$29 Cheap flight deals from Atlanta (ATL) to Southwest Side (CHI)

Earn rewards on top of your airline miles with Orbitz Rewards

Many airlines offer flexible change policies

Sign up to receive text alerts about your trip

This Weekend's Flight Deals from Atlanta to Southwest Side

This weekend's flight prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Sun, Jan 25 - Mon, Feb 23
ATL
Hartsfield-Jackson Atlanta Intl.
MDW
Midway Intl.
$128 Roundtrip, found 1 day ago
$128
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Sun, Jan 25 from Hartsfield-Jackson Atlanta Intl. to Midway Intl., returning Mon, Feb 23, priced at $128 found 1 day ago
Sat, Jan 24 - Fri, Jan 30
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
$170 Roundtrip, found 1 hour ago
$170
Roundtrip
found 1 hour ago
Select Spirit Airlines flight, departing Sat, Jan 24 from Hartsfield-Jackson Atlanta Intl. to O'Hare Intl., returning Fri, Jan 30, priced at $170 found 1 hour ago
Sun, Jan 25 - Wed, Jan 28
ATL
Hartsfield-Jackson Atlanta Intl.
RFD
Greater Rockford
$330 Roundtrip, found 4 days ago
$330
Roundtrip
found 4 days ago
Select American Airlines flight, departing Sun, Jan 25 from Hartsfield-Jackson Atlanta Intl. to Greater Rockford, returning Wed, Jan 28, priced at $330 found 4 days ago

Airfares from $29 One Way, $58 Round Trip from Atlanta to Southwest Side

Prices starting at $58 for return flights and $29 for one-way flights to Southwest Side were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Thu, Feb 19 - Fri, Feb 27
ATL
Atlanta
MDW
Chicago
$58 Roundtrip, found 2 days ago
$58
Roundtrip
found 2 days ago
Select Frontier Airlines flight, departing Thu, Feb 19 from Atlanta to Chicago, returning Fri, Feb 27, priced at $58 found 2 days ago
Fri, Feb 20 - Sat, Feb 28
ATL
Atlanta
ORD
Chicago
$58 Roundtrip, just found
$58
Roundtrip
just found
Select Frontier Airlines flight, departing Fri, Feb 20 from Atlanta to Chicago, returning Sat, Feb 28, priced at $58 just found
Thu, Feb 26 - Sat, Feb 28
ATL
Atlanta
ORD
Chicago
$59 Roundtrip, just found
$59
Roundtrip
just found
Select Frontier Airlines flight, departing Thu, Feb 26 from Atlanta to Chicago, returning Sat, Feb 28, priced at $59 just found
Tue, Feb 10 - Wed, Feb 11
ATL
Atlanta
ORD
Chicago
$87 Roundtrip, just found
$87
Roundtrip
just found
Select Spirit Airlines flight, departing Tue, Feb 10 from Atlanta to Chicago, returning Wed, Feb 11, priced at $87 just found
Sat, Feb 14 - Mon, Feb 16
ATL
Atlanta
MDW
Chicago
$160 Roundtrip, found 5 days ago
$160
Roundtrip
found 5 days ago
Select Southwest Airlines flight, departing Sat, Feb 14 from Atlanta to Chicago, returning Mon, Feb 16, priced at $160 found 5 days ago

Southwest Side economy flight packages

Price found within the past 48 hours. Click for updated prices.
The Whitehall Hotel, BW Premier Collection
3.5-star property

The Whitehall Hotel, BW Premier Collection

8.2/10 Very Good! (3,702 reviews)

Mar 13 - Mar 16

3 night stay

Atlanta (ATL) to Chicago (ORD)

Frontier Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $480, price is now $318 per person
$318
per person
found 1 day ago
The hotel and room are dated and could use some renovations, but everything was clean, room was comfy and exactly what I needed for a two-night business trip, and the staff was very friendly. Great location as well, easy to get around.

Reviewed on Nov 16, 2025

Hotel Riu Plaza Chicago
4.0-star property

Hotel Riu Plaza Chicago

9.4/10 Exceptional! (2,790 reviews)

Mar 13 - Mar 16

3 night stay

Atlanta (ATL) to Chicago (ORD)

Frontier Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $746, price is now $378 per person
$378
per person
found 1 day ago
I recommend 100% Everything was good, the staff, room and the food. Also, it is located in a good area.

Reviewed on Jan 14, 2026

Holiday Inn Chicago O'Hare – Rosemont by IHG
3.0-star property

Holiday Inn Chicago O'Hare – Rosemont by IHG

9/10 Wonderful! (2,591 reviews)

Mar 14 - Mar 18

4 night stay

Atlanta (ATL) to Chicago (ORD)

Frontier Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $490, price is now $323 per person
$323
per person
found 1 day ago
Very nice staff. Clean room, and nice restaurant and coffee bar in the lobby. I have stayed there several times. It's a convinient location as well.

Reviewed on Dec 29, 2025

Don't see what you're looking for?
See all available trips from Atlanta to Southwest Side
View all trips

More About Flying To Southwest Side from Atlanta

Route Information for Flights from Atlanta to Southwest Side

Origin Airport IATA Code
ATL
Destination Airport IATA Code
CHI
Distance
Direct Flight Airlines
Earliest Flight Arrival
Latest Flight Arrival

Atlanta to Southwest Side

Orbitz is the number one travel site for finding guaranteed low prices on Atlanta to Southwest Side flights. Not only do we have discount tickets on domestic and international tickets but our cutting-edge mobile tools keep you informed on the go.

Find Low Prices in One Place

Booking a trip from Atlanta to Southwest Side has never been easier. Not only will you find great deals on flights, we offer bargains on cruises, car rentals, top-notch hotels, and more. You can also research and add local activities in Southwest Side to your flight or hotel reservation to keep the kids happy and active.

Flight Booking, Alerts, and More on Your Mobile Device

Use our mobile app for your iPhone, iPad, or Android phone—or our mobile website m.orbitz.com—to find bargains on flights from Atlanta to Southwest Side wherever you are. Book your cheap Atlanta to Southwest Side flights and a hotel room too—even at the last minute. Orbitz also makes your life easier with free alerts that are sent to your mobile phone or email about delays to your upcoming flights from Atlanta to Southwest Side.

Don’t Miss out on Miles

Accumulate frequent flyer miles or points on your Atlanta to Southwest Side flights. It’s as simple as entering your frequent flyer number when you’re making your flight reservation on Orbitz to rack up miles on qualified flights from Atlanta to Southwest Side. You can save your frequent flyer numbers in your Orbitz account to save time during your next flight booking.

More Destinations

Fare, taxes & fees: Fares include all taxes and fees, except baggage fees. Rates shown reflect fares found by other Orbitz users over the past 7 days. Due to rapidly changing airline prices & seat availability, these fares may no longer be available.

Refunds/changes/cancellations: Itinerary changes, if permitted for the fare, will have a $30 service fee charged by Orbitz. Additional airline charges may apply.

Other conditions: Schedules, fares and rules are subject to change without notice. Seats are limited and may not be available on all flights/dates or in all markets. Lower fares may be available. Fares will not be honored retroactively or in exchange for any wholly/partially unused ticket. Tickets are non-transferable and non-refundable. Fare rules are provided for the selected itinerary before booking.