Montclare Holidays from £1,284

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Price found within the past 48 hours. Click for updated prices.
Hilton Orrington / Evanston

Hilton Orrington / Evanston

4 out of 5
Downtown Evanston
Price was £1,668, price is now £1,284 per person
£1,284
per person
18 May - 25 May
found 6 hours ago
Return flight included
London (LON) to Chicago (ORD)
7.6/10 Good! (758 reviews)
Nice dinning spot, great service

Reviewed on 30 Mar 2026

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Downtown Chicago
Save 100% on your flight
Price was £3,100, price is now £2,408 per person
£2,408
per person
5 Jun - 12 Jun
found 1 day ago
Return direct flight included
Manchester (MAN) to Chicago (ORD)
9.4/10 Exceptional! (1,848 reviews)
Beautiful facility, excellent service, professional staff, delicious food!

Reviewed on 7 Apr 2026

The Chicago Hotel Collection - Wrigleyville

The Chicago Hotel Collection - Wrigleyville

3.5 out of 5
Lakeview
Price was £1,893, price is now £1,495 per person
£1,495
per person
26 May - 2 Jun
found 1 day ago
Return direct flight included
Manchester (MAN) to Chicago (ORD)
7/10 Good! (980 reviews)
“Shoe box” is the first thing word that comes to mind when asked about this property. Staff was ok. The place was super tiny. I probably won’t go back

Reviewed on 10 Apr 2026

Level Chicago - River North

Level Chicago - River North

4 out of 5
Downtown Chicago
Price was £1,760, price is now £1,397 per person
£1,397
per person
28 May - 31 May
found 11 hours ago
Return flight included
London (LON) to Chicago (ORD)
9.2/10 Wonderful! (902 reviews)
Clean nice view enjoyed my stay

Reviewed on 10 Apr 2026

Kinzie Hotel

Kinzie Hotel

4 out of 5
Downtown Chicago
Price was £1,674, price is now £1,330 per person
£1,330
per person
18 May - 25 May
found 6 hours ago
Return flight included
London (LON) to Chicago (ORD)
9.2/10 Wonderful! (2,090 reviews)
I didn’t take advantage of breakfast

Reviewed on 9 Apr 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

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 £108 per night from 26 Apr to 27 Apr
£108
26 Apr - 27 Apr
includes taxes & fees
8/10 Very Good! (10,108 reviews)
The closest parking was $62 for 24hrs and the bed was extremely firm making the sleep terrible but other than that, the stay was great

Reviewed on 12 Apr 2026

Congress Plaza Hotel
Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites

3.5 out of 5
198 E Delaware Pl Chicago IL
Fully refundableReserve now, pay when you stay
The price is £104 per night from 26 Apr to 27 Apr
£104
26 Apr - 27 Apr
includes taxes & fees
9/10 Wonderful! (4,113 reviews)
Everything was great

Reviewed on 12 Apr 2026

Hilton Chicago/Magnificent Mile Suites
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 £135 per night from 10 May to 11 May
£135
10 May - 11 May
includes taxes & fees
8.6/10 Excellent! (5,846 reviews)
Ok

Reviewed on 12 Apr 2026

Embassy Suites by Hilton Chicago Downtown River North
See all 5,055 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 £1,284, 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

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
Navy Pier

Navy Pier

4/5(127 reviews)

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

Navy Pier
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

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

Things to do

360 CHICAGO Observation Deck

360 CHICAGO Observation Deck

£20
per adult
86% of travellers recommend
360 CHICAGO Observation Deck
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
Flyover in Chicago

Flyover in Chicago

£29
per adult
98% of travellers recommend
Flyover in Chicago
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.