Fare Guide
Estimated lowest fares found within 7 days
The cheapest airline(s) flying from Chicago to Jacksonville is Frontier Airlines.
Travel Period: June 2024 - May 2025
The cheapest month(s) to fly from Chicago to Jacksonville is June.
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Jun 2024
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Jul 2024
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Aug 2024
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Sep 2024
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Oct 2024
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Nov 2024
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Dec 2024
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Jan 2025
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Feb 2025
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Mar 2025
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Apr 2025
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May 2025
The cheapest day(s) of the week to fly from Chicago to Jacksonville is Wednesday.
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Sun Sunday
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Mon Monday
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Tue Tuesday
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Wed Wednesday
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Thu Thursday
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Fri Friday
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Sat Saturday
The cheapest time of the day to fly from Chicago to Jacksonville is in the early morning.
Flight Schedules
Last Updated: Thu, 2 May, 2024
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06:40 - 11:30MDW - JAX
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06:40 (MDW)Chicago Midway Airport
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11:30 (JAX)Jacksonville International Airport
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Southwest Airlines (WN 4681)Boeing 737 700 - 3h 50m
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07:15 - 10:30ORD - JAX
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07:15 (ORD)Chicago O'Hare International Airport
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10:30 (JAX)Jacksonville International Airport
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United Airlines (UA 1106)Boeing 737 700 - 2h 15m
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- Boeing 737 700
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09:50 - 13:14ORD - JAX
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09:50 (ORD)Chicago O'Hare International Airport
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13:14 (JAX)Jacksonville International Airport
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American Airlines (AA 3486)Embraer 170 - 2h 24m
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10:25 - 13:35MDW - JAX
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10:25 (MDW)Chicago Midway Airport
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13:35 (JAX)Jacksonville International Airport
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Southwest Airlines (WN 987)Boeing 737 700 - 2h 10m
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10:50 - 14:05MDW - JAX
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10:50 (MDW)Chicago Midway Airport
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14:05 (JAX)Jacksonville International Airport
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Southwest Airlines (WN 766)Boeing 737 700 - 2h 15m
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- Boeing 737 700
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13:30 - 16:45MDW - JAX
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13:30 (MDW)Chicago Midway Airport
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16:45 (JAX)Jacksonville International Airport
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Southwest Airlines (WN 987)Boeing 737 Max 8 Passenger - 2h 15m
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13:55 - 17:05MDW - JAX
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13:55 (MDW)Chicago Midway Airport
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17:05 (JAX)Jacksonville International Airport
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Southwest Airlines (WN 987)Boeing 737 700 - 2h 10m
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- Boeing 737 700
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14:30 - 17:40ORD - JAX
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14:30 (ORD)Chicago O'Hare International Airport
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17:40 (JAX)Jacksonville International Airport
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United Airlines (UA 1796)Airbus - 2h 10m
