Cheap flights from Jackson (JAN) to Midway (MDW) from $276

This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 8/28. 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.
JAN — MDW
May 29 — Jun 51

Cheap flight deals from Jackson to Midway

Discover tips and strategies to find the most affordable flight options for your journey from Jackson (JAN) 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 May 24, 2024.

Popular in

March

Cheapest in

April

Average price

$623

Round-trip from

$223
High demand for flights, 34% potential price rise
Best time to find cheap flights, 33% potential price drop
Average for round-trip flights in May 2024
From Jackson-Evers Intl to Chicago Midway

What is the cheapest day to fly round-trip from Jackson, Mississippi to Chicago Midway Airport?

Leaving on a Monday is a viable option for saving on travel. Heavily demanded days of the week can typically drive up the prices you see. Booking your travel for a less competitive day can save up to 45% on the overall cost on flights from Jackson, Mississippi to Chicago Midway Airport.

What is the cheapest month to fly from Jackson, Mississippi to Chicago Midway Airport?

February is one of the best times of the year to fly to Chicago Midway Airport from Jackson, Mississippi. Prices for February average $461 per person but you can even find prices for as low as $247. The most expensive prices can be found in the month of January. Opting for a February flight can save you 50% on your journey compared to booking in January

When is the cheapest time to fly from Jackson, Mississippi to Chicago Midway Airport (JAN - MDW)?

It’s typically best to fly out from Jackson, Mississippi to Chicago Midway Airport in the morning. Doing so could potentially save you 10% on the flight price compared to flying at noon, which is usually more expensive.

Cheap Undisclosed Carrier flights from Jackson to Midway

Explore cheap flight options specifically provided by Undisclosed Carrier for the route between Jackson 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 2,725,499 searches. Data last updated May 24, 2024.
Consider these cheap Undisclosed Carrier flights we've found departing from Jackson to Chicago. It's recommended that users confirm their flight details before booking.
Mon 6/244:50 pmJAN - MDW
1 stop4h 00mUndisclosed Carrier
Tue 6/256:20 amMDW - JAN
1 stop5h 35mUndisclosed Carrier
Deal found 5/21$423
Wed 6/194:40 pmJAN - MDW
1 stop4h 15mUndisclosed Carrier
Mon 6/245:50 amMDW - JAN
1 stop5h 50mUndisclosed Carrier
Deal found 5/21$453
Tue 6/184:40 pmJAN - MDW
1 stop4h 15mUndisclosed Carrier
Mon 6/245:50 amMDW - JAN
1 stop5h 50mUndisclosed Carrier
Deal found 5/21$463

Cheap Delta flights from Jackson to Midway

Explore cheap flight options specifically provided by Delta for the route between Jackson 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 2,725,499 searches. Data last updated May 24, 2024.
Take a gander at the lowest prices we've found on Delta flights from Jackson to Chicago. Make sure to examine the flight information before completing your reservation.
Wed 8/282:40 pmJAN - MDW
1 stop7h 07mDelta
Fri 8/301:05 pmMDW - JAN
1 stop4h 58mDelta
Deal found 5/22$276
Mon 6/33:00 pmJAN - MDW
1 stop7h 01mDelta
Sat 11/1610:11 amMDW - JAN
1 stop5h 21mDelta
Deal found 5/22$367
Tue 6/186:20 amJAN - MDW
1 stop5h 35mDelta
Tue 6/256:00 amMDW - JAN
1 stop5h 19mDelta
Deal found 5/21$421
Fri 8/305:37 pmJAN - MDW
1 stop4h 10mDelta
Tue 9/36:15 pmMDW - JAN
1 stop5h 00mDelta
Deal found 5/23$437
Mon 6/175:47 pmJAN - MDW
1 stop3h 59mDelta
Sat 6/226:00 amMDW - JAN
1 stop4h 22mDelta
Deal found 5/22$441
Wed 6/55:30 pmJAN - MDW
1 stop4h 31mDelta
Thu 6/66:00 amMDW - JAN
1 stop5h 18mDelta
Deal found 5/22$447
Wed 7/173:02 pmJAN - MDW
1 stop6h 44mDelta
Sun 7/216:00 amMDW - JAN
1 stop4h 49mDelta
Deal found 5/22$477
Fri 6/75:47 pmJAN - MDW
1 stop3h 59mDelta
Sat 11/1610:11 amMDW - JAN
1 stop5h 21mDelta
Deal found 5/22$491
Tue 7/165:36 pmJAN - MDW
1 stop4h 10mDelta
Mon 7/2212:35 pmMDW - JAN
1 stop5h 50mDelta
Deal found 5/21$498

