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CHI - DAL

$117 Find Cheap Flights from Chicago to Dallas Love Field - Compare and Save

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Everything you should know

Cheapest round-trip
$233
Typical prices: $253-$431
Southwest
Sat 11/10Sun 11/11
MDW - DAL • Non-stop
Cheapest one-way
$117
Typical prices: $162-$298
Southwest
Sun 11/4
MDW - DAL • Non-stop
Nonstop flights
Every day
You can fly direct with Southwest. Average duration is 2h 24m
Direct flights
+1
Direct flights
+1
Top routes
ORD - DAL
Cheapest • 9% average savings
MDW - DAL
Most popular
Insights
Insights
When to book
17 weeks
in advance
Our data shows that travelers who book at least 17 weeks in advance save around 55% compared to booking last minute.
Insights
Insights
When to travel
January
Cheapest • 30% price drop
June
Most popular
Good to know
+1
Good to know
+1
Top layover airports
Louisville Intl (SDF)
Cheapest • Avg $159 (round-trip)
Nashville Intl (BNA)
Shortest trip • 5h 04m (one-way)
Insights
Insights
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We hope you love your trip to Dallas Love Field Airport!

Cheap Flights from Chicago to Love Field (CHI-DAL)

 

Cheap flights from Chicago to Love Field with top airlines, updated regularly. Compare round-trip, one-way, direct and last-minute deals.

Wed, Nov 11 - Tue, Nov 17
Southwest Logo
3:10 pm - 5:35 pmMDW  Chicago Midway-DAL Dallas Love Field
2h 25mnonstop
Southwest Logo
8:25 pm - 10:40 pmDAL  Dallas Love Field-MDW Chicago Midway
2h 15mnonstop
$233Southwest
Sat, Dec 12 - Wed, Dec 16
Southwest Logo
6:00 am - 8:35 amMDW  Chicago Midway-DAL Dallas Love Field
2h 35mnonstop
Southwest Logo
8:45 am - 11:00 amDAL  Dallas Love Field-MDW Chicago Midway
2h 15mnonstop
$233Southwest
Tue, Oct 27 - Sat, Oct 31
Southwest Logo
6:00 am - 8:15 amMDW  Chicago Midway-DAL Dallas Love Field
2h 15mnonstop
Southwest Logo
2:35 pm - 4:45 pmDAL  Dallas Love Field-MDW Chicago Midway
2h 10mnonstop
$233Southwest
Wed, Nov 11 - Wed, Nov 18
Southwest Logo
3:10 pm - 5:35 pmMDW  Chicago Midway-DAL Dallas Love Field
2h 25mnonstop
Southwest Logo
8:25 pm - 10:40 pmDAL  Dallas Love Field-MDW Chicago Midway
2h 15mnonstop
$233Southwest
Sat, Feb 27 - Tue, Mar 2
Southwest Logo
5:15 am - 7:45 amMDW  Chicago Midway-DAL Dallas Love Field
2h 30mnonstop
Southwest Logo
8:50 pm - 11:00 pmDAL  Dallas Love Field-MDW Chicago Midway
2h 10mnonstop
$233Southwest
Wed, Nov 4 - Wed, Nov 11
Southwest Logo
8:45 pm - 11:15 pmMDW  Chicago Midway-DAL Dallas Love Field
2h 30mnonstop
Southwest Logo
5:40 pm - 7:55 pmDAL  Dallas Love Field-MDW Chicago Midway
2h 15mnonstop
$233Southwest
Sat, Jan 9 - Wed, Jan 13
Southwest Logo
6:10 pm - 8:40 pmMDW  Chicago Midway-DAL Dallas Love Field
2h 30mnonstop
Southwest Logo
8:50 pm - 11:00 pmDAL  Dallas Love Field-MDW Chicago Midway
2h 10mnonstop
$233Southwest
Tue, Nov 10 - Wed, Nov 11
Southwest Logo
8:45 pm - 11:15 pmMDW  Chicago Midway-DAL Dallas Love Field
2h 30mnonstop
Southwest Logo
5:40 pm - 7:55 pmDAL  Dallas Love Field-MDW Chicago Midway
2h 15mnonstop
$233Southwest
Wed, Nov 18 - Wed, Dec 2
Delta Logo
5:13 pm - 10:40 pmMDW  Chicago Midway-DAL Dallas Love Field
5h 27m1 stop Atlanta Hartsfield-Jackson
Delta Logo
6:06 am - 12:04 pmDAL  Dallas Love Field-MDW Chicago Midway
5h 58m1 stop Atlanta Hartsfield-Jackson
$253Delta
Tue, Nov 3 - Sat, Nov 7
Delta Logo
4:19 pm - 9:58 pmMDW  Chicago Midway-DAL Dallas Love Field
5h 39m1 stop Atlanta Hartsfield-Jackson
Delta Logo
3:59 pm - 10:33 pmDAL  Dallas Love Field-MDW Chicago Midway
6h 34m1 stop Atlanta Hartsfield-Jackson
$253Delta

Price, demand and travel trends for Chicago to Dallas Love Field Airport flights

Use KAYAK data on prices, travel dates, airlines and seasonal trends to compare options and book flights with more confidence.