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16:56 - 23:29ORD - JAX
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16:56 (ORD)Chicago O'Hare International Airport
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23:29 (JAX)Jacksonville International Airport
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United Airlines (UA 762)Boeing 737 800 - 5h 33m
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- Boeing 737 800
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17:53 - 21:08ORD - JAX
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17:53 (ORD)Chicago O'Hare International Airport
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21:08 (JAX)Jacksonville International Airport
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United Airlines (UA 1269)Boeing 737 700 - 2h 15m
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- Boeing 737 700
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18:25 - 21:44ORD - JAX
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18:25 (ORD)Chicago O'Hare International Airport
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21:44 (JAX)Jacksonville International Airport
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American Airlines (AA 410)Boeing 737 800 - 2h 19m
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- Boeing 737 800
Connecting Flights
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05:45 - 07:10MDW - BNA10:10 - 12:40BNA - JAX
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05:45 (MDW)Chicago Midway Airport10:10 (BNA)Nashville Airport
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07:10 (BNA)Nashville Airport12:40 (JAX)Jacksonville International Airport
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Southwest Airlines (WN 270)Boeing 737 700 Southwest Airlines (WN 1702)Boeing 737 Max 8 Passenger - 5h 55m (3h)
- BNA Nashville 3h
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06:05 - 08:55MDW - ATL10:35 - 11:40ATL - JAX
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06:05 (MDW)Chicago Midway Airport10:35 (ATL)Atlanta Hartsfield-Jackson Intl Airport
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08:55 (ATL)Atlanta Hartsfield-Jackson Intl Airport11:40 (JAX)Jacksonville International Airport
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Southwest Airlines (WN 925)Boeing 737 700 Southwest Airlines (WN 2306)Boeing 737 800 - 4h 35m (1h 40m)
- ATL Atlanta 1h 40m
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06:05 - 08:55MDW - ATL10:45 - 12:00ATL - JAX
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06:05 (MDW)Chicago Midway Airport10:45 (ATL)Atlanta Hartsfield-Jackson Intl Airport
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08:55 (ATL)Atlanta Hartsfield-Jackson Intl Airport12:00 (JAX)Jacksonville International Airport
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Southwest Airlines (WN 925)Boeing 737 800 Southwest Airlines (WN 2306)Boeing 737 800 - 4h 55m (1h 50m)
- ATL Atlanta 1h 50m
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06:30 - 07:45MDW - STL08:30 - 11:30STL - JAX
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06:30 (MDW)Chicago Midway Airport08:30 (STL)St Louis Lambert Intl Airport
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07:45 (STL)St Louis Lambert Intl Airport11:30 (JAX)Jacksonville International Airport
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Southwest Airlines (WN 5846)Boeing 737 800 Southwest Airlines (WN 1144)Boeing 737 700 - 4h (45m)
- STL Saint Louis 45m
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07:05 - 09:55MDW - ATL11:00 - 12:10ATL - JAX
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07:05 (MDW)Chicago Midway Airport11:00 (ATL)Atlanta Hartsfield-Jackson Intl Airport
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09:55 (ATL)Atlanta Hartsfield-Jackson Intl Airport12:10 (JAX)Jacksonville International Airport
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Southwest Airlines (WN 1572)Boeing 737 800 Southwest Airlines (WN 2306)Boeing 737 700 - 4h 05m (1h 05m)
- ATL Atlanta 1h 05m
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07:15 - 10:05MDW - BWI11:55 - 13:55BWI - JAX
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07:15 (MDW)Chicago Midway Airport11:55 (BWI)Baltimore Washington International Airport
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10:05 (BWI)Baltimore Washington International Airport13:55 (JAX)Jacksonville International Airport
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Southwest Airlines (WN 5903)Boeing 737 700 Southwest Airlines (WN 3310)Boeing 737 700 - 5h 40m (1h 50m)
- BWI Baltimore 1h 50m
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07:30 - 09:05ORD - BNA10:10 - 12:40BNA - JAX
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07:30 (ORD)Chicago O'Hare International Airport10:10 (BNA)Nashville Airport
