Cheap flights from Jacksonville (JAX) to Midway (MDW) from $82

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight to Chicago Midway Airport departing on 3/12. 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
Mar 5 — Mar 121

The best prices from Jacksonville to Chicago Midway are usually found in September or February, booked 28 days in advance, depart on a Wednesday or Saturday and return on a Tuesday

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 February 29, 2024.

Popular in

April

Cheapest in

September

Round-trip from

$223

One-way from

$201
High demand for flights, 35% potential price rise
Best time to find cheap flights, 38% potential price drop
From Jacksonville to Chicago Midway
One-way flight from Jacksonville to Chicago Midway

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

Tuesday is generally a great day to depart. Flying on this day could help you save up to 90%.

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 50 days in advance to save up to 92% 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 50 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 $464, or $588 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 June. For low rates, September can be a great choice for travel to Chicago Midway Airport. Flights to Chicago Midway Airport from Jacksonville in September are about $362 on average during September, but can be found for as low as $149.

When is the cheapest time to fly from Jacksonville to Chicago Midway Airport (JAX - MDW)?

It’s optimal to fly from Jacksonville to Chicago Midway Airport in the evening. By choosing this option you can save up to 39% on the cost of your flight, compared to a flight in the afternoon.

Cheap Delta flights from Jacksonville to Midway

Explore cheap flight options specifically provided by Delta for the route between Jacksonville and Midway. Find affordable fares and compare prices with other airlines to secure the best deal for your journey. Over the last 7 days, Cheapflights users made 3,314,962 searches. Data last updated February 29, 2024.
Take a peek at the cheapest Delta flights we've detected traveling from Jacksonville to Chicago. Make sure to double check the flight details before booking.
Wed 4/106:20 amJAX - MDW
1 stop3h 45mDelta
Sat 4/133:49 pmMDW - JAX
1 stop3h 35mDelta
Deal found 2/28$196
Sat 4/209:35 amJAX - MDW
1 stop6h 18mDelta
Wed 4/246:00 amMDW - JAX
1 stop5h 15mDelta
Deal found 2/28$218
Tue 5/2111:57 amJAX - MDW
1 stop5h 37mDelta
Sun 5/266:00 amMDW - JAX
1 stop5h 12mDelta
Deal found 2/28$227
Wed 4/175:20 amJAX - MDW
1 stop4h 45mDelta
Fri 4/199:30 amMDW - JAX
1 stop7h 04mDelta
Deal found 2/28$247
Fri 5/36:51 pmJAX - MDW
1 stop4h 59mDelta
Mon 5/66:50 pmMDW - JAX
1 stop4h 09mDelta
Deal found 2/28$249
Wed 4/176:20 amJAX - MDW
1 stop3h 45mDelta
Sat 4/209:30 amMDW - JAX
1 stop7h 04mDelta
Deal found 2/29$267
Sat 3/2311:54 amJAX - MDW
1 stop5h 37mDelta
Thu 3/289:26 amMDW - JAX
1 stop7h 05mDelta
Deal found 2/27$273
Fri 5/313:09 pmJAX - MDW
1 stop3h 49mDelta
Mon 6/36:45 pmMDW - JAX
1 stop4h 14mDelta
Deal found 2/28$276
Thu 5/1611:57 amJAX - MDW
1 stop5h 37mDelta
Fri 5/179:30 amMDW - JAX
1 stop7h 04mDelta
Deal found 2/28$296

Cheap Frontier flights from Jacksonville to Midway

Explore cheap flight options specifically provided by Frontier for the route between Jacksonville and Midway. Find affordable fares and compare prices with other airlines to secure the best deal for your journey. Over the last 7 days, Cheapflights users made 3,314,962 searches. Data last updated February 29, 2024.
Have a look at some of the cheapest available Frontier flights departing from Jacksonville and landing in Chicago. Deals are refreshing constantly so come back soon for more options.
Sat 5/1812:14 pmJAX - MDW
1 stop9h 59mFrontier
Tue 5/2110:26 amMDW - JAX
1 stop9h 39mFrontier
Deal found 2/29$140
Sat 5/1812:14 pmJAX - MDW
1 stop9h 59mFrontier
Tue 5/2110:26 amMDW - JAX
1 stop9h 39mFrontier
Deal found 2/27$147
Sat 3/238:44 amJAX - MDW
1 stop8h 47mFrontier
Sat 4/135:45 amMDW - JAX
1 stop10h 54mFrontier
Deal found 2/28$149
Wed 4/312:31 pmJAX - MDW
1 stop12h 21mFrontier
Sun 4/1412:42 pmMDW - JAX
1 stop7h 27mFrontier
Deal found 2/28$176
Fri 5/179:43 amJAX - MDW
1 stop7h 16mFrontier
Tue 5/2110:26 amMDW - JAX
1 stop9h 39mFrontier
Deal found 2/27$177
Tue 4/99:27 amJAX - MDW
1 stop8h 34mFrontier
Wed 4/105:45 amMDW - JAX
1 stop10h 54mFrontier
Deal found 2/28$178
Tue 3/129:27 amJAX - MDW
1 stop8h 34mFrontier
Tue 3/193:22 pmMDW - JAX
1 stop15h 42mFrontier
Deal found 2/29$195
Tue 4/99:27 amJAX - MDW
1 stop8h 34mFrontier
Sun 4/1412:42 pmMDW - JAX
1 stop7h 27mFrontier
Deal found 2/28$197
Mon 5/209:38 pmJAX - MDW
1 stop10h 35mFrontier
Thu 5/2310:59 amMDW - JAX
1 stop5h 27mFrontier
Deal found 2/28$199

