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Near West Side Vacation Packages

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    • The Latest Near West Side Vacation Packages

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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

    A cityscape with tall skyscrapers and a historic tower.

    The Chicago Theatre with ornate architecture and a prominent marquee.

    A river with boats, surrounded by tall buildings and a clear sky.

    The Chicago Theatre with marquee lights and a large illuminated sign.

    A cityscape with a mix of modern skyscrapers and a historic tower.

    View properties in map for Downtown Chicago

    Downtown Chicago

    The heart of the Midwest’s glittering metropolis has many offerings, from shopping and dining to parks, museums and exciting contemporary public art.

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    A busy urban street at dusk with tall buildings, a historic tower, and pedestrians.

    Photo by © City of Chicago

    A city intersection with tall buildings, including a historic building labeled "Water Tower Place."

    A cityscape with tall buildings, including a historic tower and modern skyscrapers.

    Photo by TM

    A cityscape with tall buildings, a prominent clock tower, and a busy intersection with moving vehicles.

    A nighttime cityscape with illuminated skyscrapers and a prominent clock tower.

    View properties in map for Magnificent Mile

    Magnificent Mile

    Upscale shopping district with luxury department stores, boutiques, and acclaimed restaurants, featuring landmarks like the Wrigley Building and Chicago Water Tower. The Magnificent Mile is easily accessible by public transit and seasonal trolley service.

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    A river with yellow boats, a bridge, and tall buildings.

    A nighttime cityscape with illuminated buildings and a bridge over a river.

    A nighttime cityscape with illuminated skyscrapers and a river.

    A river with a bridge, modern buildings, and a historic tower.

    A river with a yellow boat and a white yacht. In the background, there are tall buildings and a bridge.

    View properties in map for The Loop

    The Loop

    Chicago's central business district boasts numerous global businesses, retail establishments, and theaters. Explore the Loop Retail Historic District, Chicago Landmark Historic Michigan Boulevard District, and visit iconic attractions like the Art Institute of Chicago.

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    A large, historic building with a central tower and multiple windows, located near a body of water.

    A city street with a train passing overhead, cars, pedestrians, and a red brick building.

    A nighttime cityscape with illuminated buildings, a river, and a bridge.

    Photo by Katie Robinson

    A modern building with illuminated signage, surrounded by urban skyscrapers and a curved road with light trails.

    Photo by LJ Alan

    A coastal cityscape with a long beach, dense urban buildings, and a clear blue sea.

    Photo by Robert Bartolino

    View properties in map for River North

    River North

    Artistic spirit thrives here, with art galleries and a design district featuring luxury interior furnishings. Explore Kingsbury Park, enjoy vibrant nightlife on Hubbard Street, and visit the iconic Contemporaine Building.

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    A river with a city skyline in the background, surrounded by green trees and grass.

    A city skyline with a river, green spaces, and a baseball field.

    A city skyline with tall buildings, a frozen lake, and leafless trees in a park.

    A city skyline with high-rise buildings, a calm river reflecting the structures, and a park with trees and a walking path.

    A city skyline with a park and a lake.

    View properties in map for Lincoln Park

    Lincoln Park

    Upscale national retailers, boutiques, and bookstores abound in this affluent area, alongside numerous restaurants and coffee shops. Must-see attractions include Lincoln Park Zoo, Chicago History Museum, and North Avenue Beach. Easily accessible via CTA transit and major roads.

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    Discover the most popular places to visit in Near West Side

    A large, modern building with a curved facade and multiple vertical windows.

    United Center

    Rating: 8.8/10 (4,269 reviews)

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

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    A cityscape with a prominent skyscraper, a circular building, and a large rectangular building.

    University of Illinois Chicago

    Rating: 8.4/10 (1,058 reviews)

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

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    Credit Union 1 Arena

    Rating: 8.0/10 (5 reviews)

    Catch an event at Credit Union 1 Arena during your trip to Chicago. Stroll along the riverfront or experience the entertainment choices in this vibrant area.

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    Union Park

    After visiting Union Park, make a plan to see the other sights and activities in Chicago. Stroll along the riverfront or experience the entertainment choices in this vibrant area.

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    The Old Post Office

    You can find out about the history of Chicago with a stop at The Old Post Office. Discover the entertainment choices and notable monuments in this vibrant area.

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    Garcia's Chicago

    Garcia's Chicago is just one of the places to see in Chicago, so why not enjoy the other things to explore during your travels? Stroll along the riverfront or visit the notable monuments in this vibrant area.

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    Old St Patrick’s Church

    Learn about the local history of Chicago with a stop at Old St Patrick’s Church. Discover the acclaimed art scene and notable monuments in this vibrant area.

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    Randolph Street Market

    Enjoy an outing to Randolph Street Market during your stay in Chicago. Stroll along the riverfront or experience the acclaimed art scene in this vibrant area.

