Montclare Holidays

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Price found within the past 48 hours. Click for updated prices.
  • Exterior
    Jun 26 - Jul 5

    Holiday Inn Chicago North-Evanston by IHG + Flight

    Downtown Evanston
    9 nights
    3.0 star property
    8.6/10 - Excellent (1,930 reviews)
    "I appreciate the cleanness of the room. It needs some updates, but it didn’t bother me. The location is very convenient to walk to everywhere I want to go. Thanks."
    Reviewed May 25, 2026
    Return • Dublin (DUB) - Chicago (ORD)
    DUB - ORD • Direct ORD - DUB • Direct
    €1,560
    €1,272
    per traveller
    found 1 day ago
    Holiday Inn Chicago North-Evanston by IHG
  • Rooftop bar, al fresco dining, open daily
    Jul 16 - Jul 23

    The Godfrey Hotel Chicago + Flight

    Downtown Chicago
    6 nights
    4.5 star property
    8.8/10 - Excellent (2,248 reviews)
    "Room was beat up. Like especially and noticeably. Definitely not four star. I’ve stayed in much better presented 3-stars recently like La Quinta and Holiday Inn. Pretty lobby, but the room had scuffed walls, cracking finishes on furniture, holes in drapes, water didn’t stay hot long, and the air conditioning made a terrible rattling that kept me up at night even over white noise. The restaurant and bar were pretty good with decent happy hour deals! Great location, especially for what I needed."
    Reviewed May 23, 2026
    Return • Johannesburg (JNB) - Chicago (ORD)
    JNB - ORD • 1 stop ORD - JNB • 1 stop
    €2,188
    €1,522
    per traveller
    found 1 day ago
    The Godfrey Hotel Chicago
  • Exterior
    Jun 26 - Jul 5

    Holiday Inn Express Chicago - Magnificent Mile by IHG + Flight

    Downtown Chicago
    9 nights
    2.5 star property
    8.4/10 - Very good (1,088 reviews)
    "Tod bien pero la ducha no tenía agua fría y el personal se tardó en actuar"
    Reviewed May 25, 2026
    Return • Dublin (DUB) - Chicago (ORD)
    DUB - ORD • Direct ORD - DUB • Direct
    €1,868
    €1,455
    per traveller
    found 1 day ago
    Holiday Inn Express Chicago - Magnificent Mile by IHG
  • Seasonal outdoor pool, open 8:00 AM to 10:00 PM, pool loungers
    Jun 26 - Jul 5

    Holiday Inn & Suites Chicago - Downtown by IHG + Flight

    Downtown Chicago
    9 nights
    3.0 star property
    8.6/10 - Excellent (1,005 reviews)
    "Pool was clean."
    Reviewed May 27, 2026
    Return • Dublin (DUB) - Chicago (ORD)
    DUB - ORD • Direct ORD - DUB • Direct
    €1,866
    €1,476
    per traveller
    found 1 day ago
    Holiday Inn & Suites Chicago - Downtown by IHG
  • Exterior
    Jun 26 - Jul 5

    Holiday Inn Chicago Dwtn - The Mart by IHG + Flight

    Downtown Chicago
    9 nights
    3.0 star property
    8.8/10 - Excellent (2,339 reviews)
    "It's a very clean and fun place and they don't bother you If you're sleeping in doze off and a lobby for a quick nap. They understand that sometimes there are difficulties with traveling plans and I will stay there again"
    Reviewed May 26, 2026
    Return • Dublin (DUB) - Chicago (ORD)
    DUB - ORD • Direct ORD - DUB • Direct
    €1,879
    €1,511
    per traveller
    found 1 day ago
    Holiday Inn Chicago Dwtn - The Mart by IHG

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
The price is €208 per night from 3 Jun to 4 Jun
€208
3 Jun - 4 Jun
includes taxes & fees
8/10 Very Good! (10,145 reviews)
"Very good location right in the heart of Downtown Chicago."

