Far Southeast Side Holidays from AU$2,090

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The Latest Far Southeast Side Holiday Deals

Price found within the past 48 hours. Click for updated prices.
Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
Downtown Chicago
Price was AU$2,825, price is now AU$2,090 per person
AU$2,090
per person
17 Apr - 22 Apr
found 1 day ago
Return direct flight included
Brisbane (BNE) to Chicago (ORD)
9.4/10 Exceptional! (2,790 reviews)
Rooms were great and breakfast was delicious

Reviewed on 14 Feb 2026

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Downtown Chicago
Price was AU$3,671, price is now AU$2,862 per person
AU$2,862
per person
17 Apr - 22 Apr
found 1 day ago
Return direct flight included
Brisbane (BNE) to Chicago (ORD)
9.4/10 Exceptional! (1,773 reviews)
Lovely room. Excellent staff.

Reviewed on 3 Feb 2026

LondonHouse Chicago, Curio Collection by Hilton

LondonHouse Chicago, Curio Collection by Hilton

4.5 out of 5
Downtown Chicago
Price was AU$2,931, price is now AU$2,350 per person
AU$2,350
per person
17 Apr - 22 Apr
found 1 day ago
Return direct flight included
Brisbane (BNE) to Chicago (ORD)
9.4/10 Exceptional! (3,392 reviews)
Room was very cold and drafty. On arrival the reception tried to charge us more for the room, for a “city view” which was what we had selected on Expedia when booking. The rooftop bar, in the winter is not open and the indoor bar has no view. The cocktail bar in the lobby is lovely and the service was excellent. Breakfast is available in Land&Lake on the ground floor. And is good. You can also get a To-Go coffee from them.

Reviewed on 14 Feb 2026

Hilton Garden Inn Chicago Downtown South Loop

Hilton Garden Inn Chicago Downtown South Loop

3 out of 5
Downtown Chicago
Price was AU$2,992, price is now AU$2,432 per person
AU$2,432
per person
17 Apr - 22 Apr
found 1 day ago
Return direct flight included
Brisbane (BNE) to Chicago (ORD)
8.8/10 Excellent! (1,706 reviews)
Friendly staff, very clean room, great shower, loved the hot tub and pool (although hot tub was not working the last night of our stay. We were on the 25th floor with a beautiful view of Chicago. Many outlets

Reviewed on 13 Feb 2026

Virgin Hotels Chicago

Virgin Hotels Chicago

4.5 out of 5
Downtown Chicago
Price was AU$2,702, price is now AU$2,221 per person
AU$2,221
per person
17 Apr - 22 Apr
found 1 day ago
Return direct flight included
Brisbane (BNE) to Chicago (ORD)
9.2/10 Wonderful! (1,404 reviews)
The staff! Each staff were helpful, present and with great service. Kudos to Shea at the front desk as she was warm in her greetings, answered all my questions, and most of all a kind, helpful person. Great staff! Rooms always clean, always well prepared. They are transitioning from Virgin so updating g cafes etc. Didn’t notice.

Reviewed on 14 Feb 2026

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Our guide on where to stay in Far Southeast Side

Find the best Far Southeast Side areas and neighborhoods for the activities you enjoy most. Learn more about Far Southeast Side
South Chicago

South Chicago

1 out of top 10 points of interest in this area

You'll enjoy the beaches and restaurants in South Chicago. You might want to make time for a stop at Lake Michigan or Mahalia Jackson Residence.

Find hotels in South Chicago

Far Southeast Side Holiday

Far Southeast Side Essential Information

Language
English
Currency
U.S dollars
Closest Airport
O'Hare Intl. Airport (ORD)
Top Sights
Abbott Park, Calumet Park and Calumet Beach

Our pick of the best Far Southeast Side Hotel Deals

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 AU$324 per night from 13 Mar to 14 Mar
AU$324
13 Mar - 14 Mar
includes taxes & fees
8/10 Very Good! (9,882 reviews)
Great location, beautiful historic hotel with clean, updated rooms.

Reviewed on 11 Feb 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 AU$227 per night from 16 Feb to 17 Feb
AU$227
16 Feb - 17 Feb
includes taxes & fees
9.2/10 Wonderful! (3,327 reviews)
The great customer service, clean room, and enjoyed the free breakfast.

Reviewed on 11 Feb 2026

Hotel Riu Plaza Chicago
Hilton Chicago

Hilton Chicago

4 out of 5
720 S Michigan Ave Chicago IL
Fully refundableReserve now, pay when you stay
The price is AU$271 per night from 21 Feb to 22 Feb
AU$271
21 Feb - 22 Feb
includes taxes & fees
8.4/10 Very Good! (2,613 reviews)
Outdated rooms and our heater stopped working overnight and the temp fell to 60's which felt freezing given it was zero outside with snow flurries But Matt the maintenance guy came quickly at 6 am thankfully and got it back up and running. Other than that, a truly beautiful hotel and the restaurant ...

