Englewood Holidays from £1,012
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Your Englewood Holiday
Make travel planning stress-free by snapping up a holiday package to Englewood. Let us look after the minutiae, so you can concentrate on soaking up everything this neighbourhood can offer. Hoping to sightsee during your trip to Englewood? Be sure to stop by nearby attractions such as University of Chicago, Robie House and 4944 S Woodlawn Ave. Don't just wish for it — do it! Book your perfect Englewood holiday with Expedia and travel your way.
Price found within the past 48 hours. Click for updated prices.
Kinzie Hotel
Downtown Chicago
£1,012
per person
20 Nov - 27 Nov
just found
Return direct flight included
Edinburgh (EDI) to Chicago (ORD)
9.2/10 Wonderful! (2,169 reviews)
The bathrooms were very dated. The free breakfast was a joke
I thought the valet parking for $80 a night was a bit steep
The staff was very friendly and helpful
All in all, it was just an OK visit
Reviewed on 28 Sept 2026
Trump International Hotel & Tower Chicago
Downtown Chicago
£1,460
per person
20 Nov - 26 Nov
just found
Return direct flight included
Edinburgh (EDI) to Chicago (ORD)
9.6/10 Exceptional! (2,025 reviews)
Great hotel the staff was very helpful.
Very clean just overall a very impressive hotel and staff. Will definitely stay there again.
Reviewed on 28 Sept 2026
The Emily Hotel
Downtown Chicago
£1,015
per person
20 Nov - 27 Nov
just found
Return direct flight included
Edinburgh (EDI) to Chicago (ORD)
9.2/10 Wonderful! (1,338 reviews)
Great modern hotel in a wonderful location! It’s within walking distance of the train station and surrounded by so many great restaurants and bars. The hotel’s restaurant was soooo yummy and incredibly convenient, too! Would definitely stay here again!
Reviewed on 28 Sept 2026
Where to stay in Englewood
Find the best Englewood areas and neighborhoods for the activities you enjoy most. Learn more about Englewood
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.
Magnificent Mile
Shopaholics need look no further this glittering street packed with boutique and luxury shops, famous department stores and cafes.
The Loop
Bordered roughly by the surrounding elevated train circuit, this Chicago neighborhood has restaurants, galleries, parks and a giant silver bean.
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.
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 Englewood
River Hotel
75 East Wacker Drive Chicago IL
Fully refundableReserve now, pay when you stay
£167
25 Oct - 26 Oct
includes taxes & fees
Congress Plaza Hotel
520 South Michigan Avenue Chicago IL
Fully refundableReserve now, pay when you stay
£132
25 Oct - 26 Oct
includes taxes & fees
8/10 Very good! (10,269 reviews)
"Its old but its ok.... some olor byt is understandable since it's an old building"
Reviewed on 28 Sept 2026
The Chicago Hotel Collection Ambassador Gold Coast
1301 N State Pkwy Chicago IL
Fully refundableReserve now, pay when you stay
£161
25 Oct - 26 Oct
includes taxes & fees
8/10 Very good! (2,376 reviews)
"Helpful front desk staff"
Reviewed on 28 Sept 2026
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 an Englewood travel package cost?
Get your credit card ready, because a trip to Englewood starts from only £1,012. When you bundle your flights, hotels and more into a travel package, you'll score the best prices.
If I'm not able to travel, can I cancel my Englewood travel package?
Don't worry if you're rethinking your Englewood travel package — it's possible to cancel or amend your booking. And if you've booked it within the last 24 hours, you may be able to do it at no cost. However, bookings made more than 24 hours ago may incur a fee from your hotel, airline or car rental company. We get that life can throw the occasional spanner in the works, so look up our Customer Service Portal if that happens. When you're ready to make changes, we'll take care of it.
How do I get a cheap travel package to Englewood?
Crafting your own Englewood travel package with Expedia is one of the easiest ways to save. We offer more than 550 airlines and 1,000,000 hotels all over the world. With such an amazing range to choose from, you'll have no issues putting together your perfect getaway.
Does Expedia offer Book Now, Pay Later Englewood holidays?
Your bank balance shouldn't get in the way of going on holiday, so Expedia has worked out a solution to help. Now that we've teamed up with online lender Klarna, it's easier than ever to book a fantastic getaway without making a dent in your savings. Klarna offers flexible payment options at checkout that take the stress out of budgeting for your break. Consider one of these flexible payment options:
- Pay monthly holidays: If paying bite-sized amounts each month is what works best for you, Klarna offers just that! Paying in convenient monthly instalments will make your holiday dreams come true.
- Pay in instalments holidays: Like the idea of paying off your holiday in multiple transactions? Then select this Book Now, Pay Later option with Klarna.
- Low deposit holidays: If paying a small percentage of your trip (rather than the full total upfront) makes it easier to hit that "book now" button, choose a low deposit holiday payment plan with Klarna.
Where should I stay in Englewood?
A journey to Englewood isn't complete until you've seen Millennium Park and Wrigley Field. Book a hotel nearby and easily access these famous attractions.
What are the top hotels in Englewood?
Get your holiday off to a good start by reserving a room at Hyatt Regency Chicago. It's one of most sought-after hotels in Englewood. Another cosy option is The Godfrey Hotel Chicago.
How far in advance should I book my Englewood holiday?
Earlier is always better. Air carriers usually release flights nearly 12 months ahead of departure, and this is a fantastic opportunity to land some of the cheapest prices. Boss just told you to use up all your holiday days next month? No need to worry. Expedia are never short of fantastic bargains to whisk you away on the getaway of your dreams, at a price you can afford.
What does an Expedia Englewood travel package include?
Expedia has all you need to organise your Englewood escape, but how your package is structured is your choice. Select from a combination of hotels, flights and rental cars. In search of some activities or tours to keep you busy? Once you've made your booking, you can add them on too. Whatever your budget, there's a package deal to suit your needs.
What should I know before booking an Englewood travel package?
A package can be easier on the bank balance than individually booking all you need for your trip. For example, combine your hotels, flights and rental cars and land a great deal. Whatever your holiday plans, you'll find a package that fits your budget.
Can I choose my airline with an Englewood Expedia travel package?
With a travel package, you're in charge. Whether you're eager to fly to Englewood in first class or coach, simply pick from the available airline options. Expedia has access to over 550 partner airlines around the world.
Things to do
Skydeck Chicago at Willis Tower
£32
per adult
88% of travellers recommend
* 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.