How much is a round-trip flight from Chicago to Dallas Love Field Airport?

Round-trip flights from Chicago to Dallas Love Field Airport typically range from $253 to $431. The lowest price found in the past 5 days was $233, on Southwest.

What is the cheapest Chicago to Dallas Love Field Airport flight route?

Chicago O'Hare Intl Airport (ORD) to Dallas Love Field Airport (DAL) is the cheapest Chicago to Dallas Love Field Airport route, averaging $290 round-trip. Other Chicago to Dallas Love Field Airport routes average $349, based on KAYAK data over the past 12 months.

What's the cheapest day of the week to fly from Chicago to Dallas Love Field Airport?

Based on deals KAYAK users found in the last 12 months, Thursday is the cheapest day of the week to fly from Chicago to Dallas Love Field Airport. It’s 13% cheaper than the average day, while Sunday is the most expensive, with prices 26% higher.

What’s the cheapest month to fly from Chicago to Dallas Love Field Airport?

•January is the cheapest month to fly from Chicago to Dallas Love Field Airport at $239 round-trip.
•July ($406) and August ($378) are the most expensive months.
•The price difference between flying in the cheapest and most expensive months is 69% on average.
This is based on KAYAK aggregated and averaged internal data over the past 12 months.

When are flights from Chicago to Dallas Love Field Airport the cheapest?

Flights from Chicago to Dallas Love Field Airport are cheapest 17 weeks before departure. Booking in this window typically costs about 55% less than the average last-minute fare (within 2 weeks of the flight), based on KAYAK data.

Find deals

Key details for Chicago to Dallas Love Field Airport flights

Low season

November

Cheapest flight

$117
Beat the crowds with an average 36% drop in travelers.
The most popular month to fly with an average 26% increase in travelers.
One-way flight from Chicago Midway Airport to Dallas Love Field Airport

When to book flights from Chicago to Love Field

Are your dates flexible? Find out the best times to travel from Chicago to Love Field based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price

Your Chicago to Dallas Love Field Airport flight questions, answered

Find helpful answers about this route, including flight times, airports, airlines and booking tips.

  • What are the earliest and latest flights from Chicago to Dallas Love Field Airport?

    These are the earliest and latest flight times available from Chicago to Dallas Love Field Airport:

    • Earliest: departs at 5:00 am and lands at 7:24 am
    • Latest: departs at 9:20 pm and lands at 11:44 pm.

    The flight takes about 2h 24m.

  • What cabin classes can I book on flights from Chicago to Dallas Love Field Airport?

    Only Economy Class is available on flights from Chicago to Dallas Love Field Airport.

  • How long is a flight from Chicago to Dallas Love Field Airport?

    A nonstop flight from Chicago to Dallas Love Field Airport takes 2h 24m, covering 802 miles.

  • Do I need a passport to fly from Chicago to Dallas Love Field Airport?

    No, a passport is not required for this domestic route, but you will need a real ID-compliant driver's license, a state ID or another TSA-accepted form of identification.

  • How much should I expect to pay for a Chicago to Dallas Love Field Airport flight?

    Round-trip flights from Chicago to Dallas Love Field Airport range from $253 to $431, with an average of $339 over the past 12 months. Anything below $253 counts as a good deal.

  • How expensive are last-minute Chicago to Dallas Love Field Airport flights?

    Last-minute fares on this route (booked within two weeks of departure) run 33% above the $339 route average. Book 17 weeks before departure for the lowest fares.

  • How much can I save by taking a layover when flying from Chicago to Dallas Love Field Airport?

    On this route, layover flights are cheaper than nonstop options on average. Layover fares average $159 round-trip via Louisville Intl (SDF), compared to $340 for nonstop.

  • What is the standard checked-bag allowance on flights from Chicago to Dallas Love Field Airport?

    There is no standard. Checked-bag policies vary by airline on this route. Most carriers charge $45–$90 for the first checked bag in economy. Premium fares and elite-status bookings typically include a free checked bag.

  • How are flight departures from Chicago to Dallas Love Field Airport spread across the day?

    Morning is the busiest departure period on Chicago to Dallas Love Field Airport flights, with 60% of flights leaving in that window. Afternoon departures account for 20%, evening flights for 20%, and night flights for 0%.

  • Have flight prices from Chicago to Dallas Love Field Airport changed much recently?

    Yes. Based on fares seen in the past 5 days, round-trip prices on this route showed a wide range, from about $233 to $1,660. That means the highest observed fare was about 7x higher than the lowest one.

  • Which airlines offer Wi-Fi on Chicago to Dallas Love Field Airport flights?

    JetBlue is the only airline on the Chicago to Dallas Love Field Airport route offering in-flight Wi-Fi. Pricing depends on fare class.

