Cragin Holidays

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    Better together

    Save up to S$134 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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    Rest easy

    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

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 S$267 per night from 4 Aug to 5 Aug
S$267
4 Aug - 5 Aug
includes taxes & fees
7.8/10 Good! (8,942 reviews)
"It was perfect for my family. Very close to the millennium Park"

Reviewed on 12 Jul, 2025

Congress Plaza Hotel
InterContinental Chicago Magnificent Mile by IHG
InterContinental Chicago Magnificent Mile by IHG
4.5 out of 5
505 N Michigan Ave, Chicago, IL
The price is S$340 per night from 10 Aug to 11 Aug
S$340
10 Aug - 11 Aug
includes taxes & fees
9/10 Wonderful! (2,015 reviews)
"Good vibes"

Reviewed on 11 Jul, 2025

InterContinental Chicago Magnificent Mile by IHG
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 S$227 per night from 10 Aug to 11 Aug
S$227
10 Aug - 11 Aug
includes taxes & fees
8.8/10 Excellent! (2,431 reviews)
"Good experience! Not the best but not bad, a little pricey for the quality and service offered"

Reviewed on 12 Jul, 2025

Hilton Chicago/Magnificent Mile Suites
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.

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.