Deals on vacations and trips to Darien

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Darien flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.
The Westin Michigan Avenue Chicago

The Westin Michigan Avenue Chicago

4.5 out of 5
Downtown Chicago
Save 100% on your flight
per person
Jun 2 - Jun 4
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
A full-service spa, a 24-hour gym, and a restaurant are all featured at this smoke-free hotel. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. You'll appreciate the gym, bar/lounge, and coffee shop.
Chicago Marriott Downtown Magnificent Mile

Chicago Marriott Downtown Magnificent Mile

4 out of 5
Downtown Chicago
Save 100% on your flight
per person
Jun 2 - Jun 5
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
This smoke-free hotel features 2 restaurants, a bar/lounge, and a 24-hour gym. Traveling on business? Take advantage of the business center, free WiFi in public areas, and valet parking. There's a rooftop terrace on site, and a 24-hour front desk and a terrace are also provided.
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
Jun 2 - Jun 5
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
A full-service spa, a 24-hour gym, and a restaurant are all featured at this luxury hotel. Traveling on business? Take advantage of the business center and free WiFi in public areas. A bar/lounge, a 24-hour front desk, and express check-in are also provided.
JW Marriott Chicago

JW Marriott Chicago

4.5 out of 5
Downtown Chicago
Save 100% on your flight
per person
Jul 12 - Jul 15
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
A full-service spa, a 24-hour gym, and a restaurant are all featured at this luxury hotel. Traveling on business? Take advantage of the business center, express check-in, and valet parking. You'll appreciate the indoor pool, bar/lounge, and laundry facilities.
Bluegreen Vacations Hotel Blake, Ascend Resort Collection

Bluegreen Vacations Hotel Blake, Ascend Resort Collection

3.5 out of 5
Downtown Chicago
Save 100% on your flight
per person
Jul 12 - Jul 15
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. A coffee shop, limo/town car service, and express check-out are also on offer.

Top Darien hotel deals

Congress Plaza Hotel

Congress Plaza Hotel

3.5 out of 5
520 South Michigan Avenue, Chicago, IL
Free Cancellation
Reserve now, pay when you stay
The price is $135 per night
$135
per night
May 2 - May 3
This smoke-free hotel's 2 restaurants, 2 bars/lounges, and gym are some of the featured amenities. Traveling on business? Take advantage of the business center and free WiFi in public areas. Self parking, a coffee shop, and a hair salon are also offered.
Breakfast available
Free WiFi
River Hotel

River Hotel

4 out of 5
75 East Wacker Drive, Chicago, IL
Free Cancellation
Reserve now, pay when you stay
The price is $161 per night
$161
per night
May 12 - May 13
A restaurant and a gym are featured at this hotel. Traveling on business? Take advantage of the business center, free WiFi in public areas, and valet parking. Express check-in, express check-out, and dry cleaning are also on offer.
Pet friendly
Free WiFi
Hotel Felix River North/Magnificent Mile

Hotel Felix River North/Magnificent Mile

4 out of 5
111 W Huron St, Chicago, IL
Free Cancellation
Reserve now, pay when you stay
The price is $111 per night
$111
per night
May 1 - May 2
This hotel features a 24-hour gym and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Self parking, a lobby fireplace, and a communal living room are also offered.
Pet friendly
Free WiFi
Club Quarters Hotel, Central Loop, Chicago

Club Quarters Hotel, Central Loop, Chicago

4 out of 5
111 West Adams Street, Chicago, IL
Free Cancellation
Reserve now, pay when you stay
The price is $142 per night
$142
per night
May 12 - May 13
A restaurant and a 24-hour gym are featured at this hotel. Traveling on business? Take advantage of the business center and free WiFi in public areas. A snack bar/deli, express check-in, and express check-out are also on offer.
Pet friendly
Breakfast available
Holiday Inn Chicago Dwtn Wolf Point, an IHG Hotel

Holiday Inn Chicago Dwtn Wolf Point, an IHG Hotel

3.5 out of 5
350 West Wolf Point Plaza, Building 2, Chicago, IL
Free Cancellation
The price is $170 per night
$170
per night
May 27 - May 28
This smoke-free hotel includes 2 restaurants, an indoor pool, and a 24-hour gym. Traveling on business? Take advantage of the 15 conference rooms, free WiFi in public areas, and express check-in. Self parking, express check-out, and a computer station are also offered.
Breakfast available
Pool
citizenM Chicago Downtown

citizenM Chicago Downtown

4 out of 5
80 East Wacker Place, Chicago, IL
Free Cancellation
Reserve now, pay when you stay
The price is $140 per night
$140
per night
May 27 - May 28
This hotel features a restaurant, a gym, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. A communal living room, express check-in, and express check-out are also on offer.
Breakfast available
Free WiFi
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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.

Popular places to visit

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

Frequently asked questions

How much are vacation packages to Darien?
Your vacation dreams can become reality in Darien for as little as $362. Packages include flights and hotels, so booking your trip will be a piece of cake. All you’ll have to focus on is having an incredible time.
How long should my Darien vacation be?
If you’re looking for some guidance, most travelers spend around 3 nights vacationing in Darien. But to discover the true spirit of this destination, stay a bit longer. You’ll be able to explore more and really experience the local vibe.
Where can I get the best vacation package deals for Darien?
With as many as 400 airline partners and 1,000,000 hotels across the world, it’s hard to go past Travelocity. Make the most of our comprehensive range and grab an affordable Darien vacation package. Isn’t it amazing when organizing a trip is that easy?
Why should I book my Darien vacation package with Travelocity?
From our 24/7 customer care to our range of enticing destinations, we’re dedicated to giving you the vacation of a lifetime. All you have to do is to click and book — our Price Match Guarantee will make sure you lock in the lowest price.
Will I save money on my Darien car rental if I book it with hotels and flights?
With a Darien vacation package, you can bundle your flight, car and hotel bookings and save tons. If you’d love to uncover the best of this awesome city, why not make a beeline for Six Flags Great America? This top sight is 45 mi from Darien. With a rental car, you’ll be there before you know it.
What is the best time of year to go to Darien?
March, May and November is peak season here, while January, June and August are the quietest months. If your budget is your primary consideration, avoid traveling during as it’s typically the most expensive time. The cheapest month to explore this part of the world is .
Which airport is best for Darien?
Many visitors choose to fly into O’Hare Intl. Airport (ORD), 16 mi north of downtown Darien. Others prefer Midway Intl. Airport (MDW) (12 mi away from central Darien) or Lewis University Airport (LOT) (12 mi away from central Darien).
What is there to do in Darien?
National Shrine of St. Therese deserves a spot on your to-do list. Once you’ve crossed off this popular attraction, simply wander the streets of Darien and discover what makes this fantastic city tick.
Where should I stay when visiting Darien?
If you’re after someplace comfortable to base yourself, have a look at the WoodSpring Suites Chicago Darien. It’s the top choice for many travelers.