Illinois Beach Vacations 2026

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Top Beach vacation packages in Illinois

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

Fairmont Chicago at Millennium Park

Downtown Chicago

$442

per person

Dec 3 - Dec 5

found 1 day ago

Roundtrip flight included

Indianapolis (IND) to Chicago (ORD)

8.8/10 Excellent! (2,309 reviews)

Four Seasons Hotel Chicago

Downtown Chicago

Save 100% on your flight

$1,308

per person

Nov 2 - Nov 5

found 1 day ago

Roundtrip flight included

San Antonio (SAT) to Chicago (ORD)

9.4/10 Exceptional! (1,002 reviews)

The Wade

Downtown Chicago

$453

per person

Dec 3 - Dec 5

found 1 day ago

Roundtrip flight included

Indianapolis (IND) to Chicago (ORD)

8.6/10 Excellent! (2,088 reviews)

Eurostars Magnificent Mile

Downtown Chicago

$445

per person

Dec 3 - Dec 5

found 1 day ago

Roundtrip flight included

Indianapolis (IND) to Chicago (ORD)

9/10 Wonderful! (3,913 reviews)

Slight wear and tear on the furniture dates the place and I wish the rooms were brighter, but excellent location and great value. Loved the shower!

Reviewed on Oct 2, 2026

Swissotel - Chicago

Downtown Chicago

$461

per person

Dec 3 - Dec 5

found 1 day ago

Roundtrip flight included

Indianapolis (IND) to Chicago (ORD)

9/10 Wonderful! (3,518 reviews)

Don't see what you're looking for?

See all available trips from Columbus to Illinois

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5* Beach vacations in Illinois

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

Four Seasons Hotel Chicago

Downtown Chicago

Save 100% on your flight

$1,308

per person

Nov 2 - Nov 5

found 1 day ago

Roundtrip flight included

San Antonio (SAT) to Chicago (ORD)

9.4/10 Exceptional! (1,002 reviews)

The Ritz-Carlton, Chicago

Downtown Chicago

$1,456

per person

Nov 4 - Nov 7

found 6 hours ago

Roundtrip non-stop flight included

Orlando (MCO) to Chicago (ORD)

9.2/10 Wonderful! (1,002 reviews)

The hotel was beautiful, the room was comfortable, and the staff was welcoming and attentive. Everything was clean and well maintained, and the location made it easy to get around the city. Overall, it was a really nice stay and I’d definitely consider coming back.

Reviewed on Sep 24, 2026

Don't see what you're looking for?

See all available trips from Columbus to Illinois

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3 Night Beach vacations in Illinois

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

Fairmont Chicago at Millennium Park

Downtown Chicago

Save 100% on your flight

$588

per person

Nov 2 - Nov 5

found 13 hours ago

Roundtrip flight included

Dallas (DFW) to Chicago (ORD)

8.8/10 Excellent! (2,309 reviews)

Four Seasons Hotel Chicago

Downtown Chicago

Save 100% on your flight

$1,308

per person

Nov 2 - Nov 5

found 1 day ago

Roundtrip flight included

San Antonio (SAT) to Chicago (ORD)

9.4/10 Exceptional! (1,002 reviews)

The Wade

Downtown Chicago

$599

per person

Dec 3 - Dec 6

found 15 hours ago

Roundtrip flight included

Hartford (BDL) to Chicago (ORD)

8.6/10 Excellent! (2,088 reviews)

Don't see what you're looking for?

See all available trips from Columbus to Illinois

View all trips

4 Night Beach vacations in Illinois

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

The Wade

Downtown Chicago

$523

per person

Dec 3 - Dec 7

found 1 day ago

Roundtrip flight included

Birmingham (BHM) to Chicago (ORD)

8.6/10 Excellent! (2,088 reviews)

Swissotel - Chicago

Downtown Chicago

$546

per person

Dec 3 - Dec 7

found 1 day ago

Roundtrip flight included

Birmingham (BHM) to Chicago (ORD)

9/10 Wonderful! (3,518 reviews)

Fairmont Chicago at Millennium Park

Downtown Chicago

$549

per person

Dec 3 - Dec 7

found 1 day ago

Roundtrip flight included

Birmingham (BHM) to Chicago (ORD)

8.8/10 Excellent! (2,309 reviews)

Don't see what you're looking for?

See all available trips from Columbus to Illinois

View all trips

How do I book the best Illinois beach vacation packages?

Life’s a beach when you dive into our brilliant Illinois 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 Illinois?

A rental steps from the shore creates an amazingly affordable Illinois beach vacation. Seaside sojourns during low season start from $442. Prices and availability are subject to change. Additional terms may apply.

How can I book the best family beach vacations in Illinois?

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 Illinois 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 Illinois 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 Illinois beach vacation deals?

Sort your search results by deals to delight in amazing Illinois 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 Illinois beach trip with free cancellation and/or flexible dates?

Just like the Illinois 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 Illinois 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 Illinois. (OK, maybe not that last part.)

Top Beach Illinois Hotels

River Hotel

75 East Wacker Drive Chicago IL

11 min drive from Wrigley Field

$199 total

per night

Nov 1 - Nov 2

Settle in and relax at this hotel and get ready to stroll along the shoreline in Chicago, as you'll be near Ohio Street Beach. Amenities at River Hotel include ...

The Chicago Hotel Collection Ambassador Gold Coast

1301 N State Pkwy Chicago IL

8 min drive from Wrigley Field

$170 total

per night

Nov 1 - Nov 2

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 ...

8/10 Very Good! (2,398 reviews)

"I did not like this hotel despite being in a great neighborhood. Noisy, you can hear your neighbors, decor insipid in beige/gray, marijuana smoke coming from emergency stairwell into room, no water in room nor any coffee or room service."

Reviewed on Oct 3, 2026

The Chicago Hotel Collection - Magnificent Mile

166 E Superior Street Chicago IL

9 min drive from Wrigley Field

$181 total

per night

Nov 1 - Nov 2

Stroll along the shoreline in Chicago, as you'll be close to Oak Street Beach with a vacation at this boutique hotel. 2 restaurants, 2 bars, and a rooftop terrace ...

8/10 Very Good! (2,297 reviews)

"The room was very spacious. The location of the hotel was great. The breakfast was delicious. We will definitely stay here again!"

Reviewed on Oct 3, 2026

See all 10,487 properties in Illinois

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.