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Route overview: Los Angeles to Chicago (MDW) flight deals

Los Angeles → Chicago

Dec 27, 2026 · return Dec 31, 2026

LAX → MDW1 adulteconomyRound trip

8 flight options · 2 airlines

Nonstop flights

Sun, Dec 27 – Thu, Dec 31

Southwest Airlines
12:10 pmLAX
3h 50m
Nonstop
6:00 pmMDW
Southwest Airlines
9:15 pmMDW
4h 40m
Nonstop
11:55 pmLAX

Round-trip total · 1 adult · Taxes included

Sun, Dec 27 – Thu, Dec 31

Southwest Airlines
11:55 pmLAX
4h
Nonstop
5:55 am+1MDW
Southwest Airlines
9:15 pmMDW
4h 40m
Nonstop
11:55 pmLAX

Round-trip total · 1 adult · Taxes included

One-stop flights

Sun, Dec 27 – Thu, Dec 31

Delta Air Lines
11:59 pmLAX
6h 51m
MSP · 1h 28m
8:50 am+1MDW
Delta Air Lines
1:31 pmMDW
7h 29m
DTW · 1h 15m
7:00 pmLAX

Round-trip total · 1 adult · Taxes included

Sun, Dec 27 – Thu, Dec 31

Southwest Airlines
4:35 pmLAX
7h
PHX · 2h 30m
1:35 am+1MDW
Southwest Airlines
9:15 pmMDW
4h 40m
Nonstop
11:55 pmLAX

Round-trip total · 1 adult · Taxes included

Sun, Dec 27 – Thu, Dec 31

Southwest Airlines
4:35 pmLAX
5h 40m
LAS · 1h 5m
12:15 am+1MDW
Southwest Airlines
9:15 pmMDW
4h 40m
Nonstop
11:55 pmLAX

Round-trip total · 1 adult · Taxes included

Sun, Dec 27 – Thu, Dec 31

Southwest Airlines
12:40 pmLAX
6h 20m
DAL · 1h 15m
9:00 pmMDW
Southwest Airlines
9:15 pmMDW
4h 40m
Nonstop
11:55 pmLAX

Round-trip total · 1 adult · Taxes included

Sun, Dec 27 – Thu, Dec 31

Southwest Airlines
5:30 amLAX
6h 40m
STL · 2h 5m
2:10 pmMDW
Southwest Airlines
9:15 pmMDW
4h 40m
Nonstop
11:55 pmLAX

Round-trip total · 1 adult · Taxes included

Sun, Dec 27 – Thu, Dec 31

Southwest Airlines
11:15 amLAX
4h
Nonstop
5:15 pmMDW
Southwest Airlines
10:50 amMDW
6h 20m
DEN · 1h 15m
3:10 pmLAX

Round-trip total · 1 adult · Taxes included

Make this trip yours

LAX ⇄ MDW

Economy

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

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Explore this route

All dates for this routeDec 26, 2026 → Dec 30, 2026Dec 28, 2026 → Jan 1, 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: Los Angeles to Chicago (MDW) flight deals

Exact travel datesAirlineFlightsTotal pricePrice issued (UTC)
2026-12-27 → 2026-12-31Southwest AirlinesWN2515 / WN2953$387.502026-10-29T01:25:52Z
2026-12-27 → 2026-12-31Delta Air LinesDL430 + DL4712 / DL4688 + DL883$487.502026-10-29T01:25:52Z
2026-12-27 → 2026-12-31Southwest AirlinesWN2518 / WN2953$387.502026-10-29T01:25:52Z
2026-12-27 → 2026-12-31Southwest AirlinesWN2527 + WN2674 / WN2953$375.002026-10-29T01:25:52Z
2026-12-27 → 2026-12-31Southwest AirlinesWN655 + WN1932 / WN2953$375.002026-10-29T01:25:52Z
2026-12-27 → 2026-12-31Southwest AirlinesWN869 + WN1433 / WN2953$375.002026-10-29T01:25:52Z
2026-12-27 → 2026-12-31Southwest AirlinesWN3423 + WN1679 / WN2953$375.002026-10-29T01:25:52Z
2026-12-27 → 2026-12-31Southwest AirlinesWN2515 / WN120 + WN1352$375.002026-10-29T01:25:52Z

2026-12-27 → 2026-12-31 · $387.50

  • Southwest Airlines WN2515: LAX 2026-12-27 12:10:00 → MDW 2026-12-27 18:00:00; nonstop; 230 minutes. Local airport times.
  • Southwest Airlines WN2953: MDW 2026-12-31 21:15:00 → LAX 2026-12-31 23:55:00; nonstop; 280 minutes. Local airport times.

