American Airlines has round-trip flights from Austin (AUS) to Chicago, Miami, or Phoenix (ORD, MIA, PHX) for $139-$169, NONSTOP. Flights September to December. Cheapest departures on Tuesday, Wednesday, and Saturday. Origin/Destination reversible. No Christmas dates available.
Category: <span>Chicago</span>
Image Credits: Alan Stark, Creative Commons 2.0 (flickr/wikipedia)
Image Credits: Daniel Schwen, Creative Commons 4.0
Frontier has round-trip flights from Austin (AUS) to Chicago, Cleveland, San Diego, or Phoenix (ORD, CLE, SAN, PHX) for $77-$95, NONSTOP. Flights in September. Limited departure dates.
Free Checked Bag Coupon: Use code “FREEBAG”. *Buy by 8/21/25. Fly between 9/5/25 – 1/5/2026. Limit one free Checked Bag per person, per direction, weight limit applies.
When booking, Select “Basic Fare”, Don’t purchase any add-ons, Don’t select any bundle, Avoid seat fee by accepting the random seat, Don’t pay for a carry-on. Use Frontier’s Mobile app to avoid airport agent fees. Then under “Checked Bags” select “1x 40lb Checked Bag – $0” (see image)
Before you enter in your credit card information: Double check that is says “$0.00 Checked Bag” for both your departing and return flights (see image). If it says “You have not purchased bags. Add now!” click it to re-add bags, and RE-ENTER the “FREEBAG” coupon code on the same page that you enter in your payment details.
This coupon also works on other destinations.
Image Credits: Daniel Schwen, Creative Commons 4.0
Southwest has round-trip flights from Austin (AUS) to Chicago (MDW) for $159-$168, NONSTOP. Flights May to August. Departures on Tuesday, Wednesday, and Saturday. Extended weekends available. Origin/Destination reversible.
Image Credits: Daniel Schwen, Creative Commons 4.0
American Airlines has round-trip flights from Austin (AUS) to Chicago (ORD) for $159-$169, NONSTOP. Flights May to August. Departures on Monday, Tuesday, Wednesday, Thursday, and Saturday. Extended weekends available. Origin/Destination reversible.
Image Credits: Kay Gaensler, Creative Commons 2.0 (flickr)
American Airlines and United have round-trip flights from Austin (AUS) to Chicago or Miami (ORD, MIA) for $149-$169, NONSTOP. Flights April to May. Departures on Tuesday, Wednesday, and Saturday. Extended weekends available. Origin/Destination reversible.
A Carry-on bag and also a personal item is allowed for free on American. You can avoid paying for seat selection by accepting the randomly assigned seat at the gate.
Image Credits: Daniel Schwen, Creative Commons 4.0
Southwest has round-trip flights from Austin (AUS) to Chicago (MDW) for $177, NONSTOP. Flights April to May. No Weekends. Departures on Monday, Tuesday, Wednesday, and Thursday. Origin/Destination reversible.
Image Credits: Daniel Schwen, Creative Commons 4.0
Southwest, American Airlines, and United have round-trip flights from Austin (AUS) to Chicago (MDW/ORD) for $177, NONSTOP. Flights February to May. No Weekends. Departures on Monday, Tuesday, Wednesday, and Thursday. Origin/Destination reversible.
A Carry-on bag and also a personal item is allowed for free on American. You can avoid paying for seat selection by accepting the randomly assigned seat at the gate.
Image Credits: Daniel Schwen, Creative Commons 4.0
United has round-trip flights from Austin or San Antonio (AUS, SAT) to Chicago (ORD) for $119-$125, NONSTOP. Flights October to January. Weekends available. Origin/Destination reversible.
United’s “Basic Economy” fares do not allow for a free carry-on bag. Only a personal item (like a small laptop bag) is free. Seats are randomly assigned for free prior to boarding.
The personal item size on United is smaller (9 x 10 x 17 inches) than Frontier or Spirit (8 x 13 x 18 inches).
Image Credits: Alan Stark, Creative Commons 2.0
United has round-trip flights from Austin (AUS) to Chicago or Los Angeles (ORD, LAX) for $121-$135, NONSTOP. Flights October to January. Departures on Tuesday, Wednesday, and Saturday. Extended weekends available. Origin/Destination reversible.
United’s “Basic Economy” fares do not allow for a free carry-on bag. Only a personal item (like a small laptop bag) is free. Seats are randomly assigned for free prior to boarding.
The personal item size on United is smaller (9 x 10 x 17 inches) than Frontier or Spirit (8 x 13 x 18 inches).
Image Credits: Daniel Schwen, Creative Commons 4.0
United has round-trip flights from Austin (AUS) to Chicago (ORD) for $171, NONSTOP. Flights in March. Weekends available. Origin/Destination reversible.
United’s “Basic Economy” fares do not allow for a free carry-on bag. Only a personal item (like a small laptop bag) is free. Seats are randomly assigned for free prior to boarding.
The personal item size on United is smaller (9 x 10 x 17 inches) than Frontier or Spirit (8 x 13 x 18 inches).
Image Credits: Daniel Schwen, Creative Commons 4.0
American Airlines has round-trip flights from Austin (AUS) to Chicago or Denver (ORD, DEN) for $118-$138. Chicago flights are NONSTOP. Denver flights have a connection. Flights September to March. Weekends available. Origin/Destination reversible.
A Carry-on bag and also a personal item is allowed for free on American. You can avoid paying for seat selection by accepting the randomly assigned seat at the gate.
Image Credits: Daniel Schwen, Creative Commons 4.0
United has round-trip flights from Austin (AUS) to Chicago (ORD) for $117, NONSTOP. Flights November to March. Departures on Monday, Tuesday, Wednesday, Thursday, and Saturday. Origin/Destination reversible.