West Englewood Holidays from £936

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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.
The Talbott, Autograph Collection

The Talbott, Autograph Collection

4.5 out of 5
Downtown Chicago
Price was £1,097, price is now £936 per person
£936
per person
4 Dec - 7 Dec
found 1 day ago
Return flight included
London (LHR) to Chicago (ORD)
9.4/10 Exceptional! (185 reviews)

Kimpton Gray Hotel by IHG

Kimpton Gray Hotel by IHG

4.5 out of 5
Downtown Chicago
Price was £1,719, price is now £1,392 per person
£1,392
per person
1 Jan - 7 Jan
found 1 day ago
Return flight included
London (LON) to Chicago (ORD)
9.4/10 Exceptional! (1,005 reviews)

Hilton Grand Vacations Club Chicago Magnificent Mile

Hilton Grand Vacations Club Chicago Magnificent Mile

3.5 out of 5
Downtown Chicago
Price was £1,662, price is now £1,393 per person
£1,393
per person
1 Jan - 7 Jan
found 1 day ago
Return flight included
London (LON) to Chicago (ORD)
9.2/10 Wonderful! (479 reviews)

Fairmont Chicago at Millennium Park

Fairmont Chicago at Millennium Park

4.5 out of 5
Downtown Chicago
Price was £1,679, price is now £1,421 per person
£1,421
per person
1 Jan - 7 Jan
found 1 day ago
Return flight included
London (LON) to Chicago (ORD)
8.8/10 Excellent! (2,326 reviews)

JW Marriott Chicago

JW Marriott Chicago

4.5 out of 5
Downtown Chicago
Price was £1,816, price is now £1,554 per person
£1,554
per person
1 Jan - 7 Jan
found 1 day ago
Return flight included
London (LON) to Chicago (ORD)
9.2/10 Wonderful! (1,000 reviews)

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
A busy city street with tall buildings, a bus, and cars.

Downtown Chicago

4 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 £94 per night from 10 Nov to 11 Nov
£94
10 Nov - 11 Nov
includes taxes & fees
Congress Plaza Hotel
The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast

4 out of 5
1301 N State Pkwy Chicago IL
Fully refundableReserve now, pay when you stay
The price is £120 per night from 10 Nov to 11 Nov
£120
10 Nov - 11 Nov
includes taxes & fees
The Chicago Hotel Collection Ambassador Gold Coast
River Hotel

River Hotel

4 out of 5
75 East Wacker Drive Chicago IL
Fully refundableReserve now, pay when you stay
The price is £104 per night from 22 Nov to 23 Nov
£104
22 Nov - 23 Nov
includes taxes & fees
8.8/10 Excellent! (5,570 reviews)
"The rooms need a deep clean, they were clean but stained on the ceiling and carpets. Bed was very worn. Staff were all very nice, from check in to seeing staff in the elevator!"

Reviewed on 29 Oct 2026

River Hotel
See all 4,812 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 £936, 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.

Things to do

360 CHICAGO Observation Deck

360 CHICAGO Observation Deck

£18
per adult
86% of travellers recommend
360 CHICAGO Observation Deck
Skydeck Chicago at Willis Tower

Skydeck Chicago at Willis Tower

£32
per adult
84% of travellers recommend
Skydeck Chicago at Willis Tower
Wendella's 90-min Chicago River Architecture Tour

Wendella's 90-min Chicago River Architecture Tour

£30
per adult
94% of travellers recommend
Wendella's 90-min Chicago River Architecture 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. Flight-inclusive packages are ATOL protected.