HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Midway

$60+ Cheap flights from Jacksonville (JAX) to Midway (MDW)

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 2/24. Fares are subject to change and may not be available on all flights or dates of travel.
JAX — MDW
nov. 5 — nov. 121
1 adult
mar. 11/5
mar. 11/12
We work with more than 300 partners to bring you better travel deals

...and more

Find cheap flights from Jacksonville to Midway with Cheapflights

1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”
2. Select your favorite providers
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.
3. Compare prices and book
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

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 octubre 31, 2024.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Popular in

October

Cheapest in

November

Round-trip from

$118
(Frontier)

One-way from

$60
(Frontier)
Provider with most accurate pricing for Jacksonville-Chicago Midway flight deals.
Search Deals
Provider most trusted by Cheapflights users for Jacksonville-Chicago Midway flights.
Search Deals
High demand for flights, 32% potential price rise
Search Deals
Best time to find cheap flights, 23% potential price drop
Search Deals
From Jacksonville to Chicago Midway
Search Deals
One-way flight from Jacksonville to Chicago Midway
Search Deals

Find flight deals from Jacksonville to Midway

Cheapest flights from Jacksonville to Midway
Explore the most affordable flight options available from Jacksonville to Midway. Find the lowest fares from popular airlines and budget airlines, with prices last updated on octubre 31, 2024.

This Booking.com deal was found by Cheapflights users on 10/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 11/2211:11 amJAX - MDW
1 stop12h 18mFrontier
sáb. 11/238:18 amMDW - JAX
1 stop5h 27mFrontier
Deal found 10/30$338
This Delta deal was found by Cheapflights users on 10/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 12/2411:27 amJAX - MDW
1 stop4h 07mDelta
mar. 12/316:00 amMDW - JAX
1 stop5h 24mDelta
Deal found 10/30$346
This Southwest deal was found by Cheapflights users on 10/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 12/254:35 pmJAX - MDW
Nonstop2h 30mSouthwest
jue. 1/29:50 amMDW - JAX
Nonstop2h 15mSouthwest
Deal found 10/30$363
This Mytrip deal was found by Cheapflights users on 10/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 11/83:22 pmJAX - MDW
1 stop5h 17mMultiple Airlines
dom. 11/1010:12 amMDW - JAX
2 stops24h 04mMultiple Airlines
Deal found 10/31$456
This Mytrip deal was found by Cheapflights users on 10/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 11/122:40 pmJAX - MDW
3 stops23h 55mWestJet
jue. 11/142:17 pmMDW - JAX
3 stops20h 12mWestJet
Deal found 10/30$1,844

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 2,570,725 searches. Data last updated octubre 31, 2024.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

