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Chicago → Denver

Dec 3, 2026 · return Dec 5, 2026

MDW → DEN1 adulteconomyRound trip

8 flight options · 1 airline

Nonstop flights

Thu, Dec 3 – Sat, Dec 5

Southwest Airlines
10:50 amMDW
2h 40m
Nonstop
12:30 pmDEN
Southwest Airlines
2:50 pmDEN
2h 15m
Nonstop
6:05 pmMDW

Round-trip total · 1 adult · Taxes included

Thu, Dec 3 – Sat, Dec 5

Southwest Airlines
2:35 pmMDW
2h 40m
Nonstop
4:15 pmDEN
Southwest Airlines
2:50 pmDEN
2h 15m
Nonstop
6:05 pmMDW

Round-trip total · 1 adult · Taxes included

One-stop flights

Thu, Dec 3 – Sat, Dec 5

Southwest Airlines
5:10 pmMDW
5h 35m
MCI · 2h 15m
9:45 pmDEN
Southwest Airlines
2:50 pmDEN
2h 15m
Nonstop
6:05 pmMDW

Round-trip total · 1 adult · Taxes included

Thu, Dec 3 – Sat, Dec 5

Southwest Airlines
9:50 amMDW
4h 55m
TUL · 1h 5m
1:45 pmDEN
Southwest Airlines
2:50 pmDEN
2h 15m
Nonstop
6:05 pmMDW

Round-trip total · 1 adult · Taxes included

Thu, Dec 3 – Sat, Dec 5

Southwest Airlines
10:05 amMDW
5h 10m
OMA · 1h 55m
2:15 pmDEN
Southwest Airlines
2:50 pmDEN
2h 15m
Nonstop
6:05 pmMDW

Round-trip total · 1 adult · Taxes included

Thu, Dec 3 – Sat, Dec 5

Southwest Airlines
10:15 amMDW
5h 10m
OKC · 1h 15m
2:25 pmDEN
Southwest Airlines
2:50 pmDEN
2h 15m
Nonstop
6:05 pmMDW

Round-trip total · 1 adult · Taxes included

Thu, Dec 3 – Sat, Dec 5

Southwest Airlines
10:10 amMDW
5h 10m
MKE · 1h 45m
2:20 pmDEN
Southwest Airlines
2:50 pmDEN
2h 15m
Nonstop
6:05 pmMDW

Round-trip total · 1 adult · Taxes included

Thu, Dec 3 – Sat, Dec 5

Southwest Airlines
1:50 pmMDW
5h 55m
CLE · 1h 15m
6:45 pmDEN
Southwest Airlines
2:50 pmDEN
2h 15m
Nonstop
6:05 pmMDW

Round-trip total · 1 adult · Taxes included

Make this trip yours

MDW ⇄ DEN

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
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)
2026-12-03 → 2026-12-05Southwest AirlinesWN120 / WN1699$280.002026-10-29T01:29:06Z
2026-12-03 → 2026-12-05Southwest AirlinesWN4606 / WN1699$280.002026-10-29T01:29:06Z
2026-12-03 → 2026-12-05Southwest AirlinesWN1742 + WN2668 / WN1699$270.002026-10-29T01:29:06Z
2026-12-03 → 2026-12-05Southwest AirlinesWN3051 + WN2162 / WN1699$270.002026-10-29T01:29:06Z
2026-12-03 → 2026-12-05Southwest AirlinesWN1523 + WN2509 / WN1699$270.002026-10-29T01:29:06Z
2026-12-03 → 2026-12-05Southwest AirlinesWN526 + WN3273 / WN1699$270.002026-10-29T01:29:06Z
2026-12-03 → 2026-12-05Southwest AirlinesWN598 + WN32 / WN1699$270.002026-10-29T01:29:06Z
2026-12-03 → 2026-12-05Southwest AirlinesWN4479 + WN757 / WN1699$270.002026-10-29T01:29:06Z

2026-12-03 → 2026-12-05 · $280.00

  • Southwest Airlines WN120: MDW 2026-12-03 10:50:00 → DEN 2026-12-03 12:30:00; nonstop; 160 minutes. Local airport times.
  • Southwest Airlines WN1699: DEN 2026-12-05 14:50:00 → MDW 2026-12-05 18:05:00; nonstop; 135 minutes. Local airport times.

