Montclare Holidays from £1,017
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Price found within the past 48 hours. Click for updated prices.
Trump International Hotel & Tower Chicago
Downtown Chicago
£1,588
per person
3 Nov - 10 Nov
found 16 hours ago
Return direct flight included
London (LHR) to Chicago (ORD)
9.6/10 Exceptional! (1,986 reviews)
Nice place and location, especially if you have a good room. It's expensive but you get good experiance
Reviewed on 26 Aug 2026
Swissotel - Chicago
Downtown Chicago
£1,152
per person
3 Nov - 10 Nov
found 16 hours ago
Return direct flight included
London (LHR) to Chicago (ORD)
9/10 Wonderful! (3,553 reviews)
The views are nice. The room is more simple. The bathroom needs to be upgraded. Definitely just 3.5-4*. The late night snack area is a nice feature though.
Reviewed on 25 Aug 2026
Where to stay in Montclare
Find the best Montclare areas and neighborhoods for the activities you enjoy most. Learn more about Montclare
Downtown Chicago
4 out of top 10 points of interest in this area
The heart of the Midwest’s glittering metropolis has many offerings, from shopping and dining to parks, museums and exciting contemporary public art.
The Loop
Bordered roughly by the surrounding elevated train circuit, this Chicago neighborhood has restaurants, galleries, parks and a giant silver bean.
Magnificent Mile
Shopaholics need look no further this glittering street packed with boutique and luxury shops, famous department stores and cafes.
River North
Known for its fantastic nightlife, stunning river views and popular shops, there's plenty to explore in River North. Top attractions like Merchandise Mart and Bally's Casino Chicago are major draws. Catch the metro at Merchandise Mart Station or Chicago Station (Brown Line) to see more of the city.
Lincoln Park
Both a neighborhood and a park, this northern Chicago area has gorgeous scenery, residential streets lined with stately homes and extensive shopping and dining.
Top hotels in Montclare
Congress Plaza Hotel
520 South Michigan Avenue Chicago IL
Fully refundableReserve now, pay when you stay
£89
8 Sept - 9 Sept
includes taxes & fees
The Chicago Hotel Collection Ambassador Gold Coast
1301 N State Pkwy Chicago IL
Fully refundableReserve now, pay when you stay
£117
30 Aug - 31 Aug
includes taxes & fees
8/10 Very good! (2,094 reviews)
"Great stay I would get the food package."
Reviewed on 26 Aug 2026
Hilton Chicago O'Hare Airport
O'Hare International Airport Chicago IL
Fully refundableReserve now, pay when you stay
£210
18 Sept - 19 Sept
includes taxes & fees
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 Montclare travel package cost?
Our Montclare travel packages, which begin at just £1,017, are an easy way to save big bucks. Select your favourite hotels, flights and rental car to create a custom-built escape.
If I'm not able to travel, can I cancel my Montclare travel package?
Yes, it's possible to cancel your Montclare booking if your plans have changed. Whether you'll incur a fee or not depends on your hotel, airline or car rental company. It may be possible to change or cancel your booking for free if you booked in the last 24 hours. Head to our Customer Service Portal to learn more.
How do I get a cheap travel package to Montclare?
Bundle, bundle, bundle. Flights, rental cars and hotels — combine whatever you need into a Montclare travel package to save a ton of cash. Score even more deals when you include extras such as sightseeing tours to your booking. But that's not the only good part. You have the flexibility to tailor your holiday your own way. We offer over 550 airlines and 1,000,000 hotels globally, so that everyone has an opportunity to travel and live out those holiday dreams.
Does Expedia offer Book Now, Pay Later Montclare holidays?
We sure do. Expedia has partnered with online lender Klarna to help you conveniently pay for your holiday in manageable instalments. Simply choose the payment plan that suits you best during the checkout process and take away the stress of budgeting for your next trip. Be sure to bundle your flights, car hire and hotel with Expedia to get the biggest bang for your buck. Browse our flexible payment options below:
- Pay monthly holidays: Klarna offers easy monthly payment plans that work for all budgets, so you can have that well-deserved holiday sooner.
- Pay in instalments holidays: If you want to pay for your escape in multiple transactions, holidays paid in instalments might be the best option for your Book Now, Pay Later holiday through Klarna.
- Low deposit holidays: Clicking the "book now" button is easier with this payment option. Just put down a small deposit on your booking and then start packing your suitcase.
What are the top hotels in Montclare?
Whether you'll be staying for one or several nights in Montclare, you'll get a solid night's sleep at Lovely One Bedroom Modern Condo. This option is the first choice for many travellers.
How far in advance should I book my Montclare holiday?
Travellers are usually able to look up international airfares on Expedia up to a year in advance of departure. Booking last minute? With a little bit of luck, it's still possible to purchase a cheap ticket just weeks before your flight.
What does an Expedia Montclare travel package include?
Rental cars, flights and hotels, or any combination of the three — it's totally up to you. Whether you're venturing to Montclare with the whole family or enjoying a solo break, there's a package to suit every budget and style. Once you've made your booking, why not add on some activities?
What should I know before booking a Montclare travel package?
You'll save plenty with an Expedia travel package. Combine your airfares, rental cars and hotels and unlock fabulous discounts. You're not limited to hotels, though. Book with us and take your pick of beachfront villas, creek-side mountain cabins and even treehouses and ranches!
Can I choose my airline with a Montclare Expedia travel package?
Expedia offers access to more than 550 airline partners worldwide, so you definitely can. Simply choose your favourite carrier and craft your ideal Montclare holiday.
Things to do
Chicago: Willis Tower Skydeck and The Ledge Ticket
£35
per adult
88% of travellers recommend
Chicago: Navy Pier Centennial Wheel Ticket
£18
per adult
90% of travellers recommend
* 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.