Darien Vacations from ￥268,995

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The Latest Darien Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Swissotel - Chicago

Swissotel - Chicago

4.5 out of 5
Downtown Chicago
per person
Jan 1 - Jan 5
found 24 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
8.8/10 Excellent! (1,918 reviews)
Walking distance to everything in Chicago.

Reviewed on Nov 5, 2024

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Downtown Chicago
per person
Jan 1 - Jan 5
found 24 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.4/10 Exceptional! (1,390 reviews)
3rd time staying there EXCELLENT!!

Reviewed on Nov 4, 2024

Level Chicago – Old Town

Level Chicago – Old Town

4 out of 5
Downtown Chicago
per person
Jan 1 - Jan 5
found 24 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9/10 Wonderful! (263 reviews)
Service was great, room was neat and very clean. Would stay again!

Reviewed on Oct 4, 2024

Park Hyatt Chicago

Park Hyatt Chicago

5 out of 5
Downtown Chicago
per person
Jan 1 - Jan 5
found 24 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.6/10 Exceptional! (1,000 reviews)
Exceeded my expectations. This is my new go-to hotel when in Chicago!

Reviewed on Oct 14, 2024

The Emily Hotel

The Emily Hotel

4 out of 5
Downtown Chicago
per person
Jan 1 - Jan 5
found 24 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9/10 Wonderful! (809 reviews)
Very clean.. very sleek & modern

Reviewed on Nov 3, 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 ￥20,721 per night from Nov 7 to Nov 8
￥20,721
￥24,325 total
includes taxes & fees
Nov 7 - Nov 8
7.8/10 Good! (8,034 reviews)
"Staff was friendly. Have been here before and like the location."

Reviewed on Nov 5, 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 ￥17,879 per night from Nov 24 to Nov 25
￥17,879
￥20,990 total
includes taxes & fees
Nov 24 - Nov 25
8.6/10 Excellent! (3,521 reviews)
"The rooms are a bit small, but the location and price are awesome."

Reviewed on Nov 5, 2024

River Hotel
Embassy Suites by Hilton Chicago Downtown River North
Embassy Suites by Hilton Chicago Downtown River North
4 out of 5
600 N State St, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is ￥18,078 per night from Nov 24 to Nov 25
￥18,078
￥21,222 total
includes taxes & fees
Nov 24 - Nov 25
8.2/10 Very Good! (3,061 reviews)
"It was perfect. We will be back."

Reviewed on Nov 3, 2024

Embassy Suites by Hilton Chicago Downtown River North
See all 3,317 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 ￥268,995. 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 Michigan Avenue

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
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 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

What to do in Darien

Image for Flyover in Chicago

Flyover in Chicago

￥5,732
Per adult
94% of travellers recommend
Flyover in Chicago
Image for Chicago: Willis Tower Skydeck and The Ledge Ticket

Chicago: Willis Tower Skydeck and The Ledge Ticket

￥6,707
Per adult
86% of travellers recommend
Chicago: Willis Tower Skydeck and The Ledge Ticket
Image for Chicago River Cocktail Cruise

Chicago River Cocktail Cruise

￥8,892
Per adult
90% of travellers recommend
Chicago River Cocktail Cruise
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.