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Cheap flights from Jacksonville (JAX) to Midway (MDW) from $88

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 8/9. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
JAX — MDW
Jun 11 — Jun 181
From?
To?
Tue 6/11
Tue 6/18
1 adult, Economy
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Cheap flight deals from Jacksonville to Midway

Discover tips and strategies to find the most affordable flight options for your journey from Jacksonville (JAX) to Midway (MDW). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated June 6, 2024.

Popular in

December

Cheapest in

September

Round-trip from

$223

One-way from

$211
High demand for flights, 46% potential price rise
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Best time to find cheap flights, 34% potential price drop
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From Jacksonville to Chicago Midway
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One-way flight from Jacksonville to Chicago Midway
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What is the cheapest day to fly round-trip from Jacksonville to Chicago Midway Airport?

Thursday is generally a great day to depart. Flying on this day could help you save up to 26%.

How far in advance should I book a flight from Jacksonville to Chicago Midway Airport?

Travelers have found it’s best to book a flight 42 days in advance to save up to 242% compared to booking the same week of travel. As your travel date approaches, the cost of this flight route may potentially increase. While opting to book 42 days out may not be an option for all, there are still additional ways to secure a deal in the near future. You might find a flight from Jacksonville to Chicago Midway Airport 1-2 weeks in advance for as low as $503, or $636 for flights within the next 24 hours.

What is the cheapest month to fly from Jacksonville to Chicago Midway Airport?

Due to multiple factors, expect to potentially pay more when booking in March. For low rates, February can be a great choice for travel to Chicago Midway Airport. Flights to Chicago Midway Airport from Jacksonville in February are about $332 on average during February, but can be found for as low as $150.

What is the cheapest time of day to fly from JAX to MDW?

It’s optimal to fly from Jacksonville to Chicago Midway Airport in the evening. By choosing this option you can save up to 42% on the cost of your flight, compared to a flight at noon.

Cheap Jacksonville to Midway flights in June & July 2024

Find cheap flight options from Jacksonville to Midway specifically for the months of June and July 2024. Explore affordable fares based on user searches. Over the last 7 days, Cheapflights users made 3,050,429 searches. Prices were last updated on June 6, 2024.
Listed are some of the best fares we've found on flights departing from Jacksonville to Chicago in 2024. Check back in a little while for more flight options.
Wed 7/2410:36 amJAX - MDW
1 stop12h 50mFrontier
Sat 7/278:48 amMDW - JAX
1 stop10h 36mFrontier
Deal found 6/5$222
Wed 6/1910:35 amJAX - MDW
1 stop12h 55mFrontier
Sat 6/228:53 amMDW - JAX
1 stop10h 29mFrontier
Deal found 6/5$261
Wed 7/2410:36 amJAX - MDW
1 stop12h 50mFrontier
Sat 7/278:48 amMDW - JAX
1 stop10h 36mFrontier
Deal found 6/6$262
Tue 7/3011:46 amJAX - MDW
1 stop6h 17mDelta
Fri 8/23:47 pmMDW - JAX
1 stop6h 30mDelta
Deal found 6/6$264
Wed 6/1910:35 amJAX - MDW
1 stop12h 55mFrontier
Sat 6/228:53 amMDW - JAX
1 stop10h 29mFrontier
Deal found 6/4$268
Fri 7/193:25 pmJAX - MDW
1 stop5h 52mAllegiant Air
Sun 7/217:31 pmMDW - JAX
2 stops18h 54mAllegiant Air
Deal found 6/4$285
Tue 7/2312:11 pmJAX - MDW
1 stop7h 28mDelta
Sat 7/279:24 amMDW - JAX
1 stop6h 13mDelta
Deal found 6/6$304
Fri 7/2610:40 amJAX - MDW
1 stop6h 29mFrontier
Sat 7/278:48 amMDW - JAX
1 stop10h 36mFrontier
Deal found 6/5$307
Tue 6/189:54 amJAX - MDW
1 stop6h 01mDelta
Tue 6/256:00 amMDW - JAX
1 stop6h 36mDelta
Deal found 6/5$311

