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

Ontario → Chicago

Feb 5, 2027 · return Feb 8, 2027

ONT → MDW1 adulteconomyRound trip

6 flight options · 2 airlines

One-stop flights

Fri, Feb 5 – Mon, Feb 8

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

Fri, Feb 5 – Mon, Feb 8

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

Fri, Feb 5 – Mon, Feb 8

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

Fri, Feb 5 – Mon, Feb 8

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

Fri, Feb 5 – Mon, Feb 8

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

Fri, Feb 5 – Mon, Feb 8

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 routeFeb 4, 2027 → Feb 7, 2027Feb 6, 2027 → Feb 9, 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.

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

Exact travel datesAirlineFlightsTotal pricePrice issued (UTC)
2027-02-05 → 2027-02-08Southwest AirlinesWN3301 + WN1699 / WN2995 + WN2048$289.762026-10-29T01:52:32Z
2027-02-05 → 2027-02-08Delta Air Lines / Southwest AirlinesDL409 + DL1728 / WN2995 + WN2048$318.262026-10-29T01:52:32Z
2027-02-05 → 2027-02-08Southwest AirlinesWN3298 + WN295 / WN2995 + WN2048$289.762026-10-29T01:52:32Z
2027-02-05 → 2027-02-08Southwest AirlinesWN1729 + WN651 / WN2995 + WN2048$289.762026-10-29T01:52:32Z
2027-02-05 → 2027-02-08Southwest AirlinesWN1903 + WN887 / WN2995 + WN2048$289.762026-10-29T01:52:32Z
2027-02-05 → 2027-02-08Southwest AirlinesWN4067 / WN2995 + WN2048$304.012026-10-29T01:52:32Z

2027-02-05 → 2027-02-08 · $289.76

  • Southwest Airlines WN3301 / WN1699: ONT 2027-02-05 08:45:00 → MDW 2027-02-05 17:55:00; 1 stop(s) via DEN; 430 minutes. Local airport times.
    • WN3301: ONT 2027-02-05 08:45:00 → DEN 2027-02-05 11:55:00; layover at DEN: 165 minutes.
    • WN1699: DEN 2027-02-05 14:40:00 → MDW 2027-02-05 17:55:00.
  • Southwest Airlines WN2995 / WN2048: MDW 2027-02-08 05:05:00 → ONT 2027-02-08 09:20:00; 1 stop(s) via PHX; 375 minutes. Local airport times.
    • WN2995: MDW 2027-02-08 05:05:00 → PHX 2027-02-08 07:55:00; layover at PHX: 65 minutes.
    • WN2048: PHX 2027-02-08 09:00:00 → ONT 2027-02-08 09:20:00.

2027-02-05 → 2027-02-08 · $318.26

  • Delta Air Lines DL409 / DL1728: ONT 2027-02-05 07:05:00 → MDW 2027-02-05 16:18:00; 1 stop(s) via ATL; 433 minutes. Local airport times.
    • DL409: ONT 2027-02-05 07:05:00 → ATL 2027-02-05 14:10:00; layover at ATL: 75 minutes.
    • DL1728: ATL 2027-02-05 15:25:00 → MDW 2027-02-05 16:18:00.
  • Southwest Airlines WN2995 / WN2048: MDW 2027-02-08 05:05:00 → ONT 2027-02-08 09:20:00; 1 stop(s) via PHX; 375 minutes. Local airport times.
    • WN2995: MDW 2027-02-08 05:05:00 → PHX 2027-02-08 07:55:00; layover at PHX: 65 minutes.
    • WN2048: PHX 2027-02-08 09:00:00 → ONT 2027-02-08 09:20:00.

2027-02-05 → 2027-02-08 · $289.76

  • Southwest Airlines WN3298 / WN295: ONT 2027-02-05 07:50:00 → MDW 2027-02-05 17:20:00; 1 stop(s) via AUS; 450 minutes. Local airport times.
    • WN3298: ONT 2027-02-05 07:50:00 → AUS 2027-02-05 12:35:00; layover at AUS: 135 minutes.
    • WN295: AUS 2027-02-05 14:50:00 → MDW 2027-02-05 17:20:00.
  • Southwest Airlines WN2995 / WN2048: MDW 2027-02-08 05:05:00 → ONT 2027-02-08 09:20:00; 1 stop(s) via PHX; 375 minutes. Local airport times.
    • WN2995: MDW 2027-02-08 05:05:00 → PHX 2027-02-08 07:55:00; layover at PHX: 65 minutes.
    • WN2048: PHX 2027-02-08 09:00:00 → ONT 2027-02-08 09:20:00.

2027-02-05 → 2027-02-08 · $289.76

  • Southwest Airlines WN1729 / WN651: ONT 2027-02-05 11:25:00 → MDW 2027-02-05 21:05:00; 1 stop(s) via BNA; 460 minutes. Local airport times.
    • WN1729: ONT 2027-02-05 11:25:00 → BNA 2027-02-05 17:05:00; layover at BNA: 145 minutes.
    • WN651: BNA 2027-02-05 19:30:00 → MDW 2027-02-05 21:05:00.
  • Southwest Airlines WN2995 / WN2048: MDW 2027-02-08 05:05:00 → ONT 2027-02-08 09:20:00; 1 stop(s) via PHX; 375 minutes. Local airport times.
    • WN2995: MDW 2027-02-08 05:05:00 → PHX 2027-02-08 07:55:00; layover at PHX: 65 minutes.
    • WN2048: PHX 2027-02-08 09:00:00 → ONT 2027-02-08 09:20:00.

2027-02-05 → 2027-02-08 · $289.76

  • Southwest Airlines WN1903 / WN887: ONT 2027-02-05 08:40:00 → MDW 2027-02-05 17:25:00; 1 stop(s) via LAS; 405 minutes. Local airport times.
    • WN1903: ONT 2027-02-05 08:40:00 → LAS 2027-02-05 09:40:00; layover at LAS: 130 minutes.
    • WN887: LAS 2027-02-05 11:50:00 → MDW 2027-02-05 17:25:00.
  • Southwest Airlines WN2995 / WN2048: MDW 2027-02-08 05:05:00 → ONT 2027-02-08 09:20:00; 1 stop(s) via PHX; 375 minutes. Local airport times.
    • WN2995: MDW 2027-02-08 05:05:00 → PHX 2027-02-08 07:55:00; layover at PHX: 65 minutes.
    • WN2048: PHX 2027-02-08 09:00:00 → ONT 2027-02-08 09:20:00.

2027-02-05 → 2027-02-08 · $304.01

  • Southwest Airlines WN4067: ONT 2027-02-05 23:55:00 → MDW 2027-02-06 05:40:00; nonstop; 225 minutes. Local airport times.
  • Southwest Airlines WN2995 / WN2048: MDW 2027-02-08 05:05:00 → ONT 2027-02-08 09:20:00; 1 stop(s) via PHX; 375 minutes. Local airport times.
    • WN2995: MDW 2027-02-08 05:05:00 → PHX 2027-02-08 07:55:00; layover at PHX: 65 minutes.
    • WN2048: PHX 2027-02-08 09:00:00 → ONT 2027-02-08 09:20:00.

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