Flights from Jacksonville Airport JAX to Chicago Airport MDW
We've found the cheapest flights to Chicago
Flights from Jacksonville, to Midway are in low demand virtually all year round so many airliners do not operate flights for this route. There is however one airliner, Southwest Airlines, who offer a direct flight. The flight time is approximately 2 Hours 25 Minutes.
Depending on the day of the week and the time of day you book, flight prices can vary dramatically. The cheapest flights available will generally be mid week or late in the evening, so if you are on a budget then these are the flight times you should consider. Alternatively, you could book well in advance and you flight could be up to 50% cheaper, especially with budget airliners. We recommend our viewers to pay and reserve the seats in advance. This ensures you get the best seats on the plane at the cheapest prices.
On arriving at Midway please note the time difference, the time zone at Midway is 6.0 GMT compared to 5.0 GMT at Jacksonville,.
Travellers planning to fly from Jacksonville, Airport to Midway Airport can pre-book short or long term car parking at Jacksonville, Airport.
If you chose to rent a car at Midway Airport and need to return it, find the nearest fuel station along your route to Midway Airport in order to avoid incurring additional cost when you return your vehicle.
Below are some options if you require transport to Jacksonville, Airport:
- Private Transfers to Jacksonville, Airport
- Buses to Jacksonville, Airport
- Taxis to Jacksonville, Airport
- Train Services to/near Jacksonville, Airport
Ensure your arrival at Midway Airport is as smooth as possible by pre-booking your transport - which in many cases will also save you money:
- Car rental at Midway Airport (MDW)
- Private transfers at Midway Airport (MDW)
- Buses from Midway Airport (MDW)
- Taxis from Midway Airport (MDW)
- Train services at or near Midway Airport (MDW)
Need a place to stay when you get to Chicago? See a range of hotels near Midway Airport
Please see below the airlines that fly from Jacksonville, (JAX) to Midway (MDW) and the amount of daily flights in operation.

Airliner | Mo | Tu | We | Th | Fr | Sa | Su | First Flight | Last Flight | Flights |
---|---|---|---|---|---|---|---|---|---|---|
Southwest Airlines | 1 | 1 | 1 | 1 | 1 | 1 | 1 | 13:20 | 18:05 | VIEW FLIGHTS |
Flights from Jacksonville, to Midway are very limited. Only Southwest Airlines operate flights, of which there is only 1 per week. The time of the departure for this flight is 13:20
To book your flight you can visit Southwest Airlines on their website www.southwest.com/?ref=southwestairlines.com. You will find up to date information on availability and the latest discounts.
Flight times for the route are summarised in the table below. These time were correct at the time of writing, but please be aware that times may vary from time to time so please check their website for exact times and the dates you wish to fly.

Day | Flight Times | Flights | ||||
---|---|---|---|---|---|---|
Monday | 18:05
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Tuesday | 13:20
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Wednesday | 13:20
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Thursday | 18:05
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Friday | 18:05
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Saturday | 14:05
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Sunday | 17:00
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Flights to Midway are also available from airports close to Jacksonville,. Below we have provided a short list of routes which you could consider is you feel that are suitable.

Route | Stops | Distance | Flying Time |
---|---|---|---|
Charleston AFB Municipal to Chicago Midway | 0 | 2 Hours 13 Minutes | |
Savannah Hilton Head to Chicago Midway | 0 | 2 Hours 15 Minutes |
If you are planning to hire a car from Midway airport then don’t wait until you arrive. The prices are typically 20% to 30% higher and the availability of vehicles are much lower. You can check out the solutions we have for car hire on our car hire pages which can save you £££’s.
Don't forget to book your car rental!
Search for cheap car rentals at JAX
Flight Price FAQ - Jacksonville (JAX) to Chicago (MDW)
Compare Flight Prices from JAX to MDW

