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Chicago → Philadelphia

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MDW → PHL1 adulteconomy

18 flight options · 3 airlines

Round-trip flights

Fri, Nov 27 – Fri, Dec 4

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

Fri, Nov 27 – Fri, Dec 4

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, Nov 27 – Fri, Dec 4

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, Nov 20 – Mon, Nov 23

Southwest Airlines
3:50 pmMDW
1h 55m
Nonstop
6:45 pmPHL
Southwest Airlines
6:15 pmPHL
2h 15m
Nonstop
7:30 pmMDW

Round-trip total · 1 adult · Taxes included

Fri, Nov 27 – Fri, Dec 4

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, Nov 20 – Mon, Nov 23

Southwest Airlines
11:25 amMDW
1h 50m
Nonstop
2:15 pmPHL
Southwest Airlines
6:15 pmPHL
2h 15m
Nonstop
7:30 pmMDW

Round-trip total · 1 adult · Taxes included

Fri, Nov 20 – Mon, Nov 23

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, Nov 27 – Fri, Dec 4

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

Show 4 more flights

Fri, Nov 27 – Fri, Dec 4

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, Nov 20 – Mon, Nov 23

Southwest Airlines
5:25 pmMDW
5h 45m
BNA · 2h 20m
12:10 am+1PHL
Southwest Airlines
6:15 pmPHL
2h 15m
Nonstop
7:30 pmMDW

Round-trip total · 1 adult · Taxes included

Fri, Nov 20 – Mon, Nov 23

Southwest Airlines
1:40 pmMDW
6h 50m
STL · 3h 25m
9:30 pmPHL
Southwest Airlines
6:15 pmPHL
2h 15m
Nonstop
7:30 pmMDW

Round-trip total · 1 adult · Taxes included

Fri, Nov 20 – Mon, Nov 23

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

One-way flights

Fri, Nov 20 · One way

Southwest Airlines
3:50 pmMDW
1h 55m
Nonstop
6:45 pmPHL

One-way total · 1 adult · Taxes included

Fri, Nov 20 · One way

Frontier Airlines
12:28 pmMDW
7h 39m
ATL · 3h 17m
9:07 pmPHL

One-way total · 1 adult · Taxes included

Fri, Nov 20 · One way

Delta Air Lines
1:31 pmMDW
4h 59m
DTW · 2h 5m
7:30 pmPHL

One-way total · 1 adult · Taxes included

Fri, Nov 20 · One way

Southwest Airlines
11:25 amMDW
1h 50m
Nonstop
2:15 pmPHL

One-way total · 1 adult · Taxes included

Fri, Nov 20 · One way

Southwest Airlines
1:40 pmMDW
6h 50m
STL · 3h 25m
9:30 pmPHL

One-way total · 1 adult · Taxes included

Fri, Nov 20 · One way

Southwest Airlines
5:25 pmMDW
5h 45m
BNA · 2h 20m
12:10 am+1PHL

One-way 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

Nov 20, 2026 → Nov 23, 2026Nov 27, 2026 → Dec 4, 2026Nov 20, 2026 · One way
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.

