Near West Side Vacations from ￥278,721

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The Latest Near West Side Vacation Packages

Price found within the past 48 hours. Click for updated prices.
W Chicago - City Center

W Chicago - City Center

4 out of 5
Downtown Chicago
per person
Jul 11 - Jul 15
Roundtrip non-stop flight included
Taipei (TPE) to Chicago (ORD)
8/10 Very Good! (1,001 reviews)
Will be back here when I come back to Chicago, nice hotel surrounded by EVERYTHING

Reviewed on May 4, 2024

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Downtown Chicago
per person
Jul 20 - Jul 25
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.2/10 Wonderful! (1,182 reviews)
The best hotel hands down!

Reviewed on May 13, 2024

Pendry Chicago

Pendry Chicago

4.5 out of 5
Downtown Chicago
per person
Jul 10 - Jul 14
Roundtrip non-stop flight included
Taipei (TPE) to Chicago (ORD)
9.4/10 Exceptional! (679 reviews)
There is such loud traffic nearby. I could not sleep for one minute.

Reviewed on May 13, 2024

Level Chicago – Old Town

Level Chicago – Old Town

4 out of 5
Downtown Chicago
per person
Jul 10 - Jul 14
Roundtrip non-stop flight included
Taipei (TPE) to Chicago (ORD)
8.8/10 Excellent! (205 reviews)
Thoroughly enjoyed my stay and my room. Will definitely book here again. Basic view of the courtyard but that was not important to me.

Reviewed on Mar 16, 2024

LondonHouse Chicago, Curio Collection by Hilton

LondonHouse Chicago, Curio Collection by Hilton

4.5 out of 5
Downtown Chicago
per person
Jul 10 - Jul 14
Roundtrip non-stop flight included
Taipei (TPE) to Chicago (ORD)
9.2/10 Wonderful! (3,494 reviews)
Property is well kept, location was perfect to walk to restaurants and shops. As far as the room shower and pillows need improvement, shower weak and pillows with zero support. Overall a good experience but expected more from a 4 stars hotel .

Reviewed on May 14, 2024

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 showing 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

Near West Side Hotel Deals

Hotel Chicago West Loop
Hotel Chicago West Loop
2.5 out of 5
1622 W Jackson Blvd, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is ￥20,979 per night from May 27 to May 28
￥20,979
per night
May 27 - May 28
8/10 Very Good! (1,000 reviews)
"Very nice staff and walkable to the United Center"

Reviewed on May 2, 2024

Hotel Chicago West Loop
Nobu Hotel Chicago
Nobu Hotel Chicago
5 out of 5
155 N. Peoria Street, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is ￥62,420 per night from May 27 to May 28
￥62,420
per night
May 27 - May 28
9.2/10 Wonderful! (462 reviews)
"Not only was everything so beautiful and clean, the staff were absolutely incredible. This is a place I’d love to come back to again and again."

Reviewed on May 8, 2024

Nobu Hotel Chicago
Congress Plaza Hotel
Congress Plaza Hotel
3.5 out of 5
520 South Michigan Avenue, Chicago, IL
The price is ￥23,250 per night from May 27 to May 28
￥23,250
per night
May 27 - May 28
7.6/10 Good! (6,728 reviews)
"I really liked how clean the room was."

Reviewed on May 14, 2024

Congress Plaza Hotel
See all 4,298 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 vacation package cost?
Custom build your Near West Side package from a low ￥278,721. 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 vacation packages mean plenty of savings for the savvy traveler. 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 Center 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 favorites among lots of travelers.
How far in advance should I book my Near West Side vacation?
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 vacation 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 vacation 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 vacation according to your travel needs.
If I'm not able to travel, can I cancel my Near West Side vacation 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 vacation 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.

Discover the most popular places to visit in Near West Side

Image for United Center

United Center

4.5/5(701 reviews)

Catch an event at United Center during your trip to Chicago. Amble around this vibrant area's lakeside or experience its fascinating museums.

United Center
Image for University of Illinois Chicago

University of Illinois Chicago

4/5(832 reviews)

Enjoy the collegiate vibe at University of Illinois Chicago during your stay in Chicago. Stroll along the riverfront or experience the acclaimed art scene in this vibrant area.

University of Illinois Chicago
Image for Mary Bartelme Park

Mary Bartelme Park

Explore the great outdoors at Mary Bartelme Park, a lovely green space in Chicago. Experience the fascinating museums and entertainment choices in this vibrant area.

Mary Bartelme Park

Things to do

Image for Full-Day Scenic South West Tour, ALL INCLUSIVE Day Trip, Private SUV Car, Guide

Full-Day Scenic South West Tour, ALL INCLUSIVE Day Trip, Private SUV Car, Guide

￥48,055
Per adult
Full-Day Scenic South West Tour, ALL INCLUSIVE Day Trip, Private SUV Car, Guide
Image for Lights, Camera, Action: Chicago Iconic Movie Scenes with In-App Audio Tour

Lights, Camera, Action: Chicago Iconic Movie Scenes with In-App Audio Tour

￥958
Per adult
Lights, Camera, Action: Chicago Iconic Movie Scenes with In-App Audio Tour
Image for Picturesque South Tour Of Mauritius, Incl Lunch,7-Coloured Earth

Picturesque South Tour Of Mauritius, Incl Lunch,7-Coloured Earth

￥15,173
Per adult
Picturesque South Tour Of Mauritius, Incl Lunch,7-Coloured Earth
See all activities in Chicago

Other vacations you might like

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.