Cragin Vacations

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to NT$5,067 when you book a flight and hotel together*

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    With over 300,000 hotels worldwide, it's easy to create a perfect package

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    Plan, book, and manage your trip all in one place

Where to stay in Cragin

Find the best Cragin areas and neighborhoods for the activities you enjoy most. Learn more about Cragin
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

Cragin Hotel Deals

Hilton Chicago

Hilton Chicago

4 out of 5
720 S Michigan Ave Chicago IL
Fully refundableReserve now, pay when you stay
The price is NT$4,125 per night from Feb 1 to Feb 2
NT$4,125
NT$5,771 total
Feb 1 - Feb 2
includes taxes & fees
8.4/10 Very Good! (2,527 reviews)
THe staff was very efficient and professional and the breakfast was great.

Reviewed on 2026/1/13

Hilton Chicago
Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites

3.5 out of 5
198 E Delaware Pl Chicago IL
Fully refundableReserve now, pay when you stay
The price is NT$2,722 per night from Jan 25 to Jan 26
NT$2,722
NT$3,195 total
Jan 25 - Jan 26
includes taxes & fees
8.8/10 Excellent! (3,706 reviews)
10/10

Reviewed on 2026/1/14

Hilton Chicago/Magnificent Mile Suites
Club Quarters Hotel Wacker at Michigan, Chicago

Club Quarters Hotel Wacker at Michigan, Chicago

4 out of 5
75 E Wacker Dr Chicago IL
Fully refundableReserve now, pay when you stay
The price is NT$2,824 per night from Jan 28 to Jan 29
NT$2,824
NT$3,315 total
Jan 28 - Jan 29
includes taxes & fees
8.6/10 Excellent! (2,063 reviews)
Helpful staff! Great view of the river from our room.

Reviewed on 2026/1/13

Club Quarters Hotel Wacker at Michigan, Chicago
See all 5,036 properties in Cragin
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 Cragin vacation package cost?
We make it easy to travel somewhere new, with Cragin packages starting from just . You'll have the flexibility to bundle your preferred airlines, hotels and car rental. For the ultimate escape, why not add some tours and experiences to your itinerary?
How do I get a cheap travel package to Cragin?
One of the easiest ways to save money (and time) is to combine your bookings with Expedia. Hotels, flights, rental cars and activities — we've got them all covered. Choose the combination that best suits you and watch your savings pile up. We know a package deal is never a one-size-fits-all. That's why we offer over 550 airlines and 1,000,000 hotels globally, which lets you customize your Cragin vacation.
Where should I stay in Cragin?
With loads to discover in Cragin, it'd be handy for you to book a room in a hotel close to its attractions. Portage Park, Six Corners and Walt Disney House are some interesting ones to put on your to-do list.
How far in advance should I book my Cragin vacation?
Your safest bet is to book early. Airlines typically advertise flights around a year ahead of departure, and this is your chance to land some of the lowest prices. Boss just told you to take some vacation time next week? No sweat. Expedia are never short on fantastic deals to whisk you away on the getaway of your dreams, at a price you can afford.
What does an Expedia Cragin travel package include?
Choose from any combination of hotels, rental cars and flights. Once you've made your booking, you can add the fun stuff like tours and activities. Want to pick your fare class? That's also possible. The choice is all yours when it comes to crafting your dream Cragin escape.
What should I know before booking a Cragin travel package?
You can save a tidy sum by combining your flights, hotels and rental cars. Once you've created your package, you can add on things like sightseeing tours or experiences. Your next awesome adventure is only a few clicks away.
Can I choose my airline with a Cragin Expedia vacation package?
Yes, you're in control. We have access to over 550 partner airlines throughout the world, so you can customize your Cragin trip according to your style and budget.
If I'm not able to travel, can I cancel my Cragin vacation package?
Yes you can, and we'll help you every step of the way. You may be able to amend or cancel your Cragin vacation package for free if you booked in the last 24 hours. However, you may incur a fee from your hotel, airline or car rental company if your booking is older than that. If life gets in the way of your vacation, have a look at our Customer Service Portal for further information.

Discover the most popular places to visit in Cragin

Wrigley Field featuring cbd, a sporting event and a city

Wrigley Field

4.5/5(2,128 reviews)

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

Wrigley Field
Scene of Chicago street bridge with traffic among modern buildings of Downtown Chicago at Michigan avenue in Chicago, Illinois, United States, Business and Modern Transportation concept

Michigan Avenue

4.5/5(332 reviews)

You can enjoy some retail therapy when you visit Michigan Avenue, a popular shopping spot in Chicago. Amble around this vibrant area's riverfront and enjoy its top-notch restaurants.

Michigan Avenue
Navy Pier featuring a sunset and rides

Navy Pier

4.5/5(4,870 reviews)

A ferris wheel, shopping, restaurants and more can be found in this waterfront entertainment district.

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