Cheap Jacksonville to Midway flights in February & March 2024

Find cheap flight options from Jacksonville to Midway specifically for the months of February and March 2024. Explore affordable fares based on user searches. Over the last 7 days, Cheapflights users made 3,314,962 searches. Prices were last updated on February 29, 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.
Sat 3/238:44 amJAX - MDW
1 stop8h 47mFrontier
Sat 4/135:45 amMDW - JAX
1 stop10h 54mFrontier
Deal found 2/28$149
Tue 3/129:27 amJAX - MDW
1 stop8h 34mFrontier
Tue 3/193:22 pmMDW - JAX
1 stop15h 42mFrontier
Deal found 2/29$195
Sat 3/2311:54 amJAX - MDW
1 stop5h 37mDelta
Thu 3/289:26 amMDW - JAX
1 stop7h 05mDelta
Deal found 2/27$273
Tue 3/196:44 pmJAX - MDW
1 stop4h 08mDelta
Tue 3/2610:43 amMDW - JAX
1 stop4h 37mDelta
Deal found 2/28$307
Sat 3/238:44 amJAX - MDW
1 stop8h 47mFrontier
Sat 4/137:00 amMDW - JAX
2 stops11h 56mFrontier
Deal found 2/28$341
Mon 3/259:27 amJAX - MDW
1 stop8h 34mFrontier
Wed 3/273:16 pmMDW - JAX
1 stop27h 37mFrontier
Deal found 2/28$348
Wed 3/275:25 pmJAX - MDW
1 stop5h 27mDelta
Sun 3/319:26 amMDW - JAX
1 stop7h 05mDelta
Deal found 2/28$412
Tue 3/1211:54 amJAX - MDW
1 stop5h 37mDelta
Sat 3/165:21 pmMDW - JAX
1 stop5h 28mDelta
Deal found 2/27$450
Sat 3/28:30 amJAX - MDW
1 stop4h 27mDelta
Mon 4/112:50 pmMDW - JAX
1 stop5h 32mDelta
Deal found 2/27$475

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 3,314,962 searches. Data last updated February 29, 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.
Sat 5/1812:14 pmJAX - MDW
1 stop9h 59mFrontier
Tue 5/2110:26 amMDW - JAX
1 stop9h 39mFrontier
Deal found 2/27$147
Sat 3/238:44 amJAX - MDW
1 stop8h 47mFrontier
Sat 4/135:45 amMDW - JAX
1 stop10h 54mFrontier
Deal found 2/28$149
Wed 4/312:31 pmJAX - MDW
1 stop12h 21mFrontier
Sun 4/1412:42 pmMDW - JAX
1 stop7h 27mFrontier
Deal found 2/28$176
Fri 5/179:43 amJAX - MDW
1 stop7h 16mFrontier
Tue 5/2110:26 amMDW - JAX
1 stop9h 39mFrontier
Deal found 2/27$177
Tue 4/99:27 amJAX - MDW
1 stop8h 34mFrontier
Wed 4/105:45 amMDW - JAX
1 stop10h 54mFrontier
Deal found 2/28$178
Tue 3/129:27 amJAX - MDW
1 stop8h 34mFrontier
Tue 3/193:22 pmMDW - JAX
1 stop15h 42mFrontier
Deal found 2/29$195
Wed 4/1011:57 amJAX - MDW
1 stop5h 52mDelta
Fri 4/129:30 amMDW - JAX
1 stop7h 04mDelta
Deal found 2/28$196
Tue 4/99:27 amJAX - MDW
1 stop8h 34mFrontier
Sun 4/1412:42 pmMDW - JAX
1 stop7h 27mFrontier
Deal found 2/28$197
Mon 5/209:38 pmJAX - MDW
1 stop10h 35mFrontier
Thu 5/2310:59 amMDW - JAX
1 stop5h 27mFrontier
Deal found 2/28$199

