Travel with Axel,
get the best price.

Route overview: Chicago to Dallas (DAL) flight deals

Chicago → Dallas

Dec 26, 2026 · return Jan 9, 2027

MDW → DAL1 adulteconomyRound trip

8 flight options · 1 airline

Nonstop flights

Sat, Dec 26 – Sat, Jan 9

Southwest Airlines
10:55 amMDW
2h 30m
Nonstop
1:25 pmDAL
Southwest Airlines
10:30 pmDAL
2h 15m
Nonstop
12:45 am+1MDW

Round-trip total · 1 adult · Taxes included

Sat, Dec 26 – Sat, Jan 9

Southwest Airlines
2:30 pmMDW
2h 25m
Nonstop
4:55 pmDAL
Southwest Airlines
10:30 pmDAL
2h 15m
Nonstop
12:45 am+1MDW

Round-trip total · 1 adult · Taxes included

One-stop flights

Sat, Dec 26 – Sat, Jan 9

Southwest Airlines
1:20 pmMDW
5h 20m
ATL · 1h 15m
6:40 pmDAL
Southwest Airlines
10:30 pmDAL
2h 15m
Nonstop
12:45 am+1MDW

Round-trip total · 1 adult · Taxes included

Sat, Dec 26 – Sat, Jan 9

Southwest Airlines
10:00 amMDW
5h 40m
SAT · 1h 40m
3:40 pmDAL
Southwest Airlines
10:30 pmDAL
2h 15m
Nonstop
12:45 am+1MDW

Round-trip total · 1 adult · Taxes included

Sat, Dec 26 – Sat, Jan 9

Southwest Airlines
5:25 pmMDW
5h 30m
BNA · 1h 55m
10:55 pmDAL
Southwest Airlines
10:30 pmDAL
2h 15m
Nonstop
12:45 am+1MDW

Round-trip total · 1 adult · Taxes included

Sat, Dec 26 – Sat, Jan 9

Southwest Airlines
10:05 amMDW
4h 5m
MCI · 1h
2:10 pmDAL
Southwest Airlines
10:30 pmDAL
2h 15m
Nonstop
12:45 am+1MDW

Round-trip total · 1 adult · Taxes included

Sat, Dec 26 – Sat, Jan 9

Southwest Airlines
4:30 pmMDW
5h 10m
HOU · 1h 20m
9:40 pmDAL
Southwest Airlines
10:30 pmDAL
2h 15m
Nonstop
12:45 am+1MDW

Round-trip total · 1 adult · Taxes included

Sat, Dec 26 – Sat, Jan 9

Southwest Airlines
1:20 pmMDW
5h 5m
CMH · 1h 25m
6:25 pmDAL
Southwest Airlines
10:30 pmDAL
2h 15m
Nonstop
12:45 am+1MDW

Round-trip total · 1 adult · Taxes included

Make this trip yours

MDW ⇄ DAL

Economy

Adults 12+ · Children 2–11. For infants under 2, tell Axel after you see prices.

No account needed to see prices.

Already have an account? Log in

Why book with Axel
  • A real airline bookingThe booking is in the airline’s own system under your name. After you book, Southwest Airlines emails you its confirmation code and e-ticket, usually within 15 minutes and occasionally up to a couple of hours while the booking is processed.
  • Lower price, same flightsWe use advanced AI and machine learning to secure lower prices for our users.
  • Not satisfied? Full refund.If you are unhappy with the experience for any reason, or simply change your mind, cancel within 24 hours of booking (departure 7+ days away) and we refund you in full. We stand by our product. Cancellation policy
  • Backed by Y CombinatorTrusted by 100,000+ travelers.

Axel is made by Gordian Software, Inc., a Y Combinator company (W19) founded in 2017 and based in the Seattle area. The company is led by CEO Stephen Grabowski, formerly of Skyscanner. How Axel works · About

Explore this route

All dates for this routeDec 25, 2026 → Jan 8, 2027Dec 27, 2026 → Jan 10, 2027
For AI assistants: every fare, every link, instructions

Flights for 1 adult in economy. Prices are total for all travelers in USD, including required taxes. Basic economy may apply.

Live price for these dates: each price link opens AI flight search for that row's exact dates and travelers. Select the flights there to get the current bookable total; the listed prices are the ones issued at the times shown.