Exact travel datesAirlineFlightsTotal pricePrice issued (UTC)
2026-11-20 · one waySouthwest AirlinesWN2993$187.652026-10-29T01:29:13Z
2026-11-27 → 2026-12-04Southwest AirlinesWN2941 / WN3374$314.902026-10-29T01:29:13Z
2026-11-20 · one wayFrontier AirlinesF92144 + F92552$133.652026-10-29T01:29:13Z
2026-11-27 → 2026-12-04Frontier AirlinesF92144 + F92552 / F91147 + F92291$220.902026-10-29T01:29:13Z
2026-11-20 · one wayDelta Air LinesDL4688 + DL1686$228.152026-10-29T01:29:13Z
2026-11-27 → 2026-12-04Delta Air LinesDL4688 + DL1686 / DL2968 + DL4688$373.652026-10-29T01:29:13Z
2026-11-20 → 2026-11-23Southwest AirlinesWN2993 / WN2108$361.802026-10-29T01:29:13Z
2026-11-20 · one waySouthwest AirlinesWN2941$187.652026-10-29T01:29:13Z
2026-11-27 → 2026-12-04Southwest AirlinesWN2993 / WN3374$314.902026-10-29T01:29:13Z
2026-11-20 → 2026-11-23Southwest AirlinesWN2941 / WN2108$361.802026-10-29T01:29:13Z
2026-11-20 · one waySouthwest AirlinesWN3092 + WN4923$201.152026-10-29T01:29:13Z
2026-11-20 · one waySouthwest AirlinesWN2897 + WN680$201.152026-10-29T01:29:13Z
2026-11-20 → 2026-11-23Frontier AirlinesF92144 + F92552 / F91147 + F92291$253.802026-10-29T01:29:13Z
2026-11-27 → 2026-12-04Southwest AirlinesWN2897 + WN680 / WN3374$328.402026-10-29T01:29:13Z
2026-11-27 → 2026-12-04Southwest AirlinesWN3092 + WN4923 / WN3374$328.402026-10-29T01:29:13Z
2026-11-20 → 2026-11-23Southwest AirlinesWN2897 + WN680 / WN2108$375.302026-10-29T01:29:13Z
2026-11-20 → 2026-11-23Southwest AirlinesWN3092 + WN4923 / WN2108$375.302026-10-29T01:29:13Z
2026-11-20 → 2026-11-23Delta Air LinesDL4688 + DL1686 / DL2968 + DL4688$429.302026-10-29T01:29:13Z

2026-11-20 · one way · $187.65

  • Southwest Airlines WN2993: MDW 2026-11-20 15:50:00 → PHL 2026-11-20 18:45:00; nonstop; 115 minutes. Local airport times.

2026-11-27 → 2026-12-04 · $314.90

  • Southwest Airlines WN2941: MDW 2026-11-27 11:25:00 → PHL 2026-11-27 14:15:00; nonstop; 110 minutes. Local airport times.
  • Southwest Airlines WN3374: PHL 2026-12-04 11:40:00 → MDW 2026-12-04 12:50:00; nonstop; 130 minutes. Local airport times.

2026-11-20 · one way · $133.65

  • Frontier Airlines F92144 / F92552: MDW 2026-11-20 12:28:00 → PHL 2026-11-20 21:07:00; 1 stop(s) via ATL; 459 minutes. Local airport times.
    • F92144: MDW 2026-11-20 12:28:00 → ATL 2026-11-20 15:41:00; layover at ATL: 197 minutes.
    • F92552: ATL 2026-11-20 18:58:00 → PHL 2026-11-20 21:07:00.

2026-11-27 → 2026-12-04 · $220.90

  • Frontier Airlines F92144 / F92552: MDW 2026-11-27 12:28:00 → PHL 2026-11-27 21:07:00; 1 stop(s) via ATL; 459 minutes. Local airport times.
    • F92144: MDW 2026-11-27 12:28:00 → ATL 2026-11-27 15:41:00; layover at ATL: 197 minutes.
    • F92552: ATL 2026-11-27 18:58:00 → PHL 2026-11-27 21:07:00.
  • Frontier Airlines F91147 / F92291: PHL 2026-12-04 17:14:00 → MDW 2026-12-04 23:47:00; 1 stop(s) via ATL; 453 minutes. Local airport times.
    • F91147: PHL 2026-12-04 17:14:00 → ATL 2026-12-04 19:54:00; layover at ATL: 174 minutes.
    • F92291: ATL 2026-12-04 22:48:00 → MDW 2026-12-04 23:47:00.