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 3,314,962 searches. Data last updated February 29, 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.
Fri 3/85:30 amJAX - MDW
1 stop4h 38mDelta
Sun 3/105:21 pmMDW - JAX
1 stop4h 18mDelta
Deal found 2/28$684
Wed 3/66:46 pmJAX - MDW
1 stop4h 14mDelta
Thu 3/2110:09 amMDW - JAX
1 stop6h 30mDelta
Deal found 2/28$791
Fri 3/86:30 amJAX - MDW
2 stops6h 59mDelta
Sat 3/95:00 pmMDW - JAX
1 stop4h 02mDelta
Deal found 2/28$1,122
Tue 3/56:00 amJAX - MDW
2 stops7h 29mDelta
Thu 3/76:00 amMDW - JAX
1 stop5h 23mDelta
Deal found 2/27$1,210

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 3,314,962 searches. Data last updated February 29, 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.
Tue 3/129:27 amJAX - MDW
1 stop8h 34mFrontier
Deal found 2/27$82
Sat 5/2512:14 pmJAX - MDW
1 stop9h 59mFrontier
Deal found 2/28$86
Mon 3/258:49 pmJAX - MDW
2 stops42h 26mMultiple Airlines
Deal found 2/29$89
Mon 3/118:49 pmJAX - MDW
2 stops18h 26mMultiple Airlines
Deal found 2/27$90
Wed 3/2012:26 pmJAX - MDW
1 stop12h 26mFrontier
Deal found 2/29$91
Thu 4/49:27 amJAX - MDW
1 stop8h 34mFrontier
Deal found 2/28$94
Mon 3/255:30 amJAX - MDW
1 stop4h 49mDelta
Deal found 2/29$98
Thu 3/79:27 amJAX - MDW
1 stop8h 31mFrontier
Deal found 2/28$99
Sat 3/98:44 amJAX - MDW
1 stop8h 47mFrontier
Deal found 2/27$107

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 3,314,962 searches. Data last updated February 29, 2024.

Fly from

Any airport

Fly to

Any airport

Budget

$140 - $261

Route

Depart

Return

Price

JacksonvilleChicago Midway

JAX - MDW

JAXMDW

Jacksonville

Sat 5/18

1 stop9h 59m

Chicago Midway

Tue 5/21

1 stop9h 39m

$140

JacksonvilleChicago Midway

JAX - MDW

JAXMDW

Jacksonville

Sat 5/18

1 stop9h 59m

Chicago Midway

Tue 5/21

1 stop9h 39m

$147

JacksonvilleChicago Midway

JAX - MDW

JAXMDW

Jacksonville

Sat 3/23

1 stop8h 47m

Chicago Midway

Sat 4/13

1 stop10h 54m

$149

JacksonvilleChicago Midway

JAX - MDW

JAXMDW

Jacksonville

Wed 4/3

1 stop12h 21m

Chicago Midway

Sun 4/14

1 stop7h 27m

$176

JacksonvilleChicago Midway

JAX - MDW

JAXMDW

Jacksonville

Fri 5/17

1 stop7h 16m

Chicago Midway

Tue 5/21

1 stop9h 39m

$177

JacksonvilleChicago Midway

JAX - MDW

JAXMDW

Jacksonville

Wed 4/10

1 stop3h 45m

Chicago Midway

Sat 4/13

1 stop3h 35m

$196

JacksonvilleChicago Midway

JAX - MDW

JAXMDW

Jacksonville

Sat 4/20

1 stop6h 18m

Chicago Midway

Wed 4/24

1 stop5h 15m

$218

JacksonvilleChicago Midway

JAX - MDW

JAXMDW

Jacksonville

Tue 5/21

1 stop5h 37m

Chicago Midway

Sun 5/26

1 stop5h 12m

$227

JacksonvilleChicago Midway

JAX - MDW

JAXMDW

Jacksonville

Tue 3/12

1 stop8h 34m

Chicago Midway

Wed 3/13

2 stops22h 36m

$261

Flights are sorted by cheapest first

Deals found on 2/29

When is the best time to book a flight from Jacksonville to Chicago Midway Airport?

Use this chart to determine the optimal time to book a round-trip flight from Jacksonville to Midway. Price data was last updated on January 28, 2024.
Booking 27 days in advance of your planned departure date is, on average, the best time to get cheap flights from Jacksonville to Chicago Midway Airport. The general trend is that the closer you book to the departure date, the more expensive your flight will be.
Search Deals

When is the cheapest time 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 February 25, 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. Tuesday mornings flights should be avoided if possible as fares are typically the most expensive at this time.
Search Deals

Average price of flights to Midway by month

Plan your trip from Jacksonville to Midway by taking into account the cheapest months to travel. The average price of a one-way flight from Jacksonville to Midway is currently $93 while a round-trip flight costs $188. Price data was last updated on February 25, 2024.