Cheap Jackson to Midway flights in May & June 2024

Find cheap flight options from Jackson to Midway specifically for the months of May and June 2024. Explore affordable fares based on user searches. Over the last 7 days, Cheapflights users made 2,725,499 searches. Prices were last updated on May 24, 2024.
The lowest fares we've come across on flights traveling from Jackson to Chicago in May and June 2024. For more flight deals, be sure to check back very soon.
Mon 6/175:47 pmJAN - MDW
1 stop3h 59mDelta
Sat 6/226:00 amMDW - JAN
1 stop4h 22mDelta
Deal found 5/23$446
Mon 6/175:47 pmJAN - MDW
1 stop3h 59mDelta
Fri 6/213:45 pmMDW - JAN
1 stop5h 02mDelta
Deal found 5/23$521
Sun 6/25:30 pmJAN - MDW
1 stop4h 31mDelta
Thu 6/66:00 amMDW - JAN
1 stop5h 18mDelta
Deal found 5/23$526
Thu 6/207:40 amJAN - MDW
1 stop7h 15mDelta
Thu 6/276:00 amMDW - JAN
1 stop5h 19mDelta
Deal found 5/23$722
Mon 6/175:47 pmJAN - MDW
1 stop3h 59mDelta
Fri 6/211:24 pmMDW - JAN
2 stops7h 23mDelta
Deal found 5/23$744
Sun 6/25:30 pmJAN - MDW
1 stop4h 31mDelta
Thu 6/69:32 amMDW - JAN
2 stops7h 07mDelta
Deal found 5/23$750
Wed 6/262:49 pmJAN - MDW
1 stop6h 57mDelta
Sun 6/306:00 amMDW - JAN
1 stop4h 22mDelta
Deal found 5/23$773
Sat 6/225:47 pmJAN - MDW
1 stop3h 59mDelta
Sat 6/299:28 amMDW - JAN
2 stops10h 22mDelta
Deal found 5/22$880
Thu 6/276:20 amJAN - MDW
2 stops6h 23mDelta
Sun 6/306:00 amMDW - JAN
1 stop4h 22mDelta
Deal found 5/23$1,141

Jackson to Midway 2024 flight deals

Discover exclusive flight deals for travel between Jackson and Midway in 2024. Find excellent offers based on user searches. Over the last 7 days, Cheapflights users made 2,725,499 searches. Data last updated May 24, 2024.
The lowest fares we've come across on flights traveling from Jackson to Chicago in May and June 2024. For more flight deals, be sure to check back very soon.
Wed 8/285:37 pmJAN - MDW
1 stop4h 10mDelta
Fri 8/301:05 pmMDW - JAN
1 stop4h 58mDelta
Deal found 5/23$306
Fri 8/305:37 pmJAN - MDW
1 stop4h 10mDelta
Tue 9/36:15 pmMDW - JAN
1 stop5h 00mDelta
Deal found 5/23$437
Mon 6/175:47 pmJAN - MDW
1 stop3h 59mDelta
Sat 6/226:00 amMDW - JAN
1 stop4h 22mDelta
Deal found 5/23$446
Fri 7/195:36 pmJAN - MDW
1 stop4h 10mDelta
Sun 7/216:00 amMDW - JAN
1 stop4h 49mDelta
Deal found 5/23$502
Mon 6/175:47 pmJAN - MDW
1 stop3h 59mDelta
Fri 6/213:45 pmMDW - JAN
1 stop5h 02mDelta
Deal found 5/23$521
Sun 6/25:30 pmJAN - MDW
1 stop4h 31mDelta
Thu 6/66:00 amMDW - JAN
1 stop5h 18mDelta
Deal found 5/23$526
Mon 7/223:02 pmJAN - MDW
1 stop6h 44mDelta
Fri 7/2612:35 pmMDW - JAN
1 stop4h 11mDelta
Deal found 5/23$572
Thu 7/183:02 pmJAN - MDW
1 stop6h 44mDelta
Mon 7/226:55 pmMDW - JAN
1 stop4h 09mDelta
Deal found 5/23$628
Wed 8/282:40 pmJAN - MDW
1 stop7h 07mDelta
Fri 8/309:35 amMDW - JAN
2 stops10h 28mDelta
Deal found 5/23$714

