Cragin Holidays

Book a Hotel + Flight or Car together to unlock savings

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 3.739.104 ₫ per night from 13 Feb to 14 Feb
3.739.104 ₫
4.389.335 ₫ total
13 Feb - 14 Feb
includes taxes & fees
8/10 Very Good! (9,848 reviews)
Wonderful hotel

Reviewed on 4 Feb 2026

Congress Plaza Hotel
Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
150 East Ontario Street Chicago IL
Fully refundableReserve now, pay when you stay
The price is 2.927.537 ₫ per night from 11 Feb to 12 Feb
2.927.537 ₫
4.166.923 ₫ total
11 Feb - 12 Feb
includes taxes & fees
9.2/10 Wonderful! (3,313 reviews)
Love the room! Very ritzy!!

Reviewed on 8 Feb 2026

Hotel Riu Plaza Chicago
Hilton Chicago O'Hare Airport

Hilton Chicago O'Hare Airport

4 out of 5
O'Hare International Airport Chicago IL
Fully refundableReserve now, pay when you stay
The price is 5.078.822 ₫ per night from 7 Mar to 8 Mar
5.078.822 ₫
5.962.028 ₫ total
7 Mar - 8 Mar
includes taxes & fees
8.2/10 Very Good! (2,211 reviews)
Easy booking, they let me check in early which I needed it. Friendly staff, nice bed, good shower pressure, clean room. Just need some updating to make it brighter room. Overall satisfied with my stay.

Reviewed on 2 Feb 2026

Hilton Chicago O'Hare Airport
See all 5,002 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 1null000null000 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 a city, a sporting event and city views

Wrigley Field

4.5/5(40 reviews)

Catch an event at Wrigley Field during your trip to Chicago. Stroll along the lakeside or experience the acclaimed art galleries in this vibrant area.

Wrigley Field
McCormick Place showing a high rise building and a city

McCormick Place

4.5/5(36 reviews)

During your trip, find out what's happening in McCormick Place, a top convention centre in Chicago. Discover the acclaimed art galleries and notable monuments in this vibrant area.

McCormick Place
Soldier Field which includes a high-rise building, a city and modern architecture

Soldier Field

4/5(44 reviews)

Catch an event at Soldier Field during your trip to Chicago. Stroll along the lakeside or visit the notable monuments in this vibrant area.

Soldier Field