Currently, December is the cheapest month in which you can book a flight from Jacksonville to Chicago Midway Airport (average of $140). Flying from Jacksonville to Chicago Midway Airport in July is currently the most expensive (average of $260). 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.

January

$194

February

$190

March

$197

April

$182

May

$206

June

$243

July

$260

August

$190

September

$158

October

$143

November

$165

December

$140

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

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 February 29, 2024.
Peruse reviews from past customers who have flown with Delta and Frontier 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.
8.1
Very good
11,818 reviews

Entertainment

8.1

Overall

8.1

Boarding

8.2

Comfort

7.9

Crew

8.6

Food

7.5

Reviews

1 / 10

Although I adhered to 17.7 lbs for carry-on and complied with dimensions of personal item for ITA, I felt very restricted compared to other travelers.

8.1
Very good
11,818 reviews
8.1
Very good
11,818 reviews

Entertainment

8.1

Overall

8.1

Boarding

8.2

Comfort

7.9

Crew

8.6

Food

7.5

Reviews

1 / 10

Although I adhered to 17.7 lbs for carry-on and complied with dimensions of personal item for ITA, I felt very restricted compared to other travelers.

6.4
Okay
4,459 reviews
8.1
Very good
11,818 reviews

Entertainment

8.1

Overall

8.1

Boarding

8.2

Comfort

7.9

Crew

8.6

Food

7.5

Reviews

1 / 10

Although I adhered to 17.7 lbs for carry-on and complied with dimensions of personal item for ITA, I felt very restricted compared to other travelers.

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 $207.

Are there last-minute flights available from Jacksonville to Chicago Midway Airport for under $700?

There are currently 4+ open flights from Jacksonville to Chicago Midway Airport within the next 7 days for less than $700.

What days are nonstop flights available from Jacksonville to Chicago Midway Airport?

Nonstop flights can be found on the following days: Friday, Saturday.

How many flights depart from Jacksonville to Chicago Midway Airport on average per day?

On average, you can expect to see 2 flights from Jacksonville to Chicago Midway Airport a day.
Morning (6am - Noon) - 50% of flight departures
Afternoon (Noon - 6pm) - 50% of flight departures

How long is the flight from Jacksonville to Chicago Midway Airport?

Departing from Jacksonville to Chicago Midway Airport will take you 3h 45m. The distance between Jacksonville and Chicago Midway Airport is about 854 mi. This flight may include one or multiple stops.

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. An additional option worth looking into is Delta, starting at $196. Frontier is 69% cheaper than the average price of flights available within the next 90 days to this destination.

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.

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

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 3,314,962 searches. Data last updated February 29, 2024.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$181Average$271FlexibilityNo cancel feeOn-time62%
Search Frontier flights
DeltaCheapest$264Average$510FlexibilityNo cancel feeOn-timeN/A
Search Delta flights

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.

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 February 29, 2024.
0%of flight departuresEarly morningMidnight to 6 am
0%of flight departuresMorning6 am to noon
100%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 February 29, 2024.
Sunday1daily flight
Monday2daily flights
Tuesday2daily flights
Wednesday2daily flights
Thursday2daily flights
Friday2daily flights
Saturday2daily flights

Fly with Cheapflights

Find the best flight deals on Cheapflights, where travelers can enjoy low prices and a wide availability of flights to their desired destinations.

How does Cheapflights help users find flights from Jacksonville to Midway?

When you search for this flight from Jacksonville to Midway, Cheapflights searches on 900+ travel sites to save you time finding great flight deals online. Additionally, we offer filter features so you can choose a preferred cabin class or airline, see different price ranges, and much more so you can book the flight for you.

Why should you use Cheapflights to find cheap flight tickets from Jacksonville to Midway?

By finding flights from multiple airlines and providers at completely no cost, Cheapflights helps millions of users like you annually find the best flights to Midway from Jacksonville.

Can Cheapflights find flights from Jacksonville to Midway with no change fees?

Certainly. Search results for flights to Midway from Jacksonville shown to you on Cheapflights can be narrowed down with different useful search filters, which includes flexible booking options.

Can Cheapflights notify me if prices for flights from Jacksonville to Midway become cheaper?

Yes, Cheapflights offers price alerts on Jacksonville to Midway flights so you can book your travel at the perfect time. Price Alerts can be enabled by clicking the bell icon next to the flight deals above and providing your email address where you want to receive the alerts.

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