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Chicago → Denver

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MDW → DEN1 adulteconomy

22 flight options · 1 airline

Round-trip flights

Fri, Nov 27 – Fri, Dec 4

Southwest Airlines
2:35 pmMDW
2h 40m
Nonstop
4:15 pmDEN
Southwest Airlines
8:55 amDEN
2h 20m
Nonstop
12:15 pmMDW

Round-trip total · 1 adult · Taxes included

Fri, Nov 20 – Mon, Nov 23

Southwest Airlines
5:10 pmMDW
5h 35m
MCI · 2h 15m
9:45 pmDEN
Southwest Airlines
2:25 pmDEN
5h 5m
CVG · 1h 30m
8:30 pmMDW

Round-trip total · 1 adult · Taxes included

Fri, Nov 27 – Fri, Dec 4

Southwest Airlines
10:50 amMDW
2h 40m
Nonstop
12:30 pmDEN
Southwest Airlines
8:55 amDEN
2h 20m
Nonstop
12:15 pmMDW

Round-trip total · 1 adult · Taxes included

Fri, Nov 20 – Mon, Nov 23

Southwest Airlines
10:15 amMDW
5h 10m
OKC · 1h 15m
2:25 pmDEN
Southwest Airlines
2:25 pmDEN
5h 5m
CVG · 1h 30m
8:30 pmMDW

Round-trip total · 1 adult · Taxes included

Fri, Nov 20 – Mon, Nov 23

Southwest Airlines
10:05 amMDW
5h 10m
OMA · 1h 55m
2:15 pmDEN
Southwest Airlines
2:25 pmDEN
5h 5m
CVG · 1h 30m
8:30 pmMDW

Round-trip total · 1 adult · Taxes included

Fri, Nov 20 – Mon, Nov 23

Southwest Airlines
9:50 amMDW
4h 55m
TUL · 1h 5m
1:45 pmDEN
Southwest Airlines
2:25 pmDEN
5h 5m
CVG · 1h 30m
8:30 pmMDW

Round-trip total · 1 adult · Taxes included

Fri, Nov 20 – Mon, Nov 23

Southwest Airlines
10:10 amMDW
5h 10m
MKE · 1h 45m
2:20 pmDEN
Southwest Airlines
2:25 pmDEN
5h 5m
CVG · 1h 30m
8:30 pmMDW

Round-trip total · 1 adult · Taxes included

Fri, Nov 20 – Mon, Nov 23

Southwest Airlines
10:50 amMDW
2h 40m
Nonstop
12:30 pmDEN
Southwest Airlines
2:25 pmDEN
5h 5m
CVG · 1h 30m
8:30 pmMDW

Round-trip total · 1 adult · Taxes included

Show 6 more flights

Fri, Nov 27 – Fri, Dec 4

Southwest Airlines
10:15 amMDW
5h 10m
OKC · 1h 15m
2:25 pmDEN
Southwest Airlines
8:55 amDEN
2h 20m
Nonstop
12:15 pmMDW

Round-trip total · 1 adult · Taxes included

Fri, Nov 27 – Fri, Dec 4

Southwest Airlines
10:05 amMDW
5h 10m
OMA · 1h 55m
2:15 pmDEN
Southwest Airlines
8:55 amDEN
2h 20m
Nonstop
12:15 pmMDW

Round-trip total · 1 adult · Taxes included

Fri, Nov 27 – Fri, Dec 4

Southwest Airlines
10:10 amMDW
5h 10m
MKE · 1h 45m
2:20 pmDEN
Southwest Airlines
8:55 amDEN
2h 20m
Nonstop
12:15 pmMDW

Round-trip total · 1 adult · Taxes included

Fri, Nov 27 – Fri, Dec 4

Southwest Airlines
9:50 amMDW
4h 55m
TUL · 1h 5m
1:45 pmDEN
Southwest Airlines
8:55 amDEN
2h 20m
Nonstop
12:15 pmMDW

