South Deering Holidays

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    Packages with flights are ATOL protected

Your South Deering Holiday

Packed with charm, South Deering offers everything from golfing to nature. Discover this neighbourhood the easy way with a customized South Deering holiday package. Want to do some sightseeing during your trip to South Deering? Be sure to check out nearby attractions like Calumet Park, Calumet Beach and Harborside International Golf Centre. No matter your travel goals or the size of your budget, booking a perfect South Deering holiday has never been easier with Expedia.

Price found within the past 48 hours. Click for updated prices.
  • 2 restaurants; breakfast, lunch, and dinner served
    Jul 30 - Aug 4

    LondonHouse Chicago, Curio Collection by Hilton + Flight

    Downtown Chicago
    5 nights
    4.5 star property
    9.4/10 - Exceptional (3,716 reviews)
    "Can't beat the location; it's next to Michigan Avenue and across from the Riverwalk; we'd stay there again."
    Reviewed May 21, 2026
    Return • London (LHR) - Chicago (ORD)
    LHR - ORD • 1 stop ORD - LHR • 1 stop
    £2,191
    £1,595
    per traveller
    found 23 hours ago
    LondonHouse Chicago, Curio Collection by Hilton
  • Terrace/patio
    Jul 30 - Aug 4

    Sable at Navy Pier Chicago, Curio Collection by Hilton + Flight

    Downtown Chicago
    5 nights
    4.0 star property
    9.4/10 - Exceptional (2,502 reviews)
    "The breakfast menu & service at the Lyrica was excellent. The parking was very convenient, although a little pricey at $65 for overnight. The rooms and view were simply awesome. The service at the front desk was excellent. I look forward to my next stay."
    Reviewed May 20, 2026
    Return • London (LHR) - Chicago (ORD)
    LHR - ORD • 1 stop ORD - LHR • 1 stop
    £2,398
    £1,702
    per traveller
    found 23 hours ago
    Sable at Navy Pier Chicago, Curio Collection by Hilton
  • Terrace/patio
    Aug 4 - Aug 9

    Trump International Hotel & Tower Chicago + Flight

    Downtown Chicago
    5 nights
    5.0 star property
    9.6/10 - Exceptional (1,875 reviews)
    "Great experience! Would stay here agin"
    Reviewed May 18, 2026
    Return • Dublin (DUB) - Chicago (ORD)
    DUB - ORD • Direct ORD - DUB • Direct
    £2,187
    £1,596
    per traveller
    found 0 hours ago
    Trump International Hotel & Tower Chicago
  • Seasonal outdoor pool, pool loungers
    Jul 30 - Aug 4

    Viceroy Chicago + Flight

    Downtown Chicago
    5 nights
    4.5 star property
    9.4/10 - Exceptional (1,228 reviews)
    "Nice hotel in a great location. "
    Reviewed May 15, 2026
    Return • London (LHR) - Chicago (ORD)
    LHR - ORD • 1 stop ORD - LHR • 1 stop
    £2,199
    £1,679
    per traveller
    found 23 hours ago
    Viceroy Chicago
  • Front of property
    Aug 4 - Aug 9

    Waldorf Astoria Chicago + Flight

    Downtown Chicago
    5 nights
    5.0 star property
    9.4/10 - Exceptional (1,000 reviews)
    "Wonderful Hotel will definitely be looking forward to going back."
    Reviewed April 25, 2026
    Return • Dublin (DUB) - Chicago (ORD)
    DUB - ORD • Direct ORD - DUB • Direct
    £2,674
    £2,078
    per traveller
    found 0 hours ago
    Waldorf Astoria Chicago

Where to stay in South Deering

Find the best South Deering areas and neighborhoods for the activities you enjoy most. Learn more about South Deering
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 South Deering

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 £118 per night from 25 May to 26 May
£118
25 May - 26 May
includes taxes & fees
8/10 Very Good! (10,123 reviews)
"Nice clean hotel downtown."

Reviewed on 21 May 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 £146 per night from 25 May to 26 May
£146
25 May - 26 May
includes taxes & fees
9.4/10 Exceptional! (4,203 reviews)
"Amazing breakfast included!"

