Central Chicago Beach Vacations 2026

Photo by Phil Ostroff

Top Beach vacation packages in Central Chicago

Price found within the past 48 hours. Click for updated prices.

THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel

Downtown Chicago

$253

per person

Jan 7 - Jan 11

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Chicago (ORD)

8.6/10 Excellent! (1,015 reviews)

Hotel Riu Plaza Chicago

Downtown Chicago

$298

per person

Jan 7 - Jan 11

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Chicago (ORD)

9.4/10 Exceptional! (5,404 reviews)

Level Chicago – Old Town

Downtown Chicago

Save 100% on your flight

$316

per person

Jan 15 - Jan 18

found 13 hours ago

Roundtrip flight included

Atlanta (ATL) to Chicago (ORD)

9.2/10 Wonderful! (544 reviews)

We liked the location and the hotel itself. The front desk staff were great. It was nice not to be cooped up in a hotel room for a lengthy stay. We really enjoyed it!

Reviewed on Oct 24, 2026

Level Chicago Fulton Market

Downtown Chicago

Save 100% on your flight

$691

per person

Dec 11 - Dec 17

found 10 hours ago

Roundtrip flight included

Atlanta (ATL) to Chicago (ORD)

9.2/10 Wonderful! (591 reviews)

The Talbott, Autograph Collection

Downtown Chicago

Save 100% on your flight

$407

per person

Dec 2 - Dec 5

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Chicago (ORD)

9.4/10 Exceptional! (185 reviews)

Nice property overall Room was very nice Location excellent

Reviewed on Oct 19, 2026

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5* Beach vacations in Central Chicago

Price found within the past 48 hours. Click for updated prices.

Trump International Hotel & Tower Chicago

Downtown Chicago

$725

per person

Jan 7 - Jan 11

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Chicago (ORD)

9.6/10 Exceptional! (2,057 reviews)

Great property

Reviewed on Oct 24, 2026

Park Hyatt Chicago

Downtown Chicago

Save 100% on your flight

$953

per person

Dec 31 - Jan 3

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Chicago (ORD)

9.6/10 Exceptional! (1,002 reviews)

The Ritz-Carlton, Chicago

Downtown Chicago

Save 100% on your flight

$831

per person

Dec 31 - Jan 3

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Chicago (ORD)

9.2/10 Wonderful! (1,001 reviews)

Don't see what you're looking for?

See all available trips from Columbus to Central Chicago

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3 Night Beach vacations in Central Chicago

Price found within the past 48 hours. Click for updated prices.

Level Chicago – Old Town

Downtown Chicago

Save 100% on your flight

$316

per person

Jan 15 - Jan 18

found 13 hours ago

Roundtrip flight included

Atlanta (ATL) to Chicago (ORD)

9.2/10 Wonderful! (544 reviews)

We liked the location and the hotel itself. The front desk staff were great. It was nice not to be cooped up in a hotel room for a lengthy stay. We really enjoyed it!

Reviewed on Oct 24, 2026

Sheraton Grand Chicago Riverwalk

Downtown Chicago

$365

per person

Dec 19 - Dec 22

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Chicago (ORD)

8.6/10 Excellent! (1,841 reviews)

Hotel Riu Plaza Chicago

Downtown Chicago

Save 100% on your flight

$438

per person

Dec 29 - Jan 1

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Chicago (ORD)

9.4/10 Exceptional! (5,404 reviews)

Don't see what you're looking for?

See all available trips from Columbus to Central Chicago

View all trips

4 Night Beach vacations in Central Chicago

Price found within the past 48 hours. Click for updated prices.

THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel

Downtown Chicago

$253

per person

Jan 7 - Jan 11

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Chicago (ORD)

8.6/10 Excellent! (1,015 reviews)

Sheraton Grand Chicago Riverwalk

Downtown Chicago

$587

per person

Nov 24 - Nov 28

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Chicago (ORD)

8.6/10 Excellent! (1,841 reviews)

Hotel Riu Plaza Chicago

Downtown Chicago

$298

per person

Jan 7 - Jan 11

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Chicago (ORD)

9.4/10 Exceptional! (5,404 reviews)

Don't see what you're looking for?

See all available trips from Columbus to Central Chicago

View all trips

How do I book the best Central Chicago beach vacation packages?

Life’s a beach when you dive into our brilliant Central Chicago beach vacation deals. Chuck a check in the filter boxes to find ocean views, pools, and resorts just a short saunter from the sizzling sands.

How can I find cheap beach vacations in Central Chicago?

A rental steps from the shore creates an amazingly affordable Central Chicago beach vacation. Seaside sojourns during low season start from $253. Prices and availability are subject to change. Additional terms may apply.

How can I book the best family beach vacations in Central Chicago?

With a flick of a finger, the family-friendly filter brings you the best breaks on offer for the whole brood. Look out for kids’ clubs, waterparks, and other incredible extras for a vacay the little ones will love.

How do I find a Central Chicago beachfront vacation?

Check the beachfront filter and, bam, the best available oceanside resorts will appear before your eyes. Along with the incredible view, when you book a beachfront resort, you can get from the lapping waves to your patio lounger in a matter of moments.

Can I book a package including a Central Chicago vacation beach house rental?

Hit up the vacation rental filter to book your dream beach house. Once you’ve selected the most alluring abode, add your flights and car rental for the perfect package deal.

Can I find Central Chicago beach vacation deals?

Sort your search results by deals to delight in amazing Central Chicago beach vacation offers. If you want more pizzazz for your pennies, travel outside the high season or stay a little further from the shoreline.

Can I book a Central Chicago beach trip with free cancellation and/or flexible dates?

Just like the Central Chicago tides, plans change. Filter by payment option to find trips with free cancellation. Buy now, pay later options are also available for full-on flexibility.

Why should I book my Central Chicago beach vacation with Expedia?

Relax long before you see the shore with simple search, fantastic filters, and more great deals than there are grains of sand in Central Chicago. (OK, maybe not that last part.)

Top Beach Central Chicago Hotels

The Chicago Hotel Collection Ambassador Gold Coast

1301 N State Pkwy Chicago IL

9 min drive from McCormick Place

Stroll along the shoreline in Chicago, as you'll be near Oak Street Beach with a holiday at this hotel. Amenities at The Chicago Hotel Collection Ambassador ...

River Hotel

75 East Wacker Drive Chicago IL

6 min drive from McCormick Place

At this hotel, get ready to stroll along the shoreline in Chicago, as you'll be close to the beach. Amenities at River Hotel include a restaurant.

Freehand Chicago

19 East Ohio Street Chicago IL

7 min drive from McCormick Place

Make the most of this fantastic location, as you'll be near the beach with a vacation stay at this hotel. A restaurant, a 24-hour fitness center, and a bar are ...

See all 1,398 properties in Central 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.