South Addison Holidays from £1,204

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Hotel Felix River North/Magnificent Mile

Hotel Felix River North/Magnificent Mile

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was £1,793, price is now £1,204 per person
£1,204
per person
30 Jul - 4 Aug
found 1 day ago
Return direct flight included
Dublin (DUB) to Chicago (ORD)
8.2/10 Very Good! (2,744 reviews)
No cups for washing your mouth, or getting. Drink out of faucet

Reviewed on 11 Jun 2026

Sable at Navy Pier Chicago, Curio Collection by Hilton

Sable at Navy Pier Chicago, Curio Collection by Hilton

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was £2,032, price is now £1,482 per person
£1,482
per person
30 Jul - 4 Aug
found 1 day ago
Return direct flight included
Dublin (DUB) to Chicago (ORD)
9.4/10 Exceptional! (2,535 reviews)
This is our second time staying at the sable and it was wonderful! The staff is amazing and friendly! The elevators were out and we got lost a couple times getting to our room, and every single staff member that we would run into each time was so helpful and kind in finding where we were supposed to go! One of the housekeepers even stopped what she was doing to walk us to our correct floor when she realized we were lost! She was so incredibly nice! The views are incredible, the location is incredible, and the staff is incredible! Will definitely be coming back on our next trip to Chicago/Navy Pier!

Reviewed on 11 Jun 2026

Level Chicago Fulton Market

Level Chicago Fulton Market

4 out of 5
Downtown Chicago
Price was £2,432, price is now £1,780 per person
£1,780
per person
18 Jul - 25 Jul
found 17 hours ago
Return flight included
London (LHR) to Chicago (ORD)
9.2/10 Wonderful! (491 reviews)
Room was not cleaned/ towels weren't replaced for the duration of our 3 night stay which I found rather peculiar. They also only provided 1 key for our room. I had believed it was common practice to provide 2. Other than that, the room was clean when we arrived, the bedding was comfortable, and the gym was lovely.

Reviewed on 22 May 2026

LondonHouse Chicago, Curio Collection by Hilton

LondonHouse Chicago, Curio Collection by Hilton

4.5 out of 5
Downtown Chicago
Price was £1,881, price is now £1,392 per person
£1,392
per person
30 Jul - 4 Aug
found 1 day ago
Return direct flight included
Dublin (DUB) to Chicago (ORD)
9.4/10 Exceptional! (3,735 reviews)
Fantastic location and rooftop view! Very clean and professional staff!

Reviewed on 12 Jun 2026

Omni Chicago Hotel

Omni Chicago Hotel

4.5 out of 5
Downtown Chicago
Price was £1,847, price is now £1,404 per person
£1,404
per person
30 Jul - 4 Aug
found 1 day ago
Return direct flight included
Dublin (DUB) to Chicago (ORD)
9.2/10 Wonderful! (1,791 reviews)
Old hotel and rooms. All the outlets in our room were titled and so hard to plug things in them. The outlets near the nightstands on either sides can’t accommodate a charger because they’re stuck on the side of the nightstand between it and the side of the bed. Hairdryer so old and didn’t work. Check in was exactly at 4, they weren’t lenient when I showed up at 2:40.

Reviewed on 10 Jun 2026

Where to stay in South Addison

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

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 £121 per night from 29 Jun to 30 Jun
£121
29 Jun - 30 Jun
includes taxes & fees
8/10 Very Good! (10,251 reviews)
"The only negative I had with the hotel was that their food choices were limited, and there were not a lot of healthy options. I would have really appreciated more veg choices with the meals, and more salad options."

Reviewed on 12 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 £129 per night from 30 Jun to 1 Jul
£129
30 Jun - 1 Jul
includes taxes & fees
7.8/10 Good! (1,567 reviews)
"I"

Reviewed on 12 Jun 2026

The Chicago Hotel Collection - Magnificent Mile
Hyatt Regency O'Hare Chicago

Hyatt Regency O'Hare Chicago

4 out of 5
9300 Bryn Mawr Ave Rosemont IL
Fully refundableReserve now, pay when you stay
The price is £135 per night from 28 Jun to 29 Jun
£135
28 Jun - 29 Jun
includes taxes & fees
8.8/10 Excellent! (2,654 reviews)
"We stayed here after a connecting flight was cancelled and rebooked to the following day. The shuttle comes every 15 min so it was easy to get to and from Ohare. Room was clean. And staff was so kind! Just what we needed after a crazy day of traveling. No complaints!"

