South Loop Vacations

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    Save up to ₩1,660,000 when you book a flight and hotel together*

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    With over 300,000 hotels worldwide, it's easy to create a perfect package

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    Plan, book, and manage your trip all in one place
Price found within the past 48 hours. Click for updated prices.
  • Classic Room | Down comforters, desk, free WiFi, bed sheets
    Aug 17 - Aug 18

    Paxton Inn Motel + Flight

    Paxton
    1 night
    2.0 star property
    6.4/10 - (41 reviews)
    "The room was not what we expected. The beds were bare-bones and hard. Items from a previous tenant were still in the bathroom which made us wonder if the room had been cleaned. The tiny soap pack was old; the soap was broken in many places. More than half the outlets either didn't work at all, or were shaky. The TV remote didn't work. On our last morning, there was no water. The hosts were apparently new, and said they were striving to repair and update the motel. They were helpful in providing..."
    Reviewed May 21, 2026
    Roundtrip • Seoul (ICN) - Champaign (CMI)
    ICN - CMI • 2 stops CMI - ICN • 2 stops
    ₩3,107,964
    ₩3,099,623
    per traveler
    found 1 day ago
    Paxton Inn Motel
  • Lobby
    Aug 17 - Aug 18

    Cobblestone Hotel & Suites - Paxton + Flight

    Paxton
    1 night
    2.5 star property
    9.4/10 - Exceptional (498 reviews)
    "We arrived for a two-night stay and were assigned to the second floor. We had a person in a wheelchair with us and were told that the hotel did not have an elevator. AND that there were no other rooms available. So, coming from out of state we parked ourselves in the lobby until the clerk suggested calling his manager. After about 15 minutes a room magically appeared. We had to have our keys rekeyed about 6 times because they were locking us out. The TV didn't work when we arrived but we..."
    Reviewed May 26, 2026
    Roundtrip • Seoul (ICN) - Champaign (CMI)
    ICN - CMI • 2 stops CMI - ICN • 2 stops
    ₩3,149,697
    ₩3,134,941
    per traveler
    found 1 day ago
    Cobblestone Hotel & Suites - Paxton

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

Downtown Chicago

5 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 ₩209,874 per night from Jun 29 to Jun 30
₩209,874
₩249,518 total
Jun 29 - Jun 30
includes taxes & fees
8/10 Very Good! (10,147 reviews)
"So if you have a lake view room close to the elevator apparently the sun overheats the ac units in these rooms and they wont work. They offered to move rooms or a fan which actually worked very well but it seemed like it was a known issue so why not find some kind of fix? Other then that not a bad ..."

Reviewed on Jun 1, 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 ₩359,568 per night from Jun 30 to Jul 1
₩359,568
₩471,666 total
Jun 30 - Jul 1
includes taxes & fees
8.6/10 Excellent! (2,850 reviews)
"Samantha was exceptionally helpful upon check in. I appreciated her professionalism. Our room was perfect with two bathrooms for our party of three."

Reviewed on May 31, 2026

Hilton Chicago
Travelodge by Wyndham Downtown Chicago

Travelodge by Wyndham Downtown Chicago

2 out of 5
65 E Harrison St Chicago IL
Fully refundableReserve now, pay when you stay
The price is ₩191,820 per night from Jul 1 to Jul 2
₩191,820
₩228,078 total
Jul 1 - Jul 2
includes taxes & fees
7.4/10 Good! (2,614 reviews)
"The room was clean although pretty outdated. The staff was helpful and polite."

Reviewed on May 31, 2026

Travelodge by Wyndham Downtown Chicago
See all 4,669 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 , 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

Navy Pier

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

Navy Pier
Millennium Park

Millennium Park

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

Millennium Park
Grant Park

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.