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$48+ Cheap flights from Midway (MDW) to Alabama

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 9/16. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — BHM
Aug 4 — Aug 111
Mon 8/4
Mon 8/11
1 adult, Economy
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Cheap flight deals from Midway to Alabama

Keep the following information in mind while searching for Midway to Alabama flight deals. Data was last updated July 30, 2025.

Round-trip from

$84
(Frontier)

One-way from

$48
(Mytrip)

Popular in

February

Cheapest in

July

Average price

$349

Good round-trip deal

$181 or less
From Chicago Midway to Alabama
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One-way flight from Chicago Midway to Alabama
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Highest demand for flights based on searches. 4% potential increase in price ($16 potential increase over avg. RT price).
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Cheapest flight prices on average. 1% potential price decrease ($6 potential savings vs. average RT price).
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Average for round-trip flights in July 2025
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Price to beat on a round-trip flight from Chicago Midway to Alabama.
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Find flight deals from Midway to Alabama

Cheapest flights from Midway to Alabama
Explore the most affordable flight options available from Midway to Alabama. Find the lowest fares from popular airlines and budget airlines, with prices last updated on July 30, 2025.

This Frontier deal was found by Cheapflights users on 7/28. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/46:20 amMDW - ATL
Nonstop2h 07mFrontier
Sat 9/610:22 pmATL - MDW
Nonstop1h 55mFrontier
Deal found 7/28$84
This Kiwi.com deal was found by Cheapflights users on 7/28. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/1911:07 amMDW - VPS
Nonstop2h 05mAllegiant Air
Thu 10/238:00 amVPS - MDW
Nonstop2h 17mAllegiant Air
Deal found 7/28$134
This Southwest deal was found by Cheapflights users on 7/29. 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.
Sat 10/118:20 amMDW - BHM
Nonstop1h 45mSouthwest
Sat 10/187:00 amBHM - MDW
Nonstop1h 50mSouthwest
Deal found 7/29$181
This Delta deal was found by Cheapflights users on 7/28. 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.
Tue 8/266:00 amMDW - BHM
1 stop5h 25mDelta
Tue 8/263:52 pmBHM - MDW
1 stop5h 52mDelta
Deal found 7/28$201
This Delta deal was found by Cheapflights users on 7/30. 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.
Sat 10/2510:35 amMDW - CHA
1 stop3h 44mDelta
Wed 10/296:55 amCHA - MDW
1 stop3h 56mDelta
Deal found 7/30$209
This Delta deal was found by Cheapflights users on 7/27. 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 9/2711:00 amMDW - MOB
1 stop4h 46mDelta
Wed 10/16:00 amMOB - MDW
1 stop5h 48mDelta
Deal found 7/27$211
This Delta deal was found by Cheapflights users on 7/30. 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.
Fri 9/196:00 amMDW - HSV
1 stop6h 01mDelta
Sun 9/216:00 amHSV - MDW
1 stop3h 40mDelta
Deal found 7/30$229
This Southwest deal was found by Cheapflights users on 7/28. 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 8/272:05 pmMDW - VPS
1 stop4h 55mSouthwest
Sat 8/3010:30 amVPS - MDW
1 stop4h 20mSouthwest
Deal found 7/28$235
This Southwest deal was found by Cheapflights users on 7/30. 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.
Wed 11/55:35 amMDW - PNS
1 stop3h 45mSouthwest
Wed 11/51:25 pmPNS - MDW
2 stops7h 25mSouthwest
Deal found 7/30$242
This FlightHub deal was found by Cheapflights users on 7/30. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/124:48 pmMDW - PNS
1 stop23h 38mFrontier
Sun 9/145:21 pmPNS - MDW
1 stop22h 32mFrontier
Deal found 7/30$245
This Delta deal was found by Cheapflights users on 7/30. 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.
Tue 9/910:31 amMDW - PNS
1 stop6h 23mDelta
Sun 9/147:00 amPNS - MDW
1 stop4h 48mDelta
Deal found 7/30$288
This Delta deal was found by Cheapflights users on 7/28. 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 9/69:15 amMDW - VPS
1 stop26h 45mDelta
Tue 9/166:00 amVPS - MDW
2 stops12h 35mDelta
Deal found 7/28$317

Cheapflights Fare Finder

 
Customize your flight search to find flights from Midway to Alabama 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 July 30, 2025.
Use the filters below to find and compare flights from Chicago Midway Airport to Alabama that are best for you.

