Darien Holidays from £905
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Your Darien Holiday
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 holiday 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, organising a tailored Darien holiday is easy with Expedia.
Top Darien Flight + Hotel Deals
Price found within the past 48 hours. Click for updated prices.
Level Chicago – Old Town
Downtown Chicago
£1,116
per person
3 Nov - 8 Nov
found 21 hours ago
Return direct flight included
Manchester (MAN) to Chicago (ORD)
9.2/10 Wonderful! (527 reviews)
Amazing stay for a family of four. The kids loved the pool, and the adults loved the hot tub! It felt close to the action, without being too close. Quiet but walkable to Navy Pier, Michigan Avenue, etc. Nearby multiple grocery stores. The building was well maintained and the neighborhood felt safe. The views from the room were unbelievable (the pictures don't do them justice). I would definitely stay here again.
Reviewed on 26 Sept 2026
Darien Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Closest Airport | O'Hare Intl. Airport (ORD) |
Population | 22,300 |
Max Temp Winter | -1.11 ºC |
Max Temp Summer | 27ºC |
Top Sights | Brookfield Zoo, Galloping Ghost and DuPage Childrens Museum |
Top hotels in Darien
River Hotel
75 East Wacker Drive Chicago IL
Fully refundableReserve now, pay when you stay
£167
25 Oct - 26 Oct
includes taxes & fees
Congress Plaza Hotel
520 South Michigan Avenue Chicago IL
Fully refundableReserve now, pay when you stay
£132
25 Oct - 26 Oct
includes taxes & fees
8/10 Very good! (10,244 reviews)
"It was great and everyone was very welcoming."
Reviewed on 27 Sept 2026
Hilton Chicago
720 S Michigan Ave Chicago IL
Fully refundableReserve now, pay when you stay
£166
24 Oct - 25 Oct
includes taxes & fees
8.6/10 Excellent! (3,287 reviews)
"Great stay! Everyone was so nice from check in with Joao until we walked out the doors."
Reviewed on 27 Sept 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.
Stay near popular Darien attractions
National Shrine of St. Therese
7.4/10 (6 reviews)
This tranquil shrine houses the largest collection of St. Therese's personal effects outside France. Explore the museum's first-class relics and replica convent cell before reflecting in the serene garden sanctuary.
What to do in Darien
Skydeck Chicago at Willis Tower
£32
per adult
88% of travellers recommend
Frequently asked questions
How much does a Darien travel package cost?
Customize your Darien package from an affordable £905. Choose from any combination of hotels, flights and rental cars to put together the escape you've been dreaming of. Be sure to add on one or two experiences!
If I'm not able to travel, can I cancel my Darien travel package?
We get that life sometimes gets in the way of your plans. If you've locked in a Darien travel package and need to change or cancel it, we can help. It's always worth looking up our Customer Service Portal first for information. But generally speaking, if you've booked your package in the last 24 hours, you may be able to cancel or change your itinerary at no cost. If it's been longer than 24 hours, your hotel, airline or car rental company may impose a fee.
How do I get a cheap travel package to Darien?
Simply by bundling. Hotels, rental cars and flights — combine whatever you need into a Darien travel package to save a ton of cash. Score even more deals when you include extras such as tours or experiences to your booking. But that's not the only impressive part. You have the flexibility to customize your trip your way. We offer more than 550 air carriers and 1,000,000 hotels around the world, so that everyone has an opportunity to travel and fulfil those holiday fantasies.
Does Expedia offer Book Now, Pay Later Darien holidays?
Your bank balance shouldn't prevent you from going on holiday, so Expedia has worked out a solution to help. Thanks to our partnership with online lender Klarna, it's easier than ever to book a fabulous getaway without draining your savings. Klarna offers flexible payment options during the checkout process that take the worry out of budgeting for your break. Check out these flexible payment options:
- Pay monthly holidays: Klarna offers convenient monthly payment plans that suit all types of budgets, so you can lock in that well-deserved holiday sooner.
- Pay in instalments holidays: If you'd prefer to pay off your escape in multiple transactions, holidays paid in instalments might be right for your Book Now, Pay Later holiday through Klarna.
- Low deposit holidays: When you see an amazing deal but your budget doesn't quite go that far, Klarna's low deposit holiday plan will help you lock in your escape.
Where should I stay in Darien?
With interesting attractions like Twin Lakes Golf Course and Downers Grove Wine Shop in this area, look for a hotel located near them. Creekside Park is another sight that visitors flock to.
What are the top hotels in Darien?
Secure a room at Hyatt Regency Chicago. It's one of this area's most sought-after hotels. Another top option in Darien is The Godfrey Hotel Chicago.
How far in advance should I book my Darien holiday?
Be rewarded with the widest variety at the lowest prices by booking your holiday to Darien nice and early. Airlines generally sell flights around a year before departure, so start locking things in as soon as you can. Having said that, Expedia is committed to providing you with the best bargains around, so there's never a bad time to book your dream holiday!
What does an Expedia Darien travel package include?
Select from a combination of hotels, rental cars and flights. Once you've made your booking, you can add activities and experiences. Want to pick your airfare class? That's also possible. The choice is all yours when it comes to putting together your ideal Darien trip.
What should I know before booking a Darien travel package?
Bundling your bookings into a Darien travel package is the most convenient way to organise your trip. Not only that, you'll save when you combine your flights, hotels and car rentals. Once you've booked, why not add on a tour or an activity?
Can I choose my airline with a Darien Expedia travel package?
You can, and with over 550 airlines to pick from all over the world, it's all about choice. Have a look through the available options and see which airline best fits your budget and needs.
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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. Flight-inclusive packages are ATOL protected.
