South Loop Vacations from ₩2,226,302

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The Latest South Loop Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Level Chicago Fulton Market

Level Chicago Fulton Market

4 out of 5
Downtown Chicago
Price was ₩2,867,484, price is now ₩2,226,302 per person
₩2,226,302
per person
Apr 8 - Apr 14
found 1 day ago
Roundtrip non-stop flight included
Seoul (ICN) to Chicago (ORD)
9.2/10 Wonderful! (413 reviews)
Room smelled like food but overall very clean, very great service and staff both night and morning shift.

Reviewed on Feb 16, 2026

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
Downtown Chicago
Price was ₩3,389,728, price is now ₩2,437,555 per person
₩2,437,555
per person
Apr 8 - Apr 14
found 1 day ago
Roundtrip non-stop flight included
Seoul (ICN) to Chicago (ORD)
9.4/10 Exceptional! (2,790 reviews)
Great location , great service at the Bar.

Reviewed on Mar 3, 2026

The Emily Hotel

The Emily Hotel

4 out of 5
Downtown Chicago
Price was ₩3,205,144, price is now ₩2,528,236 per person
₩2,528,236
per person
Apr 8 - Apr 14
found 1 day ago
Roundtrip non-stop flight included
Seoul (ICN) to Chicago (ORD)
9.2/10 Wonderful! (1,305 reviews)
Room was great. Staff were nice. Good coffee shop

Reviewed on Feb 27, 2026

Arlo Chicago

Arlo Chicago

4 out of 5
Downtown Chicago
Price was ₩2,824,191, price is now ₩2,290,143 per person
₩2,290,143
per person
Apr 8 - Apr 14
found 1 day ago
Roundtrip non-stop flight included
Seoul (ICN) to Chicago (ORD)
9.2/10 Wonderful! (1,862 reviews)
My stay at the Arlo hotel was nothing short of amazing. From the moment I arrived, I felt like I was at home. The staff was incredibly friendly and welcoming, making my stay even more enjoyable.

Reviewed on Mar 2, 2026

Fairmont Chicago at Millennium Park

Fairmont Chicago at Millennium Park

4.5 out of 5
Downtown Chicago
Price was ₩2,817,447, price is now ₩2,303,042 per person
₩2,303,042
per person
Apr 8 - Apr 14
found 1 day ago
Roundtrip non-stop flight included
Seoul (ICN) to Chicago (ORD)
8.6/10 Excellent! (2,008 reviews)
amazing stay 10/10 would recommend

Reviewed on Feb 26, 2026

Where to stay in South Loop

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

Downtown Chicago

4 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

South Loop 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 ₩147,127 per night from Mar 29 to Mar 30
₩147,127
₩172,713 total
Mar 29 - Mar 30
includes taxes & fees
8/10 Very Good! (9,905 reviews)
Good

Reviewed on Mar 2, 2026

Congress Plaza Hotel
Hilton Chicago

Hilton Chicago

4 out of 5
720 S Michigan Ave Chicago IL
Fully refundableReserve now, pay when you stay
The price is ₩190,642 per night from Apr 1 to Apr 2
₩190,642
₩266,710 total
Apr 1 - Apr 2
includes taxes & fees
8.6/10 Excellent! (2,659 reviews)
Not much food options and the Starbucks was extremely over priced .

Reviewed on Mar 2, 2026

Hilton Chicago
Hilton Garden Inn Chicago Downtown South Loop

Hilton Garden Inn Chicago Downtown South Loop

3 out of 5
55 E 11th Street Chicago IL
Fully refundableReserve now, pay when you stay
The price is ₩164,272 per night from Mar 5 to Mar 6
₩164,272
₩192,837 total
Mar 5 - Mar 6
includes taxes & fees
8.8/10 Excellent! (1,873 reviews)
From the jump it was rough didn’t really get any information. Then vallet parking parked my vehicle I came down in the morning. They night shift couldn’t find my key. I had to wait and hour ina half finally figured out someone had it in the pocket the guy had to bring it back up there. I will say ...

Reviewed on Mar 2, 2026

Hilton Garden Inn Chicago Downtown South Loop
See all 4,775 properties in South Loop
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.

Frequently asked questions

How much does a South Loop vacation package cost?
Starting from a low ₩2,226,302, a vacation package is your passport to low-cost travel. Custom make your South Loop escape by selecting from our extensive range of hotels, flights and rental cars.
How do I get a cheap travel package to South Loop?
Creating your own South Loop vacation package with Expedia is a simple way to save. We have more than 550 airlines and 1,000,000 properties spread across the globe. With such a wonderful range to pick from, you'll have no trouble creating your next dream getaway.
Where should I stay in South Loop?
Make sightseeing a breeze by staying someplace close to South Loop's iconic attractions. McCormick Place and Millennium Park are two of the best in the area.
What are the top hotels in South Loop?
Sonder South Wabash and Hotel BnB are a couple of the most sought-after properties in South Loop. Why not take a look at the rates and facilities at each and then decide?
How far in advance should I book my South Loop vacation?
It can be tricky to know when the best time is to book your trip to South Loop. But generally the earlier you book, the more affordable the prices. In some cases, you can book your flights and hotels up to 12 months before departure. If you're hoping for a last-minute getaway, no need to worry! There are fantastic deals posted on Expedia all the time.
What does an Expedia South Loop travel package include?
That depends on what type of getaway you're thinking about. South Loop vacation deals can include hotels, car rentals and flights. You can mix and match to create the package that fits your needs. You can also add on experiences and activities after you've booked to score even bigger discounts.
What should I know before booking a South Loop travel package?
So many places to wander around, so many things to see and do. With a package, you can check more of them off your list. Combine your hotels, flights and rental cars and see how much you save.
Can I choose my airline with a South Loop Expedia vacation package?
You sure can. Expedia has access to more than 550 partner airlines worldwide, so choose the carrier that's a good fit for your needs.
If I'm not able to travel, can I cancel my South Loop vacation package?
Yes, you can cancel your South Loop booking if your travel plans have been upended. Whether you'll incur a penalty or not depends on your hotel, airline or car rental company. You may be able to change or cancel for free if you booked in the last 24 hours. Visit our Customer Service Portal to find out more.

Discover the most popular places to visit in South Loop

Navy Pier featuring a sunset and rides

Navy Pier

A ferris wheel, shopping, restaurants and more can be found in this waterfront entertainment district.

Navy Pier
Beautiful autumn colors surround modern architecture in Millennium Park, Chicago during a sunny day

Millennium Park

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

Millennium Park
Grant Park showing a garden and night scenes

Grant Park

Chicago’s front yard is a pretty landscaped park, which is home to public art displays, museums, themed gardens and international music festivals.

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