Cragin Holidays

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    Save up to €185 when you book a flight and hotel together*
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    Find the right fit
    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 featuring a city

Downtown Chicago

5 out of top 10 points of interest in this area

Known for its fascinating museums, stunning river views and gorgeous architecture, there's plenty to explore in Downtown Chicago. Top attractions like Michigan Avenue and Navy Pier are major draws. Catch the metro at State Station or Clark-Lake Station to see more of the city.

Find hotels in Downtown Chicago

Top hotels in Cragin

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 €96 per night from 17 Feb to 18 Feb
€96
includes taxes & fees
17 Feb - 18 Feb
7.8/10 Good! (8,475 reviews)
"The last day of my stay, a guy with a huge balloon in the shape of a rat was making a lot of noise with a speaker at the main door of the hotel, something very unpleasant. I don't understand why the hotel allowed that."

Reviewed on 12 Feb 2025

Congress Plaza Hotel
L7 Chicago by LOTTE
L7 Chicago by LOTTE
4.5 out of 5
225 N Wabash Ave, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is €134 per night from 17 Feb to 18 Feb
€134
includes taxes & fees
17 Feb - 18 Feb
9.6/10 Exceptional! (1,634 reviews)
Fantastic hotel
"This might be the best hotel in the area."

Reviewed on 16 Feb 2025

L7 Chicago by LOTTE
Hilton Chicago
Hilton Chicago
4 out of 5
720 S Michigan Ave, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is €217 per night from 22 Feb to 23 Feb
€217
includes taxes & fees
22 Feb - 23 Feb
8.2/10 Very Good! (1,646 reviews)
"Everything was perfect!"

Reviewed on 15 Feb 2025

Hilton Chicago
See all 4,511 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 holiday 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 holiday.
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 holiday?
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 holiday 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 holiday 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 holiday package?
Yes you can, and we’ll help you every step of the way. You may be able to amend or cancel your Cragin holiday 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 holiday, have a look at our Customer Service Portal for further information.

Popular places to visit

Wrigley Field featuring central business district, a city and a sporting event

Wrigley Field

4.5/5(40 reviews)

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

Wrigley Field
Magnificent Mile - River North showing street scenes, signage and night scenes

Michigan Avenue

4.5/5(14 reviews)

You can find the perfect gifts to bring home 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

Navy Pier

4/5(125 reviews)

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

Navy Pier

Things to do

Flyover in Chicago

Flyover in Chicago

€37
per adult
96% of travellers recommend
Flyover in Chicago
Chicago: Willis Tower Skydeck and The Ledge Ticket

Chicago: Willis Tower Skydeck and The Ledge Ticket

€43
per adult
88% of travellers recommend
Chicago: Willis Tower Skydeck and The Ledge Ticket
Color Factory Chicago Ticket

Color Factory Chicago Ticket

€33
per adult
100% of travellers recommend
Color Factory Chicago Ticket
See all activities in Chicago
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.