Jacksonville to Midway 2024 flight deals

Discover exclusive flight deals for travel between Jacksonville and Midway in 2024. Find excellent offers based on user searches. Over the last 7 days, Cheapflights users made 3,050,429 searches. Data last updated June 6, 2024.
Listed are some of the best fares we've found on flights departing from Jacksonville to Chicago in 2024. Check back in a little while for more flight options.
Tue 8/138:36 amJAX - MDW
1 stop11h 37mFrontier
Wed 8/1410:59 amMDW - JAX
1 stop5h 47mFrontier
Deal found 6/4$140
Wed 8/710:36 amJAX - MDW
1 stop12h 50mFrontier
Wed 8/147:59 pmMDW - JAX
1 stop10h 47mFrontier
Deal found 6/4$170
Wed 8/710:36 amJAX - MDW
1 stop12h 50mFrontier
Sat 8/1010:20 amMDW - JAX
1 stop7h 09mFrontier
Deal found 6/4$200
Sat 8/3112:14 pmJAX - MDW
1 stop9h 59mFrontier
Wed 9/410:59 amMDW - JAX
1 stop5h 47mFrontier
Deal found 6/5$210
Wed 8/710:36 amJAX - MDW
1 stop12h 50mFrontier
Thu 8/1510:59 amMDW - JAX
1 stop5h 27mFrontier
Deal found 6/4$219
Wed 7/2410:36 amJAX - MDW
1 stop12h 50mFrontier
Sat 7/278:48 amMDW - JAX
1 stop10h 36mFrontier
Deal found 6/5$222
Mon 8/1210:40 amJAX - MDW
1 stop6h 29mFrontier
Tue 8/1310:59 amMDW - JAX
1 stop9h 06mFrontier
Deal found 6/4$229
Fri 8/239:43 amJAX - MDW
1 stop7h 16mFrontier
Mon 8/267:59 pmMDW - JAX
1 stop10h 47mFrontier
Deal found 6/6$236
Wed 8/2110:11 amJAX - MDW
1 stop6h 48mFrontier
Thu 10/310:59 amMDW - JAX
1 stop5h 27mFrontier
Deal found 6/5$245

Jacksonville to Midway flights leaving soon

Find last-minute flight options from Jacksonville to Midway for spontaneous travel. Discover available flights and compare prices based on user searches. Secure great deals and offers for spontaneous trips with quick booking options. Over the last 7 days, Cheapflights users made 3,050,429 searches. Data last updated June 6, 2024.
Users seeking a last-minute flight from Jacksonville to Chicago should consider booking one of these fares. Users should be sure to double check the price, date, and time of their last-minute flight.
Wed 6/126:50 pmJAX - MDW
1 stop3h 56mDelta
Sat 6/296:00 amMDW - JAX
1 stop6h 36mDelta
Deal found 6/5$452
Thu 6/136:15 amJAX - MDW
1 stop4h 36mDelta
Thu 6/209:29 amMDW - JAX
1 stop6h 23mDelta
Deal found 6/6$477
Wed 6/1210:35 amJAX - MDW
1 stop12h 55mFrontier
Sat 6/158:53 amMDW - JAX
1 stop10h 29mFrontier
Deal found 6/5$569
Sat 6/156:50 pmJAX - MDW
1 stop3h 56mDelta
Sun 6/166:00 amMDW - JAX
1 stop6h 36mDelta
Deal found 6/5$596
Tue 6/112:45 pmJAX - MDW
1 stop4h 14mDelta
Sun 6/166:00 amMDW - JAX
1 stop4h 40mDelta
Deal found 6/5$643
Tue 6/116:50 pmJAX - MDW
1 stop3h 56mDelta
Sun 6/166:00 amMDW - JAX
1 stop6h 36mDelta
Deal found 6/5$781
Tue 6/119:35 amJAX - MDW
2 stops25h 17mMultiple Airlines
Sun 6/168:25 pmMDW - JAX
2 stops17h 32mMultiple Airlines
Deal found 6/5$807
Tue 6/115:23 pmJAX - MDW
1 stop5h 23mDelta
Fri 6/1410:41 amMDW - JAX
1 stop6h 00mDelta
Deal found 6/5$881
Tue 6/119:54 amJAX - MDW
2 stops8h 10mDelta
Sun 6/169:34 amMDW - JAX
1 stop6h 56mDelta
Deal found 6/5$1,194