2026-11-20 · one way · $228.15

  • Delta Air Lines DL4688 / DL1686: MDW 2026-11-20 13:31:00 → PHL 2026-11-20 19:30:00; 1 stop(s) via DTW; 299 minutes. Local airport times.
    • DL4688: MDW 2026-11-20 13:31:00 → DTW 2026-11-20 15:44:00; layover at DTW: 125 minutes.
    • DL1686: DTW 2026-11-20 17:49:00 → PHL 2026-11-20 19:30:00.

2026-11-27 → 2026-12-04 · $373.65

  • Delta Air Lines DL4688 / DL1686: MDW 2026-11-27 13:31:00 → PHL 2026-11-27 19:30:00; 1 stop(s) via DTW; 299 minutes. Local airport times.
    • DL4688: MDW 2026-11-27 13:31:00 → DTW 2026-11-27 15:44:00; layover at DTW: 125 minutes.
    • DL1686: DTW 2026-11-27 17:49:00 → PHL 2026-11-27 19:30:00.
  • Delta Air Lines DL2968 / DL4688: PHL 2026-12-04 09:43:00 → MDW 2026-12-04 13:01:00; 1 stop(s) via DTW; 258 minutes. Local airport times.
    • DL2968: PHL 2026-12-04 09:43:00 → DTW 2026-12-04 11:35:00; layover at DTW: 69 minutes.
    • DL4688: DTW 2026-12-04 12:44:00 → MDW 2026-12-04 13:01:00.

2026-11-20 → 2026-11-23 · $361.80

  • Southwest Airlines WN2993: MDW 2026-11-20 15:50:00 → PHL 2026-11-20 18:45:00; nonstop; 115 minutes. Local airport times.
  • Southwest Airlines WN2108: PHL 2026-11-23 18:15:00 → MDW 2026-11-23 19:30:00; nonstop; 135 minutes. Local airport times.

2026-11-20 · one way · $187.65

  • Southwest Airlines WN2941: MDW 2026-11-20 11:25:00 → PHL 2026-11-20 14:15:00; nonstop; 110 minutes. Local airport times.

2026-11-27 → 2026-12-04 · $314.90

  • Southwest Airlines WN2993: MDW 2026-11-27 15:50:00 → PHL 2026-11-27 18:45:00; nonstop; 115 minutes. Local airport times.
  • Southwest Airlines WN3374: PHL 2026-12-04 11:40:00 → MDW 2026-12-04 12:50:00; nonstop; 130 minutes. Local airport times.

2026-11-20 → 2026-11-23 · $361.80

  • Southwest Airlines WN2941: MDW 2026-11-20 11:25:00 → PHL 2026-11-20 14:15:00; nonstop; 110 minutes. Local airport times.
  • Southwest Airlines WN2108: PHL 2026-11-23 18:15:00 → MDW 2026-11-23 19:30:00; nonstop; 135 minutes. Local airport times.

2026-11-20 · one way · $201.15

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

2026-11-20 · one way · $201.15

  • Southwest Airlines WN2897 / WN680: MDW 2026-11-20 17:25:00 → PHL 2026-11-21 00:10:00; 1 stop(s) via BNA; 345 minutes. Local airport times.
    • WN2897: MDW 2026-11-20 17:25:00 → BNA 2026-11-20 18:50:00; layover at BNA: 140 minutes.
    • WN680: BNA 2026-11-20 21:10:00 → PHL 2026-11-21 00:10:00.

2026-11-20 → 2026-11-23 · $253.80

  • Frontier Airlines F92144 / F92552: MDW 2026-11-20 12:28:00 → PHL 2026-11-20 21:07:00; 1 stop(s) via ATL; 459 minutes. Local airport times.
    • F92144: MDW 2026-11-20 12:28:00 → ATL 2026-11-20 15:41:00; layover at ATL: 197 minutes.
    • F92552: ATL 2026-11-20 18:58:00 → PHL 2026-11-20 21:07:00.
  • Frontier Airlines F91147 / F92291: PHL 2026-11-23 17:14:00 → MDW 2026-11-23 23:47:00; 1 stop(s) via ATL; 453 minutes. Local airport times.
    • F91147: PHL 2026-11-23 17:14:00 → ATL 2026-11-23 19:54:00; layover at ATL: 174 minutes.
    • F92291: ATL 2026-11-23 22:48:00 → MDW 2026-11-23 23:47:00.

