Central Illinois All inclusive Vacations 2026

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Top All inclusive vacation packages in Central Illinois

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

Level Chicago Fulton Market

Downtown Chicago

￥293,079

per person

May 1 - May 6

found 1 day ago

Roundtrip non-stop flight included

Tokyo (TYO) to Chicago (ORD)

9.2/10 Wonderful! (347 reviews)

Room smelled like food but overall very clean, very great service and staff both night and morning shift.

Reviewed on Feb 16, 2026

Trump International Hotel & Tower Chicago

Downtown Chicago

￥427,516

per person

Apr 30 - May 6

found 1 day ago

Roundtrip flight included

Osaka (ITM) to Chicago (ORD)

9.4/10 Exceptional! (1,773 reviews)

Great hotel, plus excellent service me and my wife like it we definitely coming back thanks

Reviewed on Feb 17, 2026

Waldorf Astoria Chicago

Downtown Chicago

￥431,470

per person

Apr 30 - May 6

found 1 day ago

Roundtrip flight included

Osaka (ITM) to Chicago (ORD)

9.4/10 Exceptional! (1,000 reviews)

Completely loved our stay. Probably the best hotel in all Chicago. Amenities are great and the staff are even better.

Reviewed on Jan 26, 2026

Viceroy Chicago

Downtown Chicago

￥391,456

per person

Apr 30 - May 6

found 1 day ago

Roundtrip flight included

Osaka (ITM) to Chicago (ORD)

9.4/10 Exceptional! (1,129 reviews)

Clean room welcoming staff

Reviewed on Feb 21, 2026

Landing Apartments - Eureka

￥360,197

per person

Apr 1 - Apr 8

found 8 hours ago

Roundtrip non-stop flight included

Tokyo (HND) to St. Louis (STL)

No reviews

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5* All inclusive vacations in Central Illinois

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

Trump International Hotel & Tower Chicago

Downtown Chicago

￥427,516

per person

Apr 30 - May 6

found 1 day ago

Roundtrip flight included

Osaka (ITM) to Chicago (ORD)

9.4/10 Exceptional! (1,773 reviews)

Great hotel, plus excellent service me and my wife like it we definitely coming back thanks

Reviewed on Feb 17, 2026

Waldorf Astoria Chicago

Downtown Chicago

￥431,470

per person

Apr 30 - May 6

found 1 day ago

Roundtrip flight included

Osaka (ITM) to Chicago (ORD)

9.4/10 Exceptional! (1,000 reviews)

Completely loved our stay. Probably the best hotel in all Chicago. Amenities are great and the staff are even better.

Reviewed on Jan 26, 2026

The Peninsula Chicago

Downtown Chicago

￥984,472

per person

May 1 - May 6

found 1 day ago

Roundtrip flight included

Osaka (ITM) to Chicago (ORD)

9.8/10 Exceptional! (1,003 reviews)

The room was comfortable and beautiful design. Comfortable bed and bedding. Large desk. Good walkable location. But we could hear sirens at night

Reviewed on Feb 16, 2026

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3 Night All inclusive vacations in Central Illinois

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

Hotel Riu Plaza Chicago

Downtown Chicago

￥278,734

per person

May 13 - May 16

found 1 day ago

Roundtrip non-stop flight included

Tokyo (HND) to Chicago (ORD)

9.4/10 Exceptional! (2,790 reviews)

Great staff, clean rooms. Great location

Reviewed on Feb 21, 2026

Level Chicago – Old Town

Downtown Chicago

￥295,819

per person

May 13 - May 16

found 1 day ago

Roundtrip non-stop flight included

Tokyo (HND) to Chicago (ORD)

9/10 Wonderful! (380 reviews)

First off I want to give a special shout out to Eric! He assisted us so well in every way possible. I also didn’t expect it to be such a nice condo complex but I was so impressed by the rooms, amenities and the workers. Will definitely be coming back very soon!

Reviewed on Feb 19, 2026