Englewood Trip

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Price found within the past 48 hours. Click for updated prices.
  • Breakfast and dinner served
    Jul 28 - Jul 30

    Omni Chicago Hotel + Flight

    Downtown Chicago
    2 nights
    4.5 star property
    9.2/10 - Wonderful (1,794 reviews)
    "Harry Pooter touch was the best!!"
    Reviewed June 7, 2026
    Return • Cleveland (CLE) - Chicago (MDW)
    CLE - MDW • 1 stop MDW - CLE • 1 stop
    ₹65,532
    ₹50,021
    per traveller
    found 13 hours ago
    Omni Chicago Hotel
  • Front of property
    Jul 28 - Jul 30

    Hotel Riu Plaza Chicago + Flight

    Downtown Chicago
    2 nights
    4.0 star property
    9.4/10 - Exceptional (4,386 reviews)
    "Great hotel"
    Reviewed June 8, 2026
    Return • Cleveland (CLE) - Chicago (MDW)
    CLE - MDW • 1 stop MDW - CLE • 1 stop
    ₹77,714
    ₹56,134
    per traveller
    found 13 hours ago
    Hotel Riu Plaza Chicago
  • Terrace/patio
    Jul 28 - Jul 30

    Trump International Hotel & Tower Chicago + Flight

    Downtown Chicago
    2 nights
    5.0 star property
    9.6/10 - Exceptional (1,888 reviews)
    "Great job"
    Reviewed June 8, 2026
    Return • Cleveland (CLE) - Chicago (MDW)
    CLE - MDW • 1 stop MDW - CLE • 1 stop
    ₹108,537
    ₹82,508
    per traveller
    found 13 hours ago
    Trump International Hotel & Tower Chicago
  • Exterior
    Jul 28 - Jul 30

    Arlo Chicago + Flight

    Downtown Chicago
    2 nights
    4.0 star property
    9.4/10 - Exceptional (2,131 reviews)
    "Excellent hotel! Will definitely stay again."
    Reviewed June 8, 2026
    Return • Cleveland (CLE) - Chicago (MDW)
    CLE - MDW • 1 stop MDW - CLE • 1 stop
    ₹79,076
    ₹60,603
    per traveller
    found 13 hours ago
    Arlo Chicago
  • Lobby
    Jul 28 - Jul 30

    River Hotel + Flight

    Downtown Chicago
    2 nights
    4.0 star property
    8.8/10 - Excellent (5,243 reviews)
    "Small room but given the location and views its very worth it. Check in staff was great and very welcoming."
    Reviewed June 8, 2026
    Return • Cleveland (CLE) - Chicago (MDW)
    CLE - MDW • 1 stop MDW - CLE • 1 stop
    ₹72,867
    ₹56,452
    per traveller
    found 13 hours ago
    River Hotel

Where to stay in Englewood

Find the best Englewood areas and neighborhoods for the activities you enjoy most. Learn more about 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 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 ₹12,908 per night from 30 Jun to 1 Jul
₹12,908
₹15,347 total
30 Jun - 1 Jul
includes taxes & fees
8/10 Very Good! (10,210 reviews)
"Outside traffic very loud, with revving engines and concert-level throbbing bass both from private vehicles and advertising. Not the fault of hotel, obviously. Blood on bedsheet, housekeeping immediately addressed. Bathroom shelf wet and slimy. Housekeeping tried entering room and broke security ..."

Reviewed on 8 Jun 2026

Congress Plaza Hotel
The Chicago Hotel Collection - Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile

4 out of 5
166 E Superior Street Chicago IL
Fully refundable
The price is ₹14,431 per night from 28 Jun to 29 Jun
₹14,431
₹17,157 total
28 Jun - 29 Jun
includes taxes & fees
7.8/10 Good! (1,539 reviews)
"They were awesome to clean our room before we checked out . Which we checked out 2 days later"

Reviewed on 8 Jun 2026

The Chicago Hotel Collection - Magnificent Mile
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 ₹15,647 per night from 29 Jun to 30 Jun
₹15,647
₹18,604 total
29 Jun - 30 Jun
includes taxes & fees
8.2/10 Very Good! (1,566 reviews)
"We just stayed one night but the hotel served its purpose. We would stay here again. We also liked the lobby of the hotel and bar"

Reviewed on 8 Jun 2026

The Chicago Hotel Collection Ambassador Gold Coast
See all 4,688 properties in 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 an Englewood holiday package cost?
Choose from any combination of car rentals, flights and hotels, and you can be holidaying in Englewood from just . And the more you bundle, the more cash you save. Your dream holiday has never been more affordable.
How do I get a cheap travel package to Englewood?
Combining your hotel and flight with Expedia won't just save you time — it'll save you a pretty penny too. An Englewood holiday package makes it a breeze to arrange the ideal trip. With more than 550 airlines across the world to pick from, finding convenient flights that suit your schedule won't be difficult. In addition to that, we've got over 1,000,000 hotel options globally to choose from. Talk about choice! No matter who you are, Expedia puts the world within your reach.
Where should I stay in Englewood?
With loads to explore in Englewood, it'd be convenient for you to book a hotel near its attractions. St. Bernard Hospital, Holy Cross Hospital and University of Illinois Mile Square Health Centre are some interesting ones to put on your to-do list.
How far in advance should I book my Englewood holiday?
While prices change from time to time, we generally recommend booking your holiday as soon as possible. Many international fares are found on Expedia up to a year in advance. If circumstances have left you booking late, you may still get lucky. Discount prices to Englewood sometimes occur just weeks before departure.
What does an Expedia Englewood travel package include?
It all depends on what kind of trip you're contemplating. Englewood travel deals can include hotels, car rentals and flights. You can mix and match to find the package that suits your style and budget. You can also add on activities and experiences after you've booked to pick up even bigger discounts.
What should I know before booking an Englewood travel package?
Find deals to suit your budget with an Expedia package. Hotels, airfares, rental cars — we have everything you need to plan your escape. You'll save precious cash just by combining your bookings. Whether you're heading away on a ski trip or relaxing on a sunny beach, your dream holiday is just clicks away.
Can I choose my airline with an Englewood Expedia holiday package?
Yes — and it's easy too. Expedia has access to more than 550 partner airlines worldwide. Our packages give you the freedom to pick from available flight, hotel or activity options that fit your needs.
If I'm not able to travel, can I cancel my Englewood holiday package?
Certainly, and we're here to help. You may be able to amend or cancel your Englewood holiday package at no cost if you booked in the last 24 hours. But you may be charged a fee by your airline, hotel or car rental company if you booked more than 24 hours ago. If your travel plans unexpectedly change, visit our Customer Service Portal for more information.

Popular places to visit

Wrigley Field

Wrigley Field

Chicago’s world-renowned baseball ground, Wrigley Field is an iconic stadium where you can learn about the all-American sport and even catch a game.

Wrigley Field
Chicago Skyline, Chicago, Illinois shows amazing architecture in panoramic format

Naval Base Great Lakes

After visiting Naval Base Great Lakes, make a plan to see the other sights and activities in North Chicago. Wander the lakeside in this family-friendly area.

Naval Base Great Lakes
Navy Pier

Navy Pier

A waterfront entertainment strip with fun diversions for both young and old, with shops, restaurants and even a Ferris wheel.

Navy Pier
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.