Reviewed on 26 May 2026

Congress Plaza Hotel
Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
150 East Ontario Street Chicago IL
The price is €269 per night from 16 Jun to 17 Jun
€269
16 Jun - 17 Jun
includes taxes & fees
9.4/10 Exceptional! (4,263 reviews)
"The staff is very helpful, always ready to answer any question about the hotel or about the city of Chicago. The hotel is very clean , the breakfast is very good with many choices and the staff in the restaurant is excellent. My wife and I stayed in that place for eight days and seven nights and ..."

Reviewed on 27 May 2026

Hotel Riu Plaza Chicago
The Chicago Hotel Collection - Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile

4 out of 5
166 E Superior Street Chicago IL
The price is €194 per night from 16 Jun to 17 Jun
€194
16 Jun - 17 Jun
includes taxes & fees
7.8/10 Good! (1,476 reviews)
"Everything"

Reviewed on 27 May 2026

The Chicago Hotel Collection - Magnificent Mile
See all 4,993 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.

Frequently asked questions

How much does a Montclare holiday package cost?
Live it up in Montclare from as low as . Choose from a great selection of flights, hotels and rental cars to suit your budget. Pick up even more discounts when you add some tours or activities to your package.
How do I get a cheap travel package to Montclare?
Our Montclare holiday packages mean plenty of savings for the savvy traveller. For the best deal, simply combine your flights, hotels and tours into a budget-friendly package. But impressive bargains are just the beginning of your next unforgettable adventure. When you book with Expedia, you'll have more than 550 air carriers and 1,000,000 properties throughout the world to choose from. No matter your budget or style, there's a package that's perfect for you.
Where should I stay in Montclare?
With fascinating attractions like Portage Park and Six Corners in this area, look for a hotel located near either one. Community First Medical Centre is another sight in Montclare that people flock to.
How far in advance should I book my Montclare holiday?
It can be difficult to know when is the ideal time to book your Montclare holiday. But generally the earlier you book, the more affordable the prices. Sometimes, you can book your flights and hotels nearly a year before departure. If you're considering a last-minute getaway, no need to worry! There are incredible bargains posted on Expedia every day.
What does an Expedia Montclare travel package include?
It comes down to what you're after. If you're travelling solo, you might decide to combine hotels and flights. Bringing the whole family to Montclare? A travel package that includes rental cars, flights and hotels might suit you better. Expedia gives you the flexibility to tailor your travel package.
What should I know before booking a Montclare travel package?
Bundling your bookings into a Montclare holiday package is the most convenient way to organise your trip. Not only that, you'll save big when you combine your flights, hotels and car rentals. Once you've booked, why not add on a day tour or an activity?
Can I choose my airline with a Montclare Expedia holiday package?
Expedia has access to more than 550 airline partners worldwide, so you sure can! Simply choose your preferred air carrier and put together the perfect Montclare trip.
If I'm not able to travel, can I cancel my Montclare holiday package?
If your travel plans in Montclare have changed, it's comforting to know that it's possible to cancel your booking. If you made your booking in the last 24 hours, you may be able to receive a refund. If your booking was made more than 24 hours ago, your hotel, airline or car rental company may impose fees. For more information, visit our Customer Service Portal.

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
Chicago Skyline, Chicago, Illinois shows amazing architecture in panoramic format

Naval Base Great Lakes

5/5(1 review)

After visiting Naval Base Great Lakes, make a plan to see the other sights and activities in North Chicago. Wander the lakeside in this family-friendly area.

Naval Base Great Lakes
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

€23
per adult
86% of travellers recommend
360 CHICAGO Observation Deck
Skydeck - Willis Tower Admission

Skydeck - Willis Tower Admission

€36
per adult
94% of travellers recommend
Skydeck - Willis Tower Admission
Skyline Queen showcasing the Chicago Skyline!

Chicago Sightseeing River and Lake Cruise

€39
per adult
100% of travellers recommend
Chicago Sightseeing River and Lake Cruise
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.