Flights to Chicago from JAX – Find the Best Deals with FlyingScanner
Planning a trip from Jacksonville to the Windy City? Whether you’re heading to Chicago for business, a weekend getaway, or to catch a game at Wrigley Field, FlyingScanner is your go-to platform for finding the best deals on flights from Jacksonville International Airport (JAX) to Chicago.
Top Airlines Flying from JAX to Chicago
Multiple airlines operate direct and connecting flights between Jacksonville to Chicago. Major carriers on this route include:
American Airlines
United Airlines
Delta Air Lines
Southwest Airlines
Nonstop flights typically arrive at Chicago O’Hare International Airport (ORD) or Chicago Midway International Airport (MDW), with O’Hare being the more common choice for direct routes.
Average Flight Time and Distance
Flight distance: Approximately 865 miles
Average direct flight time: Around 2 hours and 30 minutes
If you’re flying a connecting route, travel time can range from 4 to 7 hours, depending on the layover duration and location.
Best Time to Book Cheap Flights
To score the best prices, consider these tips:
Book 2 to 4 weeks in advance for the best fares on nonstop flights.
Fly midweek (Tuesdays and Wednesdays) when fares are typically lower.
Avoid peak travel seasons like summer and major holidays when prices tend to surge.
Use FlyingScanner’s flexible date search feature to compare prices across multiple days and find the cheapest flights to fit your schedule.
What to Expect Upon Arrival
Chicago offers two main airports:
O’Hare International Airport (ORD): Located about 17 miles from downtown, with easy access via the Blue Line train, taxis, or ride-shares.
Midway International Airport (MDW): Closer to the city center and a popular choice for Southwest Airlines travelers.
Once you land, Chicago’s iconic sights await – from the Willis Tower Skydeck and Millennium Park to deep-dish pizza and Lake Michigan views.
Why Book with FlyingScanner?
FlyingScanner helps travelers compare flight prices from dozens of airlines and booking sites, ensuring you get the best deal every time. No hidden fees, no hassle – just clear, accurate fare comparisons and helpful travel insights.