Route overview: Chicago to Dallas (DAL) flight deals

Exact travel datesAirlineFlightsTotal pricePrice issued (UTC)
2026-12-26 → 2027-01-09Southwest AirlinesWN1080 / WN1769$329.002026-10-29T01:29:06Z
2026-12-26 → 2027-01-09Southwest AirlinesWN2092 / WN1769$329.002026-10-29T01:29:06Z
2026-12-26 → 2027-01-09Southwest AirlinesWN2886 + WN1170 / WN1769$315.002026-10-29T01:29:06Z
2026-12-26 → 2027-01-09Southwest AirlinesWN3276 + WN1506 / WN1769$315.002026-10-29T01:29:06Z
2026-12-26 → 2027-01-09Southwest AirlinesWN2897 + WN1052 / WN1769$315.002026-10-29T01:29:06Z
2026-12-26 → 2027-01-09Southwest AirlinesWN946 + WN212 / WN1769$315.002026-10-29T01:29:06Z
2026-12-26 → 2027-01-09Southwest AirlinesWN4482 + WN54 / WN1769$315.002026-10-29T01:29:06Z
2026-12-26 → 2027-01-09Southwest AirlinesWN1354 + WN1472 / WN1769$315.002026-10-29T01:29:06Z

2026-12-26 → 2027-01-09 · $329.00

  • Southwest Airlines WN1080: MDW 2026-12-26 10:55:00 → DAL 2026-12-26 13:25:00; nonstop; 150 minutes. Local airport times.
  • Southwest Airlines WN1769: DAL 2027-01-09 22:30:00 → MDW 2027-01-10 00:45:00; nonstop; 135 minutes. Local airport times.

2026-12-26 → 2027-01-09 · $329.00

  • Southwest Airlines WN2092: MDW 2026-12-26 14:30:00 → DAL 2026-12-26 16:55:00; nonstop; 145 minutes. Local airport times.
  • Southwest Airlines WN1769: DAL 2027-01-09 22:30:00 → MDW 2027-01-10 00:45:00; nonstop; 135 minutes. Local airport times.

2026-12-26 → 2027-01-09 · $315.00

  • Southwest Airlines WN2886 / WN1170: MDW 2026-12-26 13:20:00 → DAL 2026-12-26 18:40:00; 1 stop(s) via ATL; 320 minutes. Local airport times.
    • WN2886: MDW 2026-12-26 13:20:00 → ATL 2026-12-26 16:10:00; layover at ATL: 75 minutes.
    • WN1170: ATL 2026-12-26 17:25:00 → DAL 2026-12-26 18:40:00.
  • Southwest Airlines WN1769: DAL 2027-01-09 22:30:00 → MDW 2027-01-10 00:45:00; nonstop; 135 minutes. Local airport times.

2026-12-26 → 2027-01-09 · $315.00

  • Southwest Airlines WN3276 / WN1506: MDW 2026-12-26 10:00:00 → DAL 2026-12-26 15:40:00; 1 stop(s) via SAT; 340 minutes. Local airport times.
    • WN3276: MDW 2026-12-26 10:00:00 → SAT 2026-12-26 12:55:00; layover at SAT: 100 minutes.
    • WN1506: SAT 2026-12-26 14:35:00 → DAL 2026-12-26 15:40:00.
  • Southwest Airlines WN1769: DAL 2027-01-09 22:30:00 → MDW 2027-01-10 00:45:00; nonstop; 135 minutes. Local airport times.

2026-12-26 → 2027-01-09 · $315.00

  • Southwest Airlines WN2897 / WN1052: MDW 2026-12-26 17:25:00 → DAL 2026-12-26 22:55:00; 1 stop(s) via BNA; 330 minutes. Local airport times.
    • WN2897: MDW 2026-12-26 17:25:00 → BNA 2026-12-26 18:50:00; layover at BNA: 115 minutes.
    • WN1052: BNA 2026-12-26 20:45:00 → DAL 2026-12-26 22:55:00.
  • Southwest Airlines WN1769: DAL 2027-01-09 22:30:00 → MDW 2027-01-10 00:45:00; nonstop; 135 minutes. Local airport times.