JacksonvilleChicago

JAX - MDW

JAXMDW

Jacksonville

vie. 11/22

11:11 am-10:29 pm

1 stop12h 18m

$120

JacksonvilleChicago

JAX - MDW

JAXMDW

Jacksonville

mar. 12/24

4:35 pm-6:05 pm

Nonstop2h 30m

$164

JacksonvilleChicago

JAX - MDW

JAXMDW

Jacksonville

jue. 11/28

8:25 am-2:34 pm

1 stop7h 09m

$173

JacksonvilleChicago

JAX - MDW

JAXMDW

Jacksonville

dom. 12/1

9:20 pm-6:24 pm

2 stops22h 04m

$377

JacksonvilleChicago

JAX - MDW

JAXMDW

Jacksonville

mar. 12/10

2:47 pm-6:32 pm

3 stops28h 45m

$470

JacksonvilleChicago

JAX - MDW

JAXMDW

Jacksonville

mié. 1/1

9:31 am-5:44 pm

3 stops33h 13m

$1,073

JacksonvilleChicago

JAX - MDW

JAXMDW

Jacksonville

vie. 11/22

11:11 am-10:29 pm

1 stop12h 18m

Chicago Midway

sáb. 11/23

8:18 am-2:45 pm

1 stop5h 27m

$338

JacksonvilleChicago

JAX - MDW

JAXMDW

Jacksonville

mar. 12/24

6:00 am-9:23 am

1 stop4h 23m

Chicago Midway

mié. 1/1

6:00 am-12:24 pm

1 stop5h 24m

$346

JacksonvilleChicago

JAX - MDW

JAXMDW

Jacksonville

mié. 12/25

4:35 pm-6:05 pm

Nonstop2h 30m

Chicago Midway

jue. 1/2

9:50 am-1:05 pm

Nonstop2h 15m

$363

JacksonvilleChicago

JAX - MDW

JAXMDW

Jacksonville

mar. 11/12

9:34 am-8:45 am

2 stops24h 11m

Chicago Midway

jue. 11/14

8:54 pm-2:39 pm

2 stops16h 45m

$628

Flights are sorted by cheapest first

Deals found on 10/29

Showing 1-10 of 11 results
1
2

Compare providers for flights from Jacksonville to Midway

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Jacksonville to Midway in October.
ProviderPrice AccuracyTrust Score*Cancellation Policy
ExpediaPrice Accuracy1 starTrust Score*3 starsCancellation PolicyAirline Policy
FlightHubPrice Accuracy3 starsTrust Score*3 starsCancellation PolicyAirline Policy
eDreamsPrice Accuracy3 starsTrust Score*3 starsCancellation PolicyAirline Policy
PricelinePrice Accuracy1 starTrust Score*3 starsCancellation PolicyAirline Policy

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Jacksonville-Chicago Midway Airport flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Jacksonville-Chicago Midway Airport flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Jacksonville-Chicago Midway Airport flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Jacksonville-Chicago Midway Airport flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Jacksonville-Chicago Midway Airport flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

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.

Travel insights for flights from Jacksonville to Midway

Get recent, data-driven insights about flights from Jacksonville to Midway including ideal travel times, pricing trends, and more.

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

Currently, April is the cheapest month in which you can book a flight from Jacksonville to Chicago Midway Airport (average of $159). Flying from Jacksonville to Chicago Midway Airport in July is currently the most expensive (average of $231). 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.

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

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 octubre 31, 2024.

It’s optimal to fly from Jacksonville to Chicago Midway Airport in the evening. By choosing this option you can save up to 33% on the cost of your flight, compared to a flight in the afternoon.

Rainfall in Midway by month

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

In terms of precipitation, rainfall in Chicago Midway Airport ranges from 1.7 - 4.9 inches per month. August is typically the wettest month, when rainfall can reach 4.9 in. January is typically the driest time to visit Chicago Midway Airport when rainfall is around 1.7 in.

Temperature in Midway by month

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

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 octubre 31, 2024.
Peruse reviews from past customers who have flown with Frontier, Delta and Southwest 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.
Southwest
8.1
Very good
5,116 reviews

Boarding

8.3

Crew

8.7

Food

7.2

Comfort

8.1

Entertainment

7.7

Overall

8.1

Reviews

1 / 10

No tray tables for food or drink not convenient nor comfortable

Southwest
8.1
Very good
5,116 reviews
Southwest
8.1
Very good
5,116 reviews

Boarding

8.3

Crew

8.7

Food

7.2

Comfort

8.1

Entertainment

7.7

Overall

8.1

Reviews

1 / 10

No tray tables for food or drink not convenient nor comfortable

Delta
8.0
Very good
8,835 reviews
Southwest
8.1
Very good
5,116 reviews

Boarding

8.3

Crew

8.7

Food

7.2

Comfort

8.1

Entertainment

7.7

Overall

8.1

Reviews

1 / 10

No tray tables for food or drink not convenient nor comfortable

Allegiant Air
7.4
Good
866 reviews
Southwest
8.1
Very good
5,116 reviews

Boarding

8.3

Crew

8.7

Food

7.2

Comfort

8.1

Entertainment

7.7

Overall

8.1

Reviews

1 / 10

No tray tables for food or drink not convenient nor comfortable

WestJet
7.3
Good
2,804 reviews
Southwest
8.1
Very good
5,116 reviews

Boarding

8.3

Crew

8.7

Food

7.2

Comfort

8.1

Entertainment

7.7

Overall

8.1

Reviews

1 / 10

No tray tables for food or drink not convenient nor comfortable

Frontier
6.1
Okay
3,580 reviews
Southwest
8.1
Very good
5,116 reviews

Boarding

8.3

Crew

8.7

Food

7.2

Comfort

8.1

Entertainment

7.7

Overall

8.1

Reviews

1 / 10

No tray tables for food or drink not convenient nor comfortable

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 0 outbound flights to Chicago Midway per day. You should also have plenty of airline options to choose from since 3 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 $118, but on average you can expect to pay $659.

