American Airlines has round-trip flights from Dallas (DFW) to Chicago (ORD) for $97, NONSTOP. August to December. Departures on Tuesday, Wednesday, and Saturday.

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: Dallas to Chicago $97 r/t – American

Airfare Deals American Airlines Bookable Deals Chicago Oneworld

Southwest has round-trip flights from Dallas (DAL) Las Vegas (LAS) for $90, NONSTOP. $45 each-way. Flights from September to October. Midweek departures with Saturday returns. Origin/Destination reversible.

Note: United, Spirit, and Frontier may have fee encumbered “Basic Economy” fares available for a bit less. Keep in mind that those “cheaper” fares are often more expensive once you factor in bag fees.

Note: Southwest doesn’t charge a change-fee, so if you already booked this flight, but paid more, you should be able to re-book at the lower price and get the difference paid back to you in the form of a travel-voucher.

Note: You can save an additional $60 at MGM Resorts in Las Vegas if you book your Flight+Hotel together as a package on Southwest Vacations and use the 60MGM coupon-code.

Read More Nonstop Flights: Dallas to/from Las Vegas $90 r/t – Southwest

Airfare Deals Chicago Las Vegas Southwest

Southwest has round-trip flights from Dallas (DAL) Chicago (MDW) for $104, NONSTOP. $52 each-way. Flights from August to October. Origin/Destination reversible.

Note: United, Spirit, and Frontier may have fee encumbered “Basic Economy” fares available for a bit less. Keep in mind that those “cheaper” fares are often more expensive once you factor in bag fees.

Note: Southwest doesn’t charge a change-fee, so if you already booked this flight, but paid more, you should be able to re-book at the lower price and get the difference paid back to you in the form of a travel-voucher.

Note: You can save an additional $100 if you book your Flight+Hotel together as a package on Southwest Vacations and use the DOM100 coupon-code.

Read More Nonstop Flights: Dallas to/from Chicago $104 r/t – Southwest

Airfare Deals Chicago Southwest

American Airlines has round-trip flights from Dallas (DFW) to Chicago (ORD) for $97, NONSTOP. Flights in April, July, August, September, October, November, and December. No Thursday departures. A few extended 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: Dallas to/from Chicago $97 r/t – American

Airfare Deals American Airlines Bookable Deals Chicago Oneworld

Southwest has round-trip flights from Dallas (DAL) Baltimore (BWI) for $134, NONSTOP. $67 each-way. Flights from January to May. Origin/Destination reversible. No Holidays.

Note: You can save an additional $100 if you purchase your Flight+Hotel together as a package on Southwest Vacations and use the US100OFF coupon-code at checkout.

Read More Nonstop Flights: Dallas to/from Baltimore $134 r/t – Southwest

Airfare Deals Baltimore Chicago Denver Southwest

American Airlines has round-trip flights from Dallas (DFW) to Chicago (ORD) starting at $97, NONSTOP. $49 each-way. Flights in January to June. Friday departures are available for about +$6 more. Origin/Destination reversible.

Note: Cheapest flights are on Tuesdays, Wednesdays and Saturdays.

Note: Carry-on bag is allowed for free, but checked bag will cost about +$30 each way. Seat is assigned randomly, for free at the gate.

Read More Nonstop Flights: Dallas to/from Chicago $97-$103 r/t – American

Airfare Deals American Airlines Chicago Oneworld

Airfare Deals Baltimore Chicago Denver Southwest

Airfare Deals Chicago Denver Southwest

[07/06/2018 @ 11:14 AM] Fare gone. Removing from deal list.

Southwest has round-trip flights from Dallas (DAL) to Chicago or Atlanta (MDW/ATL) starting at $104, NONSTOP. $52 each-way. Chicago flights from August to March. Atlanta flights from August to November. Weekends available. Origin/Destination reversible.

Note: Christmas / New Years is available for Chicago.

Note: You can save an additional $50-$150 if you book your Flight+Hotel together as a package on Southwest Vacations, and use either the PLANSAVE or FREEDOM coupon-codes. Coupons expire on 07/09/18.

Read More Nonstop Flights: Dallas to/from Chicago or Atlanta $104-$110 r/t – Southwest

Airfare Deals Atlanta Chicago Southwest