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$61+ 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 4/1. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — JAN
Feb 26 — Mar 51
Wed 2/26
Wed 3/5
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 February 21, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$217
(Southwest)

One-way from

$61
(Frontier)

Popular in

February

Cheapest in

October

Average price

$535
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. 14% potential increase in price ($69 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($11 potential savings vs. average RT price).
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Average for round-trip flights in February 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 February 21, 2025.

This Southwest deal was found by Cheapflights users on 2/20. 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.
Fri 4/186:20 amMDW - MEM
2 stops7h 50mSouthwest
Mon 4/212:45 pmMEM - MDW
1 stop5h 45mSouthwest
Deal found 2/20$217
This Mytrip deal was found by Cheapflights users on 2/20. 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.
Sun 4/66:45 amMDW - MEM
1 stop11h 54mFrontier
Sun 4/137:38 pmMEM - MDW
1 stop28h 43mFrontier
Deal found 2/20$219
This Delta deal was found by Cheapflights users on 2/20. 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 3/272:55 pmMDW - MEM
1 stop6h 19mDelta
Sun 3/306:25 amMEM - MDW
1 stop6h 11mDelta
Deal found 2/20$264
This Delta deal was found by Cheapflights users on 2/21. 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.
Sun 8/316:00 amMDW - BTR
1 stop6h 45mDelta
Sat 9/67:30 amBTR - MDW
1 stop7h 26mDelta
Deal found 2/21$284
This Southwest deal was found by Cheapflights users on 2/20. 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 4/212:30 pmMDW - JAN
1 stop8h 00mSouthwest
Mon 4/78:20 pmJAN - MDW
1 stop4h 50mSouthwest
Deal found 2/20$287
This Delta deal was found by Cheapflights users on 2/20. 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 3/76:00 amMDW - JAN
1 stop5h 38mDelta
Sat 3/155:59 pmJAN - MDW
1 stop4h 28mDelta
Deal found 2/20$307
This Delta deal was found by Cheapflights users on 2/20. 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 3/1312:51 pmMDW - GPT
1 stop4h 26mDelta
Sat 3/154:55 pmGPT - MDW
1 stop5h 32mDelta
Deal found 2/20$388
This Delta deal was found by Cheapflights users on 2/19. 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 4/49:23 amMDW - AEX
2 stops11h 35mDelta
Fri 4/116:00 amAEX - MDW
1 stop6h 03mDelta
Deal found 2/19$474
This Delta deal was found by Cheapflights users on 2/20. 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 2/2612:44 pmMDW - MOB
1 stop4h 22mDelta
Thu 2/276:00 amMOB - MDW
1 stop4h 12mDelta
Deal found 2/20$479
This Mytrip deal was found by Cheapflights users on 2/20. 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.
Fri 3/78:40 amMDW - MEM
3 stops32h 29mMultiple Airlines
Mon 3/108:56 amMEM - MDW
3 stops32h 50mMultiple Airlines
Deal found 2/20$498

Find flights from Midway to Mississippi within your budget

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 February 21, 2025.

Fly from

Midway

Fly to

Mississippi

Route

Depart

Return

Price

ChicagoMemphis

MDW - MEM

MDWMEM

Chicago Midway

Fri 4/18

6:20 am-2:10 pm

2 stops7h 50m

Memphis

Mon 4/21

2:45 pm-8:30 pm

1 stop5h 45m

$217

ChicagoMemphis

MDW - MEM

MDWMEM

Chicago Midway

Sun 4/6

6:45 am-6:39 pm

1 stop11h 54m

Memphis

Sun 4/13

7:38 pm-12:21 am

1 stop28h 43m

$219

ChicagoMemphis

MDW - MEM

MDWMEM

Chicago Midway

Thu 3/27

2:55 pm-9:14 pm

1 stop6h 19m

Memphis

Sun 3/30

6:25 am-12:36 pm

1 stop6h 11m

$264

ChicagoJackson

MDW - JAN

MDWJAN

Chicago Midway

Wed 4/2

12:30 pm-8:30 pm

1 stop8h 00m

Jackson-Evers Intl

Mon 4/7

8:20 pm-1:10 am

1 stop4h 50m

$287

ChicagoJackson

MDW - JAN

MDWJAN

Chicago Midway

Fri 3/7

6:00 am-11:38 am

1 stop5h 38m

Jackson-Evers Intl

Sat 3/15

5:59 pm-10:27 pm

1 stop4h 28m

$307

ChicagoBaton Rouge

MDW - BTR

MDWBTR

Chicago Midway

Sat 5/24

1:05 pm-6:32 pm

1 stop5h 27m

Baton Rouge Ryan

Tue 5/27

1:40 pm-6:00 pm

1 stop4h 20m

$314

ChicagoGulfport

MDW - GPT

MDWGPT

Chicago Midway

Thu 3/13

12:51 pm-5:17 pm

1 stop4h 26m

Gulfport Biloxi Regional

Sat 3/15

4:55 pm-10:27 pm

1 stop5h 32m

$388

ChicagoAlexandria

MDW - AEX

MDWAEX

Chicago Midway

Fri 4/4

9:23 am-8:58 pm

2 stops11h 35m

Alexandria

Fri 4/11

6:00 am-12:03 pm

1 stop6h 03m

$474

ChicagoMemphis

MDW - MEM

MDWMEM

Chicago Midway

Fri 3/7

8:40 am-5:09 pm

3 stops32h 29m

Memphis

Mon 3/10

8:56 am-5:46 pm

3 stops32h 50m

$498

ChicagoMobile

MDW - MOB

MDWMOB

Chicago Midway

Fri 7/4

1:05 pm-6:46 pm

1 stop5h 41m

Mobile

Sun 7/6

7:30 am-11:55 am

1 stop4h 25m

$524

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/21

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.

Travel insights for flights from Midway to Mississippi

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

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 $471). 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 February 21, 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
4,401 reviews

Entertainment

7.6

Overall

8.1

Food

7.1

Crew

8.7

Boarding

8.2

Comfort

8.1

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

Southwest
8.1
Very good
4,401 reviews
Southwest
8.1
Very good
4,401 reviews

Entertainment

7.6

Overall

8.1

Food

7.1

Crew

8.7

Boarding

8.2

Comfort

8.1

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

Delta
8.0
Very good
8,213 reviews
Southwest
8.1
Very good
4,401 reviews

Entertainment

7.6

Overall

8.1

Food

7.1

Crew

8.7

Boarding

8.2

Comfort

8.1

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

Frontier
6.0
Okay
3,353 reviews
Southwest
8.1
Very good
4,401 reviews

Entertainment

7.6

Overall

8.1

Food

7.1

Crew

8.7

Boarding

8.2

Comfort

8.1

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

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 $61 on Frontier. Other airlines that offer cheap prices include Southwest from $89 and Delta from $99 one-way.

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

    Most travelers choose Chicago Midway - Memphis, Chicago Midway - Jackson-Evers Intl or Chicago Midway - Baton Rouge Ryan 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 $471). 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 February 21, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$289Average$503FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$336Average$441FlexibilityNo cancel feeOn-time63%
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