Flight tickets from Dallas Love Field to Chicago

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      Travellers and cabin class, 1 Adult, Economy

      Popular Airlines that fly direct from Dallas Love Field to Chicago

      Southwest Airlines

      Compare Dallas Love Field to Chicago flight deals

      Find the cheapest month or even day of the year to fly to Chicago

      Book the best Chicago fare with no extra fees

      Flight deals from Dallas Love Field to Chicago

      Looking for a cheap last-minute deal or the best return flight from Dallas Love Field Airport to Chicago? If you want to travel next month, return fares start from ₹ 20,025. Find the lowest prices on one-way and return tickets right here.

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

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

      Direct flights from Dallas Love Field to Chicago

      Southwest Airlines

      Alternative Dallas Love Field to Chicago routes

      Looking for the cheapest, fastest or easiest route from Dallas Love Field to Chicago? You could fly into the following airports instead.

      Dallas to Chicago: Flight information

      The things to know before you go.
      Cheapest flight found₹ 10,012
      Cheapest month to flyNovember
      Average flight time2 hrs, 13 mins
      Most popular airlineSouthwest Airlines
      Average flights per week49

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

      There are 3 airports in Chicago: Chicago Midway, Chicago O'Hare International and Chicago Rockford.
      The best price we found for a return flight from Dallas Love Field to Chicago is ₹ 20,025. 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 13 minutes is the average flight time from Dallas Love Field to Chicago.
      Southwest Airlines flies direct from Dallas Love Field to Chicago.
      As of August 2026, there are 49 flights per week flying from Dallas Love Field to Chicago.
      The cheapest month to fly from Dallas Love Field to Chicago is usually September.
      If you're flying from Dallas Love Field Airport, the cheapest airport near Chicago is Chicago Midway – which is 14.5 km away from the centre of Chicago. We've found flights into this airport from ₹ 20,025.
      After crunching the numbers on our flight calendar, we found that it's currently cheapest to fly from Dallas Love Field Airport to Chicago on Tuesday, 15 September 2026.
      Yes – the average flight time is 2 hours and 13 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 Chicago 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 Chicago is around 40 days in advance, so don’t leave your flight to the last minute.

      In August, the average temperature is usually around 22°C. July is typically the warmest month in Chicago, when it usually averages around 26°C. You can expect the least rain in January. The coldest month is January, with temperatures averaging -8°C. The rainiest month is August.
      Currently, Southwest Airlines offers the cheapest flight tickets to Chicago.

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

      • The average length of a direct flight from Dallas Love Field to Chicago is 2 hours 35 minutes.

      • Chicago's timezone is UTC-6, which is the same as Dallas (the location of Dallas Love Field).

      • With 31 flights a week between the two airports, Dallas Love Field (DAL) to Chicago Midway International Airport (MDW) is the busiest route. Southwest Airlines operates the earliest flight at 06:00. If you prefer to get more out of your day before taking off, the last flight from DAL to MDW is with Southwest Airlines at 22:45.

      • Leave enough time to get on your DAL to Chicago flight. As a general rule, arrive at least two hours before international departures and an hour ahead for domestic flights.

      • Flying during a peak time like July? School holidays and other popular periods can lead to longer lines and delays at security. Play things extra safe and get there up to four hours ahead of international flights and two hours before a domestic departure.

      • Start your journey at DAL and fly straight to Chicago O'Hare International Airport (ORD). That's where you can expect to land when searching for Dallas Love Field to Chicago tickets.

      • Book your favourite seat with Southwest Airlines. This popular airline offers direct flights from Dallas Love Field to Chicago.

      • DAL is around 10 kilometres from central Dallas. If you're ride-sharing, driving or catching a taxi from the centre, it'll take 20 minutes or so to get there, depending on the traffic. If you're taking public transport, expect the travel time to be around 45 minutes.

      • Have an early flight from Dallas Love Field to Chicago? Avoid the stress of rushing to the airport (and catch some extra z's) by choosing one of these hotels close to DAL:

      • 74% of flights leaving from Dallas Love Field make it to their destination on schedule.