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    What to do near Near West Side

    360 CHICAGO Observation Deck (Hancock Center)

    360 CHICAGO Observation Deck

    CA $34

    per adult

    86% of travellers recommend

    Skydeck Chicago at Willis Tower

    Skydeck Chicago at Willis Tower

    CA $60

    per adult

    84% of travellers recommend

    Wendella's 90-min Chicago River Architecture Tour

    Wendella's 90-min Chicago River Architecture Tour

    CA $57

    per adult

    94% of travellers recommend

    See all activities near Near West Side

    Near West Side Hotel Deals

    Hampton Inn & Suites Chicago Medical District UIC

    A modern hotel with multiple floors, a covered entrance, and a parking lot.
    • Address: 710 S Seeley Avenue, Chicago, IL, 60612, US
    • Location: Near West Side
    • Star rating: 2.5/5
    • Guest rating: 9.6/10 (Exceptional, 877 reviews)
    • Price: CA $156, CA $186 total, includes taxes & fees, Nov 22 - Nov 23

    Hyatt Place Chicago Medical/University District

    A grand hotel facade with classical architecture, featuring tall columns, ornate detailing, and a prominent entrance with a marquee.
    • Address: 1835 W Harrison Street, Chicago, IL, 60612, US
    • Location: Near West Side
    • Star rating: 3/5
    • Guest rating: 9/10 (Wonderful, 1487 reviews)
    • Price: CA $150, CA $179 total, includes taxes & fees, Nov 23 - Nov 24
    • Review: Staff was very friendly and helpful! They were able to check us in early and we're happy to hold our bags after check out the next day until our train left. The room was spacious and clean.

    Hyatt House Chicago Medical/University District

    A grand hotel facade with classical architecture, featuring tall columns, ornate detailing, and a prominent entrance with a marquee.
    • Address: 1835 West Harrison Street, Chicago, IL, 60612, US
    • Location: Near West Side
    • Star rating: 3.5/5
    • Guest rating: 9.2/10 (Wonderful, 1611 reviews)
    • Price: CA $156, CA $186 total, includes taxes & fees, Nov 22 - Nov 23
    • Review: You have to pay for parking even though the hotel owns the parking lot other than that it was really good room (windows could use and upgrade or just different shape)

    Courtyard by Marriott Chicago at Medical District/UIC

    A multi-level interior with a central staircase, a curved ceiling with recessed lighting, and a view of the lower level through a glass partition.
    • Address: 625 South Ashland Avenue, Chicago, IL, 60607, US
    • Location: Near West Side
    • Star rating: 3.5/5
    • Guest rating: 8.8/10 (Excellent, 1000 reviews)
    • Price: CA $172, CA $205 total, includes taxes & fees, Dec 7 - Dec 8
    • Review: The staff were so helpful and kind, checking our bags so we could go out for breakfast after we had already checked out! The only negative thing I could say is that their HVAC needs an update, it was sweltering on our room even with the window open.

    Hotel Chicago West Loop, SureStay Collection by Best Western

    A hotel with a prominent 'HOTEL CHICAGO' sign, modern architecture, and a street with light trails indicating traffic.
    • Address: 1622 W Jackson Blvd, Chicago, IL, 60612, US
    • Location: Near West Side
    • Star rating: 2.5/5
    • Guest rating: 8.2/10 (Very good, 1180 reviews)
    • Price: CA $170, CA $202 total, includes taxes & fees, Dec 13 - Dec 14
    • Review: Room was clean. Lobby was dirty

    Crowne Plaza Chicago West Loop by IHG

    A multi-story hotel with a prominent sign reading "Crowne Plaza."
    • Address: 25 South Halsted Street, Chicago, IL, 60661, US
    • Location: Near West Side
    • Star rating: 3.5/5
    • Guest rating: 9/10 (Wonderful, 2826 reviews)
    • Price: CA $164, CA $195 total, includes taxes & fees, Nov 22 - Nov 23
    • Review: The staff is very by the book. If I ask a cleaning person that I was locked out, they just told me to go downstairs and gain access at the front desk. Not rude or anything. A lot of weed smoke for sure, but I think that’s just how it is. Probably would’ve been like that everywhere

    The Hoxton, Chicago

    A cozy reading area with a dark blue sofa, multiple bookshelves, and a small table with a drink and a glass.
    • Address: 200 N Green Street, Chicago, IL, 60607, US
    • Location: Near West Side
    • Star rating: 4/5
    • Guest rating: 9.2/10 (Wonderful, 1002 reviews)
    • Price: CA $255, CA $346 total, includes taxes & fees, Dec 13 - Dec 14

    LIVN - West Loop Chicago

    A cozy room with a sofa, a dining table, and a window with a view of buildings.
    • Address: 555 West Jackson Boulevard, Chicago, IL, 60661, US
    • Location: Near West Side
    • Star rating: 4/5
    • Guest rating: 9.2/10 (Wonderful, 425 reviews)
    • Price: CA $176, CA $207 total, includes taxes & fees, Nov 15 - Nov 16
    • Review: I had a really wonderful stay. The room was more than I could have asked for. I was fortunate to not have anyone staying above me, but when they cleaned it was incredibly loud. That is the only complaint! The proper is immaculate.

    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.

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    Frequently Asked Questions

    How much does a Near West Side vacation package cost?

    Custom build your Near West Side package from a low CA $1,127. 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.

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