$105 Find Cheap Flights from Chicago Midway Airport to Dallas - Compare and Save

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Everything you should know

Cheapest round-trip
$196
Typical prices: $157-$353
Frontier
Tue 10/30Sat 11/3
MDW - DFW • Non-stop
Cheapest one-way
$105
Typical prices: $107-$235
Frontier
Tue 10/16
MDW - DFW • Non-stop
Nonstop flights
You can fly direct with Southwest and Frontier. Average duration is 2h 22m
Direct flights
+1
Direct flights
+1
Top routes
Cheapest • 29% average savings
Most popular
Insights
Insights
Avoid delays
Most punctual • 78% on-time
Best time • Fewest delays
Insights
Insights
When to book
in advance
Our data shows that travelers who book at least 19 weeks in advance save around 42% compared to booking last minute.
Insights
Insights
When to travel
Cheapest • 26% price drop
Most popular
Good to know
+1
Good to know
+1
Top layover airports
Cheapest • Avg $159 (round-trip)
Shortest trip • 4h 51m (one-way)
Insights
Insights
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We hope you love your trip to Dallas!
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Flight Deals

Cheap Flights from Midway to Dallas (MDW-DFW)

 
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Midway to Dallas

Fri, Oct 30 - Tue, Nov 3
Frontier Logo
12:20 pm - 3:02 pmMDW  Chicago Midway-DFW Dallas/Fort Worth
2h 42mnonstop
Frontier Logo
9:01 am - 11:22 amDFW  Dallas/Fort Worth-MDW Chicago Midway
2h 21mnonstop
$196Frontier
Thu, Oct 8 - Sat, Oct 10
Frontier Logo
1:12 pm - 3:45 pmMDW  Chicago Midway-DFW Dallas/Fort Worth
2h 33mnonstop
Frontier Logo
12:12 pm - 2:35 pmDFW  Dallas/Fort Worth-MDW Chicago Midway
2h 23mnonstop
$196Frontier
Thu, Nov 12 - Fri, Nov 13
Frontier Logo
12:20 pm - 3:02 pmMDW  Chicago Midway-DFW Dallas/Fort Worth
2h 42mnonstop
Frontier Logo
8:54 am - 11:25 amDFW  Dallas/Fort Worth-MDW Chicago Midway
2h 31mnonstop
$196Frontier
Thu, Oct 15 - Thu, Oct 22
Frontier Logo
1:12 pm - 3:45 pmMDW  Chicago Midway-DFW Dallas/Fort Worth
2h 33mnonstop
Frontier Logo
9:54 am - 12:17 pmDFW  Dallas/Fort Worth-MDW Chicago Midway
2h 23mnonstop
$196Frontier
Sat, Oct 31 - Tue, Nov 3
Southwest Logo
6:00 am - 8:15 amMDW  Chicago Midway-DAL Dallas Love Field
2h 15mnonstop
Southwest Logo
5:40 pm - 7:55 pmDAL  Dallas Love Field-MDW Chicago Midway
2h 15mnonstop
$233Southwest
Tue, Oct 6 - Wed, Oct 14
Southwest Logo
4:45 pm - 7:00 pmMDW  Chicago Midway-DAL Dallas Love Field
2h 15mnonstop
Southwest Logo
6:25 pm - 8:40 pmDAL  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
Tue, Oct 6 - Wed, Oct 14
Delta Logo
5:09 pm - 10:39 pmMDW  Chicago Midway-DAL Dallas Love Field
5h 30m1 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
Tue, Oct 6 - Sat, Oct 10
Delta Logo
5:09 pm - 10:39 pmMDW  Chicago Midway-DAL Dallas Love Field
5h 30m1 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
Tue, Oct 27 - Sat, Oct 31
Delta Logo
5:09 pm - 12:22 amMDW  Chicago Midway-DFW Dallas/Fort Worth
7h 13m1 stop Atlanta Hartsfield-Jackson
Delta Logo
5:05 pm - 10:33 pmDFW  Dallas/Fort Worth-MDW Chicago Midway
5h 28m1 stop Atlanta Hartsfield-Jackson
$253Delta
Booking Insights

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

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

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

Round-trip flights from Chicago Midway Airport to Dallas start at $196. Prices are typical for this route right now, with typical round-trip fares ranging from $157 to $353. The lowest price found in the past 5 days was $196 on Frontier.

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

Friday is the cheapest day of the week to fly from Chicago Midway Airport to Dallas, it is 15% cheaper than the average day. Monday is the most expensive day with flight prices 37% higher than average. Based on deals found by KAYAK users in the last 12 months.

