Photo by Leo Li

Plan, book, travel with confidence
Better together
Save up to ￥109,000 when you book a flight and hotel together*
Find the right fit
With over 300,000 hotels worldwide, it's easy to create a perfect package
Rest easy
Plan, book, and manage your trip all in one place

Top Beach vacation packages in Great Lakes

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

Millennium Hotel Knickerbocker Chicago

Downtown Chicago

￥96,796

per person

Jul 11 - Jul 13

found 1 day ago

Roundtrip flight included

Toronto (YYZ) to Chicago (ORD)

8.6/10 Excellent! (1,974 reviews)

Great place to stay definitely will be coming back and staying here again.

Reviewed on Jun 9, 2026

The Chicago Hotel Collection Ambassador Gold Coast

Downtown Chicago

￥99,036

per person

Jul 11 - Jul 13

found 1 day ago

Roundtrip flight included

Toronto (YYZ) to Chicago (ORD)

8.2/10 Very Good! (1,532 reviews)

The restaurant was not open very often. Nowhere to have a drink or buy snacks or drinks.

Reviewed on Jun 9, 2026

Hotel Lincoln

Lincoln Park

￥375,874

per person

Aug 21 - Aug 28

found 17 hours ago

Roundtrip non-stop flight included

Tokyo (TYO) to Chicago (ORD)

7.8/10 Good! (1,125 reviews)

Staff were very nice but the hotel is quite dated.

Reviewed on Jun 7, 2026

Claridge House Chicago, Tapestry Collection by Hilton

Downtown Chicago

￥184,550

per person

Aug 2 - Aug 8

found 1 day ago

Roundtrip non-stop flight included

San Francisco (SFO) to Chicago (ORD)

9/10 Wonderful! (1,513 reviews)

Had a nice stay. Room was clean and staff was friendly.

Reviewed on Jun 8, 2026

The Drake

Downtown Chicago

￥325,718

per person

Aug 4 - Aug 6

just found

Roundtrip flight included

Osaka (KIX) to Chicago (ORD)

9/10 Wonderful! (1,474 reviews)

Great location… However, they did not tell us that either the air-conditioning or the heater would work… Not both… Although it was Thanksgiving weekend and it was cold outside the room was very stuffy. Also the bathroom seemed like an industrial toilet…. Overall very beautiful property, but definitely needs a few upgrades.

Reviewed on Jun 9, 2026

Don't see what you're looking for?

See all available trips from Toronto to Great Lakes

View all trips

3 Night Beach vacations in Great Lakes

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

Millennium Hotel Knickerbocker Chicago

Downtown Chicago

￥310,136

per person

Aug 4 - Aug 6

just found

Roundtrip flight included

Osaka (KIX) to Chicago (ORD)

8.6/10 Excellent! (1,974 reviews)

Great place to stay definitely will be coming back and staying here again.

Reviewed on Jun 9, 2026

The Drake

Downtown Chicago

￥325,718

per person

Aug 4 - Aug 6

just found

Roundtrip flight included

Osaka (KIX) to Chicago (ORD)

9/10 Wonderful! (1,474 reviews)

Great location… However, they did not tell us that either the air-conditioning or the heater would work… Not both… Although it was Thanksgiving weekend and it was cold outside the room was very stuffy. Also the bathroom seemed like an industrial toilet…. Overall very beautiful property, but definitely needs a few upgrades.

Reviewed on Jun 9, 2026

The Chicago Hotel Collection Ambassador Gold Coast

Downtown Chicago

￥312,642

per person

Aug 4 - Aug 6

just found

Roundtrip flight included

Osaka (KIX) to Chicago (ORD)

8.2/10 Very Good! (1,532 reviews)

The restaurant was not open very often. Nowhere to have a drink or buy snacks or drinks.

Reviewed on Jun 9, 2026

Don't see what you're looking for?

See all available trips from Osaka to Great Lakes

View all trips

4 Night Beach vacations in Great Lakes

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

The Whitehall Hotel, BW Premier Collection

Downtown Chicago

￥306,579

per person

Aug 25 - Aug 28

just found

Roundtrip flight included

Osaka (KIX) to Chicago (ORD)

8.4/10 Very Good! (3,926 reviews)

Beautiful old hotel in great area of Chicago. Steps to great restaurants, and shopping! I had a lower floor room and my only comment was related to noise from the plumbing or A/C system that did keep me up part of the night. The staff was great!

Reviewed on Jun 8, 2026

Millennium Hotel Knickerbocker Chicago

Downtown Chicago

￥308,641

per person

Aug 25 - Aug 28

just found

Roundtrip flight included

Osaka (KIX) to Chicago (ORD)

8.6/10 Excellent! (1,974 reviews)

Great place to stay definitely will be coming back and staying here again.

Reviewed on Jun 9, 2026

Don't see what you're looking for?

See all available trips from Osaka to Great Lakes

View all trips

Top Beach Great Lakes Hotels

Grand Beach Resort Hotel

1683 US 31 N Traverse City MI

5 hours drive from Lake Erie

Recharge at this hotel and watch the sunset on the beach in Traverse City, as you'll be near Traverse City Beach. A private beach, an indoor pool, and a hot ...

9.2/10 Wonderful! (2,354 reviews)

Travelers like: on the beach, sun loungers, beach umbrellas, beach towels

Travelers say...

"This was a great place to stay. We would definitely come back again."

Reviewed on Jun 9, 2026

Sugar Beach Resort Hotel

1773 US 31 N Traverse City MI

5 hours drive from Lake Erie

At this hotel, get ready to walk along the waves in Traverse City, as you'll be close to Traverse City Beach. Amenities at Sugar Beach Resort Hotel include an ...

9/10 Wonderful! (1,808 reviews)

Travelers like: on the beach, sun loungers, beach umbrellas, beach towels

Travelers say...

"Nice hotel, great beach and a nice pool"

Reviewed on Jun 9, 2026

Breakers Resort & Beach Bar

927 North State Street St Ignace MI

11 hours drive from Lake Erie

Lounge by the shoreline in St Ignace, as you'll be near a private beach with a vacation at this hotel. 2 restaurants, 2 bars, and beach volleyball are just some ...

9.2/10 Wonderful! (1,395 reviews)

Travelers like: on the beach, sun loungers, beach bars, indoor pool

Travelers say...

"Having a hot tub and pool open 24 hours was fantastic! Especially after walking and biking all day it was nice to soak in the hot tub. The restaurant being on the property was so convenient."

Reviewed on Jun 9, 2026

See all 82,689 properties in Great Lakes

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.