Question 1

How much does an Old Town Chicago vacation package cost?

Accepted Answer

Maybe less than you might think — from just ￥351,842, in fact! By bundling flights, hotels and car rentals into a tailor-made package, your Old Town Chicago escape is just a few clicks away.

Question 2

How do I get a cheap travel package to Old Town Chicago?

Accepted Answer

Just think of all the fun things you could do in Old Town Chicago with a wad of extra cash in your pocket. Watch your savings stack up when you bundle your flights, hotels and extras into an Old Town Chicago vacation package. You have loads of choice when you book your trip with Expedia too. In fact, you can pick from more than 550 airlines and 1,000,000 properties worldwide. Whether you're heading away with the whole family or surprising your special someone, organizing a getaway to Old Town Chicago is better with a package.

Question 3

Where should I stay in Old Town Chicago?

Accepted Answer

Take the hassle out of sightseeing by staying someplace close to Old Town Chicago's iconic attractions. Wrigley Field and Lincoln Park Zoo are two of the most popular.

Question 4

What are the top hotels in Old Town Chicago?

Accepted Answer

The Sono Chicago and Hotel Lincoln, part of JdV by Hyatt are among the most well-known properties in Old Town Chicago. Why not look up the rates and facilities at each and then decide?

Question 5

How far in advance should I book my Old Town Chicago vacation?

Accepted Answer

While prices change frequently, we generally recommend booking your vacation as soon as possible. Most international airfares are available on Expedia up to a year in advance. If circumstances have left you booking late, you might still be in luck. Cheap journeys to Old Town Chicago sometimes emerge only weeks before departure.

Question 6

What does an Expedia Old Town Chicago travel package include?

Accepted Answer

Hotels, flights and rental cars, or any combination of the three — you decide! Whether you're exploring Old Town Chicago with the kids or adventuring solo, there's a package to fit every style and budget. Once you've made your booking, why not add on a couple of tours and experiences?

Question 7

What should I know before booking an Old Town Chicago travel package?

Accepted Answer

You'll score impressive savings when you combine your flights, hotels and rental cars into a travel package. Plus, booking everything in one spot just makes things easier. So why waste your money or time? Whether you're putting together a luxury city stay with your love or a budget solo adventure, browse our vacation packages today.

Question 8

Can I choose my airline with an Old Town Chicago Expedia vacation package?

Accepted Answer

With a vacation package, you're the one in charge. Whether you're eager to fly to Old Town Chicago in economy or business class, simply choose from the available airline options. Expedia has access to more than 550 partner airlines worldwide.

Question 9

If I'm not able to travel, can I cancel my Old Town Chicago vacation package?

Accepted Answer

Because we understand life can throw you a few curveballs, the answer is yes. For further details, head to our Customer Service Portal. But generally speaking, if you've booked your package in the last 24 hours, you may be able to cancel or change it with no penalties. Your hotel, airline or car rental company may impose a fee if you made your booking a while ago.

Members save 10% or more on over 100,000 hotels worldwide when you’re signed in

Old Town Chicago Vacations from ￥351,842

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

The Latest Old Town Chicago Vacation Packages

Hotel Riu Plaza Chicago

Trump International Hotel & Tower Chicago

Park Hyatt Chicago

The Peninsula Chicago

The Langham, Chicago

Where to stay in Old Town Chicago

Downtown Chicago

Magnificent Mile

The Loop

River North

Lincoln Park

Old Town Chicago Hotel Deals

Congress Plaza Hotel

InterContinental Chicago Magnificent Mile by IHG

Hilton Chicago/Magnificent Mile Suites

Frequently asked questions

Things to do

Workers Cottages of Oldtown Triangle Walking Tour

Architecture River Tour

Wendella's 90-min Chicago River Architecture Tour

Other vacations you might like