  • Are there nonstop flights from Jacksonville to Chicago Midway Airport for under $400 on Cheapflights?

    Cheapflights has at least 1 direct flight from Jacksonville to Chicago Midway Airport under $400. A good price for a nonstop flight from Jacksonville to Chicago Midway Airport is less than $363.

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

    There are currently 5+ open flights from Jacksonville to Chicago Midway Airport within the next 7 days for less than $500.

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

    Nonstop flights can be found on the following days: Sunday, Monday, Tuesday, Friday.

  • 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.
    Afternoon (Noon - 6pm) - 100% of flight departures

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

    Departing from Jacksonville to Chicago Midway Airport will take you 2h 30m. 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 $118 on this airline. Additional options worth looking into are Delta and Southwest, starting at $346 and $363 round-trip. Frontier is 71% 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?

    $60 is the cheapest one-way deal found within the past few days, from Frontier. You may also be able to find cheap deals on Southwest and Delta, with prices starting from $164 and $173, respectively.

  • What are the cheapest flights from Jacksonville to Chicago Midway Airport?

    The cheapest flight price from Jacksonville to Chicago Midway Airport is $130. On average you can expect to pay $347. The most popular route, (Jacksonville - Chicago Midway), can usually be booked for $267.

  • 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 10/31.

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

    Currently, April is the cheapest month in which you can book a flight from Jacksonville to Chicago Midway Airport (average of $159). Flying from Jacksonville to Chicago Midway Airport in July is currently the most expensive (average of $231). 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.

See more FAQs

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.

Alternative routes for Jacksonville to Midway

See prices for flight routes from nearby airports that may be better suited for you.
Orlando to O'Hare Intl flights
Miami to O'Hare Intl flights
Fort Lauderdale to O'Hare Intl flights
Tampa to O'Hare Intl flights
Tampa to Midway flights
Orlando to Midway flights
Jacksonville to O'Hare Intl flights
Fort Myers to O'Hare Intl flights
West Palm Beach to O'Hare Intl flights
Fort Lauderdale to Midway flights
Miami to Midway flights
Sarasota to O'Hare Intl flights
Fort Myers to Midway flights
Pensacola to O'Hare Intl flights
West Palm Beach to Midway flights
Tallahassee to Midway flights
Panama City to O'Hare Intl flights
Pensacola to Midway flights
Tallahassee to O'Hare Intl flights
Sarasota to Midway flights
Daytona Beach to O'Hare Intl flights
Panama City to Midway flights
St Petersburg to Rockford flights
Key West to O'Hare Intl flights
Valparaiso to O'Hare Intl flights
Orlando Sanford Intl to Rockford flights
Gainesville to O'Hare Intl flights
Daytona Beach to Midway flights
Gainesville to Midway flights
Melbourne to O'Hare Intl flights
Melbourne to Midway flights
Fort Lauderdale to Rockford flights
Key West to Midway flights
Valdosta to O'Hare Intl flights
Valparaiso to Midway flights
Tampa to Rockford flights
Punta Gorda to Rockford flights
Orlando to Rockford flights
Pensacola to Rockford flights
Fort Myers to Rockford flights

Top 3 airlines flying from Jacksonville to Midway

Discover the top 3 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 2,570,725 searches. Data last updated octubre 31, 2024.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$147Average$229FlexibilityNo cancel feeOn-time62%
DeltaCheapest$251Average$464FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$267Average$398FlexibilityNo cancel feeOn-time63%
100% Free
Cheapflights is completely free to use, so you can start saving the moment you arrive.
Book with Flexibility
Our users can plan ahead with confidence and find flights with no change fees
Travel Smart
Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.
View all available airlines