American Airlines, United, and Southwest have round-trip flights from Dallas (DFW/DAL) to Chicago (ORD/MDW) for $117, NONSTOP. Flights January to March. Weekends available. Origin/Destination reversible.
Image Credits: Alan Stark, Creative Commons 2.0
Published March 4, 2025 by Ren P. Artemio
Frontier has round-trip flights from Dallas (DFW) to Chicago or Phoenix (MDW, PHX) for $58, NONSTOP. Flights March to June. Departures on Tuesday, Wednesday, and Saturday. Extended weekends available. Origin/Destination reversible.
Read More Nonstop Flights: Dallas to/from Chicago or Phoenix $58 r/t [March-June] – Frontier
Image Credits: Nrbelex, Creative Commons 2.0
Published February 18, 2025 by Ren P. Artemio
Southwest has round-trip flights from Dallas (DAL) to Chicago (MDW) for $147, NONSTOP. Flights April to May. No Sunday departures. Very few weekends available. Origin/Destination reversible.
Read More Nonstop Flights: Dallas to/from Chicago or Atlanta $131-$147 r/t [April-May] – Southwest
Image Credits: Daniel Schwen, Creative Commons 4.0
Published November 21, 2024 by Ren P. Artemio
United and Southwest have round-trip flights from Dallas (DFW, DAL) to Chicago (ORD, MDW) for $139-$169, NONSTOP. Flights December to March. Extended weekends available. No Christmas dates available.
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
Published October 1, 2024 by Ren P. Artemio
United has round-trip flights from Dallas (DFW) 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).
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Image Credits: Daniel Schwen, Creative Commons 4.0
Published July 29, 2024 by Ren P. Artemio
Southwest has round-trip flights from Dallas (DAL) to Chicago (ORD) for $113-$124, NONSTOP. Flights August to November. Very few weekends available. No Thanksgiving dates.
Image Credits: Daniel Schwen, Creative Commons 4.0
Published July 23, 2024 by Ren P. Artemio
American Airlines has round-trip flights from Dallas (DFW) to Chicago, Detroit, Miami, Jacksonville, Phoenix, San Francisco, Cleveland, Las Vegas, Pittsburgh, Tampa, or Charlotte (ORD, DTW, MIA, JAX, PHX, SFO, CLE, LAS, PIT, TPA, CLT) for $139-$159, NONSTOP. Flights August to December. Mostly Tuesdays, Wednesdays, and Saturdays. Extended weekends available. Origin/Destination reversible. No Christmas dates available.
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: Thomas Hawk, Creative Commons 2.0 (flickr)
Published May 28, 2024 by Ren P. Artemio
United has round-trip flights from Dallas (DFW) to Chicago or New York/Newark (ORD, EWR/LGA) for $119-$139, NONSTOP. Flights August to November. Extended weekends available. Origin/Destination reversible. No Thanksgiving dates.
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
Published May 16, 2024 by Ren P. Artemio
American Airlines and United have round-trip flights from Dallas (DFW) to Chicago (ORD) for $137-$164, NONSTOP. Flights May to September. 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
Published March 20, 2024 by Ren P. Artemio
United and American Airlines have round-trip flights from Dallas (DFW) to Chicago (ORD) for $139, 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
Published February 6, 2024 by Ren P. Artemio
United and American Airlines have round-trip flights from Dallas (DFW) to Chicago (ORD) for $171-$188, NONSTOP. Flights February to May. Very few 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
Published December 29, 2023 by Ren P. Artemio
United and American Airlines have round-trip flights from Dallas (DFW) to Chicago (ORD) for $138-$158, NONSTOP. Flights January to March. Very few 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
Published December 15, 2023 by Ren P. Artemio
Frontier has round-trip flights from Dallas (DFW) to Chicago (MDW) for $38, NONSTOP. Flights January to February. Departures on Tuesday, Wednesday, and Saturday. Extended weekends available. Origin/Destination reversible.
Image Credits: Larry Johnson, Creative Commons 2.0
Published December 17, 2022 by Ren P. Artemio
Frontier has round-trip flights from Dallas (DFW) to Chicago or Denver (MDW, DEN) for $38-$44, NONSTOP. Flights January to March. Departures on Tuesday, Wednesday, and Saturday. Extended weekends available.
Read More Nonstop Flights: Dallas to Chicago or Denver $38-$44 r/t [January-March] – Frontier
Image Credits: Daniel Schwen, Creative Commons 4.0
Published November 15, 2022 by Ren P. Artemio
United has round-trip flights from Dallas (DFW) to Chicago (ORD) for $138-$146, NONSTOP. Flights November to March. Departures on Tuesday, Wednesday, and Saturday. Extended weekends available. Origin/Destination reversible. Holiday blackouts.
Image Credits: Daniel Schwen, Creative Commons 4.0
Published August 5, 2022 by Ren P. Artemio
Frontier and Spirit have round-trip flights from Dallas (DFW) to Chicago (MDW/ORD) for $52-$54, NONSTOP. $26-$27 each-way. Flights August to September. Departures on Tuesday, Wednesday, and Saturday. Extended weekends available. Origin/Destination reversible.
These fares do not include a free carry-on bag. Only a small personal item, like a Jansport SuperBreak backpack is free. You can avoid paying for seat selection if you accept the randomly assigned seat prior to boarding.
Image Credits: Daniel Schwen, Creative Commons 4.0
Published July 7, 2022 by Ren P. Artemio
United has round-trip flights from Dallas (DFW) to Chicago (ORD) for $138-$168, NONSTOP. Flights September to November. Departures on Tuesday, Wednesday, and Saturday. Very few extended weekends available.
Read More Nonstop Flights: Dallas to Chicago $138-$168 r/t [September-November] – United
Image Credits: Daniel Schwen, Creative Commons 4.0
Published January 26, 2021 by Ren P. Artemio
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
Image Credits: Thomas Hawk, Creative Commons 2.0 (flickr)
Published September 28, 2020 by Ren P. Artemio
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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Image Credits: Daniel Schwen, Creative Commons 4.0
Published June 23, 2020 by Ren P. Artemio
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).
Want a notification sent straight to your phone when any new deals are found? Join our Telegram channel and never miss another deal.
Patreon supporters receive a recap of all the airfare deals currently available from Dallas everyday.
We don’t charge a subscription fee. 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 this content, you are being ripped off.
Read More Nonstop Flights: Dallas to/from Chicago $75 r/t [July-December] – United
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