Round-trip total · 1 adult · Taxes included

Fri, Nov 27 – Fri, Dec 4

Southwest Airlines
5:10 pmMDW
5h 35m
MCI · 2h 15m
9:45 pmDEN
Southwest Airlines
8:55 amDEN
2h 20m
Nonstop
12:15 pmMDW

Round-trip total · 1 adult · Taxes included

Fri, Nov 27 – Fri, Dec 4

Southwest Airlines
4:25 pmMDW
2h 45m
Nonstop
6:10 pmDEN
Southwest Airlines
2:25 pmDEN
5h 5m
CVG · 1h 30m
8:30 pmMDW

Round-trip total · 1 adult · Taxes included

One-way flights

Fri, Nov 20 · One way

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

One-way total · 1 adult · Taxes included

Fri, Nov 20 · One way

Southwest Airlines
10:50 amMDW
2h 40m
Nonstop
12:30 pmDEN

One-way total · 1 adult · Taxes included

Fri, Nov 20 · One way

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

One-way total · 1 adult · Taxes included

Fri, Nov 20 · One way

Southwest Airlines
9:50 amMDW
4h 55m
TUL · 1h 5m
1:45 pmDEN

One-way total · 1 adult · Taxes included

Fri, Nov 20 · One way

Southwest Airlines
10:15 amMDW
5h 10m
OKC · 1h 15m
2:25 pmDEN

One-way total · 1 adult · Taxes included

Fri, Nov 20 · One way

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

One-way total · 1 adult · Taxes included

Fri, Nov 20 · One way

Southwest Airlines
10:10 amMDW
5h 10m
MKE · 1h 45m
2:20 pmDEN

One-way total · 1 adult · Taxes included

Fri, Nov 20 · One way

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

One-way 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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Why book with Axel
  • A real airline bookingThe booking is in the airline’s own system under your name. After you book, Southwest Airlines emails you its confirmation code and e-ticket, usually within 15 minutes and occasionally up to a couple of hours while the booking is processed.
  • Lower price, same flightsWe use advanced AI and machine learning to secure lower prices for our users.
  • 24-hour cancellationCancel within 24 hours of booking for a full refund when your departure is at least 7 days away. Closer to departure, the airline’s fare rules apply. Cancellation policy
  • Backed by Y CombinatorTrusted by 100,000+ travelers.

Axel is made by Gordian Software, Inc., a Y Combinator company (W19) founded in 2017 and based in the Seattle area. The company is led by CEO Stephen Grabowski, formerly of Skyscanner. How Axel works · About

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 AirlinesWN4606$145.002026-10-29T01:29:06Z
2026-11-27 → 2026-12-04Southwest AirlinesWN4606 / WN1697$329.002026-10-29T01:29:06Z
2026-11-20 → 2026-11-23Southwest AirlinesWN1742 + WN2668 / WN878 + WN878$260.002026-10-29T01:29:06Z
2026-11-20 · one waySouthwest AirlinesWN120$145.002026-10-29T01:29:06Z
2026-11-27 → 2026-12-04Southwest AirlinesWN120 / WN1697$329.002026-10-29T01:29:06Z
2026-11-20 · one waySouthwest AirlinesWN1523 + WN2509$135.002026-10-29T01:29:06Z
2026-11-20 · one waySouthwest AirlinesWN3051 + WN2162$135.002026-10-29T01:29:06Z
2026-11-20 · one waySouthwest AirlinesWN526 + WN3273$135.002026-10-29T01:29:06Z
2026-11-20 · one waySouthwest AirlinesWN4479 + WN757$135.002026-10-29T01:29:06Z
2026-11-20 · one waySouthwest AirlinesWN598 + WN32$135.002026-10-29T01:29:06Z
2026-11-20 · one waySouthwest AirlinesWN1742 + WN2668$135.002026-10-29T01:29:06Z
2026-11-20 → 2026-11-23Southwest AirlinesWN526 + WN3273 / WN878 + WN878$260.002026-10-29T01:29:06Z
2026-11-20 → 2026-11-23Southwest AirlinesWN1523 + WN2509 / WN878 + WN878$260.002026-10-29T01:29:06Z
2026-11-20 → 2026-11-23Southwest AirlinesWN3051 + WN2162 / WN878 + WN878$260.002026-10-29T01:29:06Z
2026-11-20 → 2026-11-23Southwest AirlinesWN598 + WN32 / WN878 + WN878$260.002026-10-29T01:29:06Z
2026-11-20 → 2026-11-23Southwest AirlinesWN120 / WN878 + WN878$270.002026-10-29T01:29:06Z
2026-11-27 → 2026-12-04Southwest AirlinesWN526 + WN3273 / WN1697$315.502026-10-29T01:29:06Z
2026-11-27 → 2026-12-04Southwest AirlinesWN1523 + WN2509 / WN1697$315.502026-10-29T01:29:06Z
2026-11-27 → 2026-12-04Southwest AirlinesWN598 + WN32 / WN1697$315.502026-10-29T01:29:06Z
2026-11-27 → 2026-12-04Southwest AirlinesWN3051 + WN2162 / WN1697$315.502026-10-29T01:29:06Z
2026-11-27 → 2026-12-04Southwest AirlinesWN1742 + WN2668 / WN1697$315.502026-10-29T01:29:06Z
2026-11-27 → 2026-12-04Southwest AirlinesWN4606 / WN878 + WN878$319.002026-10-29T01:29:06Z