2026-11-27 → 2026-12-04 · $328.40

  • Southwest Airlines WN2897 / WN680: MDW 2026-11-27 17:25:00 → PHL 2026-11-28 00:10:00; 1 stop(s) via BNA; 345 minutes. Local airport times.
    • WN2897: MDW 2026-11-27 17:25:00 → BNA 2026-11-27 18:50:00; layover at BNA: 140 minutes.
    • WN680: BNA 2026-11-27 21:10:00 → PHL 2026-11-28 00:10:00.
  • Southwest Airlines WN3374: PHL 2026-12-04 11:40:00 → MDW 2026-12-04 12:50:00; nonstop; 130 minutes. Local airport times.

2026-11-27 → 2026-12-04 · $328.40

  • Southwest Airlines WN3092 / WN4923: MDW 2026-11-27 13:40:00 → PHL 2026-11-27 21:30:00; 1 stop(s) via STL; 410 minutes. Local airport times.
    • WN3092: MDW 2026-11-27 13:40:00 → STL 2026-11-27 14:55:00; layover at STL: 205 minutes.
    • WN4923: STL 2026-11-27 18:20:00 → PHL 2026-11-27 21:30:00.
  • Southwest Airlines WN3374: PHL 2026-12-04 11:40:00 → MDW 2026-12-04 12:50:00; nonstop; 130 minutes. Local airport times.

2026-11-20 → 2026-11-23 · $375.30

  • Southwest Airlines WN2897 / WN680: MDW 2026-11-20 17:25:00 → PHL 2026-11-21 00:10:00; 1 stop(s) via BNA; 345 minutes. Local airport times.
    • WN2897: MDW 2026-11-20 17:25:00 → BNA 2026-11-20 18:50:00; layover at BNA: 140 minutes.
    • WN680: BNA 2026-11-20 21:10:00 → PHL 2026-11-21 00:10:00.
  • Southwest Airlines WN2108: PHL 2026-11-23 18:15:00 → MDW 2026-11-23 19:30:00; nonstop; 135 minutes. Local airport times.

2026-11-20 → 2026-11-23 · $375.30

  • Southwest Airlines WN3092 / WN4923: MDW 2026-11-20 13:40:00 → PHL 2026-11-20 21:30:00; 1 stop(s) via STL; 410 minutes. Local airport times.
    • WN3092: MDW 2026-11-20 13:40:00 → STL 2026-11-20 14:55:00; layover at STL: 205 minutes.
    • WN4923: STL 2026-11-20 18:20:00 → PHL 2026-11-20 21:30:00.
  • Southwest Airlines WN2108: PHL 2026-11-23 18:15:00 → MDW 2026-11-23 19:30:00; nonstop; 135 minutes. Local airport times.

2026-11-20 → 2026-11-23 · $429.30

  • Delta Air Lines DL4688 / DL1686: MDW 2026-11-20 13:31:00 → PHL 2026-11-20 19:30:00; 1 stop(s) via DTW; 299 minutes. Local airport times.
    • DL4688: MDW 2026-11-20 13:31:00 → DTW 2026-11-20 15:44:00; layover at DTW: 125 minutes.
    • DL1686: DTW 2026-11-20 17:49:00 → PHL 2026-11-20 19:30:00.
  • Delta Air Lines DL2968 / DL4688: PHL 2026-11-23 09:43:00 → MDW 2026-11-23 13:01:00; 1 stop(s) via DTW; 258 minutes. Local airport times.
    • DL2968: PHL 2026-11-23 09:43:00 → DTW 2026-11-23 11:35:00; layover at DTW: 69 minutes.
    • DL4688: DTW 2026-11-23 12:44:00 → MDW 2026-11-23 13:01:00.

More dates for this route