2026-12-03 → 2026-12-05 · $280.00

  • Southwest Airlines WN4606: MDW 2026-12-03 14:35:00 → DEN 2026-12-03 16:15:00; nonstop; 160 minutes. Local airport times.
  • Southwest Airlines WN1699: DEN 2026-12-05 14:50:00 → MDW 2026-12-05 18:05:00; nonstop; 135 minutes. Local airport times.

2026-12-03 → 2026-12-05 · $270.00

  • Southwest Airlines WN1742 / WN2668: MDW 2026-12-03 17:10:00 → DEN 2026-12-03 21:45:00; 1 stop(s) via MCI; 335 minutes. Local airport times.
    • WN1742: MDW 2026-12-03 17:10:00 → MCI 2026-12-03 18:40:00; layover at MCI: 135 minutes.
    • WN2668: MCI 2026-12-03 20:55:00 → DEN 2026-12-03 21:45:00.
  • Southwest Airlines WN1699: DEN 2026-12-05 14:50:00 → MDW 2026-12-05 18:05:00; nonstop; 135 minutes. Local airport times.

2026-12-03 → 2026-12-05 · $270.00

  • Southwest Airlines WN3051 / WN2162: MDW 2026-12-03 09:50:00 → DEN 2026-12-03 13:45:00; 1 stop(s) via TUL; 295 minutes. Local airport times.
    • WN3051: MDW 2026-12-03 09:50:00 → TUL 2026-12-03 11:50:00; layover at TUL: 65 minutes.
    • WN2162: TUL 2026-12-03 12:55:00 → DEN 2026-12-03 13:45:00.
  • Southwest Airlines WN1699: DEN 2026-12-05 14:50:00 → MDW 2026-12-05 18:05:00; nonstop; 135 minutes. Local airport times.

2026-12-03 → 2026-12-05 · $270.00

  • Southwest Airlines WN1523 / WN2509: MDW 2026-12-03 10:05:00 → DEN 2026-12-03 14:15:00; 1 stop(s) via OMA; 310 minutes. Local airport times.
    • WN1523: MDW 2026-12-03 10:05:00 → OMA 2026-12-03 11:40:00; layover at OMA: 115 minutes.
    • WN2509: OMA 2026-12-03 13:35:00 → DEN 2026-12-03 14:15:00.
  • Southwest Airlines WN1699: DEN 2026-12-05 14:50:00 → MDW 2026-12-05 18:05:00; nonstop; 135 minutes. Local airport times.

2026-12-03 → 2026-12-05 · $270.00

  • Southwest Airlines WN526 / WN3273: MDW 2026-12-03 10:15:00 → DEN 2026-12-03 14:25:00; 1 stop(s) via OKC; 310 minutes. Local airport times.
    • WN526: MDW 2026-12-03 10:15:00 → OKC 2026-12-03 12:25:00; layover at OKC: 75 minutes.
    • WN3273: OKC 2026-12-03 13:40:00 → DEN 2026-12-03 14:25:00.
  • Southwest Airlines WN1699: DEN 2026-12-05 14:50:00 → MDW 2026-12-05 18:05:00; nonstop; 135 minutes. Local airport times.

2026-12-03 → 2026-12-05 · $270.00

  • Southwest Airlines WN598 / WN32: MDW 2026-12-03 10:10:00 → DEN 2026-12-03 14:20:00; 1 stop(s) via MKE; 310 minutes. Local airport times.
    • WN598: MDW 2026-12-03 10:10:00 → MKE 2026-12-03 11:00:00; layover at MKE: 105 minutes.
    • WN32: MKE 2026-12-03 12:45:00 → DEN 2026-12-03 14:20:00.
  • Southwest Airlines WN1699: DEN 2026-12-05 14:50:00 → MDW 2026-12-05 18:05:00; nonstop; 135 minutes. Local airport times.

2026-12-03 → 2026-12-05 · $270.00

  • Southwest Airlines WN4479 / WN757: MDW 2026-12-03 13:50:00 → DEN 2026-12-03 18:45:00; 1 stop(s) via CLE; 355 minutes. Local airport times.
    • WN4479: MDW 2026-12-03 13:50:00 → CLE 2026-12-03 16:10:00; layover at CLE: 75 minutes.
    • WN757: CLE 2026-12-03 17:25:00 → DEN 2026-12-03 18:45:00.
  • Southwest Airlines WN1699: DEN 2026-12-05 14:50:00 → MDW 2026-12-05 18:05:00; nonstop; 135 minutes. Local airport times.

More dates for this route