$102 Find Cheap Flights from Chicago Midway Airport to Jacksonville - Compare and Save

Among airlines operating Chicago Midway Airport to Jacksonville flights:

• Southwest: offers free seat selection

Extra legroom and free seat selection availability depends on fare class and route.

Only Southwest operates flights between Chicago Midway Airport and Jacksonville.

Flights from Chicago Midway Airport to Jacksonville usually depart from Chicago Midway (MDW) and arrive at Jacksonville (JAX).

Here are some options for this route, based on selected ticket types and cabin classes:

• Southwest: a cabin bag and a checked bag in Economy Class

Bag allowance can vary by ticket type, cabin class, route and airline, so travelers should check the fare details before booking.

Only Economy Class is available on flights from Chicago Midway Airport to Jacksonville.

On this route, layover flights are cheaper than nonstop options on average. Layover fares average $277 round-trip via Atlanta Hartsfield-Jackson (ATL), compared to $352 for nonstop.

There is no standard. Checked-bag policies vary by airline on this route. Most carriers charge $45–$90 for the first checked bag in economy. Premium fares and elite-status bookings typically include a free checked bag.

The Airbus A319 family is used most often on this route, operated mainly by American Airlines and United Airlines. Other aircraft seen on the route include Embraer 175 (Enhanced Winglets) variants.

One-stop flights from Chicago Midway Airport to Jacksonville most commonly connect through:

• Atlanta Hartsfield-Jackson (ATL) - 90% of one-stop connections
• Nashville Intl (BNA) - 8% of one-stop connections
• Lambert-St Louis (STL) - 3% of one-stop connections

Atlanta Hartsfield-Jackson (ATL) handles the largest share of one-stop connections on this route.

Yes. Being flexible with your travel dates can save you up to 36% on the Chicago Midway Airport to Jacksonville route. Tuesday is the cheapest departure day at $279 round-trip on average, while Sunday is the most expensive at $431, a difference of $152. KAYAK's flexible dates feature shows options up to 3 days before and after your selected dates, making it easier to compare nearby fares.

Evening is the busiest departure period on Chicago Midway Airport to Jacksonville flights, with 100% of flights leaving in that window. Morning departures account for 0%, afternoon flights for 0%, and night flights for 0%.

Some of the most popular sights in Jacksonville are St. Johns Town Center, Mayo Clinic- Kinne Auditorium and Downtown Jacksonville Multiple Property Submission. These are among the most viewed places in Jacksonville on KAYAK.

These are the earliest and latest flight times available from Chicago Midway Airport to Jacksonville:

• Earliest: departs at 8:00 am and lands at 10:19 am
• Latest: departs at 9:10 pm and lands at 11:29 pm.

The flight takes about 2h 19m.

Last-minute fares on this route - booked within 2 weeks of departure - run 25% above the route average of $339. Book 13 weeks before departure for the lowest fares.

A nonstop flight from Chicago Midway Airport to Jacksonville takes 2h 19m, covering 849 miles.

No, a passport is not required for this domestic route, but you will need a real ID-compliant driver's license, a state ID, or another TSA-accepted form of identification.

Yes. Based on fares seen in the past 5 days, round-trip prices on this route showed a wide range, from about $215 to $1,333. That means the highest observed fare was about 6x higher than the lowest one.

One-way fares from Chicago Midway Airport to Jacksonville are currently lower than usual. Average one-way flight prices are about $137, which is 22% below the typical average for this route.

Flying via Lambert-St Louis (STL) gives the shortest average 1-stop total travel time at 4h 15m, compared with 4h 46m via Nashville Intl (BNA) and 6h 35m via Atlanta Hartsfield-Jackson (ATL).

Jacksonville is 1 hour ahead of Chicago Midway Airport (Eastern Time vs Central Time). Plan for the time shift when scheduling connections or first-day activities.

Jacksonville Airport (JAX) hosts 5 major car rental companies, with daily rates starting from around $19 for economy cars. Top options include:
· Easirent
· Hertz
· Dollar
· Budget
· Thrifty

Round-trip flights from Chicago Midway Airport to Jacksonville range from $273 to $428, with an average of $339 over the past 12 months. Anything below $273 counts as a good deal.