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Southwest Airlines.

During holiday seasons, like Thanksgiving, Christmas, New Year, Independence Day and Memorial Day, book flights from St. Augustine, St. Augustine Airport to (MDW) Chicago, Chicago Midway International Airport at least 2 months in advance.

The price shown for each flight will be the average for all passengers including any infants.

Air fares with one or more stops are usually cheaper than St Augustine (UST) to Chicago (MDW) direct flights. Cheap Flights from St Augustine to Chicago Flights up for grab on iCheapFlight! Enjoy great discounts on UST to CHI Flights with us. We offer the lowest flights from St Augustine to Chicago online. Book now and save big! Check My Booking Customer Support. Call Us. Check My Booking. Travelodge by Wyndham Downtown Chicago. 2 out of 5.

65 E Harrison St, Chicago, IL. The price isper night from Aug 29 to Augper night. Aug 29 - Aug Located in The Loop, this hotel is steps from Columbia College Chicago, Grant Park, and State Street.

Art Institute of Chicago and Buckingham Fountain are also Destination: Chicago. Airfares from 21 One Way, 41 Round Trip from Chicago to St. Augustine.

Prices starting at 41 for return flights and 21 for one-way flights to St. Augustine were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply. Wed, Dec 8. Alternative routes for Chicago to St. Augustine. See prices for flight routes from nearby airports that may be better suited for you. Champaign University-Willard to Daytona Beach frompp.

Greater Peoria to Daytona Beach frompp. Bloomington Bloomington-Normal to Daytona Beach frompp.