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Flights from Chicago Midway Airport to Alabama

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Flight deals from Chicago Midway Airport to Alabama

Looking for cheap flights from Chicago Midway Airport to Alabama, or a last-minute trip? Find the cheapest prices on one-way and round-trip flights right here.
Montgomery.$185 per passenger.Departing Wed, Jun 4, returning Wed, Jun 11.Round-trip flight with Delta.Outbound indirect flight with Delta, departing from Chicago Midway on Wed, Jun 4, arriving in Montgomery Dannelly Fld.Inbound indirect flight with Delta, departing from Montgomery Dannelly Fld on Wed, Jun 11, arriving in Chicago Midway.Price includes taxes and charges.From $185, select.
Huntsville.$225 per passenger.Departing Thu, Aug 28, returning Mon, Sep 1.Round-trip flight with Delta.Outbound indirect flight with Delta, departing from Chicago Midway on Thu, Aug 28, arriving in Huntsville International.Inbound indirect flight with Delta, departing from Huntsville International on Mon, Sep 1, arriving in Chicago Midway.Price includes taxes and charges.From $225, select.
Birmingham.$250 per passenger.Departing Wed, May 21, returning Wed, May 28.Round-trip flight with Southwest Airlines.Outbound direct flight with Southwest Airlines departing from Chicago Midway on Wed, May 21, arriving in Birmingham.Inbound direct flight with Southwest Airlines departing from Birmingham on Wed, May 28, arriving in Chicago Midway.Price includes taxes and charges.From $250, select.
Mobile.$268 per passenger.Departing Wed, Jun 4, returning Wed, Jun 11.Round-trip flight with Delta.Outbound indirect flight with Delta, departing from Chicago Midway on Wed, Jun 4, arriving in Mobile Municipal Arpt.Inbound indirect flight with Delta, departing from Mobile Municipal Arpt on Wed, Jun 11, arriving in Chicago Midway.Price includes taxes and charges.From $268, select.
Dothan.$425 per passenger.Departing Wed, Jun 4, returning Wed, Jun 11.Round-trip flight with Delta.Outbound indirect flight with Delta, departing from Chicago Midway on Wed, Jun 4, arriving in Dothan.Inbound indirect flight with Delta, departing from Dothan on Wed, Jun 11, arriving in Chicago Midway.Price includes taxes and charges.From $425, select.

Flying from Chicago Midway Airport to Alabama

Arm yourself with these facts on the fly.
Cheapest flight found$185, Montgomery
Cheapest month to flyJune
Average flight time1 hr, 43 mins
Average flights per week13
Most popular airlineSouthwest Airlines

Frequently asked questions

Yes – direct flights currently operate from Chicago Midway Airport to Birmingham Airport in Alabama.
Chicago O'Hare International Airport offers direct flights to Alabama.
We looked at all of the upcoming round-trip flights from Chicago Midway Airport to Alabama we could find over the next 12 months. It looks like $185 is the best price. This is good, compared to the average Alabama ticket price of $362.
The cheapest month to fly from Chicago Midway Airport to Huntsville International Airport is currently August.
The cheapest month to fly from Chicago Midway Airport to Dothan Airport is currently June.
The cheapest month to fly from Chicago Midway Airport to Birmingham Airport is currently May.
And the cheapest month to fly from Chicago Midway Airport to Montgomery Dannelly Fld Airport is usually June.
After crunching the numbers on our flight calendar, we found that it is currently cheapest to fly from Chicago Midway Airport to Alabama on Wednesday, June 4, 2025.
If you're flying from Chicago Midway, the cheapest city in Alabama to fly into is Montgomery. The cheapest airport serving Montgomery at the moment is Montgomery Dannelly Fld.
The average flight time between Chicago Midway Airport and Alabama is 1 hour and 43 minutes.