The Loop Vacations from NT$18,981

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The Latest The Loop Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Hotel Felix River North/Magnificent Mile

Hotel Felix River North/Magnificent Mile

4 out of 5
Downtown Chicago
Price was NT$24,553, price is now NT$18,981 per person
NT$18,981
per person
Jun 20 - Jun 22
found 8 hours ago
Roundtrip non-stop flight included
Phoenix (PHX) to Chicago (ORD)
8.2/10 Very Good! (2,604 reviews)
A quiet and comfortable place

Reviewed on 2026/4/4

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
Downtown Chicago
Price was NT$30,620, price is now NT$20,004 per person
NT$20,004
per person
Jun 20 - Jun 22
found 8 hours ago
Roundtrip non-stop flight included
Phoenix (PHX) to Chicago (ORD)
9.4/10 Exceptional! (3,688 reviews)
Clean , good location

Reviewed on 2026/4/5

Fairmont Chicago at Millennium Park

Fairmont Chicago at Millennium Park

4.5 out of 5
Downtown Chicago
Price was NT$25,659, price is now NT$19,166 per person
NT$19,166
per person
Jun 20 - Jun 22
found 8 hours ago
Roundtrip non-stop flight included
Phoenix (PHX) to Chicago (ORD)
8.8/10 Excellent! (2,096 reviews)
Everything was perfect

Reviewed on 2026/3/26

Eurostars Magnificent Mile

Eurostars Magnificent Mile

4 out of 5
Downtown Chicago
Price was NT$24,778, price is now NT$19,796 per person
NT$19,796
per person
Jun 20 - Jun 22
found 8 hours ago
Roundtrip non-stop flight included
Phoenix (PHX) to Chicago (ORD)
9/10 Wonderful! (3,357 reviews)
Phenomenal nothing else to say top notch

Reviewed on 2026/4/5

Swissotel - Chicago

Swissotel - Chicago

4.5 out of 5
Downtown Chicago
Price was NT$33,016, price is now NT$26,490 per person
NT$26,490
per person
Jun 20 - Jun 22
found 8 hours ago
Roundtrip non-stop flight included
Phoenix (PHX) to Chicago (ORD)
9/10 Wonderful! (3,225 reviews)
The Swissotel is my favorite getaway when I’m in Chicago. I like the lake view room. My wife and I watch the tour boats on the river.

Reviewed on 2026/4/5

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

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$3,463 per night from Apr 16 to Apr 17
NT$3,463
NT$4,065 total
Apr 16 - Apr 17
includes taxes & fees
8/10 Very Good! (10,025 reviews)
Older hotel but good historical feel

Reviewed on 2026/4/5

Congress Plaza Hotel
Hyatt Regency Chicago

Hyatt Regency Chicago

4 out of 5
151 East Wacker Dr Chicago IL
Fully refundableReserve now, pay when you stay
The price is NT$7,957 per night from Apr 7 to Apr 8
NT$7,957
NT$10,467 total
Apr 7 - Apr 8
includes taxes & fees
9.4/10 Exceptional! (3,476 reviews)
This hotel is great! Great location, great staff.

Reviewed on 2026/4/3

Hyatt Regency Chicago
Swissotel - Chicago

Swissotel - Chicago

4.5 out of 5
323 E Wacker Dr Chicago IL
Fully refundableReserve now, pay when you stay
The price is NT$6,874 per night from Apr 10 to Apr 11
NT$6,874
NT$9,195 total
Apr 10 - Apr 11
includes taxes & fees
9/10 Wonderful! (3,242 reviews)
The Swissotel is my favorite getaway when I’m in Chicago. I like the lake view room. My wife and I watch the tour boats on the river.

Reviewed on 2026/4/5

Swissotel - Chicago
See all 1,262 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$18,981, 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

Millennium Park

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

Millennium Park
Chicago Riverwalk

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

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.