One-way flights to Midway from Jacksonville

Search for one-way flight options from Jacksonville to Midway. Find affordable one-way fares based on user searches. Compare prices and availability to plan your one-way journey according to your preferred dates and budget. Over the last 7 days, Cheapflights users made 3,050,429 searches. Data last updated June 6, 2024.
If you're seeking multiple options on one-way flights from Jacksonville to Chicago, be sure to check out these deals, which are updated often. Users in need of a round-trip flight from Jacksonville to Chicago instead should update the search form at the top of page.
Fri 8/93:25 pmJAX - MDW
1 stop5h 15mAllegiant Air
Deal found 6/5$88
Tue 7/912:11 pmJAX - MDW
1 stop7h 28mDelta
Deal found 6/5$118
Wed 6/2610:35 amJAX - MDW
1 stop12h 55mFrontier
Deal found 6/5$122
Wed 6/1910:35 amJAX - MDW
1 stop12h 55mFrontier
Deal found 6/5$125
Mon 7/18:11 amJAX - MDW
1 stop6h 27mFrontier
Deal found 6/5$126
Tue 10/811:50 amJAX - MDW
1 stop6h 13mDelta
Deal found 6/5$136
Wed 6/1910:35 amJAX - MDW
1 stop12h 55mFrontier
Deal found 6/6$152
Sun 8/1112:15 pmJAX - MDW
1 stop7h 23mDelta
Deal found 6/6$166
Wed 7/3112:11 pmJAX - MDW
1 stop7h 28mDelta
Deal found 6/6$179

Find flights from Jacksonville to Midway within your budget

Customize your flight search to find flights from Jacksonville to Midway that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 3,050,429 searches. Data last updated June 6, 2024.

Fly from

Any airport

Fly to

Any airport

Budget

$140 - $285

Route

Depart

Return

Price

JacksonvilleChicago Midway

JAX - MDW

JAXMDW

Jacksonville

Tue 8/13

1 stop11h 37m

Chicago Midway

Wed 8/14

1 stop5h 47m

$140

JacksonvilleChicago Midway

JAX - MDW

JAXMDW

Jacksonville

Wed 8/7

1 stop12h 50m

Chicago Midway

Wed 8/14

1 stop10h 47m

$170

JacksonvilleChicago Midway

JAX - MDW

JAXMDW

Jacksonville

Mon 6/24

1 stop6h 27m

Chicago Midway

Sat 6/29

1 stop10h 29m

$179

JacksonvilleChicago Midway

JAX - MDW

JAXMDW

Jacksonville

Wed 8/28

1 stop6h 48m

Chicago Midway

Thu 8/29

1 stop5h 27m

$190

JacksonvilleChicago Midway

JAX - MDW

JAXMDW

Jacksonville

Wed 8/7

1 stop12h 50m

Chicago Midway

Sat 8/10

1 stop7h 09m

$200

JacksonvilleChicago Midway

JAX - MDW

JAXMDW

Jacksonville

Tue 8/20

1 stop5h 37m

Chicago Midway

Sat 10/5

1 stop5h 49m

$251

JacksonvilleChicago Midway

JAX - MDW

JAXMDW

Jacksonville

Wed 8/21

1 stop5h 28m

Chicago Midway

Sat 10/5

1 stop3h 58m

$254

JacksonvilleChicago Midway

JAX - MDW

JAXMDW

Jacksonville

Tue 7/30

1 stop6h 17m

Chicago Midway

Fri 8/2

1 stop6h 30m

$264

JacksonvilleChicago Midway

JAX - MDW

JAXMDW

Jacksonville

Fri 7/19

1 stop5h 52m

Chicago Midway

Sun 7/21

2 stops18h 54m

$285

Flights are sorted by cheapest first

Deals found on 6/4

What is the cheapest day to fly from Jacksonville to Chicago Midway Airport?