Reviewed on 11 Jun 2026

Hyatt Regency O'Hare Chicago
See all 4,627 properties in South Addison
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.
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Frequently asked questions

Why should I book my South Addison holiday with Expedia?
Choose Expedia to plan your next break with ease, all in the same place. Our top tip for getting a great deal on a South Addison retreat? Bundle your flights, hotel and/or car hire into a package holiday. Then add a few awesome tours and activities. Many bookings also come with flexible cancellation policies, so there's no need to stress if you have to switch up your travel agenda. Round-the-clock assistance with cancelling and amending your trip is on-hand via our Customer Service Portal link.
When is the best time of year to holiday in South Addison?
If you want to experience the buzz of South Addison in the high season, plan your adventure for May, June and August. November, December and January are usually the quietest months of the year. Organise your getaway to South Addison according to what type of holiday you want. January is the coolest month, when average daytime temperatures are -3ºC. In July, the warmest period, you will experience averages of 24ºC during the day.
How do I get a cheap holiday to South Addison?
Combine your flight and hotel bookings, throw in extras such as activities or a hire car, and save with a South Addison holiday. You won't just land superb discounts on your escape — you'll have a world of choice within your reach too. When you book through Expedia, you can choose from more than 400 airlines and 321,000 hotels around the world. Your next big adventure begins right here, right now! Learn more about how you can save money on your next holiday when you bundle your flight and hotel bookings with Expedia.
What should I do on my South Addison holiday?
Drury Lane Theatre and Rush Health have to be on your list of things to do during your next holiday in South Addison. Loyola Ambulatory Centre is another top attraction to check out.
Do I need a visa for my South Addison holiday?
Official government websites will have all the information you need on visa requirements, application procedures and any necessary documentation. Your nationality and the reason for your visit, whether it be for tourism or work, will determine if you need a visa for South Addison. Be sure that your passport is up to date and has a minimum of six months validity remaining beyond your planned date of return. Finalise all your travel planning ahead of time to avoid any nasty last-minute surprises.
What should I wear on my South Addison holiday?
Consider the sorts of activities you have planned during your trip to South Addison and travel with pieces that you can mix and match. For fashion inspiration or even information on dress codes, browse style blogs or relevant social media accounts.
What does an Expedia South Addison holiday include?
Hotels, flights and hire cars — we've got them covered. With Expedia, you can shape your South Addison package however you want. All you have to do is work out what you need. Once you've made your booking, why not add fun things like activities and tours? The more you bundle, the bigger your savings! With Expedia you'll always get the flexibility and freedom to customise your escape to South Addison. And when it comes to properties, we've got choices galore. Most travellers to this exciting destination opt to stay in private holiday homes.
Does Expedia offer Book Now, Pay Later South Addison holidays?
Expedia has partnered with online lender Klarna to make booking your next getaway a little easier on the wallet. Paying by instalment means you can spread the costs of your next dream escape, leaving you with more cash to splash while you're travelling. Klarna has several payment plans to choose from, so you're sure to find something that works with your budget. Consider these flexible payment options:

  • Pay monthly holidays: Make your holiday dreams come true sooner with Klarna's convenient monthly instalment plans. If paying in multiple transactions works for you, pick this option at checkout.
  • No-deposit holidays: When you see an awesome deal but don't have the full amount yet, Klarna's no-deposit holiday plan will allow you to Book Now, Pay Later to lock in your getaway.

Can I choose my airline with a South Addison Expedia holiday?
Expedia has access to more than 400 partner airlines globally, so you certainly can. Just choose the carrier you want and craft your ideal South Addison trip.

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
Millennium Park

Millennium Park

4.5/5(147 reviews)

A landmark gathering place for locals and visitors who come to admire the unique art, architecture and landscape.

Millennium Park

Things to do

360 CHICAGO Observation Deck

360 CHICAGO Observation Deck

£18
per adult
86% of travellers recommend
360 CHICAGO Observation Deck
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
Chicago C3® : Save on admission to your choice of 3 top attractactions

Chicago C3® by CityPASS®

£81
per adult
88% of travellers recommend
Chicago C3® by CityPASS®
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.