Reviewed on 21 May 2026

Hotel Riu Plaza Chicago
The Chicago Hotel Collection - Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile

4 out of 5
166 E Superior Street Chicago IL
Fully refundableReserve now, pay when you stay
The price is £107 per night from 25 May to 26 May
£107
25 May - 26 May
includes taxes & fees
7.8/10 Good! (1,451 reviews)
"Valet parking was terrible and I should have received a $30 discount off of the valet parking per my reservation and they charged me the full amount. Also waited over 30mins for valet to get my car"

Reviewed on 21 May 2026

The Chicago Hotel Collection - Magnificent Mile
See all 4,350 properties in South Deering
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 South Deering travel package cost?
From just . Yes, you read that correctly. Our South Deering travel packages are the quickest way to stretch your budget. Combine your favourite flights, hotels and rental car and get out and explore this exciting destination.
If I'm not able to travel, can I cancel my South Deering travel package?
Yes, you can. We realise even the best-laid plans can fail, so we're happy to help if you have to make changes to your South Deering travel package. It may be possible to change or cancel your itinerary at no cost if you've booked within 24 hours. Your airline, hotel or car rental company may charge you a fee if your booking was made more than 24 hours ago. Head to our Customer Service Portal for more information. Also, be sure to check your itinerary for the finer details on change fees.
How do I get a cheap travel package to South Deering?
Booking a flight and hotel together with Expedia won't just save precious time — it'll save you dollars too. A South Deering travel package makes it a cinch to put together your perfect trip. With more than 550 airlines all over the world to pick from, finding flights that suit your busy schedule won't be a hassle. Not only that, we have over 1,000,000 hotels globally to pick from. Talk about choice! Whatever your budget, Expedia puts the world within your reach.
Does Expedia offer Book Now, Pay Later South Deering holidays?
Your bank balance shouldn't stop you from taking a holiday, so Expedia has worked out a solution to help. Now that we've formed a partnership with online lender Klarna, it's easier than ever to book a fantastic getaway without drying up your savings. Klarna offers flexible payment options at checkout that take the stress out of budgeting for your trip. Consider one of these flexible payment options:

  • Pay monthly holidays: Make your holiday dreams a reality sooner with Klarna's manageable monthly instalment plans. If paying just a little each month works for you, pick this option during the checkout process.
  • Pay in instalments holidays: Into the idea of paying off your holiday in multiple transactions? Then select this Book Now, Pay Later option with Klarna.
  • Low deposit holidays: Clicking the "book now" button is much easier with this option. Just put down a small deposit on your booking and then start working on your travel plans.

Where should I stay in South Deering?
A trip to South Deering isn't complete until you've seen Millennium Park and Wrigley Field. Stay somewhere right nearby so you can easily access these popular attractions.
What are the top hotels in South Deering?
Make a reservation at Hyatt Regency Chicago. It's one of this neighbourhood's most sought-after hotels. Another well-known option in South Deering is The Godfrey Hotel Chicago.
How far in advance should I book my South Deering holiday?
Savvy travellers often reserve their seats early. You can normally look up international fares on Expedia up to a year before your flight. If you're booking at the last minute, don't despair. Discounted prices occasionally occur in the last weeks prior to departure.
What does an Expedia South Deering travel package include?
Much of that depends on you. You can choose from a variety of South Deering bundles, such as a hotel, flight and rental car. You can also book a hotel and a flight, or a rental car and a flight. Once you've made your booking, you can add the fun stuff like experiences and tours. Whatever your dream South Deering trip looks like, get set to save!
What should I know before booking a South Deering travel package?
A package can be easier on the bank balance than individually booking everything you need for your getaway. For example, bundle your hotels, flights and rental cars and save a pretty penny. No matter your holiday goals, there's bound to be a package to suit your budget.
Can I choose my airline with a South Deering Expedia travel package?
Expedia offers access to more than 550 airline partners globally, so you certainly can. Just select the carrier you want and put together the perfect South Deering escape.

Popular places to visit

Wrigley Field

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
Navy Pier

Navy Pier

4/5(127 reviews)

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

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

Things to do

360 CHICAGO Observation Deck

360 CHICAGO Observation Deck

£20
per adult
86% of travellers recommend
360 CHICAGO Observation Deck
Art Institute of Chicago

Art Institute of Chicago

£29
per adult
92% of travellers recommend
Art Institute of Chicago
Skydeck - Willis Tower Admission

Skydeck - Willis Tower Admission

£32
per adult
96% of travellers recommend
Skydeck - Willis Tower Admission
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.