$259 Find Cheap Flights from Jacksonville to Chicago - Compare and Save

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

There are currently no nonstop flights available from Jacksonville to Chicago. Flights with 1 layover take between 4h 43m and 4h 51m in total, depending on the connection.

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.

Round-trip flights from Jacksonville to Chicago range from $430 to $602, with an average of $520 over the past 12 months. Anything below $430 counts as a good deal.

Yes. Based on fares seen in the past 5 days, round-trip prices on this route showed a wide range, from about $429 to $922. That means the highest observed fare was about 2x higher than the lowest one.

One-way fares from Jacksonville to Chicago are currently higher than usual. Average one-way flight prices are about $579, which is 49% above the typical average for this route.

Since Chicago is served by multiple airports, car rental options and rates can vary depending on which one you fly into.
Near Chicago O'Hare Intl Airport (ORD) — daily rates averaging $64:

• Routes Car & Truck Rentals
• Europcar
• Hertz
• Ace
• Dollar

Near Chicago Midway Airport (MDW) — daily rates averaging $84:

• Hertz
• Dollar
• Budget
• Alamo
• Rent-A-Wreck

Near Chicago Greater Rockford Airport (RFD) — daily rates averaging $81:

• Alamo
• Enterprise Rent-A-Car
• Budget
• Avis
• National

Flights from Jacksonville to Chicago usually depart from Jacksonville Albert J Ellis (OAJ) and may arrive at several airports in Chicago area, including Chicago Midway (MDW), Chicago O'Hare Intl (ORD) and Chicago Greater Rockford (RFD).

Connecting flights from Jacksonville to Chicago most commonly pass through:

• Atlanta Hartsfield-Jackson (ATL) - 55% of one-stop connections
• Charlotte Douglas (CLT) - 45% of one-stop connections

Yes. Flexible dates can save you up to 27% on flights from Jacksonville to Chicago. Wednesday is the cheapest departure day at $407 round-trip on average, while Sunday is the most expensive at $554, a difference of $147.

KAYAK's flexible dates feature shows options up to 3 days before and after your selected dates, making it easier to compare nearby fares.

Flying via Charlotte Douglas (CLT) gives the shortest average 1-stop total travel time at 4h 43m, compared with 4h 51m via Atlanta Hartsfield-Jackson (ATL).

Some of the most popular sights in Chicago are Magnificent Mile, Grant Park and Soldier Field. These are among the most viewed places in Chicago on KAYAK.