South Suburbs Holidays

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Top Flight + Hotel Deals in South Suburbs

Price found within the past 48 hours. Click for updated prices.
Swissotel - Chicago

Swissotel - Chicago

4.5 out of 5
Downtown Chicago
Price was €830, price is now €674 per person
€674
per person
19 Dec - 22 Dec
found 7 hours ago
Return direct flight included
Dublin (DUB) to Chicago (ORD)
9/10 Wonderful! (2,765 reviews)
The view from the panoramic view was amazing. The gym was comfortable and the credit to amuse was nice

Reviewed on 9 Oct 2025

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Downtown Chicago
Price was €1,410, price is now €1,008 per person
€1,008
per person
19 Dec - 22 Dec
found 6 hours ago
Return direct flight included
Dublin (DUB) to Chicago (ORD)
9.4/10 Exceptional! (1,716 reviews)
Everything was great

Reviewed on 12 Oct 2025

Hilton Grand Vacations Club Chicago Magnificent Mile

Hilton Grand Vacations Club Chicago Magnificent Mile

3.5 out of 5
Downtown Chicago
Price was €950, price is now €740 per person
€740
per person
19 Dec - 22 Dec
found 7 hours ago
Return direct flight included
Dublin (DUB) to Chicago (ORD)
9.2/10 Wonderful! (291 reviews)
Food price was high but everything was fine

Reviewed on 4 Oct 2025

Pendry Chicago

Pendry Chicago

4.5 out of 5
Downtown Chicago
Price was €915, price is now €726 per person
€726
per person
19 Dec - 22 Dec
found 7 hours ago
Return direct flight included
Dublin (DUB) to Chicago (ORD)
9.4/10 Exceptional! (1,085 reviews)
I loved the hotel, however I would request an inside room next time. It was extremely noisy outside.

Reviewed on 11 Oct 2025

Level Chicago - River North

Level Chicago - River North

4 out of 5
Downtown Chicago
Price was €887, price is now €740 per person
€740
per person
19 Dec - 22 Dec
found 7 hours ago
Return direct flight included
Dublin (DUB) to Chicago (ORD)
9/10 Wonderful! (698 reviews)
This is one of the nicest hotels I have stayed in (and I travel almost weekly). Floor to ceiling windows with incredible views of the city and the water. It is within walking distance of my favorite Chicago restaurants. I will be back!

Reviewed on 10 Oct 2025

Where to stay in South Suburbs

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

Orland Hills is noteworthy for its shopping, and you can plan an outing to Centennial Park Aquatic Center and Centennial Park while you're in town.

Find hotels in Orland Hills

Top hotels in South Suburbs

Congress Plaza Hotel

Congress Plaza Hotel

3.5 out of 5
520 South Michigan Avenue, Chicago, IL
Fully refundableReserve now, pay when you stay
7.8/10 Good! (9,366 reviews)
"Shockingly updated interior of the rooms based on the historic feel of the common areas- I was so pleasantly surprised!"

Reviewed on 10 Oct 2025

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Congress Plaza Hotel
Freehand Chicago

Freehand Chicago

4 out of 5
19 East Ohio Street, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is €96 per night from 10 Nov to 11 Nov
€96
10 Nov - 11 Nov
includes taxes & fees
7.8/10 Good! (2,426 reviews)
"Excellent location, clean and good room partners"

Reviewed on 6 Oct 2025

Freehand Chicago
Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites

3.5 out of 5
198 E Delaware Pl, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is €145 per night from 9 Nov to 10 Nov
€145
9 Nov - 10 Nov
includes taxes & fees
8.8/10 Excellent! (3,034 reviews)
"Awesome hotel. Super nice staff!"

Reviewed on 6 Oct 2025

Hilton Chicago/Magnificent Mile Suites
See all 4,351 properties in South Suburbs
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.

Popular places to visit

Coyote Run Golf Course

Enjoy a round of golf in Flossmoor at Coyote Run Golf Course. Discover the area's great live music and shops.

Coyote Run Golf Course

Frequently asked questions

Can I cancel my flight booking to South Suburbs due to COVID-19?
Many airlines now provide more flexibility due to COVID-19. Our handy Customer Service Portal will help answer most queries about flight changes or cancellations. It's also a good idea to check the terms and conditions of your preferred carrier — preferably before you make a booking!
What's the best way to find cheap flights to South Suburbs that have flexible change policies?
When it comes to travelling these days, flexibility is important. That's why we've added a "No change fee" search function to help you locate flexible, affordable flights to South Suburbs. It's at the top left of your screen just underneath the "Flexible change policies" heading.
What are some of the general tips for travellers to South Suburbs during the COVID-19 outbreak?
If it's your first time travelling during COVID-19, you'll notice a few more restrictions and standards in place. Take note of these tips and make your journey to South Suburbs a smooth one:
  • Investigate if any travel restrictions apply to your origin and destination before locking in your flight. Also check if there are any conditions you'll need to follow on arrival, such as proof of a negative COVID-19 test.
  • When you pass through airport checkpoints, do not remove your face mask. You will be required to lower it briefly for identification purposes. Anyone refusing to wear a face mask may be fined and denied entry.
  • To reduce the potential of cross-contamination, position your boarding pass on the reader yourself and then hold it up for inspection. Do not hand your pass directly to a TSA agent.
  • You are now allowed to take one container of hand sanitizer up to 12 oz (350 ml) in your carry-on luggage. This will need to be removed for X-ray scanning.
  • Put any personal items (like your phone, wallet and keys) in your carry-on rather than a bin to minimize handling during the screening process.
  • Transport your food items in a clear plastic bag and also put them in a screening bin. Keeping your food separate from your carry-on means it's less likely a TSA agent will need to open and touch your bag for inspection.

Which airlines fly to South Suburbs?
American Airlines operates flights into or near South Suburbs, including 13307 that arrive at O'Hare Intl. Airport (ORD) each month. Decide on your holiday dates and then lock in your seat early for the best price.
How can I find cheap tickets to South Suburbs?
In the last seven days, was the lowest price for a flight to South Suburbs. If you're eager to save even more, book well ahead of time and be flexible with your dates. Search for your flight to South Suburbs, then see prices for nearby days by clicking on our "flexible dates" link.
How much is a flight to South Suburbs?
You could have scored a return air ticket to South Suburbs from anywhere between and in the last seven days. For one-way trips leaving from (), the lowest price during this time was just .
What are the most popular airports to fly into in South Suburbs?
O'Hare Intl. Airport (ORD) is the main point of entry for those travelling to and from South Suburbs. Around 33491 flights a month touch down at this airport.
When is the cheapest time to fly to South Suburbs?
Jet off on a Tuesday to boost your odds of landing the cheapest flight to South Suburbs. Mondays are usually the second most affordable day to depart. Saturday is normally the costliest day to fly anywhere.
How much is a plane ticket to South Suburbs?
In the last seven days, plane fares ranged between and . Take a look at our awesome deals to South Suburbs, pick your favourite and then start packing!
Which airlines with flights to South Suburbs employ COVID-19 cleanliness policies?
To reduce contact between passengers and aircrew during the current pandemic, most reputable airlines have taken physical distancing and other strategies to the skies. A great example of these are:
  • United Airlines - this airline is known for providing passenger masks and cleaning with disinfectant.
  • American Airlines - this airline is known for providing passenger masks and cleaning with disinfectant.
  • Southwest Airlines - this airline is known for providing passenger masks and cleaning with disinfectant.

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