Jackson to Midway flights leaving soon

Find last-minute flight options from Jackson 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 2,725,499 searches. Data last updated May 24, 2024.
Have a look at some of the flights available from Jackson to Chicago departing last-minute. Tip: verify your flight details before completing your reservation.
Sun 6/25:30 pmJAN - MDW
1 stop4h 31mDelta
Thu 6/66:00 amMDW - JAN
1 stop5h 18mDelta
Deal found 5/23$526
Sun 6/25:30 pmJAN - MDW
1 stop4h 31mDelta
Thu 6/69:32 amMDW - JAN
2 stops7h 07mDelta
Deal found 5/23$750

One-way flights to Midway from Jackson

Search for one-way flight options from Jackson 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 2,725,499 searches. Data last updated May 24, 2024.
Some of the best available deals we've found on one-way flights from Jackson to Chicago. Those needing a return flight from Jackson to Chicago can use the search form above.
Sun 6/23:00 pmJAN - MDW
1 stop7h 01mDelta
Deal found 5/23$318
Sun 6/27:40 amJAN - MDW
2 stops9h 26mDelta
Deal found 5/23$635

Find flights from Jackson to Midway within your budget

Customize your flight search to find flights from Jackson 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 2,725,499 searches. Data last updated May 24, 2024.

Fly from

Any airport

Fly to

Any airport

Budget

$276 - $463

Route

Depart

Return

Price

Jackson-Evers IntlChicago Midway

JAN - MDW

JANMDW

Jackson-Evers Intl

Wed 8/28

1 stop7h 07m

Chicago Midway

Fri 8/30

1 stop4h 58m

$276

Jackson-Evers IntlChicago Midway

JAN - MDW

JANMDW

Jackson-Evers Intl

Mon 6/3

1 stop7h 01m

Chicago Midway

Sat 11/16

1 stop5h 21m

$367

Jackson-Evers IntlChicago Midway

JAN - MDW

JANMDW

Jackson-Evers Intl

Tue 6/18

1 stop5h 35m

Chicago Midway

Tue 6/25

1 stop5h 19m

$421

Jackson-Evers IntlChicago Midway

JAN - MDW

JANMDW

Jackson-Evers Intl

Mon 6/24

1 stop4h 00m

Chicago Midway

Tue 6/25

1 stop5h 35m

$423

Jackson-Evers IntlChicago Midway

JAN - MDW

JANMDW

Jackson-Evers Intl

Fri 8/30

1 stop4h 10m

Chicago Midway

Tue 9/3

1 stop5h 00m

$437

Jackson-Evers IntlChicago Midway

JAN - MDW

JANMDW

Jackson-Evers Intl

Mon 6/17

1 stop3h 59m

Chicago Midway

Sat 6/22

1 stop4h 22m

$441

Jackson-Evers IntlChicago Midway

JAN - MDW

JANMDW

Jackson-Evers Intl

Wed 6/5

1 stop4h 31m

Chicago Midway

Thu 6/6

1 stop5h 18m

$447

Jackson-Evers IntlChicago Midway

JAN - MDW

JANMDW

Jackson-Evers Intl

Wed 6/19

1 stop4h 15m

Chicago Midway

Mon 6/24

1 stop5h 50m

$453

Jackson-Evers IntlChicago Midway

JAN - MDW

JANMDW

Jackson-Evers Intl

Tue 6/18

1 stop4h 15m

Chicago Midway

Mon 6/24

1 stop5h 50m

$463

Flights are sorted by cheapest first

Deals found on 5/22

When is the cheapest time to fly from Jackson, Mississippi to Chicago Midway Airport?

