South Deering Holidays from £860

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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.
Hotel Felix River North/Magnificent Mile

Hotel Felix River North/Magnificent Mile

4 out of 5
Downtown Chicago
per person
15 Oct - 22 Oct
found 1 day ago
Return direct flight included
London (LON) to Chicago (ORD)
8.2/10 Very Good! (1,991 reviews)
Hotel location is close to Michigan ave and very convenient to local dining and attractions, unfortunately city is becoming unsafe and dirty, is not what used to be years back.

Reviewed on 7 Aug 2025

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Downtown Chicago
Save 100% on your flight
per person
7 Sept - 11 Sept
found 3 hours ago
Return direct flight included
Glasgow (GLA) to Chicago (ORD)
9.4/10 Exceptional! (1,679 reviews)
Everything is nice specially stuff hosptality

Reviewed on 8 Aug 2025

Arlo Chicago

Arlo Chicago

4 out of 5
Downtown Chicago
per person
17 Sept - 22 Sept
found 1 day ago
Return direct flight included
London (LHR) to Chicago (ORD)
9.2/10 Wonderful! (1,831 reviews)
A great boutique property in the heart of old town Chicago! Close to parks, transportation, and many dining and entertainment options.

Reviewed on 5 Aug 2025

Holiday Inn Express Chicago - Magnificent Mile by IHG

Holiday Inn Express Chicago - Magnificent Mile by IHG

2.5 out of 5
Downtown Chicago
Save 100% on your flight
per person
13 Oct - 20 Oct
found 1 hour ago
Return direct flight included
London (LON) to Chicago (ORD)
8.4/10 Very Good! (1,012 reviews)
The room is a little small for the price. However, it is a cute little hotel. The complimentary breakfast is barely average, but it's free. The staff was really nice. I appreciated how helpful they were when I asked questions. The fitness center is small barely has any equipment. Thankfully, it wasn't busy while I was in there. It's in a great spot to find nice places to eat and there is a Trader Joe's around the corner. Overall, it was a nice hotel. I would stay there again.

Reviewed on 3 Aug 2025

Eurostars Magnificent Mile

Eurostars Magnificent Mile

4 out of 5
Downtown Chicago
Save 100% on your flight
per person
15 Oct - 22 Oct
found 1 day ago
Return direct flight included
London (LON) to Chicago (ORD)
8.8/10 Excellent! (3,055 reviews)
Had a lovely stay during the weekend and would likely stay here again in the near future. Staff always greeted me when leaving or entering the building every day and wished me well.

Reviewed on 4 Aug 2025

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 featuring a city

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 £117 per night from 21 Aug to 22 Aug
£117
21 Aug - 22 Aug
includes taxes & fees
7.8/10 Good! (8,921 reviews)
"Took water awhile to get hot for shower, and parking is ridiculously expensive. Other than that enjoyed staying at hotel"

Reviewed on 8 Aug 2025

Congress Plaza Hotel
Palmer House a Hilton Hotel

Palmer House a Hilton Hotel

4 out of 5
17 E Monroe St, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is £170 per night from 22 Aug to 23 Aug
£170
22 Aug - 23 Aug
includes taxes & fees
8.2/10 Very Good! (1,831 reviews)
"Great!"

Reviewed on 5 Aug 2025

Palmer House a Hilton Hotel
Crowne Plaza Chicago West Loop by IHG

Crowne Plaza Chicago West Loop by IHG

3.5 out of 5
25 South Halsted Street, Chicago, IL
Fully refundable
The price is £128 per night from 24 Aug to 25 Aug
£128
24 Aug - 25 Aug
includes taxes & fees
8.8/10 Excellent! (1,345 reviews)
"My wife and daughter loved there was a Starbucks a short walk down the street, maybe 5 minutes, this was their morning routine. The restaurant was good, prices were in line with other spots in the area, however, I did not like being told the restaurant closes at 9:30, even though hours say 10. Not ..."

Reviewed on 5 Aug 2025

Crowne Plaza Chicago West Loop by IHG
See all 4,304 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 £860. 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 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
Magnificent Mile - River North which includes street scenes, signage and night scenes

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

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

River tour boat in Chicago

Architecture River Tour

£31
per adult
96% of travellers recommend
Architecture River Tour
See Chicago's magnificent skyline at night!

Chicago By Night River & Lake Cruise

£33
per adult
96% of travellers recommend
Chicago By Night River & Lake Cruise
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.