South Loop Vacations

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Price found within the past 48 hours. Click for updated prices.
  • Classic Room | Down comforters, desk, free WiFi, bed sheets
    Jul 5 - Jul 10

    Paxton Inn Motel + Flight

    Paxton
    4 nights
    2.0 star property
    6.4/10 - (39 reviews)
    "Bed was uncomfortable and covered with plastic. Heater didnt work. Barely kept the room warm running constantly. Bad draft through door to outside. Only 5 minutes of hot water. Towels were dirty and smelled of grease. I definitely would not stay here again and dont recommend at all"
    Reviewed April 10, 2026
    Roundtrip • Taipei (TPE) - Champaign (CMI)
    TPE - CMI • 2 stops CMI - TPE • 2 stops
    NT$58,229
    NT$57,529
    per traveler
    found 1 day ago
    Paxton Inn Motel
  • Lobby
    Jul 5 - Jul 10

    Cobblestone Hotel & Suites - Paxton + Flight

    Paxton
    4 nights
    2.5 star property
    9.4/10 - Exceptional (494 reviews)
    "Excellent"
    Reviewed May 11, 2026
    Roundtrip • Taipei (TPE) - Champaign (CMI)
    TPE - CMI • 2 stops CMI - TPE • 2 stops
    NT$63,041
    NT$61,602
    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 NT$4,215 per night from May 26 to May 27
NT$4,215
NT$5,011 total
May 26 - May 27
includes taxes & fees
8/10 Very Good! (10,163 reviews)
"Really good place just weird door security people"

Reviewed on 2026/5/19

Congress Plaza Hotel
Hilton Chicago

Hilton Chicago

4 out of 5
720 S Michigan Ave Chicago IL
The price is NT$6,280 per night from May 25 to May 26
NT$6,280
NT$8,393 total
May 25 - May 26
includes taxes & fees
8.6/10 Excellent! (2,813 reviews)
"I have stayed at numerous hotels over the last 30 years and I have never seen one run as efficient, clean, friendly, and immaculate as this hotel was."

Reviewed on 2026/5/18

Hilton Chicago
Hyatt Regency McCormick Place Chicago

Hyatt Regency McCormick Place Chicago

4 out of 5
2233 S Martin Luther King Dr Chicago IL
The price is NT$6,280 per night from May 22 to May 23
NT$6,280
NT$8,393 total
May 22 - May 23
includes taxes & fees
9.2/10 Wonderful! (1,075 reviews)
"Very quiet and clean and very big gym"

Reviewed on 2026/5/14

Hyatt Regency McCormick Place Chicago
See all 4,676 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

Chicago, Illinois skyline seen from Ping Tom Memorial Park with footbridge at dusk

Ping Tom Memorial Park

After visiting Ping Tom Memorial Park, make a plan to see the other sights and activities in Chicago. Amble around this vibrant area's lakeside or experience its entertainment choices.

Ping Tom Memorial Park
Wrigley Field

Wrigley Field

4.5/5(2,149 reviews)

Tour the iconic grounds and catch a game March through September at Chicago’s beloved baseball stadium.

Wrigley Field
Chicago Skyline, Chicago, Illinois shows amazing architecture in panoramic format

Naval Base Great Lakes

4.5/5(461 reviews)

After visiting Naval Base Great Lakes, make a plan to see the other sights and activities in North Chicago. Wander the lakeside in this family-friendly area.

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