Fly from

Midway

Fly to

Alabama

Route

Depart

Return

Price

ChicagoAtlanta

MDW - ATL

MDWATL

Chicago Midway

Thu 9/4

6:20 am-9:27 am

Nonstop2h 07m

Atlanta Hartsfield-Jackson

Sat 9/6

10:22 pm-11:17 pm

Nonstop1h 55m

$84

ChicagoValparaiso

MDW - VPS

MDWVPS

Chicago Midway

Sun 10/19

11:07 am-1:12 pm

Nonstop2h 05m

Valparaiso Destin-Ft Walton Beach

Thu 10/23

8:00 am-10:17 am

Nonstop2h 17m

$134

ChicagoBirmingham

MDW - BHM

MDWBHM

Chicago Midway

Sat 10/11

8:20 am-10:05 am

Nonstop1h 45m

Birmingham

Sat 10/18

7:00 am-8:50 am

Nonstop1h 50m

$181

ChicagoBirmingham

MDW - BHM

MDWBHM

Chicago Midway

Tue 8/26

6:00 am-11:25 am

1 stop5h 25m

Birmingham

Tue 8/26

3:52 pm-9:44 pm

1 stop5h 52m

$201

ChicagoChattanooga

MDW - CHA

MDWCHA

Chicago Midway

Sat 10/25

10:35 am-3:19 pm

1 stop3h 44m

Chattanooga Lovell Field

Wed 10/29

6:55 am-9:51 am

1 stop3h 56m

$209

ChicagoMobile

MDW - MOB

MDWMOB

Chicago Midway

Sat 9/27

11:00 am-3:46 pm

1 stop4h 46m

Mobile

Wed 10/1

6:00 am-11:48 am

1 stop5h 48m

$211

ChicagoHuntsville

MDW - HSV

MDWHSV

Chicago Midway

Fri 9/19

6:00 am-12:01 pm

1 stop6h 01m

Huntsville

Sun 9/21

6:00 am-9:40 am

1 stop3h 40m

$229

ChicagoValparaiso

MDW - VPS

MDWVPS

Chicago Midway

Wed 8/27

2:05 pm-7:00 pm

1 stop4h 55m

Valparaiso Destin-Ft Walton Beach

Sat 8/30

10:30 am-2:50 pm

1 stop4h 20m

$235

ChicagoPensacola

MDW - PNS

MDWPNS

Chicago Midway

Wed 9/24

12:50 pm-5:55 pm

1 stop5h 05m

Pensacola

Tue 9/30

7:35 am-3:10 pm

2 stops7h 35m

$242

ChicagoPensacola

MDW - PNS

MDWPNS

Chicago Midway

Fri 9/12

4:48 pm-4:26 pm

1 stop23h 38m

Pensacola

Sun 9/14

5:21 pm-3:53 pm

1 stop22h 32m

$245

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/29

Showing 1-10 of 34 results
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Best time to book a flight from Midway to Alabama

Have a flexible travel schedule? Discover the best time to fly to Alabama 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 Alabama

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

Currently, October is the cheapest month in which you can book a flight from Chicago Midway Airport to Alabama (average of $376). Flying from Chicago Midway Airport to Alabama in March is currently the most expensive (average of $457). 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 MDW to AL?

Find hourly flight availability from Midway to Alabama. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated July 30, 2025.

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

Reviews of airlines servicing Alabama

Get insights into the airlines that provide service to Alabama. 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 Alabama. Reviews last updated July 30, 2025.
Read reviews from past customers who have flown Southwest, Delta, and Allegiant Air from Chicago Midway Airport to Alabama. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,241 reviews

Entertainment

7.5

Food

7.0

Overall

8.0

Crew

8.6

Boarding

8.1

Comfort

8.0

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.
Southwest
8.0
Very good
4,241 reviews
Southwest
8.0
Very good
4,241 reviews

Entertainment

7.5

Food

7.0

Overall

8.0

Crew

8.6

Boarding

8.1

Comfort

8.0

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.
Delta
8.0
Very good
7,980 reviews
Southwest
8.0
Very good
4,241 reviews

Entertainment

7.5

Food

7.0

Overall

8.0

Crew

8.6

Boarding

8.1

Comfort

8.0

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.
Allegiant Air
7.2
Good
703 reviews
Southwest
8.0
Very good
4,241 reviews

Entertainment

7.5

Food

7.0

Overall

8.0

Crew

8.6

Boarding

8.1

Comfort

8.0

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.
Frontier
5.9
Fair
3,237 reviews
Southwest
8.0
Very good
4,241 reviews

Entertainment

7.5

Food

7.0

Overall

8.0

Crew

8.6

Boarding

8.1

Comfort

8.0

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.

Related info for your journey

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

    To fly one-way, consider booking your trip with Frontier, which is currently one of the cheapest options available, starting at $48. Allegiant Air flights start at $50 while deals on Delta start at $69 one-way.

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

    The most popular route from Chicago Midway Airport to Alabama is Chicago Midway - Atlanta Hartsfield-Jackson. You may also consider Chicago Midway - Pensacola or Chicago Midway - Birmingham.

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

    Looking for the cheapest flight from Chicago Midway Airport to Alabama? While on average our users pay $259, our data indicates the cheapest price to be $105. The most popular route (Chicago Midway - Atlanta Hartsfield-Jackson), is priced around $54.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Midway to Alabama 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 Alabama?

    Currently, October is the cheapest month in which you can book a flight from Chicago Midway Airport to Alabama (average of $376). Flying from Chicago Midway Airport to Alabama in March is currently the most expensive (average of $457). 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 Alabama

See prices for flight routes from nearby airports that may be better suited for you.
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Midway to LaGuardia flights
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O'Hare Intl to Burbank flights

Top 2 airlines flying from Midway to Alabama

Discover the top 2 airlines that operate flights from Midway to Alabama. 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 July 30, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$213Average$446FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$269Average$407FlexibilityNo cancel feeOn-time63%

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