West Englewood Holidays from £752

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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.
Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
Downtown Chicago
Price was £1,055, price is now £752 per person
£752
per person
2 Apr - 6 Apr
found 1 day ago
Return direct flight included
Dublin (DUB) to Chicago (ORD)
9.4/10 Exceptional! (2,790 reviews)
Clean amenities, amazing food, and great service!

Reviewed on 27 Feb 2026

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Downtown Chicago
Price was £2,312, price is now £1,651 per person
£1,651
per person
17 May - 22 May
found 4 hours ago
Return flight included
London (LHR) to Chicago (ORD)
9.4/10 Exceptional! (1,773 reviews)
We had a great stay!

Reviewed on 23 Feb 2026

The Peninsula Chicago

The Peninsula Chicago

5 out of 5
Downtown Chicago
Price was £2,462, price is now £1,814 per person
£1,814
per person
17 May - 22 May
found 4 hours ago
Return flight included
London (LHR) to Chicago (ORD)
9.8/10 Exceptional! (1,003 reviews)
Room was amazing. Staff was fantastic. Best Hotel we have ever stayed at

Reviewed on 26 Feb 2026

Viceroy Chicago

Viceroy Chicago

4.5 out of 5
Downtown Chicago
Price was £1,925, price is now £1,488 per person
£1,488
per person
17 May - 22 May
found 4 hours ago
Return flight included
London (LHR) to Chicago (ORD)
9.4/10 Exceptional! (1,129 reviews)
Very beautiful, clean hotel, and the staff was very respectful and nice

Reviewed on 24 Feb 2026

Level Chicago - River North

Level Chicago - River North

4 out of 5
Downtown Chicago
Price was £1,392, price is now £1,100 per person
£1,100
per person
2 May - 7 May
found 1 day ago
Return direct flight included
Manchester (MAN) to Chicago (ORD)
9/10 Wonderful! (766 reviews)
Clean room and spacious.

Reviewed on 18 Feb 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 featuring a city

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 £150 per night from 27 Mar to 28 Mar
£150
27 Mar - 28 Mar
includes taxes & fees
8/10 Very Good! (9,892 reviews)
We mainly go to Chicago for medical appointments and it is *so awesome* that you can actually open the windows here.That is the main reason we chose it. Because Dad has cancer we aired it out and then ran our own air purifier. No bad smells or anything, we're just being cautious because of his health. ...

Reviewed on 27 Feb 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 £119 per night from 4 Mar to 5 Mar
£119
4 Mar - 5 Mar
includes taxes & fees
9.4/10 Exceptional! (3,422 reviews)
This is our new go-to in the city. Great location, very comfortable beds. Pillows are unusually small, but they brought more quickly. Large bathroom with double sinks. Breakfast buffet was excellent and plentiful. Shout out to Frank during our very late check-in. Very friendly, funny and was quick ...

Reviewed on 27 Feb 2026

Hotel Riu Plaza Chicago
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
Fully refundableReserve now, pay when you stay
The price is £96 per night from 5 Mar to 6 Mar
£96
5 Mar - 6 Mar
includes taxes & fees
8.6/10 Excellent! (5,692 reviews)
Hotel is beautiful and located in the heart of everything. Starbucks outside is a plus. Breakfast is excellent and rooms are spacious. Wish they have a whirlpool

Reviewed on 27 Feb 2026

Embassy Suites by Hilton Chicago Downtown River North
See all 4,870 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
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Beach Holidays
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Family Friendly Holidays

Frequently asked questions

How much does a West Englewood travel package cost?
Starting from a low £752, 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 featuring a city, a sporting event and city views

Wrigley Field

4.5/5(40 reviews)

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

4.5/5(14 reviews)

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 featuring a sunset and rides

Navy Pier

4/5(125 reviews)

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

Navy Pier

Things to do

Skydeck - Willis Tower Admission

Skydeck - Willis Tower Admission

£32
per adult
98% of travellers recommend
Skydeck - Willis Tower Admission
Flyover in Chicago

Flyover in Chicago

£28
per adult
98% of travellers recommend
Flyover in Chicago
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.