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09:05 (BNA)Nashville Airport12:40 (JAX)Jacksonville International Airport
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Southwest Airlines (WN 658)Boeing 737 700 Southwest Airlines (WN 1702)Boeing 737 Max 8 Passenger - 4h 10m (1h 05m)
- BNA Nashville 1h 05m
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08:00 - 09:25MDW - BNA12:05 - 14:35BNA - JAX
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08:00 (MDW)Chicago Midway Airport12:05 (BNA)Nashville Airport
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09:25 (BNA)Nashville Airport14:35 (JAX)Jacksonville International Airport
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Southwest Airlines (WN 433)Boeing 737 Max 8 Passenger Southwest Airlines (WN 1702)Boeing 737 800 - 5h 35m (2h 40m)
- BNA Nashville 2h 40m
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08:05 - 10:50MDW - BWI13:20 - 15:25BWI - JAX
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08:05 (MDW)Chicago Midway Airport13:20 (BWI)Baltimore Washington International Airport
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10:50 (BWI)Baltimore Washington International Airport15:25 (JAX)Jacksonville International Airport
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Southwest Airlines (WN 5903)Boeing 737 700 Southwest Airlines (WN 225)Boeing 737 700 - 6h 20m (2h 30m)
- BWI Baltimore 2h 30m
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08:15 - 11:10MDW - BWI13:20 - 15:25BWI - JAX
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08:15 (MDW)Chicago Midway Airport13:20 (BWI)Baltimore Washington International Airport
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11:10 (BWI)Baltimore Washington International Airport15:25 (JAX)Jacksonville International Airport
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Southwest Airlines (WN 5903)Boeing 737 800 Southwest Airlines (WN 225)Boeing 737 700 - 6h 10m (2h 10m)
- BWI Baltimore 2h 10m
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08:35 - 11:30MDW - BWI13:50 - 15:45BWI - JAX
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08:35 (MDW)Chicago Midway Airport13:50 (BWI)Baltimore Washington International Airport
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11:30 (BWI)Baltimore Washington International Airport15:45 (JAX)Jacksonville International Airport
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Southwest Airlines (WN 5903)Boeing 737 700 Southwest Airlines (WN 3310)Boeing 737 800 - 6h 10m (2h 20m)
- BWI Baltimore 2h 20m
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09:30 - 12:35ORD - BWI13:20 - 15:25BWI - JAX
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09:30 (ORD)Chicago O'Hare International Airport13:20 (BWI)Baltimore Washington International Airport
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12:35 (BWI)Baltimore Washington International Airport15:25 (JAX)Jacksonville International Airport
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Southwest Airlines (WN 5932)Boeing 737 800 Southwest Airlines (WN 225)Boeing 737 700 - 4h 55m (45m)
- BWI Baltimore 45m
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09:40 - 12:15MDW - HOU13:00 - 16:05HOU - JAX
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09:40 (MDW)Chicago Midway Airport13:00 (HOU)Houston Hobby Airport
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12:15 (HOU)Houston Hobby Airport16:05 (JAX)Jacksonville International Airport
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Southwest Airlines (WN 3596)Boeing 737 Max 8 Passenger Southwest Airlines (WN 2349)Boeing 737 800 - 5h 25m (45m)
- HOU Houston 45m
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11:20 - 14:10MDW - ATL16:00 - 17:10ATL - JAX
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11:20 (MDW)Chicago Midway Airport16:00 (ATL)Atlanta Hartsfield-Jackson Intl Airport
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14:10 (ATL)Atlanta Hartsfield-Jackson Intl Airport17:10 (JAX)Jacksonville International Airport
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Southwest Airlines (WN 576)Boeing 737 Max 8 Passenger Southwest Airlines (WN 2307)Boeing 737 700 - 4h 50m (1h 50m)
- ATL Atlanta 1h 50m
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11:45 - 14:00MDW - DAL16:10 - 19:20DAL - JAX
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11:45 (MDW)Chicago Midway Airport16:10 (DAL)Dallas/Fort Worth Love Field Airport
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14:00 (DAL)Dallas/Fort Worth Love Field Airport19:20 (JAX)Jacksonville International Airport
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Southwest Airlines (WN 1207)Boeing 737 Max 8 Passenger Southwest Airlines (WN 835)Boeing 737 Max 8 Passenger - 6h 35m (2h 10m)
