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.

The Wade

Downtown Chicago

$385

per person

Dec 20 - Dec 22

found 6 hours ago

Roundtrip flight included

Fort Myers (FMY) to Chicago (ORD)

8.6/10 Excellent! (2,117 reviews)

The Ritz-Carlton, Chicago

Downtown Chicago

Save 100% on your flight

$867

per person

Dec 20 - Dec 24

found 19 hours ago

Roundtrip non-stop flight included

Phoenix (PHX) to Chicago (ORD)

9.2/10 Wonderful! (1,001 reviews)

Four Seasons Hotel Chicago

Downtown Chicago

Save 100% on your flight

$833

per person

Dec 20 - Dec 23

found 3 hours ago

Roundtrip flight included

Los Angeles (LAX) to Chicago (ORD)

9.4/10 Exceptional! (1,002 reviews)

Fairmont Chicago at Millennium Park

Downtown Chicago

$410

per person

Nov 21 - Nov 23

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Chicago (ORD)

8.8/10 Excellent! (2,309 reviews)

To quality service from every staff member. Great views. Upgrade to the gold rooms for a wonderful view and access to the lounge. Lounge breakfast and dinner and dessert is WORTH THE $.

Reviewed on Oct 19, 2026

Swissotel - Chicago

Downtown Chicago

$403

per person

Dec 20 - Dec 22

found 6 hours ago

Roundtrip flight included

Fort Myers (FMY) to Chicago (ORD)

9/10 Wonderful! (3,523 reviews)

I traveled from Cincinnati Ohio and the room on the 36th floor had a great view of Lake Michigan. Valet staff for parking was excellent as well. Highly recommended if you’re planning to visit Chicago.

Reviewed on Oct 19, 2026

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

$833

per person

Dec 20 - Dec 23

found 3 hours ago

Roundtrip flight included

Los Angeles (LAX) to Chicago (ORD)

9.4/10 Exceptional! (1,002 reviews)

The Ritz-Carlton, Chicago

Downtown Chicago

Save 100% on your flight

$867

per person

Dec 20 - Dec 24

found 19 hours ago

Roundtrip non-stop flight included

Phoenix (PHX) 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 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

$471

per person

Dec 20 - Dec 23

found 5 hours ago

Roundtrip flight included

Austin (AUS) to Chicago (ORD)

8.8/10 Excellent! (2,309 reviews)

To quality service from every staff member. Great views. Upgrade to the gold rooms for a wonderful view and access to the lounge. Lounge breakfast and dinner and dessert is WORTH THE $.

Reviewed on Oct 19, 2026

Sheraton Grand Chicago Riverwalk

Downtown Chicago

$472

per person

Dec 20 - Dec 23

found 5 hours ago

Roundtrip flight included

Austin (AUS) to Chicago (ORD)

8.6/10 Excellent! (1,841 reviews)

It took 55 minutes to check in and then when I was taking a shower, the showerhead fell off and the water pressure almost knocked me down, and you had to wiggle the toilet to get us to stop

Reviewed on Oct 19, 2026

Four Seasons Hotel Chicago

Downtown Chicago

Save 100% on your flight

$833

per person

Dec 20 - Dec 23

found 3 hours ago

Roundtrip flight included

Los Angeles (LAX) to Chicago (ORD)

9.4/10 Exceptional! (1,002 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.

Swissotel - Chicago

Downtown Chicago

$397

per person

Dec 20 - Dec 24

found 8 hours ago

Roundtrip flight included

Atlanta (ATL) to Chicago (ORD)

9/10 Wonderful! (3,523 reviews)

Reviewed on Oct 19, 2026

Sheraton Grand Chicago Riverwalk

Downtown Chicago

$479

per person

Dec 20 - Dec 24

found 8 hours ago

Roundtrip flight included

Atlanta (ATL) to Chicago (ORD)

8.6/10 Excellent! (1,841 reviews)

It took 55 minutes to check in and then when I was taking a shower, the showerhead fell off and the water pressure almost knocked me down, and you had to wiggle the toilet to get us to stop

Reviewed on Oct 19, 2026

The Ritz-Carlton, Chicago

Downtown Chicago

Save 100% on your flight

$867

per person

Dec 20 - Dec 24

found 19 hours ago

Roundtrip non-stop flight included

Phoenix (PHX) 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 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 $385. 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

1 hour drive from Naval Base Great Lakes

$152 nightly

$181 total

Nov 1 - Nov 2

Total with taxes and fees

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.

The Chicago Hotel Collection - Magnificent Mile

166 E Superior Street Chicago IL

1 hour drive from Naval Base Great Lakes

$142 nightly

$169 total

Nov 9 - Nov 10

Total with taxes and fees

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! (2,430 reviews)

"Cl"

Reviewed on Oct 19, 2026

The Chicago Hotel Collection Ambassador Gold Coast

1301 N State Pkwy Chicago IL

1 hour drive from Naval Base Great Lakes

$121 nightly

$143 total

Nov 11 - Nov 12

Total with taxes and fees

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

8/10 Very Good! (2,538 reviews)

"Just mid for real over priced for what it is"

Reviewed on Oct 20, 2026

See all 10,627 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.