
Chicago Beach Vacations
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Top Beach vacation packages in Chicago
Price found within the past 48 hours. Click for updated prices.

Claridge House
Downtown Chicago
Price was ¥185,594, price is now ¥162,522 per person
¥162,522
per person
Nov 1 - Nov 4
found 1 day ago
Roundtrip non-stop flight included
Komatsu (KMQ) to Chicago (ORD)
9/10 Wonderful! (1,367 reviews)
Amazing location in the Gold Coast area. Easy walk to the L and many restaurants!!
Reviewed on Sep 26, 2025

Swissotel - Chicago
Downtown Chicago
Price was ¥224,150, price is now ¥171,434 per person
¥171,434
per person
Nov 1 - Nov 4
found 1 day ago
Roundtrip non-stop flight included
Komatsu (KMQ) to Chicago (ORD)
9/10 Wonderful! (2,765 reviews)
It was a nice hotel and our view was beautiful.
Reviewed on Sep 25, 2025

Fairmont Chicago at Millennium Park
Downtown Chicago
Price was ¥208,992, price is now ¥176,450 per person
¥176,450
per person
Nov 1 - Nov 4
found 1 day ago
Roundtrip non-stop flight included
Komatsu (KMQ) to Chicago (ORD)
8.6/10 Excellent! (1,920 reviews)
I loved it definitely will be back. Great safe location
Reviewed on Sep 25, 2025

Hyatt Regency Chicago
Downtown Chicago
Price was ¥219,386, price is now ¥190,997 per person
¥190,997
per person
Nov 1 - Nov 4
found 1 day ago
Roundtrip non-stop flight included
Komatsu (KMQ) to Chicago (ORD)
9.2/10 Wonderful! (3,346 reviews)
Lovely experience all around! Highly recommended especially the lake view room. Will definitely be back!
Reviewed on Sep 26, 2025

Eurostars Magnificent Mile
Downtown Chicago
Price was ¥195,041, price is now ¥171,436 per person
¥171,436
per person
Nov 1 - Nov 4
found 1 day ago
Roundtrip non-stop flight included
Komatsu (KMQ) to Chicago (ORD)
8.8/10 Excellent! (3,044 reviews)
I checked in late in the evening and it felt very sketchy when my husband and I got there. The entrance had doors full of fingerprints. This has to be one of my biggest pet peeves! As we opened the door, there was a very unkept security guard. Didn’t make me feel very safe. We go to the elevator to reach the lobby and I felt uneasy. I was hoping that our check in would ease me, but it made it worse. The concierge was on the phone with someone when we walked up to the desk. While he was on the phone, he addressed us and asked us if we were checking in. I responded yes and he proceeded to talk on the phone with whomever he was talking to. I was just looking at him as he was talking to the person on the phone. He seemed to have read the room and told the person to hold and then attended to my husband and I. Our interaction wasn’t one that a concierge would have with a client. He wasn’t very inviting and honestly, I felt like I made a mistake in booking this hotel. He must’ve felt my vibe because he ended up upgrading us to a room at a higher level. Eventually, we ended up getting our keys and my husband and I went upstairs. When we got to the room, it wasn’t anything to brag about but the room was clean and I appreciated that. Forward to the next day, my husband and I woke up early and decided to find a place for breakfast. We went downstairs and your establishment had a different vibe. The concierge were so polished and welcoming. It changed the whole vibe of the hotel.
Reviewed on Sep 26, 2025
3 Night Beach vacations in Chicago
Price found within the past 48 hours. Click for updated prices.

Swissotel - Chicago
Downtown Chicago
Price was ¥224,150, price is now ¥171,434 per person
¥171,434
per person
Nov 1 - Nov 4
found 1 day ago
Roundtrip non-stop flight included
Komatsu (KMQ) to Chicago (ORD)
9/10 Wonderful! (2,765 reviews)
It was a nice hotel and our view was beautiful.
Reviewed on Sep 25, 2025

Fairmont Chicago at Millennium Park
Downtown Chicago
Price was ¥208,992, price is now ¥176,450 per person
¥176,450
per person
Nov 1 - Nov 4
found 1 day ago
Roundtrip non-stop flight included
Komatsu (KMQ) to Chicago (ORD)
8.6/10 Excellent! (1,920 reviews)
I loved it definitely will be back. Great safe location
Reviewed on Sep 25, 2025

Hyatt Regency Chicago
Downtown Chicago
Price was ¥219,386, price is now ¥190,997 per person
¥190,997
per person
Nov 1 - Nov 4
found 1 day ago
Roundtrip non-stop flight included
Komatsu (KMQ) to Chicago (ORD)
9.2/10 Wonderful! (3,346 reviews)
Lovely experience all around! Highly recommended especially the lake view room. Will definitely be back!
Reviewed on Sep 26, 2025
Top Beach Chicago Hotels

Millennium Knickerbocker Chicago
163 East Walton Place, Chicago, IL
Recharge at this hotel and get ready to stroll along the shore in Chicago, as you'll be near Oak Street Beach. Amenities at Millennium Knickerbocker Chicago ...
8.4/10 Very Good! (1,975 reviews)
"Great Views and Area"
Reviewed on Sep 24, 2025

The Whitehall Hotel, BW Premier Collection
105 E Delaware Pl, Chicago, IL
Enjoy sunsets on the beach in Chicago, as you'll be a short walk from Oak Street Beach with a vacation at this boutique hotel. A restaurant and a bar are just ...
8.2/10 Very Good! (3,615 reviews)
"This is an older property but they have done a great job hacking the rooms so you can charge your devices and the internet is decent as well. I would undoubtedly return. Finally, the staff are super friendly and helpful."
Reviewed on Sep 24, 2025

Chicago Lake Shore Hotel
4900 S Lake Shore Dr, Chicago, IL
Settle in and relax at this hotel and get ready to lounge by the shoreline in Chicago, as you'll be close to the beach.
"hotel was about what we expected. Nice breakfast and staff was kind"
Reviewed on Nov 8, 2023
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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.