- DAL Dallas 2h 10m
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12:15 - 15:05ORD - BWI17:05 - 19:05BWI - JAX
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12:15 (ORD)Chicago O'Hare International Airport17:05 (BWI)Baltimore Washington International Airport
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15:05 (BWI)Baltimore Washington International Airport19:05 (JAX)Jacksonville International Airport
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Southwest Airlines (WN 5932)Boeing 737 800 Southwest Airlines (WN 2313)Boeing 737 Max 8 Passenger - 5h 50m (2h)
- BWI Baltimore 2h
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12:35 - 15:25MDW - BWI17:30 - 19:30BWI - JAX
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12:35 (MDW)Chicago Midway Airport17:30 (BWI)Baltimore Washington International Airport
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15:25 (BWI)Baltimore Washington International Airport19:30 (JAX)Jacksonville International Airport
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Southwest Airlines (WN 1015)Boeing 737 Max 8 Passenger Southwest Airlines (WN 2313)Boeing 737 800 - 5h 55m (2h 05m)
- BWI Baltimore 2h 05m
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12:40 - 15:05ORD - DAL16:20 - 19:35DAL - JAX
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12:40 (ORD)Chicago O'Hare International Airport16:20 (DAL)Dallas/Fort Worth Love Field Airport
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15:05 (DAL)Dallas/Fort Worth Love Field Airport19:35 (JAX)Jacksonville International Airport
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Southwest Airlines (WN 1422)Boeing 737 700 Southwest Airlines (WN 835)Boeing 737 700 - 5h 55m (1h 15m)
- DAL Dallas 1h 15m
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12:50 - 15:40MDW - BWI17:10 - 19:10BWI - JAX
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12:50 (MDW)Chicago Midway Airport17:10 (BWI)Baltimore Washington International Airport
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15:40 (BWI)Baltimore Washington International Airport19:10 (JAX)Jacksonville International Airport
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Southwest Airlines (WN 1015)Boeing 737 800 Southwest Airlines (WN 2313)Boeing 737 Max 8 Passenger - 5h 20m (1h 30m)
- BWI Baltimore 1h 30m
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12:50 - 15:35MDW - ATL16:50 - 18:00ATL - JAX
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12:50 (MDW)Chicago Midway Airport16:50 (ATL)Atlanta Hartsfield-Jackson Intl Airport
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15:35 (ATL)Atlanta Hartsfield-Jackson Intl Airport18:00 (JAX)Jacksonville International Airport
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Southwest Airlines (WN 576)Boeing 737 800 Southwest Airlines (WN 5065)Boeing 737 700 - 4h 10m (1h 15m)
- ATL Atlanta 1h 15m
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13:15 - 15:25MDW - DAL16:20 - 19:35DAL - JAX
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13:15 (MDW)Chicago Midway Airport16:20 (DAL)Dallas/Fort Worth Love Field Airport
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15:25 (DAL)Dallas/Fort Worth Love Field Airport19:35 (JAX)Jacksonville International Airport
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Southwest Airlines (WN 1403)Boeing 737 700 Southwest Airlines (WN 835)Boeing 737 700 - 5h 20m (55m)
- DAL Dallas 55m
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15:00 - 16:25MDW - BNA19:30 - 22:00BNA - JAX
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15:00 (MDW)Chicago Midway Airport19:30 (BNA)Nashville Airport
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16:25 (BNA)Nashville Airport22:00 (JAX)Jacksonville International Airport
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Southwest Airlines (WN 3207)Boeing 737 700 Southwest Airlines (WN 5832)Boeing 737 Max 8 Passenger - 6h (3h 05m)
- BNA Nashville 3h 05m
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15:00 - 17:40MDW - HOU19:20 - 22:35HOU - JAX
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15:00 (MDW)Chicago Midway Airport19:20 (HOU)Houston Hobby Airport
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17:40 (HOU)Houston Hobby Airport22:35 (JAX)Jacksonville International Airport
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Southwest Airlines (WN 5165)Boeing 737 700 Southwest Airlines (WN 2349)Boeing 737 700 - 6h 35m (1h 40m)
- HOU Houston 1h 40m
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15:35 - 18:25MDW - ATL21:45 - 22:55ATL - JAX
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15:35 (MDW)Chicago Midway Airport21:45 (ATL)Atlanta Hartsfield-Jackson Intl Airport
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18:25 (ATL)Atlanta Hartsfield-Jackson Intl Airport22:55 (JAX)Jacksonville International Airport
