West Englewood Holidays from £980

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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

Downtown Chicago
£980
per person
21 Nov - 28 Nov
found 1 day ago
Return direct flight included
Edinburgh (EDI) to Chicago (ORD)
9.4/10 Exceptional! (165 reviews)
Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

Downtown Chicago
£1,023
per person
21 Nov - 28 Nov
found 1 day ago
Return direct flight included
Edinburgh (EDI) to Chicago (ORD)
9.4/10 Exceptional! (5,174 reviews)
Great location and helpful staff! Will stay here again!

Reviewed on 11 Sept 2026

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

Downtown Chicago
£2,285
per person
16 Nov - 23 Nov
found 24 hours ago
Return flight included
London (LON) to Chicago (ORD)
9.6/10 Exceptional! (1,995 reviews)
The Emily Hotel

The Emily Hotel

Downtown Chicago
£991
per person
21 Nov - 28 Nov
found 1 day ago
Return direct flight included
Edinburgh (EDI) to Chicago (ORD)
9.2/10 Wonderful! (1,338 reviews)
I enjoyed my stay at the Emily. Staff were friendly throughout my stay. I love the brand used for shower gel and shampoo. The only thing I would change, is the location of the full body mirror. I need to be able to back up and see myself. The bed restricted that and the flare from the window made it difficult to look at myself in daylight. Other than that, I’d stay there again. My first time in Chicago (thanks to Kanye) and I’m thrilled that my research brought me to the Emily.

Reviewed on 11 Sept 2026

Kinzie Hotel

Kinzie Hotel

Downtown Chicago
£1,060
per person
21 Nov - 28 Nov
found 1 day ago
Return direct flight included
Edinburgh (EDI) to Chicago (ORD)
9.2/10 Wonderful! (2,169 reviews)
At check-in there was a high security deposit fee of $100.00 a night. After checkout we received a receipt for an additional charge of $34.95 a nightfor something called Nightly Service Fee. In addition there was a state sales tax of $3.58 and a service tax of $0.35 per night which added up to a total addition of $116.64 to what I pre-paid for. three nights. I am not happy.

Reviewed on 11 Sept 2026

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.

A neon sign reading "Blue Chicago on Clark" in an ornate archway.

Magnificent Mile

Shopaholics need look no further this glittering street packed with boutique and luxury shops, famous department stores and cafes.

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

The Loop

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

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

River North

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.

A wooden pavilion with a view of a city skyline and a body of water.

Lincoln Park

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

Top hotels in West Englewood

Congress Plaza Hotel

Congress Plaza Hotel

520 South Michigan Avenue Chicago IL
Fully refundableReserve now, pay when you stay
£144
27 Sept - 28 Sept
includes taxes & fees
8/10 Very good! (10,219 reviews)
"The room was clean and well maintained and the location was really good too for the price. However the wifi was excruciatingly slow and I had to rely on my mobile data a lot."

Reviewed on 12 Sept 2026

Congress Plaza Hotel
The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast

1301 N State Pkwy Chicago IL
Fully refundableReserve now, pay when you stay
£157
13 Oct - 14 Oct
includes taxes & fees
The Chicago Hotel Collection Ambassador Gold Coast
River Hotel

River Hotel

75 East Wacker Drive Chicago IL
Fully refundableReserve now, pay when you stay
£112
13 Sept - 14 Sept
includes taxes & fees
8.8/10 Excellent! (5,431 reviews)
"Stayed at the River hotel for a concert in Chicago. The property itself is in a perfect location for downtown scenery. The room was clean and offered great amenities. The staff was helpful and even explained some tips and tricks to get the uber faster and how to get to the stadium. Overall a great ..."

Reviewed on 11 Sept 2026

River Hotel
See all 4,613 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.

Frequently asked questions

How much does a West Englewood travel package cost?
Starting from a low £980, 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

£20
per adult
86% of travellers recommend
360 CHICAGO Observation Deck
Chicago: Willis Tower Skydeck and The Ledge Ticket

Chicago: Willis Tower Skydeck and The Ledge Ticket

£35
per adult
88% of travellers recommend
Chicago: Willis Tower Skydeck and The Ledge Ticket
Art Institute of Chicago

Art Institute of Chicago

£29
per adult
92% of travellers recommend
Art Institute of Chicago
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.