South Chicago Vacations from AED6,334

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The Latest South Chicago Vacation Packages

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

Arlo Chicago

4 out of 5
Downtown Chicago
per person
Jul 13 - Jul 16
found 15 hours ago
Roundtrip non-stop flight included
Abu Dhabi (AUH) to Chicago (ORD)
9.2/10 Wonderful! (1,665 reviews)
Nice hotel right by the millennium park.

Reviewed on 22 May 2025

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Downtown Chicago
per person
Jul 13 - Jul 16
found 15 hours ago
Roundtrip non-stop flight included
Abu Dhabi (AUH) to Chicago (ORD)
9.4/10 Exceptional! (1,546 reviews)
Trump International did a great job and is my favorite hotel in Chicago to stay at!

Reviewed on 21 May 2025

Level Chicago – Old Town

Level Chicago – Old Town

4 out of 5
Downtown Chicago
per person
Jul 13 - Jul 16
found 15 hours ago
Roundtrip non-stop flight included
Abu Dhabi (AUH) to Chicago (ORD)
9/10 Wonderful! (295 reviews)
Amazing views and comfortable rooms. Amenities were excellent.

Reviewed on 20 May 2025

Embassy Suites by Hilton Chicago Downtown River North

Embassy Suites by Hilton Chicago Downtown River North

4 out of 5
Downtown Chicago
per person
Jul 13 - Jul 16
found 15 hours ago
Roundtrip non-stop flight included
Abu Dhabi (AUH) to Chicago (ORD)
8.4/10 Very Good! (3,744 reviews)
Great value for downtown Chicago

Reviewed on 22 May 2025

The Emily Hotel

The Emily Hotel

4 out of 5
Downtown Chicago
per person
Jul 13 - Jul 16
found 15 hours ago
Roundtrip non-stop flight included
Abu Dhabi (AUH) to Chicago (ORD)
9/10 Wonderful! (1,046 reviews)
Loved this hotel. Very chic

Reviewed on 18 May 2025

Where to stay in South Chicago

Find the best South Chicago areas and neighborhoods for the activities you enjoy most. Learn more about South Chicago
Downtown Chicago showing a city

Downtown Chicago

5 out of top 10 points of interest in this area

Known for its fascinating museums, stunning river views, and gorgeous architecture, there's plenty to explore in Downtown Chicago. Top attractions like Michigan Avenue and Navy Pier are major draws. Catch the metro at State Station or Clark-Lake Station to see more of the city.

Find hotels in Downtown Chicago

South Chicago 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 AED 438 per night from May 26 to May 27
AED 438
AED 514 total
includes taxes & fees
26 May - 27 May
7.8/10 Good! (8,899 reviews)
"The hotel needs renovation"

Reviewed on 22 May 2025

Congress Plaza Hotel
Warwick Allerton - Chicago
Warwick Allerton - Chicago
4 out of 5
701 North Michigan Avenue, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is AED 485 per night from May 25 to May 26
AED 485
AED 661 total
includes taxes & fees
25 May - 26 May
8/10 Very Good! (2,853 reviews)
"Stay was nice"

Reviewed on 20 May 2025

Warwick Allerton - Chicago
Ambassador Hotel Chicago
Ambassador Hotel Chicago
4 out of 5
1301 N State Pkwy, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is AED 112 per night from May 26 to May 27
AED 112
AED 609 total
includes taxes & fees
26 May - 27 May
8.4/10 Very Good! (1,003 reviews)
"We reserved a double room for one night to go to a concert at Soldier Field. We booked a month out but most options (aside from this) were taken. Room was very clean, comfortable and quiet. The view from our windows were also nice, but private. Only caveat to staying here is the required resort fee ..."

Reviewed on 21 May 2025

Ambassador Hotel Chicago
See all 4,002 properties in South Chicago
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.

Discover the most popular places to visit in South Chicago

Wrigley Field featuring cbd, a sporting event and a city

Wrigley Field

4.5/5(2,128 reviews)

Catch an event at Wrigley Field during your trip to Chicago. Stroll along the lakeside or experience the acclaimed theater scene in this vibrant area.

Wrigley Field
Six Flags Great America featuring rides

Six Flags Great America

4.5/5(347 reviews)

Enjoy the excitement at Six Flags Great America and see why people love this theme park in Gurnee. Stroll along the lakeside or visit the shops in this family-friendly area.

Six Flags Great America
Magnificent Mile - River North showing night scenes, a city and signage

Michigan Avenue

4.5/5(332 reviews)

You can enjoy some retail therapy 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