Flights from your city to the Midwest for 4 days
Where to fly from your city to the Midwest for 4 days: round trips of 3 to 4 nights to Chicago, Minneapolis, Detroit, Saint Louis, Kansas City and Cleveland and more. Pick a destination to see every date, or search your own dates in one tap.
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Dates: A December long weekend, Dec 3 – Dec 6, 2026 · A March long weekend, Mar 4 – Mar 7, 2027.
Choose your departure city
Each city page shows real round-trip fares from that city, with the cheapest one for each destination.
United States: Seattle · New York · San Francisco Bay Area · Los Angeles · Miami or Fort Lauderdale · Denver · Houston · Washington, DC · Dallas-Fort Worth · Atlanta · Orlando · Las Vegas · Charlotte · Phoenix · Boston · Philadelphia · Salt Lake City · San Diego · Nashville · Tampa · Austin · Honolulu · Portland · Raleigh/Durham · Sacramento · San Juan · New Orleans · Fort Myers · San Antonio · Pittsburgh · West Palm Beach · Jacksonville · Maui · Hartford · Charleston · Anchorage · Boise · Albuquerque · Buffalo · Richmond · Norfolk
Where to go and why
- Chicago: Chicago's architecture, lakefront and deep-dish
- Chicago: Chicago Midway, the close-in airport
- Minneapolis: Minneapolis and St. Paul's lakes and the Mall of America
- Detroit: Detroit's music history and the Motor City's comeback
- Saint Louis: St. Louis' Gateway Arch and barbecue
- Kansas City: Kansas City's barbecue and jazz
- Cleveland: Cleveland's Rock and Roll Hall of Fame and lakefront
- Columbus: Columbus' breweries and Short North arts district
- Cincinnati: Cincinnati's riverfront and chili
- Indianapolis: Indianapolis' speedway and canal walk
- Milwaukee: Milwaukee's breweries and lakefront festivals
- Pittsburgh: Pittsburgh's rivers, inclines and museums