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Matchups for Oct. 20, 2023 include:
- Des Moines Roosevelt vs. Des Moines East
- IKM Manning vs. Madrid
- Central Decatur vs. Earlham
- Clarke vs. Roland Story
- Albia vs. Van Meter
- North Polk vs. ADM
- Waukee Northwest vs. Ames
- Urbandale vs. Ankeny Centennial
- Des Moines Lincoln vs. Southeast Polk
- Des Moines North vs. Indianola
- Newton vs. Des Moines Hoover
- Ogden vs. Pella Christian
- Wilton vs. Woodward-Granger
- Montezuma vs. Gladbrook-Reinbeck
- South Hardin vs. Sumner-Fred
- Glidden-Ralston vs. Exira-Ehk
- Southeast Warren vs. CAM
- Cherokee vs. Kuemper Catholic
- Sioux City North vs. Dowling Catholic
- Johnston vs. Sioux City East
- Cedar Rapids Washington vs. Ankeny
- Dallas Center-Grimes vs. Lewis Central
- West Des Moines Valley vs. Marshalltown
- Carlisle vs. Bondurant-Farrar
- Norwalk vs. Glenwood
- Boone vs. Ballard
- Creston vs. Perry
- Nevada vs. Atlantic
- Council Bluffs Jefferson vs. Winterset
- Pella vs. Gilbert
- Harlan vs. Knoxville
- Fairfield vs. Grinnell
- Humboldt vs. Webster City
- Oskaloosa vs. North Scott
- Spencer vs. Fort Dodge
- Ottumwa vs. Waterloo West
- BHRV vs. Carroll
- Pekin vs. Lynnville-Sully
- Boyer Valley vs. Audubon
- Des Moines Christian vs. Clarinda
- South Central Calhoun vs. Logan-Magnolia
- Mount Ayr vs. ACGC