ATL - CHI

$99 Find Cheap Southwest Flights from Atlanta to Chicago - Compare and Save

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Flight Deals

Cheap Southwest Flight Deals from Atlanta to Chicago

 
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip Southwest flight deals from Atlanta to Chicago

Tue, Dec 15 - Tue, Dec 15
Southwest Logo
7:45 am - 8:40 amATL  Atlanta Hartsfield-Jackson-MDW Chicago Midway
1h 55mnonstop
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9:55 am - 12:55 pmMDW  Chicago Midway-ATL Atlanta Hartsfield-Jackson
2h 00mnonstop
$197Southwest
Tue, Dec 15 - Tue, Dec 15
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1:05 pm - 3:30 pmATL  Atlanta Hartsfield-Jackson-MDW Chicago Midway
3h 25m1 stop Lambert-St Louis
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6:10 pm - 9:15 pmMDW  Chicago Midway-ATL Atlanta Hartsfield-Jackson
2h 05mnonstop
$207Southwest
Sat, Dec 12 - Tue, Dec 15
Southwest Logo
11:10 am - 5:20 pmATL  Atlanta Hartsfield-Jackson-MDW Chicago Midway
7h 10m2 stops Nashville Intl Louisville Intl
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6:10 pm - 9:15 pmMDW  Chicago Midway-ATL Atlanta Hartsfield-Jackson
2h 05mnonstop
$212Southwest
Tue, Dec 8 - Tue, Dec 15
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5:30 pm - 6:25 pmATL  Atlanta Hartsfield-Jackson-MDW Chicago Midway
1h 55mnonstop
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6:10 pm - 9:15 pmMDW  Chicago Midway-ATL Atlanta Hartsfield-Jackson
2h 05mnonstop
$217Southwest
Sat, Dec 12 - Tue, Dec 15
Southwest Logo
6:40 am - 12:55 pmATL  Atlanta Hartsfield-Jackson-MDW Chicago Midway
7h 15m2 stops Houston Hobby Kansas City
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8:00 am - 12:25 pmMDW  Chicago Midway-ATL Atlanta Hartsfield-Jackson
3h 25m1 stop Nashville Intl
$222Southwest
Sat, Dec 12 - Mon, Dec 14
Southwest Logo
2:05 pm - 3:00 pmATL  Atlanta Hartsfield-Jackson-MDW Chicago Midway
1h 55mnonstop
Southwest Logo
9:55 am - 12:55 pmMDW  Chicago Midway-ATL Atlanta Hartsfield-Jackson
2h 00mnonstop
$223Southwest
Tue, Dec 8 - Tue, Dec 15
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6:00 am - 11:00 amATL  Atlanta Hartsfield-Jackson-MDW Chicago Midway
6h 00m1 stop Dallas Love Field
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8:10 am - 11:05 amMDW  Chicago Midway-ATL Atlanta Hartsfield-Jackson
1h 55mnonstop
$227Southwest
Sat, Dec 12 - Sun, Dec 13
Southwest Logo
4:30 pm - 5:25 pmATL  Atlanta Hartsfield-Jackson-MDW Chicago Midway
1h 55mnonstop
Southwest Logo
8:00 am - 12:25 pmMDW  Chicago Midway-ATL Atlanta Hartsfield-Jackson
3h 25m1 stop Nashville Intl
$233Southwest
Tue, Dec 8 - Tue, Dec 8
Southwest Logo
1:35 pm - 2:30 pmATL  Atlanta Hartsfield-Jackson-MDW Chicago Midway
1h 55mnonstop
Southwest Logo
6:10 pm - 9:15 pmMDW  Chicago Midway-ATL Atlanta Hartsfield-Jackson
2h 05mnonstop
$237Southwest
Sat, Dec 12 - Sun, Dec 13
Southwest Logo
11:10 am - 5:20 pmATL  Atlanta Hartsfield-Jackson-MDW Chicago Midway
7h 10m2 stops Nashville Intl Louisville Intl
Southwest Logo
5:30 am - 8:25 amMDW  Chicago Midway-ATL Atlanta Hartsfield-Jackson
1h 55mnonstop
$238Southwest
Useful Info

KAYAK's insights & trends for Atlanta to Chicago flights

Get data-powered insights and trends into Southwest flights from Atlanta to Chicago to help you find the cheapest flights, the best time to fly and much more.

