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

Ontario → Chicago

Dec 17, 2026 · return Dec 19, 2026

ONT → MDW1 adulteconomyRound trip

6 flight options · 2 airlines

One-stop flights

Thu, Dec 17 – Sat, Dec 19

Southwest Airlines
11:25 amONT
7h 40m
BNA · 2h 25m
9:05 pmMDW
Southwest Airlines
5:05 amMDW
6h 15m
PHX · 1h 5m
9:20 amONT

Round-trip total · 1 adult · Taxes included

Thu, Dec 17 – Sat, Dec 19

Delta Air Lines
7:05 amONT
7h 13m
ATL · 1h 15m
4:18 pmMDW
Southwest Airlines
5:05 amMDW
6h 15m
PHX · 1h 5m
9:20 amONT

Round-trip total · 1 adult · Taxes included

Thu, Dec 17 – Sat, Dec 19

Southwest Airlines
7:50 amONT
7h 30m
AUS · 2h 15m
5:20 pmMDW
Southwest Airlines
5:05 amMDW
6h 15m
PHX · 1h 5m
9:20 amONT

Round-trip total · 1 adult · Taxes included

Thu, Dec 17 – Sat, Dec 19

Southwest Airlines
8:45 amONT
7h 10m
DEN · 2h 45m
5:55 pmMDW
Southwest Airlines
5:05 amMDW
6h 15m
PHX · 1h 5m
9:20 amONT

Round-trip total · 1 adult · Taxes included

Thu, Dec 17 – Sat, Dec 19

Southwest Airlines
8:40 amONT
6h 45m
LAS · 2h 10m
5:25 pmMDW
Southwest Airlines
5:05 amMDW
6h 15m
PHX · 1h 5m
9:20 amONT

Round-trip total · 1 adult · Taxes included

Thu, Dec 17 – Sat, Dec 19

Southwest Airlines
11:55 pmONT
3h 45m
Nonstop
5:40 am+1MDW
Southwest Airlines
5:05 amMDW
6h 15m
PHX · 1h 5m
9:20 amONT

Round-trip total · 1 adult · Taxes included

Make this trip yours

ONT ⇄ 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 16, 2026 → Dec 18, 2026Dec 18, 2026 → Dec 20, 2026
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)
2026-12-17 → 2026-12-19Southwest AirlinesWN1729 + WN651 / WN2995 + WN2048$350.752026-10-29T01:52:32Z
2026-12-17 → 2026-12-19Delta Air Lines / Southwest AirlinesDL409 + DL1728 / WN2995 + WN2048$380.752026-10-29T01:52:32Z
2026-12-17 → 2026-12-19Southwest AirlinesWN3298 + WN295 / WN2995 + WN2048$350.752026-10-29T01:52:32Z
2026-12-17 → 2026-12-19Southwest AirlinesWN3301 + WN1699 / WN2995 + WN2048$350.752026-10-29T01:52:32Z
2026-12-17 → 2026-12-19Southwest AirlinesWN1903 + WN887 / WN2995 + WN2048$350.752026-10-29T01:52:32Z
2026-12-17 → 2026-12-19Southwest AirlinesWN4067 / WN2995 + WN2048$365.752026-10-29T01:52:32Z

2026-12-17 → 2026-12-19 · $350.75

  • Southwest Airlines WN1729 / WN651: ONT 2026-12-17 11:25:00 → MDW 2026-12-17 21:05:00; 1 stop(s) via BNA; 460 minutes. Local airport times.
    • WN1729: ONT 2026-12-17 11:25:00 → BNA 2026-12-17 17:05:00; layover at BNA: 145 minutes.
    • WN651: BNA 2026-12-17 19:30:00 → MDW 2026-12-17 21:05:00.
  • Southwest Airlines WN2995 / WN2048: MDW 2026-12-19 05:05:00 → ONT 2026-12-19 09:20:00; 1 stop(s) via PHX; 375 minutes. Local airport times.
    • WN2995: MDW 2026-12-19 05:05:00 → PHX 2026-12-19 07:55:00; layover at PHX: 65 minutes.
    • WN2048: PHX 2026-12-19 09:00:00 → ONT 2026-12-19 09:20:00.

