Cheap Flights from Chicago to Dallas Love Field

Compare Chicago to Dallas Love Field flight deals

Find the cheapest month or even day of the year to fly to Dallas Love Field

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Flight deals from Chicago to Dallas Love Field Airport

Looking for a cheap last-minute deal or the best return flight from Chicago to Dallas Love Field Airport? If you want to travel next month, return fares start from R 2,575. Find the lowest prices on one-way and return tickets right here.

Find the cheapest month to fly from Chicago to Dallas Love Field

We’re always keeping an eye on fares, so you can find the best one in seconds. It looks like Chicago to Dallas Love Field flights are currently cheapest in March.

Direct flights from Chicago to Dallas Love Field

Chicago to Dallas Love Field: Alternative routes

Compare routes from Chicago to Dallas below. You may find an airport to fly into that's cheaper, faster, or easier than Dallas Love Field.

Chicago to Dallas: Flight information

The things to know before you go.
Cheapest flight foundR 1,287
Cheapest month to flyMarch
Average flight time2 hrs, 29 mins
Most popular airlineSouthwest Airlines
Average flights per week41

Finding cheap flights from Chicago to Dallas Love Field: Frequently asked questions

The best price we found for a return flight from Chicago to Dallas Love Field is R 2,573. This is an estimate based on information collected from different airlines and travel providers over the last 4 days and is subject to change and availability.
2 hours and 28 minutes is the average flight time from Chicago to Dallas Love Field.
Southwest Airlines flies direct from Chicago to Dallas Love Field.
As of January 2026, there are 82 flights per week flying from Chicago to Dallas Love Field.
The cheapest month to fly from Chicago to Dallas Love Field is usually March.
After crunching the numbers on our flight calendar, we found that it is currently cheapest to fly from Chicago to Dallas Love Field Airport on Tuesday, 10 March 2026.
Yes – the average flight time is 2 hours and 28 minutes.
We show every price from over 1,200 airlines and travel agents, comparing them all so you don’t have to. If you know you want to fly to Dallas Love Field but you’re not ready to book, set up a Price Alert. We’ll track prices for you, and let you know when they rise or fall.
We crunched all the numbers in our flight calendar and it looks like the cheapest time to book a flight to Dallas is around 40 days in advance, so don’t leave your flight to the last minute.
The cheapest airline that flies to Dallas Love Field is Southwest Airlines .

Flying from Chicago to Dallas Love Field Airport (DAL): What you need to know

  • Begin your journey at one of Chicago's main airports, O'Hare International Airport (ORD) or Chicago Midway International Airport (MDW). Check out your options for booking a flight from Chicago to Dallas Love Field Airport (DAL) leaving from either of these.

  • 2 hours 25 minutes is the average duration of a direct Chicago to Dallas Love Field Airport flight.

  • Dallas's timezone is UTC-5, which is the same as Chicago. Dallas Love Field Airport is located in Dallas.

  • O'Hare International Airport (ORD) to Dallas Love Field Airport (DAL) is the most popular route. There are 12 direct weekly flights to choose from. If you have plans before you fly, take the last flight with Southwest Airlines at 6:55pm. Choose the first ORD to DAL departure operated by Southwest Airlines at 7am if you'd rather get a move on.

  • Get to the airport on time so you don't miss your flight from Chicago to DAL. Be there at least two hours ahead for international flights and an hour early for domestic departures to avoid sprinting to your gate.

  • If you're jetting off during a major holiday or other peak period, give yourself extra time. Get there two hours before domestic flights and up to four hours before international departures. Check-in and security lines will be longer.

Airports in Chicago

O'Hare International Airport (ORD)

  • O'Hare International Airport (ORD) offers an easy route to your destination. Nonstop flights from Chicago to Dallas Love Field Airport (DAL) leave from this terminal.

  • You'll find a direct flight from Chicago to Dallas Love Field Airport with Southwest Airlines. This top airline offers services from ORD.

  • The preferred airline for passengers flying between ORD and DAL is Southwest Airlines.

  • Southwest Airlines is the most punctual carrier operating on this route, with 77.58% of its services arriving as planned.

  • Located around 40 kilometres from central Chicago, ORD can be reached in about 35 minutes by car (depending on traffic). The journey by public transport will take roughly 55 minutes.

  • Searching for a convenient hotel close to O'Hare International Airport? If you've booked an early flight from Chicago to Dallas Love Field Airport, these stays will have you sleeping conveniently close to check-in:

  • Of all flights departing from O'Hare International Airport, 74.85% land on time at their destination.

  • You'll find ORD at 10000 West O'Hare.