What’s the cheapest day of the week to fly from Atlanta to Chicago with Southwest?

With Southwest the cheapest day to fly this route is on Saturday. The most expensive day is Sunday.

What is the cheapest month to fly with Southwest from Atlanta to Chicago?

The cheapest month for Southwest flights from Atlanta to Chicago is February, where tickets cost $238 (return) on average. On the other hand, the most expensive months to fly this route on Southwest are March and June, where the average cost of round-trip tickets is $390 and $388 respectively.

Which cabin class options are available on Southwest flights between Atlanta and Chicago?

Cabin class availability will depend on the aircraft model and specific route. Southwest flights on this route offer only Economy Class ($333 on average).

How far in advance should I book a flight from Atlanta to Chicago with Southwest?

For the absolute cheapest price on Southwest, our data suggests you should book 8 weeks before departure.

Good to know

Low season

April

Cheapest flight

$99

Average price round-trip

$317
Best time to beat the crowds with an average 1% drop in price.
Most popular time to fly and prices are also 14% lower on average.
Flight from Atlanta to Chicago Midway Airport
(price for this month)

When to Book Flights with Southwest from Atlanta to Chicago

Average price per month
Flight prices as travel date approaches

FAQs for flying to Chicago with Southwest

  • Is Southwest the cheapest airline to fly with from Atlanta to Chicago?

    With an average price of $338 return, Southwest is not the cheapest airline to fly from Atlanta to Chicago with. Instead, for the lowest price, our data suggests flying with Frontier, where a return flight costs $193 on average.

  • What is the cheapest Southwest flight from Atlanta to Chicago?

    In the last 5 days, the lowest price for a flight with Southwest from Atlanta to Chicago was $99 for a return flight and $61 for a one-way flight.

  • Does Southwest fly direct to Chicago from Atlanta?

    Yes, Southwest does offer direct flights for the route, with around 12 flights per week.

  • What’s the cheapest day of the week to fly from Atlanta to Chicago with Southwest?

    On average, the cheapest day of the week to fly from Atlanta to Chicago with Southwest is Monday, when prices are around $78. The most expensive day is generally Sunday, where the average price is around $139.

  • What’s the cheapest month to fly from Atlanta to Chicago with Southwest?

    The cheapest month for Southwest flights to Chicago from Atlanta is generally November, where plane tickets cost $203 on average. If possible, try to avoid the most expensive months of April and May, where tickets cost $385 and $387 respectively.

Southwest Customer Reviews

8.0
Very good4,222 verified ratings
7.5Entertainment
8.0Comfort
8.1Boarding
7.0Food
8.6Crew
Traveler rating:
Sort by:
R
2.0 Poor
-
We were held at the gate for a dead heading pilot for 1 hour. This caused us to miss the connecting flight to St. Louis out of Orlando. We did make it on a later flight but we had to pay extra on airport parking and had to pay an extra day’s fee boarding our pets. Thanks a lot Southwest.
C
10.0 Wonderful
-
It was awesome. Thank you, Southwest. :)
T
10.0 Wonderful
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Great crew, easy boarding, uneventful flight. Two thumbs up!
K
10.0 Wonderful
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The crew was fun!
C
2.0 Poor
-
Terrible, decided to delay our flight since another flight require a flight captain
R
2.0 Poor
-
staff and crew were great but the flight delays for the last few flights are insane. After a long day of work and you will get a notification of flights delay is not the message we want to see. And for some reason it keeps happening often this year.
M
10.0 Wonderful
-
I love southwest. I can not wait until all the planes convert to the upgraded planes. I love the charging option and the newer seats. Thank you from a very loyal Southwest customer.
N
10.0 Wonderful
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Excellent as always
T
8.0 Very good
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My return flight was much better than the flight there! I paid for seat to Veagas but not the return. Thankgoodness they assigned me a seat with additional leg room as I have back and leg problems. I really appreciate it. With the flight already being super expensive due to gas prices and having to pay for bags (now) I needed to save some money.
T
4.0 Mediocre
-
My first flight from LGA to STL was not good. They didn't do service until over halfway through the flight, the internet didn't really work, and the crew all seemed like they didn't want to be there.
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