The Loop Vacations from NT$29,314

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The Latest The Loop Vacation Packages

Price found within the past 48 hours. Click for updated prices.
The Whitehall Hotel, BW Premier Collection

The Whitehall Hotel, BW Premier Collection

3.5 out of 5
Downtown Chicago
per person
Sep 22 - Sep 25
found 13 hours ago
Roundtrip non-stop flight included
Taipei (TPE) to Chicago (ORD)
8.2/10 Very Good! (3,512 reviews)
Very nice staff, food is ok, location is good, beds are super comfy!

Reviewed on 2025/8/8

Holiday Inn Express Chicago - Magnificent Mile by IHG

Holiday Inn Express Chicago - Magnificent Mile by IHG

2.5 out of 5
Downtown Chicago
per person
Sep 22 - Sep 25
found 13 hours ago
Roundtrip non-stop flight included
Taipei (TPE) to Chicago (ORD)
8.4/10 Very Good! (1,012 reviews)
The room is a little small for the price. However, it is a cute little hotel. The complimentary breakfast is barely average, but it's free. The staff was really nice. I appreciated how helpful they were when I asked questions. The fitness center is small barely has any equipment. Thankfully, it wasn't busy while I was in there. It's in a great spot to find nice places to eat and there is a Trader Joe's around the corner. Overall, it was a nice hotel. I would stay there again.

Reviewed on 2025/8/3

ACME Hotel Company

ACME Hotel Company

3.5 out of 5
Downtown Chicago
per person
Sep 22 - Sep 25
found 13 hours ago
Roundtrip non-stop flight included
Taipei (TPE) to Chicago (ORD)
9/10 Wonderful! (1,739 reviews)
Central and walkable to the Magnificent Mile shopping, Navy Pier, Millenium Park, the Loop and many restaurants. Hotel is older but still comfortable. Parking available next door to hotel (public parking). Cute coffee shop and bakery in lobby and great tasting bar in hotel.

Reviewed on 2025/8/7

Where to stay in The Loop

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

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

The 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$7,474 per night from Sep 7 to Sep 8
NT$7,474
NT$8,773 total
Sep 7 - Sep 8
includes taxes & fees
7.8/10 Good! (8,914 reviews)
"I love it"

Reviewed on 2025/8/5

Congress Plaza Hotel
Palmer House a Hilton Hotel

Palmer House a Hilton Hotel

4 out of 5
17 E Monroe St, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is NT$5,161 per night from Aug 22 to Aug 23
NT$5,161
NT$6,803 total
Aug 22 - Aug 23
includes taxes & fees
8.2/10 Very Good! (1,832 reviews)
"Central location to everything"

Reviewed on 2025/8/6

Palmer House a Hilton Hotel
citizenM Chicago Downtown

citizenM Chicago Downtown

4 out of 5
80 East Wacker Place, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is NT$4,686 per night from Aug 26 to Aug 27
NT$4,686
NT$5,501 total
Aug 26 - Aug 27
includes taxes & fees
9.2/10 Wonderful! (3,521 reviews)
"stayed here for the lollapalooza weekend and it was convenient to walk to the festival! the lobby floor was nice as there are lots of seating and a terrance lounge as well! lots of food places around the hotel!"

Reviewed on 2025/8/5

citizenM Chicago Downtown
See all 1,358 properties in The 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 The Loop vacation package cost?
Much less than you might think — from as low as NT$29,314, in fact! By bundling flights, hotels and car rentals into your own custom-made package, your The Loop escape is only clicks away.
How do I get a cheap travel package to The Loop?
Booking a hotel and flight together with Expedia won't just save valuable time — it'll save you cash too. A The Loop vacation package makes it easy to organize the perfect trip. With more than 550 airlines all over the world to select from, finding convenient flights that fit your schedule will be no sweat. Not only that, we have over 1,000,000 properties globally to select from. Now that's what you call choice. Whatever your budget, Expedia will help show you the world.
Where should I stay in The Loop?
A journey to The Loop isn't over until you've seen McCormick Place and Millennium Park. Look for somewhere to stay within walking distance so you can easily access these impressive tourist attractions.
What are the top hotels in The Loop?
If it's your first time staying in The Loop, make a reservation at Canopy by Hilton Chicago Central Loop or Hilton Garden Inn Chicago Central Loop. Both hotels offer comfy beds and are favorites with many travelers.
How far in advance should I book my The Loop vacation?
To bag rock-bottom prices, book nice and early. Airlines typically advertise flights, along with some of the lowest fares, nearly a year prior to departure. Hotels, car rental and experiences should also be booked well in advance to avoid disappointment. If you were hoping for a last-minute getaway to The Loop, there are always plenty of great deals on Expedia. Check them out now!
What does an Expedia The Loop travel package include?
That depends on what you want. If you're traveling solo, you might decide to bundle flights and hotels. Taking the whole family to The Loop? A travel package including flights, hotels and rental cars might suit you better. Expedia gives you the freedom to customize your travel package.
Can I choose my airline with a The Loop Expedia vacation package?
Most definitely. Expedia has over 550 partner airlines to choose from globally. With so many choices, finding the ideal carrier to whisk you away to The Loop will be a snap.
If I'm not able to travel, can I cancel my The Loop vacation package?
We totally understand that life sometimes gets in the way of your plans. If you've booked a The Loop vacation package and need to cancel or change it, we're here to help. We recommend browsing our Customer Service Portal first for information. But generally speaking, if you've booked your package in the last 24 hours, you may be able to cancel and rebook for free. If it's been more than 24 hours, your hotel, airline or car rental company may impose a charge.

Discover the most popular places to visit in The Loop

Millennium Park featuring a city, modern architecture and fall colors

Millennium Park

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

Millennium Park
Chicago Riverwalk which includes a city, a bay or harbor and a river or creek

Chicago Riverwalk

Stroll along the waterfront of the Chicago River to pass some of the city’s most appealing attractions and appreciate how a once grim area has been successfully revamped.

Chicago Riverwalk
Art Institute of Chicago which includes art and interior views

Art Institute of Chicago

Explore a massive collection of works celebrating different cultures and historical times, from ancient Egypt to modern installations.

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