Use this chart to determine the cheapest time to fly round-trip from Jacksonville to Midway. Price data was last updated on June 2, 2024.
Morning
Noon
Afternoon
Evening
All times are departure.
Travelers seeking maximum savings on their Jacksonville to Chicago Midway Airport flight should consider departing on Friday evenings when fares are most often at their lowest. Monday mornings flights should be avoided if possible as fares are typically the most expensive at this time.
Search Deals

Best time to book a flight from Jacksonville to Midway

Have a flexible travel schedule? Discover the best time to fly to Midway from Jacksonville with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Temperature and rainfall in Midway by month

Plan your trip to Midway by taking into account the average temperature and rainfall totals by month.

CHI

Temperature

23 - 73.4 °F

If weather is an important factor for your trip to Chicago Midway Airport, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 73.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 23.0 F).

Reviews of airlines servicing Midway

Get insights into the airlines that provide service to Midway. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Midway. Reviews last updated June 6, 2024.
Peruse reviews from past customers who have flown with Frontier, Allegiant Air and Delta from Jacksonville to Chicago to help guide your decision. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.0
Very good
10,368 reviews

Food

7.4

Boarding

8.2

Entertainment

8.0

Overall

8.0

Comfort

7.9

Crew

8.6

Reviews

1 / 10

When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.

Delta
8.0
Very good
10,368 reviews
Delta
8.0
Very good
10,368 reviews

Food

7.4

Boarding

8.2

Entertainment

8.0

Overall

8.0

Comfort

7.9

Crew

8.6

Reviews

1 / 10

When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.

WestJet
7.5
Good
2,856 reviews
Delta
8.0
Very good
10,368 reviews

Food

7.4

Boarding

8.2

Entertainment

8.0

Overall

8.0

Comfort

7.9

Crew

8.6

Reviews

1 / 10

When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.

Allegiant Air
7.5
Good
994 reviews
Delta
8.0
Very good
10,368 reviews

Food

7.4

Boarding

8.2

Entertainment

8.0

Overall

8.0

Comfort

7.9

Crew

8.6

Reviews

1 / 10

When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.

Frontier
6.2
Okay
3,985 reviews
Delta
8.0
Very good
10,368 reviews

Food

7.4

Boarding

8.2

Entertainment

8.0

Overall

8.0

Comfort

7.9

Crew

8.6

Reviews

1 / 10

When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.

Related info for your journey

Find useful and relevant information for your journey from Jacksonville to Midway. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly from for flights from Jacksonville to Chicago Midway?

    Jacksonville (JAX) is the airport you will fly out of if you book a flight from Jacksonville to Chicago Midway. You should not have trouble finding flights to Chicago Midway from Jacksonville; the airport handles an average of 1 outbound flight to Chicago Midway per day. You should also have plenty of airline options to choose from since 2 airlines have flights from the Jacksonville airport to Chicago Midway. It is only a 11.2 mi journey to Jacksonville (JAX) from Jacksonville’s city center.

  • Can I find flights from Jacksonville to Chicago Midway Airport for under $200 on Cheapflights?

    Yes, there are multiple flights from Jacksonville to Chicago Midway Airport for under $200. The cheapest flight booked recently is on Frontier for just $140, but on average you can expect to pay $225.

  • Are there last-minute flights available from Jacksonville to Chicago Midway Airport for under $500?

    There are currently 10+ open flights from Jacksonville to Chicago Midway Airport within the next 7 days for less than $500.

  • What are the cheapest airlines flying from Jacksonville to Chicago Midway Airport round-trip?

    Our cheapest airline available from Jacksonville to Chicago Midway Airport is Frontier. Our recent data shows that you can find tickets from as low as $140 on this airline. Additional options worth looking into are Delta and Allegiant Air, starting at $251 and $285 round-trip. Frontier is 66% cheaper than the average price of flights available within the next 90 days to this destination.

