Montclare Holidays from £670

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Price found within the past 48 hours. Click for updated prices.
Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
Downtown Chicago
Price was £1,030, price is now £670 per person
£670
per person
5 May - 8 May
found 9 hours ago
Return direct flight included
London (LGW) to Chicago (ORD)
9.4/10 Exceptional! (2,790 reviews)
Amenities, staff was ok

Reviewed on 25 Feb 2026

Waldorf Astoria Chicago

Waldorf Astoria Chicago

5 out of 5
Downtown Chicago
Save 100% on your flight
Price was £1,978, price is now £1,349 per person
£1,349
per person
1 May - 6 May
found 19 hours ago
Return direct flight included
London (LHR) to Chicago (ORD)
9.4/10 Exceptional! (1,000 reviews)
Completely loved our stay. Probably the best hotel in all Chicago. Amenities are great and the staff are even better.

Reviewed on 26 Jan 2026

Level Chicago – Old Town

Level Chicago – Old Town

4 out of 5
Downtown Chicago
Price was £1,431, price is now £989 per person
£989
per person
1 May - 6 May
found 19 hours ago
Return direct flight included
London (LHR) to Chicago (ORD)
9/10 Wonderful! (380 reviews)
Had a great stay!! Kelly at the front desk was so sweet

Reviewed on 22 Feb 2026

Level Chicago Fulton Market

Level Chicago Fulton Market

4 out of 5
Downtown Chicago
Price was £916, price is now £675 per person
£675
per person
2 Apr - 7 Apr
found 1 day ago
Return direct flight included
Dublin (DUB) to Chicago (ORD)
9.2/10 Wonderful! (347 reviews)
Room smelled like food but overall very clean, very great service and staff both night and morning shift.

Reviewed on 16 Feb 2026

Hilton Garden Inn Chicago Downtown/Magnificent Mile

Hilton Garden Inn Chicago Downtown/Magnificent Mile

3 out of 5
Downtown Chicago
Price was £1,345, price is now £1,016 per person
£1,016
per person
1 May - 6 May
found 19 hours ago
Return direct flight included
London (LHR) to Chicago (ORD)
8.4/10 Very Good! (4,159 reviews)
Excellent location and quality for the price!

Reviewed on 26 Feb 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 featuring a city

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.

Find hotels in Downtown Chicago

Top hotels in Montclare

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 £78 per night from 27 Feb to 28 Feb
£78
27 Feb - 28 Feb
includes taxes & fees
8/10 Very Good! (9,937 reviews)
Shortly after our check in when noticed our room did not have heat called the operator only to be told the hotels boiler was out, had to call a 2nd time because the toilet wouldn't flush finally when the maintenance guy came to fix the toilet he said he could get us a space heater we was so excited ...

Reviewed on 26 Feb 2026

Congress Plaza Hotel
Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
150 East Ontario Street Chicago IL
Fully refundableReserve now, pay when you stay
The price is £129 per night from 25 Mar to 26 Mar
£129
25 Mar - 26 Mar
includes taxes & fees
9.4/10 Exceptional! (3,415 reviews)
To recessed lights in the ceiling near the windows the windows would not shut off. We tried every little light switch in the room eight ways to Sunday and could not get those recessed lights off. The only way to shut them off was to take the card out to stop the electricity in the room. But then ...

Reviewed on 26 Feb 2026

Hotel Riu Plaza Chicago
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 £89 per night from 4 Mar to 5 Mar
£89
4 Mar - 5 Mar
includes taxes & fees
8.6/10 Excellent! (5,685 reviews)
Service was great, and the staff was very kind.

Reviewed on 26 Feb 2026

Embassy Suites by Hilton Chicago Downtown River North
See all 5,096 properties in Montclare
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.
All Inclusive Holidays
All Inclusive Holidays
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Beach Holidays
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Family Friendly Holidays

Frequently asked questions

How much does a Montclare travel package cost?
Our Montclare travel packages, which begin at just £670, 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.

Popular places to visit

Wrigley Field featuring a city, a sporting event and city views

Wrigley Field

Tour the iconic grounds and catch a game March through September at Chicago’s beloved baseball stadium.

Wrigley Field
Scene of Chicago street bridge with traffic among modern buildings of Downtown Chicago at Michigan avenue in Chicago, Illinois, United States, Business and Modern Transportation concept

Michigan Avenue

You can find the perfect gifts to bring home 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
Navy Pier featuring a sunset and rides

Navy Pier

A ferris wheel, shopping, restaurants and more can be found in this waterfront entertainment district.

Navy Pier

Things to do

Skydeck - Willis Tower Admission

Skydeck - Willis Tower Admission

£32
per adult
98% of travellers recommend
Skydeck - Willis Tower Admission
Flyover in Chicago

Flyover in Chicago

£28
per adult
98% of travellers recommend
Flyover in Chicago
Wendella's 90-min Chicago River Architecture Tour

Wendella's 90-min Chicago River Architecture Tour

£30
per adult
94% of travellers recommend
Wendella's 90-min Chicago River Architecture Tour
See all activities in Chicago

* 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.