Near West Side Vacations from ₩2,846,442

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    Save up to ₩234,741 when you book a flight and hotel together*
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The Latest Near West Side Vacation Packages

Price found within the past 48 hours. Click for updated prices.
The Wade
Hotel Riu Plaza Chicago
Trump International Hotel & Tower Chicago
Level Chicago – Old Town
Hotel Felix River North/Magnificent Mile

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

Near West Side Hotel Deals

The Emily Hotel

The Emily Hotel

4 out of 5
311 North Morgan Street Chicago IL
The price is ₩230,267 per night from Mar 29 to Mar 30
₩230,267
₩270,308 total
Mar 29 - Mar 30
includes taxes & fees
9.2/10 Wonderful! (1,311 reviews)
Very accommodating, extraordinarily spacious room, loved the simplicity of the room, amazing service, and perfect location in the West Loop

Reviewed on Feb 28, 2026

The Emily Hotel
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 ₩198,008 per night from Apr 2 to Apr 3
₩198,008
₩232,445 total
Apr 2 - Apr 3
includes taxes & fees
9/10 Wonderful! (2,004 reviews)
Clean room, great and friendly staff and the breakfast was very fillling!

Reviewed on Mar 3, 2026

Crowne Plaza Chicago West Loop by IHG
Hyatt House Chicago West Loop

Hyatt House Chicago West Loop

3.5 out of 5
105 N MAY STREET Chicago IL
The price is ₩212,784 per night from Mar 29 to Mar 30
₩212,784
₩249,785 total
Mar 29 - Mar 30
includes taxes & fees
9/10 Wonderful! (1,189 reviews)
WOULD STAY THERE AGAIN

Reviewed on Mar 3, 2026

Hyatt House Chicago West Loop
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 ₩2,846,442. 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

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