Top Beach vacation packages in Northwest Chicago

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

Level Chicago – Old Town

Downtown Chicago

Save 100% on your flight

$339

per person

Apr 16 - Apr 19

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Chicago (ORD)

9/10 Wonderful! (380 reviews)

My girlfriend and I had an awesome time enjoying the space for a fun girls night out. Would recommend to anyone!

Reviewed on Feb 2, 2026

Hotel Riu Plaza Chicago

Downtown Chicago

Save 100% on your flight

$420

per person

Apr 17 - Apr 20

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Chicago (ORD)

9.4/10 Exceptional! (2,790 reviews)

Best location, breakfast is excellent

Reviewed on Feb 13, 2026

Fairmont Chicago at Millennium Park

Downtown Chicago

$359

per person

Apr 23 - Apr 26

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Chicago (ORD)

8.6/10 Excellent! (2,008 reviews)

The staff is incredible. We always enjoy staying here!

Reviewed on Feb 8, 2026

The Emily Hotel

Downtown Chicago

Save 100% on your flight

$381

per person

Apr 24 - Apr 27

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Chicago (ORD)

9.2/10 Wonderful! (1,264 reviews)

Amazing hotel. Always stay here when I make a trip to Chicago.

Reviewed on Feb 10, 2026

Thompson Chicago, by Hyatt

Downtown Chicago

Save 100% on your flight

$383

per person

Apr 16 - Apr 19

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Chicago (ORD)

9.2/10 Wonderful! (1,266 reviews)

Perfect location and wonderful staff

Reviewed on Feb 8, 2026

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5* Beach vacations in Northwest Chicago

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

Trump International Hotel & Tower Chicago

Downtown Chicago

Save 100% on your flight

$694

per person

Mar 25 - Mar 28

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Chicago (ORD)

9.4/10 Exceptional! (1,773 reviews)

Lovely room. Excellent staff.

Reviewed on Feb 3, 2026

Park Hyatt Chicago

Downtown Chicago

Save 100% on your flight

$785

per person

Apr 24 - Apr 27

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Chicago (ORD)

9.6/10 Exceptional! (1,000 reviews)

Everything was great… but the staff was absolutely amazing! Thank you for taking such great care of us.

Reviewed on Jan 24, 2026

The Peninsula Chicago

Downtown Chicago

Save 100% on your flight

$918

per person

Apr 24 - Apr 27

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Chicago (ORD)

9.8/10 Exceptional! (1,003 reviews)

Hot tub was closed - notified of it 1 day before arrival. The hotel restaurant The Lobby serves frozen food for kids - they used to make the chicken nuggets. Now they just heat up the frozen dino nuggets for the kids. They figure kids won't know the difference between real food and frozen food. A departure from what is supposed to be 5 star hotel standards.

Reviewed on Feb 13, 2026

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See all available trips from Columbus to Northwest Chicago

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3 Night Beach vacations in Northwest Chicago

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

Level Chicago – Old Town

Downtown Chicago

Save 100% on your flight

$339

per person

Apr 16 - Apr 19

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Chicago (ORD)

9/10 Wonderful! (380 reviews)

My girlfriend and I had an awesome time enjoying the space for a fun girls night out. Would recommend to anyone!

Reviewed on Feb 2, 2026

Hotel Riu Plaza Chicago

Downtown Chicago

Save 100% on your flight

$420

per person

Apr 17 - Apr 20

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Chicago (ORD)

9.4/10 Exceptional! (2,790 reviews)

Best location, breakfast is excellent

Reviewed on Feb 13, 2026

Fairmont Chicago at Millennium Park

Downtown Chicago

$359

per person

Apr 23 - Apr 26

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Chicago (ORD)

8.6/10 Excellent! (2,008 reviews)

The staff is incredible. We always enjoy staying here!

Reviewed on Feb 8, 2026

Don't see what you're looking for?

See all available trips from Columbus to Northwest Chicago

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4 Night Beach vacations in Northwest Chicago

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

Hotel Felix River North/Magnificent Mile

Downtown Chicago

$370

per person

Apr 16 - Apr 20

found 1 day ago

Roundtrip flight included

Boston (BOS) to Chicago (ORD)

8.2/10 Very Good! (2,365 reviews)

There were no glasses in the room to drink out of. There was no lotion. There was no coffee maker. The shower curtain does not stretch the whole way so water gets all over the bathroom. We had a free VIP "hot" breakfast. When went down, there was no hot food. Just coffee and some bakery items. And no employee to serve us. Very, very misleading. We won't be staying here again.

Reviewed on Feb 2, 2026

Hotel Riu Plaza Chicago

Downtown Chicago

$496

per person

Apr 16 - Apr 20

found 1 day ago

Roundtrip flight included

Boston (BOS) to Chicago (ORD)

9.4/10 Exceptional! (2,790 reviews)

Best location, breakfast is excellent

Reviewed on Feb 13, 2026

Eurostars Magnificent Mile

Downtown Chicago

$494

per person

Apr 16 - Apr 20

found 1 day ago

Roundtrip flight included

Boston (BOS) to Chicago (ORD)

8.8/10 Excellent! (3,098 reviews)

Amazing, staff was great, food was great, views were perfect.

Reviewed on Feb 13, 2026

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

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

A rental steps from the shore creates an amazingly affordable Northwest Chicago beach vacation. Seaside sojourns during low season start from $339. Prices and availability are subject to change. Additional terms may apply.

When should I book a Northwest Chicago beach holiday?

For a bustling beach break, book in . For a less crowded coast, is the time to turn up.

How can I book the best family beach vacations in Northwest 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 Northwest 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 Northwest 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 Northwest Chicago beach vacation deals?

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

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

Top Beach Northwest Chicago Hotels

Friends-Inspired 3 BDR Escape Vintage Vibes & Private Garden Near Chicago

Schaumburg IL

8 min drive from Schaumburg Convention Center

Book a stay at this family-friendly vacation home in Schaumburg. Enjoy private pools, a fitness center, and a garden. Popular attractions Woodfield Mall and ...

9.8/10 Exceptional! (14 reviews)

Rooms were too hot or freezing hard to regulate.

Reviewed on Dec 30, 2025

Schaumburg Pool House

Schaumburg IL

4 min drive from Schaumburg Convention Center

Stay at this vacation home in Schaumburg. Enjoy free WiFi, private pools, and a garden. Popular attractions Woodfield Mall and Spring Valley are located ...

9.4/10 Exceptional! (19 reviews)

Very nice home in a nice and quiet neighborhood. Would have loved to have been there during the pool season. Looks like it would be a beautiful pool.

Reviewed on Oct 13, 2025

Chicago&O’Hare! King Bed+WiFi+Deck&Fence. New Bathroom

Schaumburg IL

9 min drive from Schaumburg Convention Center

Book a stay at this family-friendly vacation home in Schaumburg. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Woodfield Mall and The ...

9.6/10 Exceptional! (32 reviews)

This is our second stay at the property. The place is clean, comfortable, and in a good location. I recommend it for families of six or fewer.

Reviewed on Dec 28, 2025

See all 4,090 properties in Northwest 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.