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).

Read More Nonstop Flights: Dallas to Chicago $139-$169 r/t [December-March] (No Christmas) – United / Southwest

Airfare Deals Chicago Star Alliance United

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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Read More Nonstop Flights: Dallas to/from Chicago $119-$125 r/t [October-January] (Weekends available) – United

Airfare Deals Chicago Star Alliance United

Airfare Deals Chicago Southwest

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.

Read More Nonstop Flights: Dallas to/from Chicago, Detroit, Miami, Jacksonville, Phoenix, San Francisco, Cleveland, Las Vegas, Pittsburgh, Tampa, or Charlotte $119-$159 r/t [August-December] (Tue, Wed, Sat) – American Airlines

Airfare Deals American Airlines Chicago Oneworld

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).

Read More Nonstop Flights: Dallas to/from Chicago or New York/Newark $119-$139 r/t [August-November] (No Thanksgiving) – United

Airfare Deals Chicago Star Alliance United

Airfare Deals American Airlines Chicago Oneworld Star Alliance United

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.

Read More Nonstop Flights: Dallas to/from Chicago $139 r/t [April-May] (Tue, Wed, Sat) – United / American Airlines

Airfare Deals American Airlines Chicago Oneworld Star Alliance United

Airfare Deals American Airlines Chicago Oneworld Star Alliance United

Airfare Deals American Airlines Chicago Oneworld Star Alliance United

Airfare Deals Chicago Frontier

Airfare Deals Chicago Frontier

Airfare Deals Chicago Star Alliance United

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.

Read More Nonstop Flights: Dallas to/from Chicago $52-$54 r/t [August-September] ($26-$27 each-way) – Frontier / Spirit

Airfare Deals Chicago Frontier

Airfare Deals Chicago Star Alliance United

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 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 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.

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

Airfare 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 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