Montclare Holidays from £1,085

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Price found within the past 48 hours. Click for updated prices.
Level Chicago - River North

Level Chicago - River North

4 out of 5
Downtown Chicago
Save 100% on your flight
per person
15 Sept - 20 Sept
found 5 hours ago
Return direct flight included
Edinburgh (EDI) to Chicago (ORD)
9/10 Wonderful! (652 reviews)
Quick and easy check in. Parking in their private garage was breeze. Plenty of space, mostly empty, and our vehicle could stay in the garage until 2:00 PM the next day. Beautiful 1 BR condo. Full kitchen, beautiful views of the city on the balcony and from the living room, and very clean space overall. Need your key card for just about everything (pool, lounge, some of the outdoor bathrooms, elevators, etc.).

Reviewed on 27 Jul 2025

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Downtown Chicago
Save 100% on your flight
per person
15 Sept - 20 Sept
just found
Return direct flight included
Edinburgh (EDI) to Chicago (ORD)
9.4/10 Exceptional! (1,679 reviews)
Everything was great

Reviewed on 9 Aug 2025

Park Hyatt Chicago

Park Hyatt Chicago

5 out of 5
Downtown Chicago
Save 100% on your flight
per person
15 Sept - 20 Sept
found 5 hours ago
Return direct flight included
Edinburgh (EDI) to Chicago (ORD)
9.6/10 Exceptional! (1,000 reviews)
Loved the attention to details that made the experience exceptional.

Reviewed on 6 Aug 2025

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
Downtown Chicago
Save 100% on your flight
per person
15 Sept - 20 Sept
found 5 hours ago
Return direct flight included
Edinburgh (EDI) to Chicago (ORD)
9.4/10 Exceptional! (2,270 reviews)
Enjoyed our stay here. Very convenient to Mag Mile destinations. Staff were friendly, hotel lobby smelled so good. Only challenge was the wifi connection was not great, otherwise would stay here again.

Reviewed on 9 Aug 2025

Arlo Chicago

Arlo Chicago

4 out of 5
Downtown Chicago
Save 100% on your flight
per person
13 Oct - 20 Oct
found 1 day ago
Return direct flight included
London (LON) to Chicago (ORD)
9.2/10 Wonderful! (1,831 reviews)
Our venue was close but once we were back to our hotel, it was our getaway!

Reviewed on 8 Aug 2025

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

5 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 £117 per night from 1 Sept to 2 Sept
£117
1 Sept - 2 Sept
includes taxes & fees
7.8/10 Good! (8,921 reviews)
"Took water awhile to get hot for shower, and parking is ridiculously expensive. Other than that enjoyed staying at hotel"

Reviewed on 8 Aug 2025

Congress Plaza Hotel
Palmer House a Hilton Hotel

Palmer House a Hilton Hotel

4 out of 5
17 E Monroe St, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is £170 per night from 22 Aug to 23 Aug
£170
22 Aug - 23 Aug
includes taxes & fees
8.2/10 Very Good! (1,835 reviews)
"The property if beautiful and historic. The main room is incredible. The rooms are well taken care of, you can just tell they are a little dated with a slight smell. I would definitely stay here again."

Reviewed on 8 Aug 2025

Palmer House a Hilton Hotel
Hilton Garden Inn Chicago Downtown/Magnificent Mile

Hilton Garden Inn Chicago Downtown/Magnificent Mile

3 out of 5
10 E Grand Ave, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is £134 per night from 24 Aug to 25 Aug
£134
24 Aug - 25 Aug
includes taxes & fees
8.4/10 Very Good! (3,634 reviews)
"The area was beautiful, but the pillows were too flat & I had to request 5 of them & it still wasn’t comfortable. The staff & everything else was great."

Reviewed on 8 Aug 2025

Hilton Garden Inn Chicago Downtown/Magnificent Mile
See all 4,902 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
Beach Holidays
Beach Holidays
Family Friendly Holidays
Family Friendly Holidays

Frequently asked questions

How much does a Montclare travel package cost?
Our Montclare travel packages, which begin at just £1,085, 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

4.5/5(40 reviews)

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

Wrigley Field
Magnificent Mile - River North which includes street scenes, signage and night scenes

Michigan Avenue

4.5/5(14 reviews)

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

Navy Pier

4/5(125 reviews)

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

Navy Pier

Things to do

River tour boat in Chicago

Architecture River Tour

£31
per adult
96% of travellers recommend
Architecture River Tour
See Chicago's magnificent skyline at night!

Chicago By Night River & Lake Cruise

£33
per adult
96% of travellers recommend
Chicago By Night River & Lake Cruise
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.