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Chicago → Philadelphia

Dec 18, 2026 · return Dec 24, 2026

MDW → PHL1 adulteconomyRound trip

6 flight options · 3 airlines

Nonstop flights

Fri, Dec 18 – Thu, Dec 24

Southwest Airlines
3:50 pmMDW
1h 55m
Nonstop
6:45 pmPHL
Southwest Airlines
11:40 amPHL
2h 10m
Nonstop
12:50 pmMDW

Round-trip total · 1 adult · Taxes included

Fri, Dec 18 – Thu, Dec 24

Southwest Airlines
11:25 amMDW
1h 50m
Nonstop
2:15 pmPHL
Southwest Airlines
11:40 amPHL
2h 10m
Nonstop
12:50 pmMDW

Round-trip total · 1 adult · Taxes included

One-stop flights

Fri, Dec 18 – Thu, Dec 24

Frontier Airlines
12:28 pmMDW
7h 39m
ATL · 3h 17m
9:07 pmPHL
Frontier Airlines
5:14 pmPHL
7h 33m
ATL · 2h 54m
11:47 pmMDW

Round-trip total · 1 adult · Taxes included

Fri, Dec 18 – Thu, Dec 24

Delta Air Lines
1:31 pmMDW
4h 59m
DTW · 2h 5m
7:30 pmPHL
Delta Air Lines
9:43 amPHL
4h 18m
DTW · 1h 9m
1:01 pmMDW

Round-trip total · 1 adult · Taxes included

Fri, Dec 18 – Thu, Dec 24

Southwest Airlines
1:40 pmMDW
6h 50m
STL · 3h 25m
9:30 pmPHL
Southwest Airlines
11:40 amPHL
2h 10m
Nonstop
12:50 pmMDW

Round-trip total · 1 adult · Taxes included

Fri, Dec 18 – Thu, Dec 24

Southwest Airlines
5:25 pmMDW
5h 45m
BNA · 2h 20m
12:10 am+1PHL
Southwest Airlines
11:40 amPHL
2h 10m
Nonstop
12:50 pmMDW

Round-trip total · 1 adult · Taxes included

Make this trip yours

MDW ⇄ PHL

Economy

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

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More dates

All dates for this routeNov 20, 2026 → Nov 23, 2026Nov 27, 2026 → Dec 4, 2026Nov 20, 2026 · One way
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Flights for 1 adult in economy. Prices are total for all travelers in USD, including required taxes. Basic economy may apply.

Exact travel datesAirlineFlightsTotal pricePrice issued (UTC)
2026-12-18 → 2026-12-24Southwest AirlinesWN2993 / WN3374$348.402026-10-29T01:29:13Z
2026-12-18 → 2026-12-24Frontier AirlinesF92144 + F92552 / F91147 + F92291$244.402026-10-29T01:29:13Z
2026-12-18 → 2026-12-24Delta Air LinesDL4688 + DL1686 / DL2968 + DL4688$413.402026-10-29T01:29:13Z
2026-12-18 → 2026-12-24Southwest AirlinesWN2941 / WN3374$348.402026-10-29T01:29:13Z
2026-12-18 → 2026-12-24Southwest AirlinesWN3092 + WN4923 / WN3374$361.402026-10-29T01:29:13Z
2026-12-18 → 2026-12-24Southwest AirlinesWN2897 + WN680 / WN3374$361.402026-10-29T01:29:13Z

2026-12-18 → 2026-12-24 · $348.40

  • Southwest Airlines WN2993: MDW 2026-12-18 15:50:00 → PHL 2026-12-18 18:45:00; nonstop; 115 minutes. Local airport times.
  • Southwest Airlines WN3374: PHL 2026-12-24 11:40:00 → MDW 2026-12-24 12:50:00; nonstop; 130 minutes. Local airport times.

2026-12-18 → 2026-12-24 · $244.40

  • Frontier Airlines F92144 / F92552: MDW 2026-12-18 12:28:00 → PHL 2026-12-18 21:07:00; 1 stop(s) via ATL; 459 minutes. Local airport times.
    • F92144: MDW 2026-12-18 12:28:00 → ATL 2026-12-18 15:41:00; layover at ATL: 197 minutes.
    • F92552: ATL 2026-12-18 18:58:00 → PHL 2026-12-18 21:07:00.
  • Frontier Airlines F91147 / F92291: PHL 2026-12-24 17:14:00 → MDW 2026-12-24 23:47:00; 1 stop(s) via ATL; 453 minutes. Local airport times.
    • F91147: PHL 2026-12-24 17:14:00 → ATL 2026-12-24 19:54:00; layover at ATL: 174 minutes.
    • F92291: ATL 2026-12-24 22:48:00 → MDW 2026-12-24 23:47:00.

2026-12-18 → 2026-12-24 · $413.40

  • Delta Air Lines DL4688 / DL1686: MDW 2026-12-18 13:31:00 → PHL 2026-12-18 19:30:00; 1 stop(s) via DTW; 299 minutes. Local airport times.
    • DL4688: MDW 2026-12-18 13:31:00 → DTW 2026-12-18 15:44:00; layover at DTW: 125 minutes.
    • DL1686: DTW 2026-12-18 17:49:00 → PHL 2026-12-18 19:30:00.
  • Delta Air Lines DL2968 / DL4688: PHL 2026-12-24 09:43:00 → MDW 2026-12-24 13:01:00; 1 stop(s) via DTW; 258 minutes. Local airport times.
    • DL2968: PHL 2026-12-24 09:43:00 → DTW 2026-12-24 11:35:00; layover at DTW: 69 minutes.
    • DL4688: DTW 2026-12-24 12:44:00 → MDW 2026-12-24 13:01:00.

2026-12-18 → 2026-12-24 · $348.40

  • Southwest Airlines WN2941: MDW 2026-12-18 11:25:00 → PHL 2026-12-18 14:15:00; nonstop; 110 minutes. Local airport times.
  • Southwest Airlines WN3374: PHL 2026-12-24 11:40:00 → MDW 2026-12-24 12:50:00; nonstop; 130 minutes. Local airport times.

2026-12-18 → 2026-12-24 · $361.40

  • Southwest Airlines WN3092 / WN4923: MDW 2026-12-18 13:40:00 → PHL 2026-12-18 21:30:00; 1 stop(s) via STL; 410 minutes. Local airport times.
    • WN3092: MDW 2026-12-18 13:40:00 → STL 2026-12-18 14:55:00; layover at STL: 205 minutes.
    • WN4923: STL 2026-12-18 18:20:00 → PHL 2026-12-18 21:30:00.
  • Southwest Airlines WN3374: PHL 2026-12-24 11:40:00 → MDW 2026-12-24 12:50:00; nonstop; 130 minutes. Local airport times.

2026-12-18 → 2026-12-24 · $361.40

  • Southwest Airlines WN2897 / WN680: MDW 2026-12-18 17:25:00 → PHL 2026-12-19 00:10:00; 1 stop(s) via BNA; 345 minutes. Local airport times.
    • WN2897: MDW 2026-12-18 17:25:00 → BNA 2026-12-18 18:50:00; layover at BNA: 140 minutes.
    • WN680: BNA 2026-12-18 21:10:00 → PHL 2026-12-19 00:10:00.
  • Southwest Airlines WN3374: PHL 2026-12-24 11:40:00 → MDW 2026-12-24 12:50:00; nonstop; 130 minutes. Local airport times.

More dates for this route