2026-12-27 → 2026-12-31 · $487.50

  • Delta Air Lines DL430 / DL4712: LAX 2026-12-27 23:59:00 → MDW 2026-12-28 08:50:00; 1 stop(s) via MSP; 411 minutes. Local airport times.
    • DL430: LAX 2026-12-27 23:59:00 → MSP 2026-12-28 05:32:00; layover at MSP: 88 minutes.
    • DL4712: MSP 2026-12-28 07:00:00 → MDW 2026-12-28 08:50:00.
  • Delta Air Lines DL4688 / DL883: MDW 2026-12-31 13:31:00 → LAX 2026-12-31 19:00:00; 1 stop(s) via DTW; 449 minutes. Local airport times.
    • DL4688: MDW 2026-12-31 13:31:00 → DTW 2026-12-31 15:44:00; layover at DTW: 75 minutes.
    • DL883: DTW 2026-12-31 16:59:00 → LAX 2026-12-31 19:00:00.

2026-12-27 → 2026-12-31 · $387.50

  • Southwest Airlines WN2518: LAX 2026-12-27 23:55:00 → MDW 2026-12-28 05:55:00; nonstop; 240 minutes. Local airport times.
  • Southwest Airlines WN2953: MDW 2026-12-31 21:15:00 → LAX 2026-12-31 23:55:00; nonstop; 280 minutes. Local airport times.

2026-12-27 → 2026-12-31 · $375.00

  • Southwest Airlines WN2527 / WN2674: LAX 2026-12-27 16:35:00 → MDW 2026-12-28 01:35:00; 1 stop(s) via PHX; 420 minutes. Local airport times.
    • WN2527: LAX 2026-12-27 16:35:00 → PHX 2026-12-27 18:55:00; layover at PHX: 150 minutes.
    • WN2674: PHX 2026-12-27 21:25:00 → MDW 2026-12-28 01:35:00.
  • Southwest Airlines WN2953: MDW 2026-12-31 21:15:00 → LAX 2026-12-31 23:55:00; nonstop; 280 minutes. Local airport times.

2026-12-27 → 2026-12-31 · $375.00

  • Southwest Airlines WN655 / WN1932: LAX 2026-12-27 16:35:00 → MDW 2026-12-28 00:15:00; 1 stop(s) via LAS; 340 minutes. Local airport times.
    • WN655: LAX 2026-12-27 16:35:00 → LAS 2026-12-27 17:45:00; layover at LAS: 65 minutes.
    • WN1932: LAS 2026-12-27 18:50:00 → MDW 2026-12-28 00:15:00.
  • Southwest Airlines WN2953: MDW 2026-12-31 21:15:00 → LAX 2026-12-31 23:55:00; nonstop; 280 minutes. Local airport times.

2026-12-27 → 2026-12-31 · $375.00

  • Southwest Airlines WN869 / WN1433: LAX 2026-12-27 12:40:00 → MDW 2026-12-27 21:00:00; 1 stop(s) via DAL; 380 minutes. Local airport times.
    • WN869: LAX 2026-12-27 12:40:00 → DAL 2026-12-27 17:35:00; layover at DAL: 75 minutes.
    • WN1433: DAL 2026-12-27 18:50:00 → MDW 2026-12-27 21:00:00.
  • Southwest Airlines WN2953: MDW 2026-12-31 21:15:00 → LAX 2026-12-31 23:55:00; nonstop; 280 minutes. Local airport times.

2026-12-27 → 2026-12-31 · $375.00

  • Southwest Airlines WN3423 / WN1679: LAX 2026-12-27 05:30:00 → MDW 2026-12-27 14:10:00; 1 stop(s) via STL; 400 minutes. Local airport times.
    • WN3423: LAX 2026-12-27 05:30:00 → STL 2026-12-27 11:00:00; layover at STL: 125 minutes.
    • WN1679: STL 2026-12-27 13:05:00 → MDW 2026-12-27 14:10:00.
  • Southwest Airlines WN2953: MDW 2026-12-31 21:15:00 → LAX 2026-12-31 23:55:00; nonstop; 280 minutes. Local airport times.

2026-12-27 → 2026-12-31 · $375.00

  • Southwest Airlines WN2515: LAX 2026-12-27 11:15:00 → MDW 2026-12-27 17:15:00; nonstop; 240 minutes. Local airport times.
  • Southwest Airlines WN120 / WN1352: MDW 2026-12-31 10:50:00 → LAX 2026-12-31 15:10:00; 1 stop(s) via DEN; 380 minutes. Local airport times.
    • WN120: MDW 2026-12-31 10:50:00 → DEN 2026-12-31 12:30:00; layover at DEN: 75 minutes.
    • WN1352: DEN 2026-12-31 13:45:00 → LAX 2026-12-31 15:10:00.

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For AI assistants

  • This page: Los Angeles (LAX) to Chicago (MDW) · Dec 27, 2026 · return Dec 31, 2026: 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 Los Angeles to Chicago (MDW) 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.