West Town Holidays

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    Save up to S$134 when you book a flight and hotel together*
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    With over 300,000 hotels worldwide, it's easy to create a perfect package
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Price found within the past 48 hours. Click for updated prices.
  • Exterior
    Apr 22 - Apr 27

    L7 Chicago by LOTTE

    Downtown Chicago
    4.5 star property
    9.6 Exceptional (1,767)

    "Great stay from check in to check out. Very nice, smaller hotel in very convenient location. Super friendly staff with a shout out to Ebony, Thomas, Jovan and Devin who always had a smile and a warm greeting each time we walked in. Rooms were spacious, well-appointed and clean. Very comfortable beds, too. First stay here but will not be the last!"

    Return Boston (BOS) - Chicago (ORD)
    BOS - ORD1 stop ORD - BOS1 stop
    S$2,246
    S$1,778
    per traveller
    found 3 hours ago
    L7 Chicago by LOTTE
  • Front of property – evening/night
    Apr 22 - Apr 27

    The Peninsula Chicago

    Downtown Chicago
    5.0 star property
    9.8 Exceptional (1,010)

    "It is one of the best hotels I have ever stayed at. Phenomenal!!!"

    Return Boston (BOS) - Chicago (ORD)
    BOS - ORD1 stop ORD - BOS1 stop
    Save 100% on your flight
    S$3,777
    S$2,752
    per traveller
    found 3 hours ago
    The Peninsula Chicago
  • Lobby
    Apr 22 - Apr 27

    The Langham, Chicago

    Downtown Chicago
    5.0 star property
    9.8 Exceptional (1,000)

    "its was a great experience, they even gave me complimentary upgrad without asking! I would love to come again here"

    Return Boston (BOS) - Chicago (ORD)
    BOS - ORD1 stop ORD - BOS1 stop
    S$2,646
    S$1,997
    per traveller
    found 3 hours ago
    The Langham, Chicago

Where to stay in West Town

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

Bordered roughly by the surrounding elevated train circuit, this Chicago neighborhood has restaurants, galleries, parks and a giant silver bean.

A dazzling array of boutiques, luxury shops, famous department stores and pleasant cafés, where shopaholics can lose themselves for hours.

Known for its fantastic nightlife, stunning river views and popular shops, there's plenty to explore in River North. Top attractions like Merchandise Mart and Bally's Casino Chicago are major draws. Catch the metro at Merchandise Mart Station or Chicago Station (Brown Line) to see more of the city.

Both a neighborhood and a park, this northern Chicago area has gorgeous scenery, residential streets lined with stately homes and extensive shopping and dining.

Frequently Asked Questions

How much does a West Town holiday package cost?

Starting from as low as US$ 1,778, you can customize your West Town package the way you want. Simply bundle hotels, flights and car rentals and we'll reward you with discounts.

How do I get a cheap travel package to West Town?

Just think of all the thrilling things you could do in West Town with extra cash in your wallet. Watch your savings stack up when you combine your hotel and airfare bookings into a West Town holiday package. You have plenty of choice with Expedia too. In fact, you can choose from more than 550 air carriers and 1,000,000 hotel options worldwide. Whether you're taking off with the entire family or adventuring alone, exploring West Town is better with a package.

Where should I stay in West Town?

Visitors come from every corner of the globe to experience University of Illinois Chicago and United Centre in West Town. Book a room close to these fantastic attractions to make sightseeing a breeze.

What are the top hotels in West Town?

If this will be your first time in West Town, book a room at Hyatt Place Chicago/Wicker Park or House Of Two Urns B&B. Both offer comfy beds and are popular options with many savvy travellers.

How far in advance should I book my West Town holiday?

Travellers can normally look up international fares on Expedia within 12 months of departure. Booking at the last minute? With a stroke of luck, it's still possible to nab a cheap ticket just weeks before your flight.

What does an Expedia West Town travel package include?

Hotels, car rentals and flights — we connect you to all the best deals. All you'll have to do is pick your favourite combination. After you've made your booking, you can add on the fun stuff like activities and sightseeing tours. Our travel packages make it easy to customize an amazing West Town holiday.

What should I know before booking a West Town travel package?

You'll pick up terrific savings when you bundle your flights, hotels and rental cars into a travel package. Plus, booking everything in one place will make your trip planning easier. So why waste your time or money? Whether you're organising a luxury romantic escape or a budget family adventure, have a look at our package deals today.

Can I choose my airline with a West Town Expedia holiday package?

Expedia has access to more than 550 airline partners worldwide, so you definitely can. Simply pick your preferred air carrier and put together your ideal West Town holiday.

If I'm not able to travel, can I cancel my West Town holiday package?

Whether it's your flight or hotel, yes, you can amend or cancel it. Locked in your West Town holiday package in the last 24 hours? You may be able to make changes for free. For bookings older than that, you may incur a charge from your hotel, airline or car rental company. For further information, take a look at our Customer Service Portal. We'll help you each step of the way.

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