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Alternative Airports in United States with Connections from Jacksonville Airport
- airplanemode_active Jacksonville Airport to Atlanta 77 flights per week
- airplanemode_active Jacksonville Airport to Chicago OHare International 36 flights per week
- airplanemode_active Jacksonville Airport to Miami International 32 flights per week
- airplanemode_active Jacksonville Airport to Philadelphia International 30 flights per week
- airplanemode_active Jacksonville Airport to New York La Guardia 28 flights per week
- airplanemode_active Jacksonville Airport to Baltimore Washington International Thurgood Marshall 26 flights per week
- airplanemode_active Jacksonville Airport to Washington Dulles International 22 flights per week
- airplanemode_active Jacksonville Airport to Newark 20 flights per week
- airplanemode_active Jacksonville Airport to Detroit 13 flights per week
- airplanemode_active Jacksonville Airport to Austin bergstrom International 7 flights per week
- airplanemode_active Jacksonville Airport to Norfolk International 7 flights per week
- airplanemode_active Jacksonville Airport to Phoenix 6 flights per week
- airplanemode_active Jacksonville Airport to Houston William P Hobby 5 flights per week
- airplanemode_active Jacksonville Airport to Melbourne International 4 flights per week
- airplanemode_active Jacksonville Airport to Fletcher 3 flights per week
- airplanemode_active Jacksonville Airport to Port Columbus International 3 flights per week
- airplanemode_active Jacksonville Airport to Atlanta Fulton County 3 flights per week
- airplanemode_active Jacksonville Airport to Miami Opa Locka 3 flights per week
- airplanemode_active Jacksonville Airport to Pittsburgh 3 flights per week
- airplanemode_active Jacksonville Airport to Richmond International 3 flights per week
- airplanemode_active Jacksonville Airport to Birmingham 2 flights per week
- airplanemode_active Jacksonville Airport to Charlottesville 2 flights per week
- airplanemode_active Jacksonville Airport to Des Moines 2 flights per week
- airplanemode_active Jacksonville Airport to Grand Rapids Gerald R Ford International 2 flights per week
- airplanemode_active Jacksonville Airport to Islip 2 flights per week
- airplanemode_active Jacksonville Airport to Raleigh 2 flights per week
- airplanemode_active Jacksonville Airport to Tampa 2 flights per week
- airplanemode_active Jacksonville Airport to Nantucket 1 flights per week
- airplanemode_active Jacksonville Airport to Athens 2 1 flights per week
- airplanemode_active Jacksonville Airport to Naples 1 flights per week
- airplanemode_active Jacksonville Airport to Brunswick Glynco Jetport 1 flights per week
- airplanemode_active Jacksonville Airport to Cleveland Cuyahoga County 1 flights per week
- airplanemode_active Jacksonville Airport to Key West International 1 flights per week
- airplanemode_active Jacksonville Airport to Columbus Golden Triangle Reg 1 flights per week
- airplanemode_active Jacksonville Airport to Huntington 1 flights per week
- airplanemode_active Jacksonville Airport to Lancaster 1 flights per week
- airplanemode_active Jacksonville Airport to Memphis 1 flights per week
- airplanemode_active Jacksonville Airport to Smyrna 1 flights per week
- airplanemode_active Jacksonville Airport to Myrtle Beach Afb 1 flights per week
- airplanemode_active Jacksonville Airport to Pensacola Regional 1 flights per week
- airplanemode_active Jacksonville Airport to Oklahoma City Wiley Post 1 flights per week
- airplanemode_active Jacksonville Airport to Roanoke 1 flights per week
- airplanemode_active Jacksonville Airport to Houston Sugar Land Regional 1 flights per week
- airplanemode_active Jacksonville Airport to Oxford University Oxford 1 flights per week
- airplanemode_active Jacksonville Airport to Vero Beach 1 flights per week
- airplanemode_active Jacksonville Airport to New York John F Kennedy International 40 flights per week
- airplanemode_active Jacksonville Airport to Boston 32 flights per week
- airplanemode_active Jacksonville Airport to Dallas Fort Worth International 30 flights per week
- airplanemode_active Jacksonville Airport to Charlotte Douglas 29 flights per week
- airplanemode_active Jacksonville Airport to Washington Ronald Reagan Washington National 27 flights per week
- airplanemode_active Jacksonville Airport to Houston 24 flights per week
- airplanemode_active Jacksonville Airport to Nashville 20 flights per week
- airplanemode_active Jacksonville Airport to Denver International 18 flights per week
- airplanemode_active Jacksonville Airport to St Louis Lambert St Louis International 13 flights per week
- airplanemode_active Jacksonville Airport to Minneapolis St Paul International 7 flights per week
- airplanemode_active Jacksonville Airport to Dallas Love Field 6 flights per week
- airplanemode_active Jacksonville Airport to Fort Lauderdale hollywood International 5 flights per week
- airplanemode_active Jacksonville Airport to New Haven 4 flights per week
- airplanemode_active Jacksonville Airport to Teterboro 4 flights per week
- airplanemode_active Jacksonville Airport to Charleston AFB Municipal 3 flights per week
- airplanemode_active Jacksonville Airport to Jacksonville Craig Municipal 3 flights per week
- airplanemode_active Jacksonville Airport to Las Vegas 3 flights per week
- airplanemode_active Jacksonville Airport to West Palm Beach International 3 flights per week
- airplanemode_active Jacksonville Airport to Providence 3 flights per week
- airplanemode_active Jacksonville Airport to Windsor Locks 2 flights per week
- airplanemode_active Jacksonville Airport to Akron canton Regional 2 flights per week
- airplanemode_active Jacksonville Airport to Kentucky 2 flights per week
- airplanemode_active Jacksonville Airport to Gainesville Regional 2 flights per week
- airplanemode_active Jacksonville Airport to White Plains 2 flights per week
- airplanemode_active Jacksonville Airport to Los Angeles 2 flights per week
- airplanemode_active Jacksonville Airport to Miami Tamiami 2 flights per week
- airplanemode_active Jacksonville Airport to Knoxville 2 flights per week
- airplanemode_active Jacksonville Airport to Pittsburgh Allegheny County 1 flights per week
- airplanemode_active Jacksonville Airport to Denver Arapahoe Co 1 flights per week
- airplanemode_active Jacksonville Airport to Boca Raton 1 flights per week
- airplanemode_active Jacksonville Airport to Burlington International 1 flights per week
- airplanemode_active Jacksonville Airport to Coatesville 1 flights per week
- airplanemode_active Jacksonville Airport to Farmingdale 1 flights per week
- airplanemode_active Jacksonville Airport to Las Vegas Henderson Sky Harbor 1 flights per week
- airplanemode_active Jacksonville Airport to Indianapolis 1 flights per week
- airplanemode_active Jacksonville Airport to Orlando International 1 flights per week
- airplanemode_active Jacksonville Airport to Montgomery Dannelly Fld 1 flights per week
- airplanemode_active Jacksonville Airport to New Orleans 1 flights per week
- airplanemode_active Jacksonville Airport to Orlando Executive 1 flights per week
- airplanemode_active Jacksonville Airport to Portsmouth Pease International 1 flights per week
- airplanemode_active Jacksonville Airport to Reading 1 flights per week
- airplanemode_active Jacksonville Airport to Orlando Sanford International 1 flights per week
- airplanemode_active Jacksonville Airport to Syracuse 1 flights per week
- airplanemode_active Jacksonville Airport to St Augustine 1 flights per week
- airplanemode_active Jacksonville Airport to Wildwood 1 flights per week
Don't forget to book your hire car!
Search for cheap car rentals in Jacksonville
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