
Darien Vacations from $696
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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.

Lodge Geneva National
Save 100% on your flight
Price was $1,083, price is now $696 per person
$696
per person
Sep 25 - Sep 29
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
8.8/10 Excellent! (1,375 reviews)
The Lodge is still under renovations. Our room was missing things like a headboard and bedside tables. The water pressure was weak. The amenities were nice for a family stay. It might be great once it’s all done. I wish we knew before booking.
Reviewed on Jun 27, 2026

Hotel Riu Plaza Chicago
Downtown Chicago
Save 100% on your flight
Price was $1,186, price is now $774 per person
$774
per person
Aug 26 - Aug 29
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.4/10 Exceptional! (4,518 reviews)
I usually book a hotel with included breakfast for the convenience, and typically they are okay. Hotel Riu’s FABULOUS. They greet you and check you in, then a host will direct you to a table. The food selection is FANTASTIC and DELICIOUS. Never had it before where I was looking forward to breakfast the next day (as soon as noon the day before). My wife and I skipped lunch both days as we were full from breakfast. All the staff were very friendly and helpful. The room was quiet and clean.
We travel to Chicago about twice a year for a few days each time, I always stay in the same general area and have had many nice stays at many different hotels. That has all changed going forward. We are 100% in on hotel Riu going forward.
Reviewed on Jul 3, 2026

Four Seasons Hotel Chicago
Downtown Chicago
Save 100% on your flight
Price was $2,522, price is now $1,658 per person
$1,658
per person
Sep 15 - Sep 18
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.4/10 Exceptional! (1,000 reviews)
This was our first stay at a Four Seasons — if there was 6 stars for the staff, I'd give it. Upon arrival, we were running late and trying to make an event. The Bellman immediately said he'd arrange transportation for us after we quickly went to the restrooms. We come back down to discover that he was going to drive us in the hotel's car —amazing service! And that's how the entire stay went. Amazing service, clean everything, amenities beyond expectations — it was a splurge, but a well worth one and we'll be back again!
Reviewed on Jul 2, 2026


Level Chicago – Old Town
Downtown Chicago
Save 100% on your flight
Price was $1,653, price is now $1,128 per person
$1,128
per person
Aug 6 - Aug 10
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9/10 Wonderful! (495 reviews)
Front desk people was very helpful Eric was amazing was on top of everything and helped with everything as well
Reviewed on Jun 26, 2026
Stay near popular Darien attractions
What to do in Darien

Chicago: Navy Pier Centennial Wheel Ticket
$25
per adult
88% of travellers recommend
Darien Hotel Deals

Congress Plaza Hotel
520 South Michigan Avenue Chicago IL
Fully refundableReserve now, pay when you stay
$121 nightly
The price is $144 total per night from Jul 6 to Jul 7
$144 total
Jul 6 - Jul 7
Total with taxes and fees
8/10 Very Good! (10,139 reviews)
"Very cool old hotel in a great location. Well-restored and comfortable. Bell captains were very helpful with suggestions for local attractions and cabs."
Reviewed on Jul 2, 2026

Hilton Chicago O'Hare Airport
O'Hare International Airport Chicago IL
Fully refundableReserve now, pay when you stay
$219 nightly
The price is $257 total per night from Jul 4 to Jul 5
$257 total
Jul 4 - Jul 5
Total with taxes and fees
8.4/10 Very Good! (2,337 reviews)
"I have severe mobility issues, but was taken by wheelchair directly from United gate to Hilton reception desk. Restaurants were close to reception and elevators, so accessible with stroller."
Reviewed on Jul 2, 2026

Hyatt Regency O'Hare Chicago
9300 Bryn Mawr Ave Rosemont IL
Fully refundableReserve now, pay when you stay
$169 nightly
The price is $193 total per night from Jul 5 to Jul 6
$193 total
Jul 5 - Jul 6
Total with taxes and fees
8.8/10 Excellent! (2,759 reviews)
"old fashion"
Reviewed on Jul 3, 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 |
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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.





