  • How are flight prices from Chicago to Dallas Love Field Airport looking right now?

    One-way fares from Chicago to Dallas Love Field Airport are currently in line with typical prices for this route. Average one-way fares are about $223.

  • What car rental options are available at Dallas Love Field Airport (DAL)?

    Dallas Love Field Airport (DAL) hosts 5 major car rental companies, with daily rates starting from around $24 for economy cars. Top options include:

    • Easirent
    • Thrifty
    • Dollar
    • Hertz
    • Budget

  • Which airports can I use when flying from Chicago to Dallas Love Field Airport?

    Flights from Chicago to Dallas Love Field Airport may depart from several airports in Chicago area, including Chicago Midway (MDW), Chicago O'Hare Intl (ORD) and Chicago Greater Rockford (RFD). Flights usually arrive at Dallas Love Field (DAL).

  • Which airports do connecting flights from Chicago to Dallas Love Field Airport pass through?

    One-stop flights from Chicago to Dallas Love Field Airport most commonly connect through:

    • Atlanta Hartsfield-Jackson (ATL) - 76% of one-stop connections
    • Nashville Intl (BNA) - 14% of one-stop connections
    • Austin Bergstrom (AUS) - 7% of one-stop connections
    • Louisville Intl (SDF) - 3% of one-stop connections

  • Can I save money by using flexible dates for flights from Chicago to Dallas Love Field Airport?

    Yes. Flexible dates can save you up to 31% on flights from Chicago to Dallas Love Field Airport. Thursday is the cheapest departure day at $297 round-trip on average, while Sunday is the most expensive at $428, a difference of $131.

    KAYAK's flexible dates feature shows options up to 3 days before and after your selected dates, making it easier to compare nearby fares.

  • What airlines fly from Chicago to Dallas Love Field Airport?

    Only Southwest operates flights between Chicago and Dallas Love Field Airport.

  • How much time can I save by choosing a different layover airport from Chicago to Dallas Love Field Airport?

    Flying via Louisville Intl (SDF) gives the shortest average 1-stop total travel time at 4h 19m, compared with 5h 04m via Nashville Intl (BNA) and 5h 31m via Austin Bergstrom (AUS).

  • What popular places can I visit in Dallas Love Field Airport?

    Some of the most popular sights in Dallas Love Field Airport are American Airlines Center, Kay Bailey Hutchison Convention Center and Dallas World Aquarium. These are among the most viewed places in Dallas Love Field Airport on KAYAK.

  • Which airlines offer extra legroom and free seat selection on Chicago to Dallas Love Field Airport flights?

    Among airlines operating Chicago to Dallas Love Field Airport flights:

    • Southwest: offers free seat selection

    Extra legroom and free seat selection availability depends on fare class and route.

  • Which airlines include bags at no extra cost on Chicago to Dallas Love Field Airport flights?

    Here are some options for this route, based on selected ticket types and cabin classes:

    • Southwest: a cabin bag and a checked bag in Economy Class
    • JetBlue: a cabin bag in Economy Class class

    Bag allowance can vary by ticket type, cabin class, route and airline, so always check the fare details before booking.

Your guide to booking Chicago to Dallas Love Field Airport flights

Get tips on when to book, when to fly and what to know before your trip.
  • If your dates are flexible, aim for a Thursday departure and avoid flying on Sunday. On this route, Thursday flights average $297, about $131 less than Sunday fares (31% savings) based on the last 12 months.
  • For the best chance at a low fare, aim to book around 17 weeks before you fly. On this route, that window historically saves about 55% versus last-minute pricing (KAYAK booking data, last 12 months).
  • If you can choose when to travel, plan your Chicago to Dallas Love Field Airport trip for January. Fares historically average $239 round-trip in that month - typically $167 less than the most expensive month, which is July (based on the last 12 months).
  • If you have the time, taking a 1-stop flight through Louisville Intl Airport (SDF) can be cheaper than flying direct. The cheapest layover option averages $159 round-trip on this route - about $182 less than direct flights (based on the last 12 months).
  • If you're arriving late at night and need somewhere to stay, check out these hotels close to Dallas Love Field Airport.

    • Dallas Love Field Inn
    • Wingate by Wyndham Dallas Love Field
    • DoubleTree by Hilton Dallas - Love Field

Prefer to fly direct from Chicago to Dallas Love Field?

 
Find which airlines fly direct from Chicago to Dallas Love Field Airport, which days they fly and book direct flights.

Direct departures

Chicago to Dallas Love Field

Monday

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Tuesday

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Wednesday

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Thursday

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Friday

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Saturday

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Sunday

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See more direct flights

Direct returns

Dallas Love Field to Chicago

Monday

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Tuesday

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Wednesday

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Thursday

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Friday

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Saturday

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Sunday

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See more direct flights

More options for your flight from Chicago to Love Field

Complete your trip to Dallas with a hotel stay or car rental

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