Top Southern Illinois vacation package deals

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

2.5-star property

Hampton Inn By Hilton St Louis Airport

Woodson Terrace

9/10 Wonderful! (249 reviews)

Jan 17 - Jan 21

4 night stay

Chicago (ORD) to St. Louis (STL)

American Airlines • Roundtrip • Coach

$429

per person

found 1 day ago

4.5-star property

The Royal Sonesta Chase Park Plaza St. Louis

Central West End

9.2/10 Wonderful! (1,010 reviews)

Jan 17 - Jan 21

4 night stay

Chicago (ORD) to St. Louis (STL)

American Airlines • Roundtrip • Coach

$512

per person

found 1 day ago

We enjoyed our stay ! The staff was very helpful and friendly. Quite pleasant to meet and talk with.

Reviewed on Nov 1, 2026

4.0-star property

The Cheshire

8.8/10 Excellent! (1,010 reviews)

Jan 17 - Jan 21

4 night stay

Chicago (ORD) to St. Louis (STL)

American Airlines • Roundtrip • Coach

$498

per person

found 1 day ago

The Cheshire Inn is such a great, unique hotel - we loved our first stay here! We came in for WashU parents' weekend and stayed two nights. Very well-appointed hotel, super cute decorations and theme, very clean and tidy. The bar is a nice spot for a cocktail or draft beer and the lobby and sitting areas are spacious and comfy. Free breakfast was a very nice amenity. We very much look forward to staying at the Cheshire again in the future!

Reviewed on Nov 3, 2026

4.5-star property

The Respite Bed and Breakfast

9.8/10 Exceptional! (370 reviews)

Jan 12 - Jan 19

7 night stay

Minneapolis (MSP) to Paducah (PAH)

United • Non-stop roundtrip • Coach

$828

per person

found 7 hours ago

This was our second stay at the Respite and it was as good as the first. The rooms are beautiful and clean, the bed is comfortable and the breakfast is fabulous.

Reviewed on Nov 1, 2026