  • What are the cheapest airlines to fly from Jacksonville to Chicago Midway Airport one-way?

    $88 is the cheapest one-way deal found within the past few days, from Allegiant Air. You may also be able to find cheap deals on Delta and Frontier, with prices starting from $118 and $122, respectively.

  • What does JAX to MDW mean?

    JAX and MDW are unique codes to identify airports used in the aviation industry. They are defined by IATA (International Air Transport Association) and are commonly called IATA codes. JAX to MDW refers to a flight route from Jacksonville Airport to Chicago Midway Airport.

  • Can I find deals for flights from Jacksonville to Midway that include extra baggage allowance?

    The amount of baggage you can bring on your Jacksonville to Midway flight depends on the airline and the type of fare you've chosen. After entering your flight details, you'll be able to view the specific baggage policies for each deal in the search results. Keep in mind that certain deals may offer additional baggage allowance.

  • Can I find deals on flights from Jacksonville to Midway with specific airlines?

    Yes, Cheapflights allows you to browse and filter Jacksonville to Midway flight deals by airline. After entering your origin and destination, use the available filters to view flights offered by airlines.

  • Can I find deals for flights from Jacksonville to Midway that include hotel bookings?

    Yes. In addition to deals on Jacksonville to Midway flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Jacksonville to Midway?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Jacksonville to Midway.

  • Can I find deals for business class flights from Jacksonville to Midway?

    Yes. Cheapflights offers flight deals from Jacksonville to Midway by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • Can I find deals for flights from Jacksonville to Midway that allow pets onboard?

    Many airlines flying from Jacksonville to Midway offer the option to travel with pets. After selecting a flight deal, you can find more information about the airline's pet policy on their official website or by contacting the airline directly. Please note that additional fees and restrictions may apply.

  • Can I find deals on last-minute flights from Jacksonville to Midway?

    Yes, you can often find last-minute deals on Jacksonville to Midway flights on Cheapflights. However, these deals can vary and may not always be available. We recommend checking back frequently or signing up for price alerts for the most up-to-date deals.

  • How recently were the Jacksonville to Chicago Midway Airport flight deals updated?

    The Jacksonville to Chicago Midway Airport flight deals you see on this page were last updated on 6/6.

  • What is the cheapest month to book a flight from Jacksonville to Chicago Midway Airport?

    Currently, December is the cheapest month in which you can book a flight from Jacksonville to Chicago Midway Airport (average of $141). Flying from Jacksonville to Chicago Midway Airport in July is currently the most expensive (average of $249). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

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Alternative routes for Jacksonville to Midway
See prices for flight routes from nearby airports that may be better suited for you.

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Top 2 airlines flying from Jacksonville to Midway

Discover the top 2 airlines that operate flights from Jacksonville to Midway. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 3,050,429 searches. Data last updated June 6, 2024.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$159Average$251FlexibilityNo cancel feeOn-time62%
DeltaCheapest$213Average$379FlexibilityNo cancel feeOn-timeN/A
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Search flights from Jacksonville to Midway by cabin class

Find flights from Jacksonville to Midway, based on your preferred cabin class, be it economy, premium economy, business, or first class.
First Class
Business Class
Prem Econ Class
Economy Class

Hourly flight availability from Jacksonville to Midway

Find hourly flight availability from Jacksonville to Midway. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated June 6, 2024.
0%of flight departuresEarly morningMidnight to 6 am
40%of flight departuresMorning6 am to noon
60%of flight departuresAfternoonNoon to 6 pm
0%of flight departuresEvening6 pm to midnight
Midnight
6 AM
Noon
6 PM

Weekly flight availability from Jacksonville to Midway

Explore weekly flight availability from Jacksonville to Midway. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated June 6, 2024.
Sunday1daily flight
Monday2daily flights
Tuesday2daily flights
Wednesday2daily flights
Thursday2daily flights
Friday2daily flights
Saturday2daily flights

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