[07/05/2018 @ 3:02 PM CT] Mostly sold out. But you can often find midweek flights for $100 on any given day. Removing from deal list.

American Airlines has round-trip flights from Dallas (DFW) to Chicago (ORD) for $103 with a connection. $51 each-way. Flights Tuesdays, Wednesdays, and Saturdays from mid-August to mid-November. Origin/Destination reversible. Holiday blackouts apply.

Note: This is a “Regular Economy” fare and allows for a carry-on bag and a personal item.

Note: Most Saturday departures are in October and November.

Read More Nonstop Flights: Dallas to/from Chicago $103 r/t – American

Airfare Deals Chicago Oneworld

Southwest has round-trip flights from Dallas (DAL) to Chicago (MDW) or Atlanta (ATL) starting at $92 NONSTOP. $46 each-way. Flights in April. Departs on Tuesdays, Wednesdays, and Saturdays. Origin/Destination reversible.

Note: You can save an additional $100 if you purchase your Flight+Hotel together as a package on Southwest Vacations and use the DOM0318 coupon-code. Coupon expires 03/26/18. Before you commit, always compare the prices of the individual Flights and Hotel with other hotel booking sites like Hotels Combined or Hotels.com.

Read More Nonstop Flights: Dallas to/from Chicago / Atlanta $92-$94 r/t – Southwest

Airfare Deals Atlanta Chicago Southwest

[02/21/2018 @ 10:37 AM] Old post clean-up. Fare gone. Removing from deal list.

Southwest has round-trip flights from Dallas (DAL) to Chicago (MDW), Detroit (DTW), or Pittsburgh (PIT) starting at $82 NONSTOP. $41 each-way. Flights January to early-March. Origin/Destination reversible. Very few Sunday returns. No Holidays.

Note: You can save an additional $125 if you purchase your Flight+Hotel together as a package on Southwest Vacations and apply the SAVE125 coupon code. Package coupon expires today, but the airfare deal should still be around.

Read More Nonstop Flights: Dallas to/from Chicago / Detroit / Pittsburgh $82-$88 r/t – Southwest

Airfare Deals Chicago Detroit Pittsburgh Southwest

Airfare Deals Chicago Oneworld Philadelphia Southwest

[08/17/2017 @ 1:07 AM] Still available. August fares gone. September and later still available.

American Airlines has round-trip flights from Dallas (DFW) to Chicago (ORD) for $98, NONSTOP. $50 each-way. Flights scattered in September and also November to February. Weekends available. Holiday blackouts apply. Origin/Destination reversible.

Read More Nonstop Flights: Dallas to/from Chicago $98 r/t – American

Airfare Deals American Airlines Chicago Oneworld

Airfare Deals American Airlines Chicago Oneworld

Southwest and United have round-trip flights from Dallas (DFW/DAL) to Chicago (ORD/MDW) for $88, NONSTOP. $44 each way. Flights are midweek TUE/WED January to April. Origin/Destination reversible. Expect prices to fluctuate +/- $10.

Note: United only has flights in January and February. Southwest has much better availability.

Read More Nonstop Flights: Dallas to/from Chicago $88 r/t – Southwest / United

Airfare Deals American Airlines Chicago Oneworld Southwest Star Alliance United

Airfare Deals American Airlines Chicago Oneworld Southwest Star Alliance United

Airfare Deals American Airlines Chicago Las Vegas New York Oneworld