West Englewood Holidays

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    Packages with flights are ATOL protected

Your West Englewood Holiday

Make planning your travels stress-free by snapping up a holiday package to West Englewood. Let us look after the finer points, so you can concentrate on discovering everything this neighbourhood can offer. Begin your trip to West Englewood by visiting nearby attractions such as Marquette Park, Martin Luther King Drive and Greater Salem Baptist Church. Whatever your ideal West Englewood holiday looks like, you can make it a reality with Expedia.

Price found within the past 48 hours. Click for updated prices.
  • Rooftop bar, al fresco dining, open daily
    Jul 13 - Jul 20

    The Godfrey Hotel Chicago + Flight

    Downtown Chicago
    7 nights
    4.5 star property
    8.8/10 - Excellent (2,251 reviews)
    Return • London (LHR) - Chicago (ORD)
    LHR - ORD • 1 stop ORD - LHR • 1 stop
    £2,022
    £1,385
    per traveller
    found 13 hours ago
    The Godfrey Hotel Chicago
  • Smart TV
    Jul 13 - Jul 20

    Level Chicago Fulton Market + Flight

    Downtown Chicago
    7 nights
    4.0 star property
    9.2/10 - Wonderful (490 reviews)
    "Amazing place"
    Reviewed May 26, 2026
    Return • London (LHR) - Chicago (ORD)
    LHR - ORD • 1 stop ORD - LHR • 1 stop
    Save 100% on your flight
    £2,090
    £1,401
    per traveller
    found 13 hours ago
    Level Chicago Fulton Market
  • 2 restaurants; breakfast, lunch and dinner served
    Jul 13 - Jul 20

    LondonHouse Chicago, Curio Collection by Hilton + Flight

    Downtown Chicago
    7 nights
    4.5 star property
    9.4/10 - Exceptional (3,724 reviews)
    "Extraordinarily lovely and helpful staff. This hotel manages to promote a staff and facility that beautifully balance solid upscale services with a true sence of welcome and connection, with a warm but unintrusive vibe and clear consideration of it's guests."
    Reviewed May 31, 2026
    Return • London (LHR) - Chicago (ORD)
    LHR - ORD • 1 stop ORD - LHR • 1 stop
    Save 100% on your flight
    £2,428
    £1,710
    per traveller
    found 13 hours ago
    LondonHouse Chicago, Curio Collection by Hilton
  • Front of property – evening/night
    Jul 4 - Jul 11

    The Peninsula Chicago + Flight

    Downtown Chicago
    7 nights
    5.0 star property
    9.8/10 - Exceptional (1,003 reviews)
    "Everyone was so helpful and friendly Great environment. Cleaning, room service ,breakfast A+"
    Reviewed May 29, 2026
    Return • London (LHR) - Chicago (ORD)
    LHR - ORD • 1 stop ORD - LHR • 1 stop
    Save 100% on your flight
    £3,210
    £2,461
    per traveller
    found 1 day ago
    The Peninsula Chicago
  • Lobby
    Jul 4 - Jul 11

    JW Marriott Chicago + Flight

    Downtown Chicago
    7 nights
    4.5 star property
    9.2/10 - Wonderful (1,001 reviews)
    "Good customer service and the food in the lobby restaurants was so good! Also the service at that restaurant is amazing I believe her name was Stephanie, she went out of her way to find me caffeine free Diet Coke. Also, we forgot to tell them that we don’t eat bacon after the hamburger came. They happily to get back and started another hamburger to make sure there’s no bacon residue in it."
    Reviewed May 31, 2026
    Return • London (LHR) - Chicago (ORD)
    LHR - ORD • 1 stop ORD - LHR • 1 stop
    £1,853
    £1,434
    per traveller
    found 1 day ago
    JW Marriott Chicago

Where to stay in West Englewood

Find the best West Englewood areas and neighborhoods for the activities you enjoy most. Learn more about West Englewood
Downtown Chicago

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

Top hotels in West Englewood

Congress Plaza Hotel

Congress Plaza Hotel

3.5 out of 5
520 South Michigan Avenue Chicago IL
Fully refundableReserve now, pay when you stay
The price is £123 per night from 29 Jun to 30 Jun
£123
29 Jun - 30 Jun
includes taxes & fees
8/10 Very Good! (10,136 reviews)
"Bath tub didn’t drain, elevator/s didn’t work, we could hear the people next door like there weren’t even walls in between us."

Reviewed on 31 May 2026

Congress Plaza Hotel
Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
150 East Ontario Street Chicago IL
Fully refundableReserve now, pay when you stay
The price is £188 per night from 30 Jun to 1 Jul
£188
30 Jun - 1 Jul
includes taxes & fees
9.4/10 Exceptional! (4,304 reviews)
"Great location, nice room, great buffet breakfast with very attentive and friendly staff."

