
Far Southeast Side Holidays
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Top Flight + Hotel Deals in Far Southeast Side
Price found within the past 48 hours. Click for updated prices.


Trump International Hotel & Tower Chicago
Downtown Chicago
Save 100% on your flight
Price was €1,702, price is now €1,115 per person
€1,115
per person
2 Mar - 7 Mar
found 18 hours ago
Return flight included
Dublin (DUB) to Chicago (ORD)
9.4/10 Exceptional! (1,773 reviews)
The staff was super friendly and accommodating. The rooms were immaculately clean, and the spa was amazing
Reviewed on 13 Jan 2026


Level Chicago – Old Town
Downtown Chicago
Price was €1,099, price is now €785 per person
€785
per person
2 Mar - 7 Mar
found 18 hours ago
Return flight included
Dublin (DUB) to Chicago (ORD)
9/10 Wonderful! (380 reviews)
I stayed 5 nights total, 4 nights in a two BR, 1 bath with a balcony and the last night in a one BR. The 2BR was great. It faced East, received a lot of sunlight, was clean, modern and the bed was very comfortable. The gym had what I needed too. actually liked sleeping with the sound of the el nearby because I used to live in the area. I did not give it 5 stars because the walls are super thin. Someone had a party next to me and it was impossible to sleep hearing voices straight through the walls. Being a newer building, I don’t think the best quality appliances or fixtures were chosen. My ice machine wasn’t working and the heat/fan only worked in certain areas in the 2BR. Additional lighting should be added. The 1BR shower fixtures and drain needed some attention. That said, Mihajlo and the front desk staff were very helpful and attentive and helped me with whatever I needed. The 1BR seemed more like a studio to m. I’d prefer to book directly through Level, but it was a better price with Expedia. I still thought it was pricey but I was overall happy with my stay.
Reviewed on 12 Jan 2026
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
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.
Top hotels in Far Southeast Side

Hilton Chicago
720 S Michigan Ave Chicago IL
Fully refundableReserve now, pay when you stay
The price is €165 per night from 20 Jan to 21 Jan
€165
20 Jan - 21 Jan
includes taxes & fees
8.4/10 Very Good! (2,523 reviews)
Yes great Hotel everything was perfect
Reviewed on 12 Jan 2026

Hilton Chicago/Magnificent Mile Suites
198 E Delaware Pl Chicago IL
Fully refundableReserve now, pay when you stay
The price is €90 per night from 8 Feb to 9 Feb
€90
8 Feb - 9 Feb
includes taxes & fees
8.8/10 Excellent! (3,706 reviews)
10/10
Reviewed on 14 Jan 2026

Club Quarters Hotel Wacker at Michigan, Chicago
75 E Wacker Dr Chicago IL
The price is €82 per night from 27 Jan to 28 Jan
€82
27 Jan - 28 Jan
includes taxes & fees
8.6/10 Excellent! (2,059 reviews)
Good.
Reviewed on 13 Jan 2026
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

Wrigley Field
4.5/5(40 reviews)
Tour the iconic grounds and catch a game March through September at Chicago’s beloved baseball stadium.

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.

Navy Pier
4/5(125 reviews)
A ferris wheel, shopping, restaurants and more can be found in this waterfront entertainment district.
What to do in Far Southeast Side

Skydeck - Willis Tower Admission
€38
per adult
98% of travellers recommend

Chicago: Navy Pier Centennial Wheel Ticket
€21
per adult
88% of travellers recommend
Frequently asked questions
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- Buckingham Fountain
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- Visit Calumet Heights
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- Cloud Gate
- Credit Union 1 Arena
- Crown Fountain
- Daley Plaza
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- Lake Meadows Park
- Millennium Park
- Navy Pier
- Newberry Library
- Visit Oak Lawn
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- Visit Riverdale
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- Second Franklin Building
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