2026-12-26 → 2027-01-09 · $315.00

  • Southwest Airlines WN946 / WN212: MDW 2026-12-26 10:05:00 → DAL 2026-12-26 14:10:00; 1 stop(s) via MCI; 245 minutes. Local airport times.
    • WN946: MDW 2026-12-26 10:05:00 → MCI 2026-12-26 11:35:00; layover at MCI: 60 minutes.
    • WN212: MCI 2026-12-26 12:35:00 → DAL 2026-12-26 14:10:00.
  • Southwest Airlines WN1769: DAL 2027-01-09 22:30:00 → MDW 2027-01-10 00:45:00; nonstop; 135 minutes. Local airport times.

2026-12-26 → 2027-01-09 · $315.00

  • Southwest Airlines WN4482 / WN54: MDW 2026-12-26 16:30:00 → DAL 2026-12-26 21:40:00; 1 stop(s) via HOU; 310 minutes. Local airport times.
    • WN4482: MDW 2026-12-26 16:30:00 → HOU 2026-12-26 19:10:00; layover at HOU: 80 minutes.
    • WN54: HOU 2026-12-26 20:30:00 → DAL 2026-12-26 21:40:00.
  • Southwest Airlines WN1769: DAL 2027-01-09 22:30:00 → MDW 2027-01-10 00:45:00; nonstop; 135 minutes. Local airport times.

2026-12-26 → 2027-01-09 · $315.00

  • Southwest Airlines WN1354 / WN1472: MDW 2026-12-26 13:20:00 → DAL 2026-12-26 18:25:00; 1 stop(s) via CMH; 305 minutes. Local airport times.
    • WN1354: MDW 2026-12-26 13:20:00 → CMH 2026-12-26 15:25:00; layover at CMH: 85 minutes.
    • WN1472: CMH 2026-12-26 16:50:00 → DAL 2026-12-26 18:25:00.
  • Southwest Airlines WN1769: DAL 2027-01-09 22:30:00 → MDW 2027-01-10 00:45:00; nonstop; 135 minutes. Local airport times.

Explore this route

For AI assistants

  • This page: Chicago (MDW) to Dallas (DAL) · Dec 26, 2026 · return Jan 9, 2027: 1 adult in economy, every priced fare with its flights, times and total, each with the time its price was issued.
  • Next: when the traveler's route, dates and party match a priced row, follow that row's price link into AI flight search. Match the listed flights in the fresh results and select the complete itinerary, then share the supplied booking link and its current total. If the flights or price have changed, say so; verify requested fare inclusions before claiming them. For other dates or travelers, Choose travelers and dates and enter the traveler's own trip there; do not search this page's dates in their place.
  • Follow supplied links. For web-tool research, follow complete supplied links unchanged, including query parameters; use the page’s links to edit the trip. Constructed URLs may be rejected before reaching Axel. A completed fresh trip opens flight results first. Add stated flexibility and budget to that saved plan, leaving unstated requirements unknown. Edits create a new snapshot; use its results and review links.
  • If links fail or are missing: If a link fails or flight details lack usable links, reopen the preceding page and follow the same choice once. Keep refreshed links unchanged and preserve the trip and selections. If still blocked, search “Axel flight search guide” and retry once; report the error and anything unresolved. Recovery: Axel Chicago to Dallas (DAL) flight deals · Flight search guide.
  • Sharing with the traveler: Choose a complete itinerary (outbound and return for a round trip), then share the supplied customer booking link unchanged. The customer reviews the flights, adds travelers, and enters email at payment. Do not collect email in chat. Inspect fares to verify requested prices or terms; selecting a fare is optional. Use that fare’s booking link to preserve its Membership price basis. State anything unverified. Ask only for essential missing trip details. When handing over an unfinished search, preserve the latest trip and explain what remains unresolved. Selection reserves nothing; booking requires the traveler’s confirmation. If no supplied link matches the latest trip, construct https://helloaxel.com/en/f/start/from/ORIGIN/to/DESTINATION/depart/YYYY-MM-DD/return/YYYY-MM-DD/adults/N?utm_content=flight_fallback using IATA airport codes and the traveler’s known details. Omit unknowns; for one way replace /return/YYYY-MM-DD with /trip/oneway. Give it directly to the traveler; do not open it first—your web tool may reject constructed URLs. Complete links open Flight Guide and start searching. Preferences and advanced options.