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Southwest Airlines (WN 1476)Boeing 737 Max 8 Passenger Southwest Airlines (WN 2308)Boeing 737 800 - 6h 20m (3h 20m)
- ATL Atlanta 3h 20m
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16:30 - 19:15MDW - BWI21:25 - 23:25BWI - JAX
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16:30 (MDW)Chicago Midway Airport21:25 (BWI)Baltimore Washington International Airport
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19:15 (BWI)Baltimore Washington International Airport23:25 (JAX)Jacksonville International Airport
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Southwest Airlines (WN 1833)Boeing 737 Max 8 Passenger Southwest Airlines (WN 2314)Boeing 737 Max 8 Passenger - 5h 55m (2h 10m)
- BWI Baltimore 2h 10m
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16:50 - 18:15MDW - BNA19:40 - 22:10BNA - JAX
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16:50 (MDW)Chicago Midway Airport19:40 (BNA)Nashville Airport
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18:15 (BNA)Nashville Airport22:10 (JAX)Jacksonville International Airport
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Southwest Airlines (WN 1599)Boeing 737 700 Southwest Airlines (WN 5832)Boeing 737 Max 8 Passenger - 4h 20m (1h 25m)
- BNA Nashville 1h 25m
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17:05 - 19:55MDW - ATL21:35 - 22:45ATL - JAX
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17:05 (MDW)Chicago Midway Airport21:35 (ATL)Atlanta Hartsfield-Jackson Intl Airport
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19:55 (ATL)Atlanta Hartsfield-Jackson Intl Airport22:45 (JAX)Jacksonville International Airport
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Southwest Airlines (WN 1476)Boeing 737 800 Southwest Airlines (WN 2308)Boeing 737 800 - 4h 40m (1h 40m)
- ATL Atlanta 1h 40m
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17:25 - 20:20ORD - BWI21:10 - 23:10BWI - JAX
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17:25 (ORD)Chicago O'Hare International Airport21:10 (BWI)Baltimore Washington International Airport
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20:20 (BWI)Baltimore Washington International Airport23:10 (JAX)Jacksonville International Airport
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Southwest Airlines (WN 1773)Boeing 737 800 Southwest Airlines (WN 2314)Boeing 737 800 - 4h 45m (50m)
- BWI Baltimore 50m
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17:25 - 20:20ORD - BWI21:25 - 23:25BWI - JAX
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17:25 (ORD)Chicago O'Hare International Airport21:25 (BWI)Baltimore Washington International Airport
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20:20 (BWI)Baltimore Washington International Airport23:25 (JAX)Jacksonville International Airport
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Southwest Airlines (WN 1773)Boeing 737 800 Southwest Airlines (WN 2314)Boeing 737 800 - 5h (1h 05m)
- BWI Baltimore 1h 05m
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17:25 - 20:20ORD - BWI21:25 - 23:25BWI - JAX
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17:25 (ORD)Chicago O'Hare International Airport21:25 (BWI)Baltimore Washington International Airport
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20:20 (BWI)Baltimore Washington International Airport23:25 (JAX)Jacksonville International Airport
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Southwest Airlines (WN 1773)Boeing 737 800 Southwest Airlines (WN 2314)Boeing 737 Max 8 Passenger - 5h (1h 05m)
- BWI Baltimore 1h 05m
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17:50 - 20:35MDW - BWI21:25 - 23:25BWI - JAX
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17:50 (MDW)Chicago Midway Airport21:25 (BWI)Baltimore Washington International Airport
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20:35 (BWI)Baltimore Washington International Airport23:25 (JAX)Jacksonville International Airport
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Southwest Airlines (WN 1833)Boeing 737 Max 8 Passenger Southwest Airlines (WN 2314)Boeing 737 800 - 4h 35m (50m)
- BWI Baltimore 50m
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The fastest flight time for direct flights from Chicago to Jacksonville is 2 hours 10 minutes. Check latest flight schedules & prices on Wego.
The flight distance between Chicago and Jacksonville is 1391km. Check all available flights on Wego.
The earliest flight of the day departs at 05:45. The last flight of the day departs at 05:45. See the full list of flight times on Wego.
There are 3 airlines that offer direct flights from Chicago to Jacksonville. Find out the list of airlines on Wego.
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