Heart of Chicago Trips (flight + hotel)

  • Plan, book, travel with confidence

    • payments icon
    Better together
    Save up to P 3,118 when you book a flight and hotel together*
    lob hotels icon
    Find the right fit
    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon
    Rest easy
    Plan, book, and manage your trip all in one place

Where to stay in Heart of Chicago

Find the best Heart of Chicago areas and neighborhoods for the activities you enjoy most. Learn more about Heart of Chicago
Downtown Chicago showing 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 Millennium Park are major draws. Catch the metro at State Station or Clark-Lake Station to see more of the city.

Find hotel + flight trips in Downtown Chicago

Top hotels in Heart of Chicago

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 P6,105 per night from 1 Jan to 2 Jan
P6,105
P7,167 total
includes taxes & fees
Jan 1 - Jan 2, 2025
7.8/10 Good! (8,288 reviews)
The Congress hotel is the best
"I love staying at the Congress hotel whenever I’m in Chicago"

Reviewed on Dec 22, 2024

Congress Plaza Hotel
River Hotel
River Hotel
4 out of 5
75 East Wacker Drive, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is P5,438 per night from 26 Jan to 27 Jan
P5,438
P6,384 total
includes taxes & fees
Jan 26 - Jan 27, 2025
8.6/10 Excellent! (3,625 reviews)
"Amazing location, lots of shopping and great food within a walkable distance (0.3-1mi). Only downside was the bathroom products, the soap they provide makes your skin incredibly dry which is terrible in combination with the cold weather."

Reviewed on Dec 24, 2024

River Hotel
Hyatt Regency Chicago
Hyatt Regency Chicago
4 out of 5
151 East Wacker Dr, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is P8,631 per night from 26 Jan to 27 Jan
P8,631
P11,848 total
includes taxes & fees
Jan 26 - Jan 27, 2025
9/10 Wonderful! (3,132 reviews)
Family trip
"Fun"

Reviewed on Dec 23, 2024

Hyatt Regency Chicago
See all 4,245 properties in Heart of Chicago
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 Heart of Chicago vacation package cost?
From as little as . Yes, you read that right. Our Heart of Chicago packages are the easiest way to make your budget stretch further. Combine your preferred hotels, flights and car rentals and get out and explore this exciting destination.
How do I get a cheap travel package to Heart of Chicago?
One of the easiest ways to save dollars (and time) is to bundle your bookings with Expedia. Hotels, flights, activities and rental cars — we’ve got everything you need. Pick and choose a combination that suits you and watch your savings grow. Of course, a package deal is never one-size-fits-all. That’s why we offer more than 550 air carriers and 1,000,000 hotels across the world, which lets you customize your Heart of Chicago vacation.
Where should I stay in Heart of Chicago?
Vacationers come from all over to see University of Illinois Chicago and United Center in Heart of Chicago. Book a hotel near these fantastic attractions to make sightseeing easy.
How far in advance should I book my Heart of Chicago vacation?
Be rewarded with the biggest variety and the cheapest prices by booking your vacation to Heart of Chicago early. Airlines generally sell tickets anywhere up to 12 months before departure, so start locking things in as soon as you can. That being said, Expedia is constantly working to give you the best bargains around, so there’s never a bad time to book your dream vacation!
What does an Expedia Heart of Chicago travel package include?
Car rentals, hotels and flights — we bring you the very best deals. All you’ll have to do is pick and choose your ideal combination. Once you’ve made your booking, you can add on the exciting stuff like activities and sightseeing tours. Our travel packages make it easy to customize an exciting Heart of Chicago escape.
What should I know before booking a Heart of Chicago travel package?
A travel package can be more affordable than separately booking all you need for your trip. For example, combine your flights, hotels and rental cars and score big savings. Whatever your vacation plans, you’ll find a package to suit your budget.
Can I choose my airline with a Heart of Chicago Expedia vacation package?
Yes, you’re in charge. We offer more than 550 airlines worldwide, so you can design your Heart of Chicago getaway according to your travel preferences.
If I'm not able to travel, can I cancel my Heart of Chicago vacation package?
Yes, you can. We get that even the best-laid plans can fail, so we’re happy to help if you have to make changes to your Heart of Chicago vacation package. It may be possible to change or cancel your itinerary for free if you’ve booked within 24 hours. Your hotel, airline or car rental company may impose a fee if your booking was made more than 24 hours ago. Take a look at our Customer Service Portal for further information. Also, check your itinerary for the nitty-gritty on change fees.

Popular places to visit

Canalport Riverwalk Park

Explore the great outdoors at Canalport Riverwalk Park, a lovely green space in Chicago. Experience the area's art scene and festivals.

Canalport Riverwalk Park

Things to do

Flyover in Chicago

Flyover in Chicago

P2,196
per adult
96% of travellers recommend
Flyover in Chicago
River tour boat in Chicago

Architecture River Tour

P2,816
per adult
94% of travellers recommend
Architecture River Tour
Chicago: Willis Tower Skydeck and The Ledge Ticket

Chicago: Willis Tower Skydeck and The Ledge Ticket

P2,570
per adult
88% of travellers recommend
Chicago: Willis Tower Skydeck and The Ledge 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.