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$85+ Cheap flights from Midway (MDW) to Mississippi

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 4/17. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — JAN
Apr 2 — Apr 91
Wed 4/2
Wed 4/9
1 adult, Economy
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Cheap flight deals from Midway to Mississippi

Keep the following information in mind while searching for Midway to Mississippi flight deals. Data was last updated March 28, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$217
(Southwest)

One-way from

$85
(Frontier)

Popular in

March

Cheapest in

October

Average price

$510
Provider with most accurate pricing for Chicago (CHI)-Jackson-Evers Intl flight deals.
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Provider most trusted by Cheapflights users for Chicago (CHI)-Jackson-Evers Intl flights.
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From Chicago Midway to Mississippi
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One-way flight from Chicago Midway to Mississippi
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Highest demand for flights based on searches. 16% potential increase in price ($77 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($10 potential savings vs. average RT price).
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Average for round-trip flights in March 2025
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Find flight deals from Midway to Mississippi

Cheapest flights from Midway to Mississippi
Explore the most affordable flight options available from Midway to Mississippi. Find the lowest fares from popular airlines and budget airlines, with prices last updated on March 28, 2025.

This Delta deal was found by Cheapflights users on 3/26. 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.
Thu 5/294:15 pmMDW - GPT
1 stop5h 50mDelta
Sat 5/315:03 pmGPT - MDW
1 stop4h 10mDelta
Deal found 3/26$199
This Southwest deal was found by Cheapflights users on 3/27. 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.
Thu 4/177:50 amMDW - MEM
Nonstop1h 35mSouthwest
Sun 4/205:30 amMEM - MDW
Nonstop1h 35mSouthwest
Deal found 3/27$217
This Delta deal was found by Cheapflights users on 3/26. 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.
Wed 5/2112:48 pmMDW - MOB
1 stop5h 03mDelta
Wed 5/282:53 pmMOB - MDW
1 stop6h 34mDelta
Deal found 3/26$219
This Mytrip deal was found by Cheapflights users on 3/27. 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.
Tue 4/16:40 amMDW - MEM
1 stop12h 14mFrontier
Thu 4/37:44 pmMEM - MDW
1 stop28h 37mFrontier
Deal found 3/27$228
This Delta deal was found by Cheapflights users on 3/27. 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.
Fri 4/253:02 pmMDW - MEM
1 stop6h 06mDelta
Sun 4/276:25 amMEM - MDW
1 stop6h 10mDelta
Deal found 3/27$237
This Delta deal was found by Cheapflights users on 3/27. 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.
Sat 9/2710:35 amMDW - BTR
1 stop4h 16mDelta
Wed 10/11:40 pmBTR - MDW
1 stop4h 23mDelta
Deal found 3/27$249
This Delta deal was found by Cheapflights users on 3/26. 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.
Wed 4/239:52 amMDW - JAN
1 stop4h 11mDelta
Wed 4/305:11 pmJAN - MDW
1 stop5h 11mDelta
Deal found 3/26$249
This Southwest deal was found by Cheapflights users on 3/26. 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.
Wed 4/236:50 amMDW - JAN
1 stop7h 00mSouthwest
Wed 4/302:25 pmJAN - MDW
2 stops6h 45mSouthwest
Deal found 3/26$279
This Delta deal was found by Cheapflights users on 3/26. 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.
Sat 5/1010:25 amMDW - AEX
1 stop6h 03mDelta
Sat 5/176:05 amAEX - MDW
1 stop5h 53mDelta
Deal found 3/26$346

Cheapflights Fare Finder

Customize your flight search to find flights from Midway to Mississippi 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 2,558,603 searches. Data last updated March 28, 2025.
Use the filters below to find and compare flights from Chicago Midway Airport to Mississippi that are best for you.