What is the cheapest month to fly from Chicago Midway Airport to Dallas?

•October is the cheapest month to fly from Chicago Midway Airport to Dallas at $182 round-trip.
•July ($319) and June ($308) are the most expensive months.
•The price difference between flying in the cheapest and most expensive months is 75% on average.
This is based on KAYAK aggregated and averaged internal data over the past 12 months.

When are prices from Chicago Midway Airport to Dallas the cheapest?

Flights from Chicago Midway Airport to Dallas are cheapest 19 weeks before departure. Booking in this window typically costs about 42% less than the average last-minute fare (within 2 weeks of the flight), based on KAYAK data.

Expert advice

Expert advice for your flight from Midway to Dallas

 
KAYAK teamed up with top travel experts to share the best tips for your journey.
Our travel experts
Blane Bachelor

Blane Bachelor

Expert on Southwest

Blane Bachelor is a journalist and editor specializing in travel and aviation who writes regularly for top global outlets. Born and raised in Florida, Blane has worked and lived in four countries, including the Netherlands, where she’s currently based with her family. Her favorite way to get to know a new destination is by running or riding a bike around town – or hearing a spooky ghost story about local history. She will always choose the window seat.

Stefanie Waldek

Stefanie Waldek

Expert on Frontier

Stefanie Waldek is a freelance space, travel, and design writer based in Saratoga Springs, NY. Her words have appeared in Space.com, Travel + Leisure, Condé Nast Traveler, Architectural Digest, and House Beautiful, among other publications. An expert in aviation and expedition cruising, Stefanie is frequently up in the air or on the sea, likely en route to Antarctica or the Arctic.

Key details for Chicago Midway Airport to Dallas flights

Low season

February

Cheapest flight

$105
Best time to beat the crowds with an average 22% drop in price.
Most popular time to fly with an average 25% increase in price.
Flight from Chicago Midway Airport to Dallas/Fort Worth Airport

When to book flights from Midway to Dallas

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

Your Chicago Midway Airport to Dallas flight questions, answered

Find helpful route details based on KAYAK data, including flight times, airports, airlines and booking questions.

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

    Among airlines operating Chicago Midway Airport to Dallas flights:

    • Southwest: offers free seat selection
    • Frontier: offers free seat selection

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

  • What airlines are available from Chicago Midway Airport to Dallas?

    2 airlines operate flights between Chicago Midway Airport and Dallas. The airlines offering nonstop flights on this route include:

    • Southwest
    • Frontier

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

    Flights from Chicago Midway Airport to Dallas usually depart from Chicago Midway (MDW) and may arrive at several airports in Dallas area, including Dallas Addison (ADS), Dallas Love Field (DAL) and Dallas/Fort Worth (DFW).

  • Which airlines include bags at no extra cost on Chicago Midway Airport to Dallas 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
    • Frontier: 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 travelers should check the fare details before booking.

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

    Two cabin classes are available on flights from Chicago Midway Airport to Dallas:

    • Economy Class
    • Business Class

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

    On this route, layover flights are cheaper than nonstop options on average. Layover fares average $159 round-trip via Louisville Intl (SDF), compared to $248 for nonstop.

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

    There is no standard. Checked-bag policies vary by airline on this route. Most carriers charge $45–$100 for the first checked bag in economy. Premium fares and elite-status bookings typically include a free checked bag.

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

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

    • Atlanta Hartsfield-Jackson (ATL) - 50% of one-stop connections
    • Detroit Metropolitan Wayne County (DTW) - 33% of one-stop connections
    • Louisville Intl (SDF) - 17% of one-stop connections

    Atlanta Hartsfield-Jackson (ATL) handles the largest share of one-stop connections on this route.

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

    Yes. Being flexible with your travel dates can save you up to 38% on the Chicago Midway Airport to Dallas route. Friday is the cheapest departure day at $210 round-trip on average, while Monday is the most expensive at $338, a difference of $128. KAYAK's flexible dates feature shows options up to 3 days before and after your selected dates, making it easier to compare nearby fares.

  • At what point is a flight considered delayed from Chicago Midway Airport to Dallas?

    A flight is considered delayed when it departs 15 minutes or more after its scheduled time. This is the standard used by the US Department of Transportation and most airline industry reporting. On the Chicago Midway Airport to Dallas route, 22% of flights were delayed in the past 3 months, with delays averaging 2 hours 57 minutes.