      • DAL is located at 8008 Cedar Springs Road.

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

      • ₹ 10,012 is the lowest price we've found for a one-way Dallas Love Field to Chicago flight. A return plane ticket right now is ₹ 20,025. Depending on the availability when you book, these fares can change.

      • Book two months before travelling. Research on pricing trends suggests this is the ideal window for finding cheap flights from DAL to Chicago.

      • Organise your trip for July. That's the best month for scoring the biggest deals on Dallas Love Field to Chicago tickets. If you're flexible with your dates, use the 'Whole month' tool to find the cheapest price across every month.

      • There's no need to check back in every day to find out if fares have dropped when you create a Price Alert. We'll let you know the moment there's an even better deal on cheap flights from DAL to Chicago.

      • Find an affordable flight from Dallas Love Field to Chicago with the help of our filters. Choose your preferred duration, departure time and airlines, then sort the results by 'Cheapest' for the best deals.

      Airports in Chicago

      Chicago O'Hare International Airport (ORD)

      • Chicago O'Hare International Airport (ORD) is around 27 kilometres from the centre of Chicago. If you're grabbing a taxi or a ride-share, the drive will take roughly 30 minutes.

      • It'll take around 45 minutes if you're travelling on public transport.

      • Consider staying in a hotel near ORD if you're coming in on a late flight from Dallas Love Field to Chicago. Pick one of these options and make your arrival easier:

      • Get the best deal by reserving your vehicle from Chicago O'Hare International Airport around four weeks ahead of your flight from DAL to Chicago.

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

      Chicago Midway International Airport (MDW)

      • The centre of Chicago is located around 16 kilometres from Chicago Midway International Airport (MDW). After your flight from Dallas Love Field to Chicago has touched down and you've navigated your way to arrivals, the drive should take about 25 minutes.

      • You can expect the journey to take about 30 minutes on public transport.

      • After stepping off your DAL to Chicago flight, rest your head at a hotel near MDW. These are some comfortable accommodation options that'll help you switch to relaxation mode:

      • Snap up a deal by reserving your ride from MDW four weeks in advance. You'll also have access to a greater selection of vehicles.

      • The address for Chicago Midway International Airport is 5700 South Cicero.

      Chicago Rockford International Airport (RFD)

      • Step off your flight from Dallas Love Field to Chicago and head straight for your hotel or jump right into exploring. Central Chicago is around 145 kilometres from Chicago Rockford International Airport (RFD) and usually takes 1 hour 40 minutes to reach driving.

      • If you use public transport, the journey time is about 2 hours.

      • If you don't want to travel into the centre, head for a hotel close to RFD. Get comfortable at one of these stays after your DAL to Chicago flight:

      • Booking at least a few weeks in advance of your flight from Dallas Love Field to Chicago is a smart move. In addition to better deals, you'll be able to choose the vehicle make and model you prefer at RFD.

      • The street address for Chicago Rockford International Airport is 2 Airport Cir.

      Best time to go to Chicago

      • July is the most popular month for flights from Dallas Love Field to Chicago. To skip the crowds, head to Chicago in January.

      • Before booking a Dallas Love Field to Chicago plane ticket, think about what kind of weather works for you. July is the warmest month in Chicago, with temperatures ranging from 16ºC to 28ºC.

      • Search for cheap tickets from DAL to Chicago in January if you like travelling in cooler conditions. Temperatures are at their lowest then, ranging between -12ºC and 3ºC on average.

      More about Chicago

      Explore more of the United States

      • Columbus is just one of the many places in the United States waiting to be discovered once you've seen Chicago. Around 451 kilometres away to the southeast, top sights here include Franklin Park Conservatory and Botanical Gardens, Whetstone Park / Park of Roses and Ohio Theatre.

      • If you're ready to explore another great destination in the United States, head for Indianapolis, roughly 257 kilometres southeast of Chicago. Lucas Oil Stadium, Eiteljorg Museum and The Children's Museum of Indianapolis are highlights.

      Prices shown on this page are estimated lowest prices only. Found in the last 12 days.