Near West Side Holidays

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Where to stay in Near West Side

Find the best Near West Side areas and neighborhoods for the activities you enjoy most. Learn more about Near West Side
Downtown Chicago featuring a city

Downtown Chicago

5 out of top 10 points of interest in this area

Known for its fascinating museums, stunning river views and gorgeous architecture, there's plenty to explore in Downtown Chicago. Top attractions like Michigan Avenue and Navy Pier are major draws. Catch the metro at State Station or Clark-Lake Station to see more of the city.

Find hotels in Downtown Chicago

Top hotels in Near West Side

Crowne Plaza Chicago West Loop by IHG
Crowne Plaza Chicago West Loop by IHG
3.5 out of 5
25 South Halsted Street, Chicago, IL
Fully refundable
The price is S$145 per night from 6 Apr to 7 Apr
S$145
includes taxes & fees
6 Apr - 7 Apr
8.6/10 Excellent! (1,008 reviews)
Exceeded my expectations
"Crown Plaza exceeded my expectations by all means. I felt home for a rather long stay of six nights. One bonus thing was the Greek taverns for good food and two grocery stores nearby. Access to public transport is easy, Art Institute is a mere 15 minutes by bus. The only down side is the highway ..."

Reviewed on 27 Mar,2025

Crowne Plaza Chicago West Loop by IHG
The Emily Hotel
The Emily Hotel
4 out of 5
311 North Morgan Street, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is S$283 per night from 30 Mar to 31 Mar
S$283
includes taxes & fees
30 Mar - 31 Mar
9/10 Wonderful! (1,045 reviews)
"The Emily Hotel is a phenomenal place. Leo at the front desk was amazing at checking us in and making our experience so much better. Great stay!! And we look forward to going back for rooftop movie nights!!!"

Reviewed on 23 Mar,2025

The Emily Hotel
Holiday Inn & Suites Chicago - Downtown by IHG
Holiday Inn & Suites Chicago - Downtown by IHG
3 out of 5
506 West Harrison Street, Chicago, IL
Fully refundable
The price is S$179 per night from 6 Apr to 7 Apr
S$179
includes taxes & fees
6 Apr - 7 Apr
8/10 Very Good! (1,004 reviews)
"The property was as advertised. So often on the internet you see images of a hotel and when you arrive it is not at all what you have seen. In this case we were pleasantly surprised."

Reviewed on 27 Mar,2025

Holiday Inn & Suites Chicago - Downtown by IHG
See all 4,285 properties in Near West Side
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 Near West Side holiday package cost?
Custom build your Near West Side package from a low . Choose from any combination of rental cars, flights and hotels to craft the trip you’ve been dreaming about for ages. Don’t forget to add on a few activities!
How do I get a cheap travel package to Near West Side?
Our Near West Side holiday packages mean plenty of savings for the savvy traveller. For the best deals, simply combine your hotel, flights and extras (including tours) into a convenient package. But great bargains are just the beginning of your next big adventure. Book with Expedia and you’ll have more than 550 air carriers and 1,000,000 properties around the world to select from. Whatever your budget, there’s a package with your name on it.
Where should I stay in Near West Side?
Make sightseeing a breeze by staying just around the corner from Near West Side’s big attractions. University of Illinois Chicago and United Centre are two of the most popular.
What are the top hotels in Near West Side?
If it’s your first time in Near West Side, lock in a room at Hyatt House Chicago Medical/University District or Hyatt Place Chicago Medical/University District. Both hotels offer comfortable beds and are favourites among lots of travellers.
How far in advance should I book my Near West Side holiday?
It’s difficult to pick the best time for airfares, but we usually say the earlier, the better. Plenty of international journeys on Expedia become available to compare up to 12 months in advance. If you’re booking late, don’t despair. Low prices appear from time to time within a few weeks of departure dates.
What does an Expedia Near West Side travel package include?
Hotels, flights and a cool set of wheels for your road trip adventures. Simply pick and choose your preferred bundle and get access to great discounts. Once you’ve made your booking, add on a couple of activities and tours and watch your savings pile up. When it comes to creating your Near West Side escape, you’re the boss!
What should I know before booking a Near West Side travel package?
A travel package can be easier on the wallet than individually booking all you need for your adventure. For example, bundle your hotels, flights and rental cars and save a tidy sum. Whatever kind of holiday you’re planning, you’re bound to find a package that’s perfect for you.
Can I choose my airline with a Near West Side Expedia holiday package?
Yes, you’re in control. Expedia has access to more than 550 partner airlines around the world, so you can design your Near West Side holiday according to your travel needs.
If I'm not able to travel, can I cancel my Near West Side holiday package?
Because we know life can be unpredictable, the answer is yes. For further details, check out our Customer Service Portal. But generally speaking, if you’ve booked your Near West Side holiday package in the last 24 hours, you may be able to cancel or change it for no charge. Your airline, hotel or car rental company may charge a fee if you made your booking a while ago.

Popular places to visit

University of Illinois Chicago

University of Illinois Chicago

4.5/5(11 reviews)

Enjoy the student vibe at University of Illinois Chicago during your visit to Chicago. Stroll along the riverfront or experience the acclaimed art galleries in this vibrant area.

University of Illinois Chicago

Things to do

Chicago Bulls Basketball Game at United Center

Chicago Bulls Basketball Game at United Center

S$70
per adult
Chicago Bulls Basketball Game at United Center
Chicago Blackhawks Ice Hockey Game at United Center

Chicago Blackhawks Ice Hockey Game at United Center

S$42
per adult
Chicago Blackhawks Ice Hockey Game at United Center
The Chicago Helicopter Tour 25 Miles

Chicago Helicopter 25-Mile Tour for up to Three Passengers

S$865
per traveller
Chicago Helicopter 25-Mile Tour for up to Three Passengers
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. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.