Fly from

Midway

Fly to

Mississippi

Route

Depart

Return

Price

ChicagoGulfport

MDW - GPT

MDWGPT

Chicago Midway

Thu 5/29

4:15 pm-10:05 pm

1 stop5h 50m

Gulfport Biloxi Regional

Sat 5/31

5:03 pm-9:13 pm

1 stop4h 10m

$199

ChicagoMemphis

MDW - MEM

MDWMEM

Chicago Midway

Thu 4/17

9:50 pm-11:30 pm

Nonstop1h 40m

Memphis

Sun 4/20

5:30 am-7:05 am

Nonstop1h 35m

$217

ChicagoMobile

MDW - MOB

MDWMOB

Chicago Midway

Wed 5/21

12:48 pm-5:51 pm

1 stop5h 03m

Mobile

Wed 5/28

2:53 pm-9:27 pm

1 stop6h 34m

$219

ChicagoMemphis

MDW - MEM

MDWMEM

Chicago Midway

Tue 4/1

6:40 am-6:54 pm

1 stop12h 14m

Memphis

Thu 4/3

7:44 pm-12:21 am

1 stop28h 37m

$228

ChicagoMemphis

MDW - MEM

MDWMEM

Chicago Midway

Fri 4/25

3:02 pm-9:08 pm

1 stop6h 06m

Memphis

Sun 4/27

6:25 am-12:35 pm

1 stop6h 10m

$237

ChicagoBaton Rouge

MDW - BTR

MDWBTR

Chicago Midway

Mon 6/2

6:00 am-1:08 pm

1 stop7h 08m

Baton Rouge Ryan

Mon 6/16

12:30 pm-5:57 pm

1 stop5h 27m

$279

ChicagoJackson

MDW - JAN

MDWJAN

Chicago Midway

Thu 6/5

6:00 am-10:19 am

1 stop4h 19m

Jackson-Evers Intl

Sun 6/8

10:46 am-5:57 pm

1 stop7h 11m

$299

ChicagoJackson

MDW - JAN

MDWJAN

Chicago Midway

Thu 4/24

5:20 am-1:50 pm

1 stop8h 30m

Jackson-Evers Intl

Thu 5/1

6:50 pm-11:35 pm

1 stop4h 45m

$303

ChicagoAlexandria

MDW - AEX

MDWAEX

Chicago Midway

Sat 5/10

10:25 am-4:28 pm

1 stop6h 03m

Alexandria

Sat 5/17

6:05 am-11:58 am

1 stop5h 53m

$346

ChicagoMemphis

MDW - MEM

MDWMEM

Chicago Midway

Thu 4/17

6:45 am-6:54 pm

1 stop12h 09m

$85

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/27

Showing 1-10 of 19 results
1
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Best time to book a flight from Midway to Mississippi

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

Cheapflights Insights

Everything you need to know about your flight from Chicago Midway Airport to Mississippi

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

Currently, January is the cheapest month in which you can book a flight from Chicago Midway Airport to Mississippi (average of $371). Flying from Chicago Midway Airport to Mississippi in March is currently the most expensive (average of $454). 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.

Rainfall in Mississippi by month

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

In terms of precipitation, rainfall in Mississippi ranges from 2.2 - 5.6 inches per month. December is typically the wettest month, when rainfall can reach 5.6 in. October is typically the driest time to visit Mississippi when rainfall is around 2.2 in.

Temperature in Mississippi by month

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

If weather is an important factor for your trip to Mississippi, 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 82.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 48.2 F).

Reviews of airlines servicing Mississippi

Get insights into the airlines that provide service to Mississippi. 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 Mississippi. Reviews last updated March 28, 2025.
To help decide which airline to fly from Chicago to Mississippi, see what other customers have to say about Southwest, Delta and Frontier. 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
4,273 reviews

Boarding

8.2

Food

7.1

Crew

8.6

Entertainment

7.6

Comfort

8.1

Overall

8.1

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
Southwest
8.1
Very good
4,273 reviews
Southwest
8.1
Very good
4,273 reviews

Boarding

8.2

Food

7.1

Crew

8.6

Entertainment

7.6

Comfort

8.1

Overall

8.1

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
Delta
8.0
Very good
7,896 reviews
Southwest
8.1
Very good
4,273 reviews

Boarding

8.2

Food

7.1

Crew

8.6

Entertainment

7.6

Comfort

8.1

Overall

8.1

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
Frontier
6.0
Okay
3,271 reviews
Southwest
8.1
Very good
4,273 reviews

Boarding

8.2

Food

7.1

Crew

8.6

Entertainment

7.6

Comfort

8.1

Overall

8.1

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.

Related info for your journey

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

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

    One-way options have recently been found by users for as low as $85 on Frontier. Other airlines that offer cheap prices include Southwest from $109 and Delta from $119 one-way.

  • What are the most popular routes from Chicago Midway Airport to Mississippi?

    Most travelers choose Chicago Midway - Memphis, Chicago Midway - Baton Rouge Ryan or Chicago Midway - Jackson-Evers Intl when deciding on the best route from Chicago Midway Airport to Mississippi.

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

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

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

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

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

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

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

    Currently, January is the cheapest month in which you can book a flight from Chicago Midway Airport to Mississippi (average of $371). Flying from Chicago Midway Airport to Mississippi in March is currently the most expensive (average of $454). 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

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Alternative routes for Midway to Mississippi

See prices for flight routes from nearby airports that may be better suited for you.
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Top 2 airlines flying from Midway to Mississippi

Discover the top 2 airlines that operate flights from Midway to Mississippi. 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 2,558,603 searches. Data last updated March 28, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$289Average$498FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$336Average$441FlexibilityNo cancel feeOn-time63%
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