Use this chart to determine the cheapest time to fly round-trip from Jackson to Midway. Price data was last updated on May 19, 2024.
Morning
Noon
Afternoon
Evening
All times are departure.
Travelers seeking maximum savings on their Jackson, Mississippi to Chicago Midway Airport flight should consider departing on Tuesday afternoons when fares are most often at their lowest. Thursday afternoons 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 Jackson to Midway

Have a flexible travel schedule? Discover the best time to fly to Midway from Jackson 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

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 May 24, 2024.
Get a feel of what it's like to fly with Undisclosed Carrier and Delta from Jackson to Chicago by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
8.0
Very good
10,561 reviews

Entertainment

8.0

Comfort

7.9

Boarding

8.2

Overall

8.0

Crew

8.6

Food

7.4

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.

8.0
Very good
10,561 reviews
8.0
Very good
10,561 reviews

Entertainment

8.0

Comfort

7.9

Boarding

8.2

Overall

8.0

Crew

8.6

Food

7.4

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 Jackson 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 Jackson to Chicago Midway?

    Jackson-Evers Intl (JAN) is the airport you will fly out of if you book a flight from Jackson to Chicago Midway. You should not have trouble finding flights to Chicago Midway from Jackson-Evers Intl; 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 1 airline has flights from the Jackson airport to Chicago Midway. It is only a 6.3 mi journey to Jackson-Evers Intl (JAN) from Jackson’s city center.

  • Can I find flights from Jackson, Mississippi to Chicago Midway Airport for under $300 on Cheapflights?

    Yes, there are multiple flights from Jackson, Mississippi to Chicago Midway Airport for under $300. The cheapest flight booked recently is on Delta for just $276, but on average you can expect to pay $498.

  • Are there last-minute flights available from Jackson, Mississippi to Chicago Midway Airport for under $600?

    There are currently 2+ open flights from Jackson, Mississippi to Chicago Midway Airport within the next 7 days for less than $600.

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

    Delta, at $276, was found to be the cheapest airline from Jackson, Mississippi to Chicago Midway Airport. An alternate airline flying to your destination would be Undisclosed Carrier. Delta is currently priced 44% below the average price you’ll pay for this route.

  • What does JAN to MDW mean?

    JAN 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. JAN to MDW refers to a flight route from Jackson-Evers Intl Airport to Chicago Midway Airport.

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

    The amount of baggage you can bring on your Jackson 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 Jackson to Midway with specific airlines?

    Yes, Cheapflights allows you to browse and filter Jackson 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 Jackson to Midway that include hotel bookings?

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

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

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

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

    Yes. Cheapflights offers flight deals from Jackson 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 Jackson to Midway that allow pets onboard?

    Many airlines flying from Jackson 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 Jackson to Midway?

    Yes, you can often find last-minute deals on Jackson 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 Jackson, Mississippi to Chicago Midway Airport flight deals updated?

    The Jackson, Mississippi to Chicago Midway Airport flight deals you see on this page were last updated on 5/23.

  • When is the best time to book a flight from Jackson, Mississippi to Chicago Midway Airport?

    Currently, December is the cheapest month in which you can book a flight from Jackson, Mississippi to Chicago Midway Airport (average of $141). Flying from Jackson, Mississippi to Chicago Midway Airport in July is currently the most expensive (average of $250). 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

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Top airline flying from Jackson to Midway

Discover the top airline that operate flights from Jackson 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 2,725,499 searches. Data last updated May 24, 2024.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$314Average$464FlexibilityNo cancel feeOn-timeN/A
Search Delta flights

Search flights from Jackson to Midway by cabin class

Find flights from Jackson to Midway, based on your preferred cabin class, be it economy, premium economy, business, or first class.

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 Jackson to Midway?

Deals for Jackson to Midway flights are sourced from 900+ travel sites when you use Cheapflights. When all flight results come back, Cheapflights lets you sort and filter flights using different criteria to choose better, like price, airport, cabin class, and plenty of other options.

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

Cheapflights taps into our reliable network of hundreds of airlines and travel agencies to find the best deals for flights from Jackson to Midway for you. Better yet — we are completely free to use.

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

Need flexible booking options for your flight to Midway from Jackson? Don’t worry, Cheapflights have you covered. Use our search filter to only show flights with no change fees.

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

Yes, Cheapflights has a feature called Price Alert, which notifies users when flight prices change. Track prices for your flight to Midway from Jackson today and book when prices fit your budget.

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