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$53+ Cheap flights from Mississippi 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 2/10. Fares are subject to change and may not be available on all flights or dates of travel.
JAN — MDW
Dec 27 — Jan 31
Fri 12/27
Fri 1/3
1 adult, Economy
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Cheap flight deals from Mississippi to Midway

Discover tips and strategies to find the most affordable flight options for your journey from Mississippi (USMS) 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 December 22, 2024.

Round-trip from

$260
(Southwest)

One-way from

$53
(Mytrip)
From Mississippi to Chicago Midway
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One-way flight from Mississippi to Chicago Midway
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Find flight deals from Mississippi to Midway

Cheapest flights from Mississippi to Midway
Explore the most affordable flight options available from Mississippi to Midway. Find the lowest fares from popular airlines and budget airlines, with prices last updated on December 22, 2024.

This Southwest deal was found by Cheapflights users on 12/21. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/305:40 amMEM - MDW
Nonstop1h 35mSouthwest
Thu 1/29:30 amMDW - MEM
Nonstop1h 40mSouthwest
Deal found 12/21$556
This Delta deal was found by Cheapflights users on 12/21. 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.
Mon 12/236:00 amBTR - MDW
1 stop5h 21mDelta
Fri 12/275:03 pmMDW - BTR
1 stop6h 27mDelta
Deal found 12/21$593
This Southwest deal was found by Cheapflights users on 12/21. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/266:00 pmJAN - MDW
1 stop5h 40mSouthwest
Sun 12/297:55 amMDW - JAN
2 stops9h 25mSouthwest
Deal found 12/21$611
This Delta deal was found by Cheapflights users on 12/21. 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.
Wed 12/2512:10 pmMEM - MDW
1 stop4h 00mDelta
Mon 12/306:00 amMDW - MEM
1 stop4h 06mDelta
Deal found 12/21$613
This Delta deal was found by Cheapflights users on 12/21. 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.
Mon 12/306:00 amJAN - MDW
1 stop5h 21mDelta
Mon 1/65:07 pmMDW - JAN
1 stop5h 56mDelta
Deal found 12/21$682
This Delta deal was found by Cheapflights users on 12/21. 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 12/292:51 pmGPT - MDW
1 stop7h 15mDelta
Fri 1/310:08 amMDW - GPT
1 stop6h 22mDelta
Deal found 12/21$698
This Delta deal was found by Cheapflights users on 12/22. 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 12/2612:13 pmMOB - MDW
1 stop4h 04mDelta
Sun 12/296:00 amMDW - MOB
1 stop5h 29mDelta
Deal found 12/22$959

Find flights from Mississippi to Midway within your budget

Customize your flight search to find flights from Mississippi 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 2,558,603 searches. Data last updated December 22, 2024.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

MemphisChicago

MEM - MDW

MEMMDW

Memphis

Mon 1/13

7:15 am-8:55 am

Nonstop1h 40m

Chicago Midway

Fri 1/31

9:30 am-11:15 am

Nonstop1h 45m

$260

MemphisChicago

MEM - MDW

MEMMDW

Memphis

Fri 2/7

6:27 am-1:05 pm

1 stop6h 38m

Chicago Midway

Sun 2/9

6:00 am-1:20 pm

1 stop7h 20m

$276

MobileChicago

MOB - MDW

MOBMDW

Mobile

Tue 3/11

3:15 pm-10:27 pm

1 stop7h 12m

Chicago Midway

Wed 3/12

10:10 am-2:40 pm

1 stop4h 30m

$304

Baton RougeChicago

BTR - MDW

BTRMDW

Baton Rouge Ryan

Thu 2/20

6:05 am-11:59 am

1 stop5h 54m

Chicago Midway

Sun 2/23

6:00 am-1:36 pm

1 stop7h 36m

$308

MemphisChicago

MEM - MDW

MEMMDW

Memphis

Thu 1/9

6:18 am-6:37 pm

2 stops12h 19m

Chicago Midway

Mon 1/13

3:57 pm-1:20 pm

3 stops21h 23m

$321

JacksonChicago

JAN - MDW

JANMDW

Jackson-Evers Intl

Sun 1/12

1:05 pm-7:15 pm

1 stop6h 10m

Chicago Midway

Sat 1/18

9:15 am-7:30 pm

2 stops10h 15m

$366

GulfportChicago

GPT - MDW

GPTMDW

Gulfport Biloxi Regional

Sat 2/1

10:10 am-2:53 pm

1 stop4h 43m

Chicago Midway

Sun 2/9

10:57 am-3:49 pm

1 stop4h 52m

$392

JacksonChicago

JAN - MDW

JANMDW

Jackson-Evers Intl

Sun 1/5

5:28 pm-10:06 pm

1 stop4h 38m

Chicago Midway

Thu 1/9

6:00 am-10:27 am

1 stop4h 27m

$531

MemphisChicago

MEM - MDW

MEMMDW

Memphis

Mon 2/10

5:26 pm-12:17 am

1 stop6h 51m

$53

MemphisChicago

MEM - MDW

MEMMDW

Memphis

Wed 1/29

7:15 am-8:55 am

Nonstop1h 40m

$89

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/21

Showing 1-10 of 16 results
1
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Best time to book a flight from Mississippi to Midway

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

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

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

Currently, April is the cheapest month in which you can book a flight from Mississippi to Chicago Midway Airport (average of $160). Flying from Mississippi to Chicago Midway Airport in November is currently the most expensive (average of $249). 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 MS to MDW?

Find hourly flight availability from Mississippi 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 December 22, 2024.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Mississippi to Chicago Midway Airport as you normally would.

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 December 22, 2024.
Peruse reviews from past customers who have flown with Delta and Southwest from Mississippi to Chicago to help guide your decision. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.1
Very good
4,804 reviews

Entertainment

7.7

Overall

8.1

Crew

8.7

Boarding

8.2

Comfort

8.1

Food

7.2

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Southwest
8.1
Very good
4,804 reviews
Southwest
8.1
Very good
4,804 reviews

Entertainment

7.7

Overall

8.1

Crew

8.7

Boarding

8.2

Comfort

8.1

Food

7.2

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Delta
8.0
Very good
8,594 reviews
Southwest
8.1
Very good
4,804 reviews

Entertainment

7.7

Overall

8.1

Crew

8.7

Boarding

8.2

Comfort

8.1

Food

7.2

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Frontier
6.1
Okay
3,472 reviews
Southwest
8.1
Very good
4,804 reviews

Entertainment

7.7

Overall

8.1

Crew

8.7

Boarding

8.2

Comfort

8.1

Food

7.2

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Related info for your journey

Find useful and relevant information for your journey from Mississippi to Midway. 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 Mississippi to Chicago Midway Airport one-way?

    The cheapest airline one-way is Frontier, with whom users have recently found tickets for as low as $53. However, be on the lookout for offers from Southwest and Delta, as they are both options that can get you from Mississippi to Chicago Midway Airport for a low price.

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

    The most popular route from Mississippi to Chicago Midway Airport is Memphis - Chicago Midway. You may also consider Jackson-Evers Intl - Chicago Midway or Mobile - Chicago Midway.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Mississippi 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.

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

    Currently, April is the cheapest month in which you can book a flight from Mississippi to Chicago Midway Airport (average of $160). Flying from Mississippi to Chicago Midway Airport in November is currently the most expensive (average of $249). 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 Mississippi to Midway

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

Discover the top 2 airlines that operate flights from Mississippi 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 2,558,603 searches. Data last updated December 22, 2024.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$247Average$432FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$346Average$456FlexibilityNo cancel feeOn-time63%
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