Chicago Midway International Airport (MDW)

  • Prefer to leave from Chicago Midway International Airport (MDW)? Direct Chicago to Dallas Love Field Airport (DAL) plane tickets can be booked from this popular hub.

  • Catch your direct flight from Chicago to DAL with Southwest Airlines. This is one of the leading carriers operating this route out of MDW.

  • Southwest Airlines is the top choice for passengers flying from MDW to DAL.

  • The top on-time carrier is Southwest Airlines. Its Chicago Midway International Airport to Dallas Love Field Airport flights arrive without delay 73.58% of the time.

  • On public transport, you can travel from central Chicago to MDW in around 45 minutes. The terminal is roughly 19 kilometres away, and getting there by car will take approximately 20 minutes.

  • Want to treat yourself to an extra night away before catching your Chicago to DAL flight? Relax in a hotel near Chicago Midway International Airport before your break officially begins. These stays are calling your name:

  • Chicago Midway International Airport has an on-time performance rate of 77.88%. This figure provides insight into how frequently flights that take off from this airport make it to their destination on time.

  • You'll find MDW at 5700 South Cicero.

Chicago Rockford International Airport (RFD)

  • RFD is around 137 kilometres from central Chicago. The drive from the city centre to the terminal takes about 1 hour 25 minutes. If you're considering public transport, expect a journey time of around 4 hours 15 minutes.

  • Make departure day worry-free — stay close to Chicago Rockford International Airport and know you'll get to your gate with time to spare. Get settled at one of these hotels the day before if you're catching an early Chicago to Dallas Love Field Airport flight:

  • Flights departing from RFD arrive at their final stop as scheduled 76.19% of the time.

  • You'll find Chicago Rockford International Airport at 2 Airport Cir.

About Dallas Love Field Airport (DAL)

Getting from Dallas Love Field Airport (DAL) to central Dallas

  • Dallas Love Field Airport is about 10 kilometres from central Dallas. How long it'll take to get there by car hire or cab depends on the time of day. Do some research before your trip.

  • If you're using public transport, expect a journey time of roughly 50 minutes.

How to find the cheapest flights from Chicago to Dallas Love Field Airport (DAL)

  • The lowest price we've found for a one-way ticket from Chicago to Dallas Love Field Airport is R 1,287. For a return flight on this route, the best price is R 2,573. Depending on the availability and when you book, these fares can change.

  • To snag cheap flights from Chicago to DAL, book your plane ticket one month ahead of your departure date.

  • The best month for finding cheap Chicago to Dallas Love Field Airport tickets is June. Use the 'Whole month' tool to compare prices, then choose the dates that offer the biggest savings.

  • Locking in a cheap plane ticket from Chicago to DAL is easy with Price Alerts. All you need to do is create one of these automatic alerts and we'll let you know as soon as the price has dropped.

  • Hunt down a great price on a flight from Chicago to Dallas Love Field Airport with the help of the filters. Choose your preferred departure and arrival times, airlines and number of stops. You can also sort your results by 'Fastest,' 'Best' or 'Cheapest.'

The best time to fly from Chicago to Dallas Love Field Airport (DAL)

  • July is when most people book flights from Chicago to Dallas Love Field Airport (DAL). Visit Dallas in April for a more low-key escape.

  • The warmest month in Dallas is August, with temperatures ranging between 24ºC (75ºF) and 41ºC (106ºF). Book your Chicago to DAL plane ticket then if that's your idea of comfortable weather.

  • Search for cheap tickets from Chicago to Dallas Love Field Airport in January if you like travelling in cooler conditions. Temperatures are at their lowest then, ranging between 1ºC (34ºF) and 16ºC (61ºF).

More about Dallas

  • When it comes to looking for somewhere to lay your head, you'll find the top stays in Dallas right here. Check out these options after locking in your flight from Chicago to Dallas Love Field Airport:

  • There are so many things to see and do in this city, it can be hard to know where to start. Meyerson Symphony Centre, Winspear Opera House and Dallas Museum of Art are highlights which should feature on every Dallas itinerary.

Explore more of the United States

  • Dallas is easy to fall in love with, but there are so many other parts of the United States you'll want to see. Around 306 kilometres south of Dallas, a trip to Austin will keep your itinerary busy. Start with popular sights like Texas State Capitol, Central Park and Austin Museum of Art, Downtown.

  • Shreveport is another favourite destination in the United States and is around 290 kilometres east of Dallas. No trip is complete without seeing Adventure Fun Park, Elvis Presley Statue and Lincoln Park.

Prices shown on this page are estimated lowest prices only. Found in the last 45 days.