Darien Vacations from ￥237,087

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The Latest Darien Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Fairmont Chicago at Millennium Park

Fairmont Chicago at Millennium Park

4.5 out of 5
Downtown Chicago
per person
Feb 7 - Feb 12
found 19 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
8.6/10 Excellent! (1,527 reviews)
Nice quiet location. Disappointed lack of WiFi in hotel fees. Dining options are prohibitively priced - even for breakfast where an over priced ‘al la carte’ option is only given. Having said that nicely located and friendly staff.

Reviewed on Nov 18, 2024

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Downtown Chicago
per person
Feb 7 - Feb 13
found 19 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.4/10 Exceptional! (1,390 reviews)
I had to pay fomy upgrade

Reviewed on Nov 20, 2024

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
Downtown Chicago
per person
Dec 27 - Jan 1
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.2/10 Wonderful! (693 reviews)
Very clean and comfortable hotel. Staff was nice and courteous.

Reviewed on Nov 22, 2024

Pendry Chicago

Pendry Chicago

4.5 out of 5
Downtown Chicago
per person
Feb 7 - Feb 12
found 19 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.4/10 Exceptional! (888 reviews)
Charming hotel with fantastic service. Great location.

Reviewed on Nov 17, 2024

Eurostars Magnificent Mile

Eurostars Magnificent Mile

4 out of 5
Downtown Chicago
per person
Feb 7 - Feb 12
found 19 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
8.6/10 Excellent! (2,625 reviews)
The hotel and area was good. The only problem we had was with the plumbing. The moment we got there the toilet kept backing up even if we did not use it. Other than that. I would give it a try again. It was a really nice place to stay!

Reviewed on Nov 20, 2024

Find the Best Darien Vacation Packages

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 ￥13,209 per night from Nov 24 to Nov 25
￥13,209
￥15,507 total
includes taxes & fees
Nov 24 - Nov 25
7.8/10 Good! (8,143 reviews)
"Definitely was a night to remember staying here! Very beautiful style!"

Reviewed on Nov 22, 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 ￥15,492 per night from Dec 23 to Dec 24
￥15,492
￥18,187 total
includes taxes & fees
Dec 23 - Dec 24
8.6/10 Excellent! (3,547 reviews)
"I loved the view from my room! I loved that it is right in the middle of Downtown!!! I would stay here again."

Reviewed on Nov 21, 2024

River Hotel
Club Quarters Hotel, Central Loop, Chicago
Club Quarters Hotel, Central Loop, Chicago
4 out of 5
111 West Adams Street, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is ￥14,924 per night from Dec 22 to Dec 23
￥14,924
￥17,521 total
includes taxes & fees
Dec 22 - Dec 23
8.4/10 Very Good! (3,264 reviews)
"This is a go-to hotel for me near a yearly event I participate in. It's the best value of any of the hotels in its immediate surrounding area."

Reviewed on Nov 21, 2024

Club Quarters Hotel, Central Loop, Chicago
See all 3,352 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.

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 ￥237,087. 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

Magnificent Mile - River North showing night scenes, a city and signage

Michigan Avenue

4.5/5(332 reviews)

You can enjoy some retail therapy when you visit Michigan Avenue, a popular shopping spot in Chicago. Amble around this vibrant area's riverfront and enjoy its top-notch restaurants.

Michigan Avenue
McCormick Place showing a high rise building and a city

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
Wrigley Field featuring cbd, a sporting event and a city

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

What to do in Darien

Flyover in Chicago

Flyover in Chicago

￥5,819
Per adult
94% of travellers recommend
Flyover in Chicago
Chicago: Willis Tower Skydeck and The Ledge Ticket

Chicago: Willis Tower Skydeck and The Ledge Ticket

￥6,809
Per adult
86% of travellers recommend
Chicago: Willis Tower Skydeck and The Ledge Ticket
River tour boat in Chicago

Architecture River Tour

￥8,179
Per adult
94% of travellers recommend
Architecture River Tour
See all activities in Darien
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.