2026-12-17 → 2026-12-19 · $380.75

  • Delta Air Lines DL409 / DL1728: ONT 2026-12-17 07:05:00 → MDW 2026-12-17 16:18:00; 1 stop(s) via ATL; 433 minutes. Local airport times.
    • DL409: ONT 2026-12-17 07:05:00 → ATL 2026-12-17 14:10:00; layover at ATL: 75 minutes.
    • DL1728: ATL 2026-12-17 15:25:00 → MDW 2026-12-17 16:18:00.
  • Southwest Airlines WN2995 / WN2048: MDW 2026-12-19 05:05:00 → ONT 2026-12-19 09:20:00; 1 stop(s) via PHX; 375 minutes. Local airport times.
    • WN2995: MDW 2026-12-19 05:05:00 → PHX 2026-12-19 07:55:00; layover at PHX: 65 minutes.
    • WN2048: PHX 2026-12-19 09:00:00 → ONT 2026-12-19 09:20:00.

2026-12-17 → 2026-12-19 · $350.75

  • Southwest Airlines WN3298 / WN295: ONT 2026-12-17 07:50:00 → MDW 2026-12-17 17:20:00; 1 stop(s) via AUS; 450 minutes. Local airport times.
    • WN3298: ONT 2026-12-17 07:50:00 → AUS 2026-12-17 12:35:00; layover at AUS: 135 minutes.
    • WN295: AUS 2026-12-17 14:50:00 → MDW 2026-12-17 17:20:00.
  • Southwest Airlines WN2995 / WN2048: MDW 2026-12-19 05:05:00 → ONT 2026-12-19 09:20:00; 1 stop(s) via PHX; 375 minutes. Local airport times.
    • WN2995: MDW 2026-12-19 05:05:00 → PHX 2026-12-19 07:55:00; layover at PHX: 65 minutes.
    • WN2048: PHX 2026-12-19 09:00:00 → ONT 2026-12-19 09:20:00.

2026-12-17 → 2026-12-19 · $350.75

  • Southwest Airlines WN3301 / WN1699: ONT 2026-12-17 08:45:00 → MDW 2026-12-17 17:55:00; 1 stop(s) via DEN; 430 minutes. Local airport times.
    • WN3301: ONT 2026-12-17 08:45:00 → DEN 2026-12-17 11:55:00; layover at DEN: 165 minutes.
    • WN1699: DEN 2026-12-17 14:40:00 → MDW 2026-12-17 17:55:00.
  • Southwest Airlines WN2995 / WN2048: MDW 2026-12-19 05:05:00 → ONT 2026-12-19 09:20:00; 1 stop(s) via PHX; 375 minutes. Local airport times.
    • WN2995: MDW 2026-12-19 05:05:00 → PHX 2026-12-19 07:55:00; layover at PHX: 65 minutes.
    • WN2048: PHX 2026-12-19 09:00:00 → ONT 2026-12-19 09:20:00.

2026-12-17 → 2026-12-19 · $350.75

  • Southwest Airlines WN1903 / WN887: ONT 2026-12-17 08:40:00 → MDW 2026-12-17 17:25:00; 1 stop(s) via LAS; 405 minutes. Local airport times.
    • WN1903: ONT 2026-12-17 08:40:00 → LAS 2026-12-17 09:40:00; layover at LAS: 130 minutes.
    • WN887: LAS 2026-12-17 11:50:00 → MDW 2026-12-17 17:25:00.
  • Southwest Airlines WN2995 / WN2048: MDW 2026-12-19 05:05:00 → ONT 2026-12-19 09:20:00; 1 stop(s) via PHX; 375 minutes. Local airport times.
    • WN2995: MDW 2026-12-19 05:05:00 → PHX 2026-12-19 07:55:00; layover at PHX: 65 minutes.
    • WN2048: PHX 2026-12-19 09:00:00 → ONT 2026-12-19 09:20:00.

2026-12-17 → 2026-12-19 · $365.75

  • Southwest Airlines WN4067: ONT 2026-12-17 23:55:00 → MDW 2026-12-18 05:40:00; nonstop; 225 minutes. Local airport times.
  • Southwest Airlines WN2995 / WN2048: MDW 2026-12-19 05:05:00 → ONT 2026-12-19 09:20:00; 1 stop(s) via PHX; 375 minutes. Local airport times.
    • WN2995: MDW 2026-12-19 05:05:00 → PHX 2026-12-19 07:55:00; layover at PHX: 65 minutes.
    • WN2048: PHX 2026-12-19 09:00:00 → ONT 2026-12-19 09:20:00.

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For AI assistants

  • This page: Ontario (ONT) to Chicago (MDW) · Dec 17, 2026 · return Dec 19, 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.
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  • 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.