United has round-trip flights from Dallas (DFW) to Chicago (ORD) for $59-$60, NONSTOP. Flights February to May. Weekends available. Origin/Destination reversible.

Change fees are waived, but United’s “Basic Economy” fares do not include 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. If you have the United MileagePlus credit-card, use the “free checked bag” perk.

Read More Nonstop Flights: Dallas to/from Chicago $59 r/t [February-May] – United

Airfare Deals Bookable Deals Chicago Star Alliance United

American Airlines has round-trip flights from Dallas (DFW) to Chicago, New York, Detroit, Atlanta, Orlando, Fort Lauderdale, and Philadelphia (ORD, NYC, DTW, ATL, MCO, FLL, PHL) for $75-$93, NONSTOP. Flights October to April. Weekends available. Origin/Destination reversible. This fare seems to allow Christmas/NYE for Chicago, New York, and Philadelphia.

Change fees are waived and carry-on bag is allowed for free. You can avoid paying for seat selection by accepting the randomly assigned seat at the gate.

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Read More Nonstop Flights: Dallas to/from Chicago, New York, Detroit, Atlanta, Orlando, Fort Lauderdale, and Philadelphia $75-$93 r/t [Oct-Apr + Holidays] – AA

Airfare Deals American Airlines Bookable Deals Chicago Oneworld

United has round-trip flights from Dallas (DFW) to Chicago (ORD) for $75, NONSTOP. Flights July to December. Weekends available. Origin/Destination reversible.

Change fees are waived, but United’s “Basic Economy” fares do not include 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. If you have the United MileagePlus credit-card, use the “free checked bag” perk.

The personal item size on United flights is smaller (9-in/10-in/17-in) than Frontier or Spirit (8-in/14-in/18-in).

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Patreon supporters receive a recap of all the airfare deals currently available from Dallas everyday.

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Read More Nonstop Flights: Dallas to/from Chicago $75 r/t [July-December] – United

Airfare Deals Bookable Deals Chicago Star Alliance United

Due to the covid-19 pandemic, we do not recommend booking departures between May and June. This fare has departures later in the year.

American Airlines and JetBlue have round-trip flights from Dallas (DFW) to Boston, Chicago, or San Diego (BOS, ORD, SAN) for $81-$93, NONSTOP. Flights July to November. Weekends available. Origin/Destination reversible.

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

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Read More Nonstop Flights: Dallas to/from Boston, Chicago, or San Diego $81-$93 r/t [July-November] – American Airlines / JetBlue

Airfare Deals American Airlines Bookable Deals Boston Chicago JetBlue Oneworld San Diego

[03/12/2020 @ 01:46 PM CT] Price dropped to $58. Was $77.

American Airlines has round-trip flights from Dallas (DFW) to Chicago (ORD) for $58, NONSTOP. Flights March to April. Weekends available. Origin/Destination reversible.

You can also save an additional 16% off your Hotel or up to $150 for Flight+Hotel packages on CheapTickets by using the “SPRINGBREAK” or “ADVENTURE150” coupon codes at checkout (before finalizing your booking).

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.

Want a notification sent straight to your phone when any new deals are found? Join our Telegram channel and never miss another deal.

We don’t charge a subscription fee. All of our deal notifications are available for FREE via Instagram, Facebook, Twitter, Telegram, our Webpage, and our E-mail list. If you are paying someone a subscription fee for our content, you are being ripped off.

Read More Nonstop Flights: Dallas to/from Chicago $58 r/t – American Airlines

Airfare Deals American Airlines Chicago Oneworld

American Airlines has round-trip flights from Dallas (DFW) to Chicago (ORD) for $97-$105, NONSTOP. Flights March to September. No Thursday departures. Extended Weekends available. Origin/Destination reversible.

You can also save an additional 16% off your Hotel or up to $150 for Flight+Hotel packages on CheapTickets by using the “WANDERLUST” or “ADVENTURE150” coupon codes at checkout (before finalizing your booking).

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.

Want a notification sent straight to your phone when any new deals are found? Join our Telegram channel and never miss another deal.

We don’t charge a subscription fee. All of our deal notifications are available for FREE via Instagram, Facebook, Twitter, Telegram, our Webpage, and our E-mail list. If you are paying someone a subscription fee for our content, you are being ripped off.

Read More Nonstop Flights: Dallas to/from Chicago $97-$105 r/t – American Airlines

Airfare Deals American Airlines Chicago Oneworld

Southwest has round-trip flights from Dallas (DAL) Orlando, Fort Lauderdale, or Tampa (MCO, FLL, TPA) for $124-$134, NONSTOP. $62-$67 each-way. Flights mostly from February to May. Origin/Destination reversible. No Holidays. Lots of availability after April 15th.

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 may find additional savings if you book your Flight+Hotel together as a package on Southwest Vacations. Before you commit, always compare the prices of the individual Flights and Hotel with other hotel booking sites like Tripadvisor and Expedia.

Read More Nonstop Flights: Dallas to/from Orlando, Fort Lauderdale, or Tampa $124-$134 r/t – Southwest

Airfare Deals Chicago Southwest

Southwest has round-trip flights from Dallas (DAL) Chicago (MDW) for $98-$106, NONSTOP. $48-$53 each-way. Flights mostly from February to May. Origin/Destination reversible. No Holidays. Sparse availability in March. Lost of availability after April 15th.

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 $150 if you book your Flight+Hotel together as a package on Southwest Vacations and use the US150OFF coupon-code.

Read More Nonstop Flights: Dallas to/from Chicago $98-$106 r/t – Southwest

Airfare Deals Chicago Southwest

American Airlines has round-trip flights from Dallas (DFW) to Chicago (ORD) for $97, NONSTOP. Flights November to April. No Monday departures. No Holidays. Weekends available.

Southwest usually matches this sale.

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.

We don’t charge a subscription fee. All of our deal notifications are available for FREE via Instagram, Facebook, Twitter, our Webpage, and our E-mail list. If you are paying someone a subscription fee for our content, you are being ripped off.

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

Airfare Deals American Airlines Chicago Oneworld