Near West Side Vacations from ￥230,048

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The Latest Near West Side Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Hampton Inn Chicago-Carol Stream

Hampton Inn Chicago-Carol Stream

2.5 out of 5
Price was ￥258,359, price is now ￥230,048 per person
￥230,048
per person
Nov 14 - Nov 20
found 16 hours ago
Roundtrip non-stop flight included
Osaka (KIX) to Chicago (ORD)
8.4/10 Very Good! (1,015 reviews)
Property staff allowed us to use the pool earlier hours and everything was perfect. Breakfast and coffee were excellent. Staff accommodated us with our needs and they checked up with us in a text to be sure we were happy and content.

Reviewed on Sep 26, 2025

DoubleTree by Hilton Chicago Schaumburg

DoubleTree by Hilton Chicago Schaumburg

4 out of 5
Price was ￥264,584, price is now ￥232,014 per person
￥232,014
per person
Nov 14 - Nov 20
found 16 hours ago
Roundtrip non-stop flight included
Osaka (KIX) to Chicago (ORD)
7.4/10 Good! (1,002 reviews)
The surrounding area is nice. The rooms need an upgrade and more cleaning. I wouldn’t stay here again. I arrived early and the front desk agent was not friendly.

Reviewed on Sep 22, 2025

Hilton Garden Inn Schaumburg

Hilton Garden Inn Schaumburg

3 out of 5
Price was ￥279,167, price is now ￥252,426 per person
￥252,426
per person
Nov 14 - Nov 20
found 16 hours ago
Roundtrip non-stop flight included
Osaka (KIX) to Chicago (ORD)
8.8/10 Excellent! (1,003 reviews)
I loved the atmosphere and the room!

Reviewed on Sep 8, 2025

Holiday Inn Express & Suites Chicago - Hoffman Estates by IHG

Holiday Inn Express & Suites Chicago - Hoffman Estates by IHG

2.5 out of 5
Price was ￥260,962, price is now ￥237,330 per person
￥237,330
per person
Nov 14 - Nov 20
found 16 hours ago
Roundtrip non-stop flight included
Osaka (KIX) to Chicago (ORD)
9.2/10 Wonderful! (613 reviews)
Overall good workers and great location

Reviewed on Sep 22, 2025

TownePlace Suites by Marriott Chicago Schaumburg

TownePlace Suites by Marriott Chicago Schaumburg

3.5 out of 5
Price was ￥275,900, price is now ￥251,140 per person
￥251,140
per person
Nov 14 - Nov 20
found 16 hours ago
Roundtrip non-stop flight included
Osaka (KIX) to Chicago (ORD)
9/10 Wonderful! (534 reviews)
Everything was good.

Reviewed on Aug 6, 2025

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

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

Near West Side Hotel Deals

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 refundableReserve now, pay when you stay
The price is ￥23,908 per night from Oct 2 to Oct 3
￥23,908
￥28,065 total
Oct 2 - Oct 3
includes taxes & fees
8.8/10 Excellent! (1,537 reviews)
"It was a nice quiet clean area"

Reviewed on Sep 24, 2025

Crowne Plaza Chicago West Loop by IHG
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 ￥25,907 per night from Oct 19 to Oct 20
￥25,907
￥32,210 total
Oct 19 - Oct 20
includes taxes & fees
8.2/10 Very Good! (1,020 reviews)
"Excellent staff, very helpful and welcoming."

Reviewed on Sep 24, 2025

Holiday Inn & Suites Chicago - Downtown by IHG
Level Chicago Fulton Market

Level Chicago Fulton Market

4 out of 5
354 North Union Avenue, Chicago, IL
Fully refundableReserve now, pay when you stay
9/10 Wonderful! (308 reviews)
"Cloud lounge was immaculate and perfect for quiet working. Rest of apartment super clean.Best part was lady who booked us in - Katrina - what a wonderful individual!"

Reviewed on Sep 25, 2025

Get rates
Level Chicago Fulton Market
See all 4,627 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 ￥230,048. 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

Blackhawks 5x4 Leafs

United Center

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
University of Illinois Chicago

University of Illinois Chicago

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

Rush University Medical Center

Though Rush University Medical Center might be what brings you to town, perhaps you'll have a chance to explore more of Chicago while you are here.

Rush University Medical Center

Things to do

Chicago: Fulton Market Donut Adventure with Tastings

Chicago: Fulton Market Donut Adventure with Tastings

￥10,095
per adult
Chicago: Fulton Market Donut Adventure with Tastings
The Chicago Helicopter Tour 25 Miles

Chicago Helicopter 25-Mile Tour for up to Three Passengers

￥96,499
per traveler
Chicago Helicopter 25-Mile Tour for up to Three Passengers
Chicago Hauntings Original Ghost Bus Tour

Chicago Hauntings Original Ghost Bus Tour

￥8,759
per adult
Chicago Hauntings Original Ghost Bus 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.