Reviewed on 31 May 2026

Hotel Riu Plaza Chicago
The Chicago Hotel Collection - Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile

4 out of 5
166 E Superior Street Chicago IL
Fully refundable
The price is £134 per night from 14 Jun to 15 Jun
£134
14 Jun - 15 Jun
includes taxes & fees
7.8/10 Good! (1,494 reviews)
"Great location for shopping. Well maintained, slightly dated rooms."

Reviewed on 31 May 2026

The Chicago Hotel Collection - Magnificent Mile
See all 4,753 properties in West Englewood
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.
All Inclusive Holidays
All Inclusive Holidays
Beach Holidays
Beach Holidays
Family Friendly Holidays
Family Friendly Holidays

Frequently asked questions

How much does a West Englewood travel package cost?
Starting from a low , a package is your passport to inexpensive travel. Put together your West Englewood adventure by choosing from our great range of flights, hotels and rental cars.
If I'm not able to travel, can I cancel my West Englewood travel package?
Certainly, and we're here to help. You may be able to amend or cancel your West Englewood travel package for free if you booked in the last 24 hours. However, you may be charged a fee by your airline, hotel or car rental company if your booking is older than that. If life gets in the way of your holiday, take a look at our Customer Service Portal for further information.
How do I get a cheap travel package to West Englewood?
Bundle your bookings with Expedia to save on your next exciting adventure. With more than 550 partner airlines and 1,000,000 hotels across the world, your West Englewood travel package can be tailored exactly to suit your travel style. With all that extra cash, why not include a few awesome activities and tours? It's an easy way to unlock even more bargains. That dream holiday to West Englewood is much closer than you thought!
Does Expedia offer Book Now, Pay Later West Englewood holidays?
Expedia has joined forces with online lender Klarna to make booking your next getaway easier on your hip pocket. Paying by instalment means you can spread the costs of your next big holiday, leaving you with more cash to play with while you're travelling. Klarna has several payment plans to pick from, so you're sure to find something that works with your budget. Consider these flexible payment options:

  • Pay monthly holidays: Jet off on that dream holiday sooner with Klarna's monthly instalment plans. If paying just a little each month sounds right for you, choose this option at checkout.
  • Pay in instalments holidays: With this Book Now, Pay Later option, Klarna makes it easy to pay off your trip across multiple transactions.
  • Low deposit holidays: When you come across an awesome deal but your budget doesn't quite cover it yet, Klarna's low deposit holiday plan will help you secure your getaway.

Where should I stay in West Englewood?
A trip to West Englewood isn't complete until you've seen Millennium Park and Wrigley Field. Book somewhere within walking distance and easily access these awesome tourist attractions.
What are the top hotels in West Englewood?
Book a room at Hyatt Regency Chicago. It's one of the neighbourhood's most sought-after hotels. Another great option in West Englewood is The Godfrey Hotel Chicago.
How far in advance should I book my West Englewood holiday?
It's tricky picking the best time for airfares, but we usually say the earlier, the better. Plenty of international flights on Expedia become available up to 12 months in advance. If you can't book ahead, don't worry. Low prices appear from time to time just weeks before departure dates.
What does an Expedia West Englewood travel package include?
Flights, hotels and rental cars — we've got them all. With Expedia, you can create your West Englewood travel package the way you want. All you have to do is work out what you need. Once you've made your booking, you can add extras like activities and tours. The more you bundle, the greater the savings!
What should I know before booking a West Englewood travel package?
Find deals that fit your budget with an Expedia package. Flights, hotels, rental cars — we're a one-stop shop for all of them. You'll save loads just for bundling your bookings. Whether you're going on a ski trip or getting some sun on a warm beach, your dream getaway is just clicks away.
Can I choose my airline with a West Englewood Expedia travel package?
Yes — that's one of the best things about an Expedia package. You get to choose. We have access to more than 550 airline partners around the world, so you have loads of choice when putting together your West Englewood getaway.

Popular places to visit

Wrigley Field

Wrigley Field

Tour the iconic grounds and catch a game March through September at Chicago’s beloved baseball stadium.

Wrigley Field
Scene of Chicago street bridge with traffic among modern buildings of Downtown Chicago at Michigan avenue in Chicago, Illinois, United States, Business and Modern Transportation concept

Michigan Avenue

You can find the perfect gifts to bring home when you visit Michigan Avenue, a popular shopping spot in Chicago. Amble around this vibrant area's riverfront and enjoy its top-notch restaurants.

Michigan Avenue
Navy Pier

Navy Pier

A ferris wheel, shopping, restaurants and more can be found in this waterfront entertainment district.

Navy Pier

Things to do

360 CHICAGO Observation Deck

360 CHICAGO Observation Deck

£20
per adult
86% of travellers recommend
360 CHICAGO Observation Deck
Art Institute of Chicago

Art Institute of Chicago

£29
per adult
92% of travellers recommend
Art Institute of Chicago
Skydeck - Willis Tower Admission

Skydeck - Willis Tower Admission

£32
per adult
96% of travellers recommend
Skydeck - Willis Tower Admission
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. Flight-inclusive packages are ATOL protected.