Reviewed on 8 Feb 2026

Hilton Chicago
See all 4,750 properties in Far Southeast Side
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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Discover the most popular places to visit in Far Southeast Side

Millennium Park showing modern architecture, a city and street scenes

Millennium Park

One of Chicago’s main focal points, where locals and visitors flock to see the striking art, architecture and landscape on show.

Millennium Park
Chicago_UnitedCenter_6064077_01

United Center

Catch an event at United Center during your trip to Chicago. Amble around this vibrant area's lakeside or experience its entertainment choices.

United Center
Navy Pier featuring a sunset and rides

Navy Pier

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

Navy Pier

What to do in Far Southeast Side

Art Institute of Chicago

Art Institute of Chicago

AU$58
per adult
92% of travellers recommend
Art Institute of Chicago
Chicago: Navy Pier Centennial Wheel Regular & Express Ticket

Chicago: Navy Pier Centennial Wheel Ticket

AU$36
per adult
88% of travellers recommend
Chicago: Navy Pier Centennial Wheel Ticket
Wendella's 90-min Chicago River Architecture Tour

Wendella's 90-min Chicago River Architecture Tour

AU$59
per adult
94% of travellers recommend
Wendella's 90-min Chicago River Architecture Tour
See all activities in Far Southeast Side

Frequently asked questions

Can I cancel my flight booking to Far Southeast Side due to COVID-19?
Head to our Customer Service Portal for important info about changing or cancelling flights due to COVID-19. Make sure you also scan through the terms and conditions of your chosen carrier before you book your seat.
What's the best way to find cheap flights to Far Southeast Side that have flexible change policies?
At Expedia, we've been channeling our inner contortionist to provide you with the most flexible fares around. Simply mark the "No change fee" box directly underneath the "Flexible change policies" subheading to find the best flights to Far Southeast Side.
What are some of the general tips for travellers to Far Southeast Side during the COVID-19 outbreak?
The COVID-19 outbreak has transformed the world in a profound way, including how we can travel safely. The following tips will help you better understand the new challenges and prepare you for your flight to Far Southeast Side:
  • Before locking in your flight, find out if any travel restrictions or bans apply — in both your origin and destination. Stay informed with the latest updates by reviewing government websites.
  • Requirements state that you must wear a face mask at the airport, including at security checkpoints. You should be prepared to adjust your mask for identification purposes when asked by a TSA officer.
  • To reduce the possibility of cross-contamination, position your boarding pass on the scanner yourself and then hold it up for inspection. Do not hand your boarding pass directly to a TSA employee.
  • TSA is now permitting passengers to take one container of hand sanitizer, up to 12 oz (350 ml) in size, in carry-on luggage. This will need to be removed from your bag for screening.
  • Remove items from your pocket, such as your small change and phone, and place them in your carry-on instead of into bins. This will minimize handling during screening.
  • Transport any food items in a clear plastic bag and also place them in a screening bin. Separating food from your carry-on means it's less likely a TSA employee will need to touch and open your bag for inspection.

Which airlines fly to Far Southeast Side?
Organise your airfare with American Airlines and then start organising your Far Southeast Side travel agenda. This leading airline offers 13307 flights every month to O'Hare Intl. Airport (ORD), a main gateway.
How can I find cheap tickets to Far Southeast Side?
You'll always find an unbeatable deal with Expedia, but our "flexible dates" feature makes it that much easier. Enter your preferred flight date, then check the flexible dates box above to see the cheapest prices for nearby days. was the cheapest price for a flight to Far Southeast Side in the last seven days.
How much is a flight to Far Southeast Side?
One-way trips departing from () sold for as little as in the last seven days. During this period, the cost of a return airfare to Far Southeast Side varied between and . If you find a deal, book as fast as you can — these prices don't stick around for long.
What are the most popular airports to fly into in Far Southeast Side?
Jet into O'Hare Intl. Airport (ORD) and experience everything that Far Southeast Side has to offer. As the region's main point of entry, roughly 33491 flights touch down here each month.
When is the cheapest time to fly to Far Southeast Side?
Fly out on a Tuesday to improve your chances of landing the cheapest fare to Far Southeast Side. Mondays are usually the second most affordable day to take off. Saturday is typically the costliest day to fly anywhere.
How much is a plane ticket to Far Southeast Side?
In the last seven days, plane fares varied between and . Check out our unbeatable deals to Far Southeast Side, make a booking and then get packing!
Which airlines with flights to Far Southeast Side employ COVID-19 cleanliness policies?
In response to the global COVID-19 pandemic, most airlines have adopted new precautionary measures to help passengers fly with confidence. Here are some good examples:
  • 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.
  • Delta - this airline is known for electrostatic cleaning and cleaning with disinfectant.

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