggest variety at the lowest prices by booking your trip to Darien early. Air carriers usually sell tickets anywhere up to 12 months prior to departure, so start your planning as soon as possible. That being said, Expedia is constantly working to give you the best bargains around, so it’s never a bad time to book your dream vacation!
What does an Expedia Darien travel package include?
With Expedia, you can select any combination of car rentals, flights and hotels to create your perfect Darien travel package. Once you’ve made your booking, you can add on fun stuff like sightseeing tours and activities. Remember, the more you bundle, the more cash you’ll save!
What should I know before booking a Darien travel package?
Design deals that suit your budget with an Expedia package. Flights, hotels, rental cars — we have everything you need to plan your break. You’ll save big bucks just for bundling your bookings. Whether you’re taking off on a winter adventure or relaxing on a sunny beach, your perfect vacation is just a few clicks away.
Can I choose my airline with a Darien Expedia vacation package?
Yes — that’s the beauty of an Expedia vacation package. You’re in control. We have access to more than 550 partner airlines worldwide, so you have options galore when putting together your Darien trip.
If I'm not able to travel, can I cancel my Darien vacation package?
It’s hard to predict what tomorrow might bring, so it’s good to know that you can cancel or change your Darien vacation package. If you booked in the last 24 hours, you may be entitled to a refund. If it’s an older booking, your hotel, airline or car rental company may charge a fee. Check our Customer Service Portal for further details.

Discover the most popular places to visit in Darien

Image for Wrigley Field

Wrigley Field

4.5/5(2,128 reviews)

Tour the iconic grounds and catch a game March through September at Chicago’s beloved baseball stadium.

Wrigley Field
Image for McCormick Place

McCormick Place

4.5/5(1,805 reviews)

Attend an event at the United States’ largest convention center, which features hyper-modern facilities and huge exhibition spaces connected by promenades and sky bridges.

McCormick Place
Image for Navy Pier

Navy Pier

4.5/5(4,870 reviews)

A Ferris wheel, shopping, restaurants and more can be found in this waterfront entertainment district.

Navy Pier

What to do in Darien

Image for Chicago Architecture Center River Cruise aboard Chicago's First Lady

Chicago Architecture Center River Cruise aboard Chicago's First Lady

$54
Per adult
92% of travellers recommend
Chicago Architecture Center River Cruise aboard Chicago's First Lady
Image for Chicago Pizza Tour

Chicago Pizza Tour

$75
Per adult
100% of travellers recommend
Chicago Pizza Tour
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.