West Englewood Holidays from £1,284

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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.
Hilton Orrington / Evanston

Hilton Orrington / Evanston

4 out of 5
Downtown Evanston
Price was £1,668, price is now £1,284 per person
£1,284
per person
18 May - 25 May
found 1 day ago
Return flight included
London (LON) to Chicago (ORD)
7.6/10 Good! (758 reviews)
Nice dinning spot, great service

Reviewed on 30 Mar 2026

Swissotel - Chicago

Swissotel - Chicago

4.5 out of 5
Downtown Chicago
Price was £2,126, price is now £1,495 per person
£1,495
per person
17 Jun - 22 Jun
found 10 hours ago
Return flight included
London (LHR) to Chicago (ORD)
9/10 Wonderful! (3,225 reviews)
Great location, service wasn’t the greatest, fees are high, crib was outdated.

Reviewed on 13 Apr 2026

The Chicago Hotel Collection - Wrigleyville

The Chicago Hotel Collection - Wrigleyville

3.5 out of 5
Lakeview
Price was £1,988, price is now £1,533 per person
£1,533
per person
28 Jun - 5 Jul
found 1 day ago
Return flight included
London (LHR) to Chicago (ORD)
7/10 Good! (980 reviews)
Clean room, nice patio. Staff was helpful! Parking near by, during events nearby it will cost more to park.

Reviewed on 14 Apr 2026

The Ritz-Carlton, Chicago

The Ritz-Carlton, Chicago

5 out of 5
Downtown Chicago
Price was £2,136, price is now £1,680 per person
£1,680
per person
28 Jun - 5 Jul
found 1 day ago
Return flight included
London (LHR) to Chicago (ORD)
9.2/10 Wonderful! (1,000 reviews)
Enjoyed my stay and would definitely recommend to a friend.

Reviewed on 13 Apr 2026

Level Chicago - River North

Level Chicago - River North

4 out of 5
Downtown Chicago
Price was £1,760, price is now £1,397 per person
£1,397
per person
28 May - 31 May
found 1 day ago
Return flight included
London (LON) to Chicago (ORD)
9.2/10 Wonderful! (902 reviews)
The two guys on the overnight shift were excellent I will definitely recommend this beautiful hotel to my family and friends. The view was just amazing

Reviewed on 13 Apr 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
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 £107 per night from 26 Apr to 27 Apr
£107
26 Apr - 27 Apr
includes taxes & fees
8/10 Very Good! (10,140 reviews)
Shower and sink were terrible. Barely hot water but took fine tuning to find where it would be hot and not cold. We had to fiddle with shower for 20 minutes every morning before shower. Also the toilet handle shot water water out when flushing.

Reviewed on 14 Apr 2026

Congress Plaza Hotel
Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites

3.5 out of 5
198 E Delaware Pl Chicago IL
Fully refundableReserve now, pay when you stay
The price is £119 per night from 26 Apr to 27 Apr
£119
26 Apr - 27 Apr
includes taxes & fees
9/10 Wonderful! (4,128 reviews)
Clean

Reviewed on 13 Apr 2026

Hilton Chicago/Magnificent Mile Suites
Embassy Suites by Hilton Chicago Downtown River North

Embassy Suites by Hilton Chicago Downtown River North

4 out of 5
600 N State St Chicago IL
The price is £135 per night from 28 Apr to 29 Apr
£135
28 Apr - 29 Apr
includes taxes & fees
8.6/10 Excellent! (5,856 reviews)
Clean, friendly staffs, good service. Love happy hours with drinks and appetizers, breakfast service is awesome.

Reviewed on 13 Apr 2026

Embassy Suites by Hilton Chicago Downtown River North
See all 4,820 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 £1,284, 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
Navy Pier

Navy Pier

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

Navy Pier
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

Things to do

360 CHICAGO Observation Deck

360 CHICAGO Observation Deck

£20
per adult
86% of travellers recommend
360 CHICAGO Observation Deck
Skydeck - Willis Tower Admission

Skydeck - Willis Tower Admission

£33
per adult
98% of travellers recommend
Skydeck - Willis Tower Admission
Art Institute of Chicago

Art Institute of Chicago

£30
per adult
94% 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.