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

    Morning is the busiest departure period on Chicago Midway Airport to Dallas flights, with 51% of flights leaving in that window. Afternoon departures account for 33%, evening flights for 16%, and night flights for 0%.

  • What popular places can I visit in Dallas?

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

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

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

    • Earliest: departs at 5:00 am and lands at 7:22 am
    • Latest: departs at 9:41 pm and lands at 12:03 am.

    The flight takes about 2h 22m.

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

    Last-minute fares on this route - booked within 2 weeks of departure - run 28% above the route average of $246. Book 19 weeks before departure for the lowest fares.

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

    A nonstop flight from Chicago Midway Airport to Dallas takes 2h 22m, covering 795 miles.

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

    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.

  • Have flight prices from Chicago Midway Airport to Dallas 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 $196 to $1,679. That means the highest observed fare was about 9x higher than the lowest one.

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

    One-way fares from Chicago Midway Airport to Dallas are currently lower than usual. Average one-way flight prices are about $115, which is 28% below the typical average for this route.

  • How does Frontier’s on-time performance compare to other airlines on Chicago Midway Airport to Dallas flights?

    Frontier is the only airline operating Chicago Midway Airport to Dallas flights. 78% of its flights are on time.

  • How do delay rates compare for morning and evening flights from Chicago Midway Airport to Dallas?

    Morning flights have the fewest delays on this route. Delays tend to pile up throughout the day as one late flight pushes the next, so earlier departures are usually more reliable.

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

    Flying via Louisville Intl (SDF) gives the shortest average 1-stop total travel time at 4h 19m, compared with 4h 51m via Detroit Metropolitan Wayne County (DTW) and 12h 48m via Atlanta Hartsfield-Jackson (ATL).

  • What car rental options are available in Dallas?

    Since Dallas is served by multiple airports, car rental options and rates can vary depending on which one you fly into.
    Near Dallas/Fort Worth Airport (DFW) — daily rates from around $18:

    • Easirent
    • Europcar
    • Ace
    • Hertz
    • Thrifty

    Near Dallas Love Field Airport (DAL) — daily rates from around $24:

    • Easirent
    • Thrifty
    • Dollar
    • Budget
    • Hertz

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

    Round-trip flights from Chicago Midway Airport to Dallas range from $157 to $353, with an average of $246 over the past 12 months. Anything below $157 counts as a good deal.

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

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

Your guide to booking Chicago Midway Airport to Dallas flights

Get tips on when to book, when to fly and what to know before your trip.
  • If your dates can be flexible, aim for a Friday departure instead of Monday. On this route, Friday flights average $210 - about $128 less than Monday (38% savings) based on the last 12 months.
  • For the best chance at a low fare, aim to book around 19 weeks before you fly. On this route, that window historically saves about 42% versus last-minute pricing (KAYAK booking data, last 12 months).
  • If you can choose when to travel, plan your Chicago Midway Airport to Dallas trip for October. Fares historically average $182 round-trip in that month - typically $137 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 $90 less than direct flights (based on the last 12 months).
  • If you're arriving late at night and need somewhere to stay, hotels close to the airport you're flying into can be a convenient option.

    Near Dallas Addison Airport

    · Residence Inn by Marriott Dallas Addison/Quorum Drive
    · Clarion Pointe Addison - Dallas North
    · Dallas/Addison Marriott Quorum by the Galleria

    Near 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 Midway Airport to Dallas?

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

Direct departures

Chicago Midway to Dallas

Monday

Frontier,Southwest

Frontier,Southwest

Tuesday

Frontier,Southwest

Frontier,Southwest

Wednesday

Frontier,Southwest

Frontier,Southwest

Thursday

Frontier,Southwest

Frontier,Southwest

Friday

Frontier,Southwest

Frontier,Southwest

Saturday

Frontier,Southwest

Frontier,Southwest

Sunday

Frontier,Southwest

Frontier,Southwest

See more direct flights

Direct returns

Dallas to Chicago Midway

Monday

Frontier,Southwest

Frontier,Southwest

Tuesday

Frontier,Southwest

Frontier,Southwest

Wednesday

Frontier,Southwest

Frontier,Southwest

Thursday

Frontier,Southwest

Frontier,Southwest

Friday

Frontier,Southwest

Frontier,Southwest

Saturday

Frontier,Southwest

Frontier,Southwest

Sunday

Frontier,Southwest

Frontier,Southwest

See more direct flights

More options for your flight from Midway to Dallas

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