Category: Chicago

[01/09/2020 @ 4:31 PM] Still available. Less availability than last month.

Southwest has round-trip flights from Austin (AUS) to Denver or Chicago (DEN, MDW) for $98, NONSTOP. $49 each-way. Most flights are between January and April. Mostly on weekdays. Origin/Destination reversible.

Note: You can save up to an additional $150 if you book your Flight+Hotel together as a package on Southwest Vacations and use the US150OFF coupon-code at checkout. Before you commit, always compare the prices of the individual Flights and Hotel with other hotel booking sites like Expedia or Tripadvisor.

Read More Cheap Flights: Austin to/from Denver or Chicago $98 r/t – Southwest

Airfare Deals American Airlines Bookable Deals Chicago Southwest

Southwest has round-trip flights from Austin (AUS) to Chicago (MDW) for $108, NONSTOP. $54 each-way. Flights November to February. Mostly weekdays. Origin/Destination reversible.

Note: You can save up to an additional $125 if you book your Flight+Hotel together as a package on Southwest Vacations and use the ‘125DOM19’ coupon-code at checkout.

Read More Cheap Flights: Austin to/from Chicago $108 r/t – Southwest

Airfare Deals American Airlines Bookable Deals Chicago Southwest

[06/27/2019 @ 3:40 PM CT] Deal is back on.

American Airlines has round-trip flights from Austin (AUS) to Chicago (ORD) for $97-$119, NONSTOP.  Flights July to February. Weekends available. Origin/Destination reversible.

Note: Carry-on bag is allowed for free on American Airlines. You can avoid paying for seat selection by accepting the randomly assigned seat at the gate.

Read More Nonstop Flights: Austin to/from Chicago $97-$110 r/t – American

Airfare Deals American Airlines Bookable Deals Chicago Oneworld

American Airlines has round-trip flights from Austin (AUS) to Chicago (ORD) for $97, NONSTOP. Flights August to December. Departures mostly on Tuesday, Wednesday, and Saturday. Origin/Destination reversible.

Note: Spirit may be offering fares for a bit cheaper, but you’ll want to avoid those since their pricing does not include a carry-on bag and has inferior flight dates. Spirit fares aren’t really worth it unless you can avoid the +$60 in baggage fees, which means they would have to be priced at about $37 round-trip to be comparable to the American fare. 

Note: Carry-on bag is allowed for free, but seat selection has a fee. You can avoid paying seat fees by not selecting a seat and being randomly assigned your seat at the gate.

Read More Nonstop Flights: Austin to/from Chicago $97 r/t – American Airlines

Airfare Deals American Airlines Chicago Oneworld

Frontier and Spirit have round-trip flights from Austin (AUS) to Chicago (ORD) for $67-$69, NONSTOP. Flights April to May. Departures on Tuesday, Wednesday, and Saturday. Origin/Destination reversible.

Note: While this price is fairly low, we think it’s usually a better deal to wait for deals on full service airlines when they have sales under $100.

Note: Frontier and Spirit fares do not include a free carry-on bag. Only a small personal item, like a Jansport City Scout backpack is free. You can avoid paying for seat selection if you accept the randomly assigned seat prior to boarding.

Read More Nonstop Flights: Austin to/from Chicago $67-$69 r/t – Frontier / Spirit

Airfare Deals Chicago Frontier Spirit

Spirit has round-trip flights from Austin (AUS) to Chicago (ORD) for $103, NONSTOP $52 each-way. Flights from mid-February to the first week of March. Departures on Tuesdays, Wednesdays, Thursdays, and Saturdays. Returns on any day except Friday or Saturday. Origin/Destination reversible.

Note: Spirit fares do not include a free carry-on bag. Only a small personal item, like a Jansport City Scout backpack is free. Checked bags cost +$30 each-way. You can avoid paying for seat selection if you accept the randomly assigned seat prior to boarding.

I’m currently using the Jansport Right Pack as my “personal item” when I fly Frontier. Which is slightly more than expensive than the Jansport City Scout because its fabric is Cordura instead of Polyester. Both have the same dimensions which are: 18″ x 13″ x 8.5″. There is half-an-inch of extra depth than what is officially allowed by Frontier, but it has never been a problem for me. The bag has a large main compartment, which makes it ideal for stuffing as much as you can into the limited amount of space.

Read More Nonstop Flights: Austin to/from Chicago $103 r/t – Spirit Airlines

Airfare Deals Chicago Frontier

Frontier has round-trip flights from Austin (AUS) to Chicago (ORD) for $97, NONSTOP $48 each-way. Flights on Tuesdays, from late-April to July. Origin/Destination reversible.

Note: Frontier fares do not include a free carry-on bag. Only a small personal item, like a Jansport City Scout backpack is free. Checked bags cost +$30 each-way. You can avoid paying for seat selection if you accept the randomly assigned seat prior to boarding.

Read More Nonstop Flights: Austin to/from Chicago $97 r/t – Frontier

Airfare Deals Chicago Frontier

Airfare Deals American Airlines Chicago Oneworld

[06/24/2017 @ 10:16 AM] Old post clean-up. Fare gone. Removing from deal list.

Southwest and American Airlines have round-trip flights from San Antonio (SAT) to Chicago (MDW/ORD) or Denver (DEN) starting at $97, NONSTOP. $49-$59 each-way. Flights Tuesdays and Wednesdays, August to October. Holiday blackout applies. Origin/Destination reversible.

Note: AA flights are only to Chicago (ORD) and only available in August and September. Denver (DEN) is only available via Southwest. United is “matching” with inferior Basic Economy fares.

Note: If you plan to book this as a Flight+Hotel package, use the ‘USASAVE125’ coupon code on Southwest Vacations to save up to $125 on the package.

Read More Nonstop Flights: San Antonio to/from Chicago or Denver $97-$117 r/t – American / Southwest

Airfare Deals American Airlines Chicago Denver Southwest