Question 1

How much does a The Loop holiday package cost?

Accepted Answer

Much less than you might think — from as low as , in fact! By bundling flights, hotels and car rentals into your own custom-made package, your The Loop escape is only clicks away.

Question 2

How do I get a cheap travel package to The Loop?

Accepted Answer

Booking a hotel and flight together with Expedia won't just save valuable time — it'll save you cash too. A The Loop holiday package makes it easy to organise 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.

Question 3

Where should I stay in The Loop?

Accepted Answer

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.

Question 4

What are the top hotels in The Loop?

Accepted Answer

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 favourites with many travellers.

Question 5

How far in advance should I book my The Loop holiday?

Accepted Answer

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!

Question 6

What does an Expedia The Loop travel package include?

Accepted Answer

That depends on what you want. If you're travelling 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.

Question 7

Can I choose my airline with a The Loop Expedia holiday package?

Accepted Answer

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.

Question 8

If I'm not able to travel, can I cancel my The Loop holiday package?

Accepted Answer

We totally understand that life sometimes gets in the way of your plans. If you've booked a The Loop holiday 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.

The Loop Holidays

Book a Hotel + Flight or Car together to unlock savings

Room 1

Plan, book, travel with confidence

Better together

Find the right fit

Rest easy

Where to stay in The Loop

Downtown Chicago

Magnificent Mile

River North

Theatre District

Streeterville

Top hotels in The Loop

Hilton Chicago

Palmer House a Hilton Hotel

Club Quarters Hotel Wacker at Michigan, Chicago

Frequently asked questions

Popular places to visit

Millennium Park

Willis Tower

Art Institute of Chicago

Things to do

Chicago C3® by CityPASS®

Art Institute of Chicago

Chicago Crime and Mob Bus Tour