2026-11-20 · one way · $145.00

  • Southwest Airlines WN4606: MDW 2026-11-20 14:35:00 → DEN 2026-11-20 16:15:00; nonstop; 160 minutes. Local airport times.

2026-11-27 → 2026-12-04 · $329.00

  • Southwest Airlines WN4606: MDW 2026-11-27 14:35:00 → DEN 2026-11-27 16:15:00; nonstop; 160 minutes. Local airport times.
  • Southwest Airlines WN1697: DEN 2026-12-04 08:55:00 → MDW 2026-12-04 12:15:00; nonstop; 140 minutes. Local airport times.

2026-11-20 → 2026-11-23 · $260.00

  • Southwest Airlines WN1742 / WN2668: MDW 2026-11-20 17:10:00 → DEN 2026-11-20 21:45:00; 1 stop(s) via MCI; 335 minutes. Local airport times.
    • WN1742: MDW 2026-11-20 17:10:00 → MCI 2026-11-20 18:40:00; layover at MCI: 135 minutes.
    • WN2668: MCI 2026-11-20 20:55:00 → DEN 2026-11-20 21:45:00.
  • Southwest Airlines WN878 / WN878: DEN 2026-11-23 14:25:00 → MDW 2026-11-23 20:30:00; 1 stop(s) via CVG; 305 minutes. Local airport times.
    • WN878: DEN 2026-11-23 14:25:00 → CVG 2026-11-23 18:50:00; layover at CVG: 90 minutes.
    • WN878: CVG 2026-11-23 20:20:00 → MDW 2026-11-23 20:30:00.

2026-11-20 · one way · $145.00

  • Southwest Airlines WN120: MDW 2026-11-20 10:50:00 → DEN 2026-11-20 12:30:00; nonstop; 160 minutes. Local airport times.

2026-11-27 → 2026-12-04 · $329.00

  • Southwest Airlines WN120: MDW 2026-11-27 10:50:00 → DEN 2026-11-27 12:30:00; nonstop; 160 minutes. Local airport times.
  • Southwest Airlines WN1697: DEN 2026-12-04 08:55:00 → MDW 2026-12-04 12:15:00; nonstop; 140 minutes. Local airport times.

2026-11-20 · one way · $135.00

  • Southwest Airlines WN1523 / WN2509: MDW 2026-11-20 10:05:00 → DEN 2026-11-20 14:15:00; 1 stop(s) via OMA; 310 minutes. Local airport times.
    • WN1523: MDW 2026-11-20 10:05:00 → OMA 2026-11-20 11:40:00; layover at OMA: 115 minutes.
    • WN2509: OMA 2026-11-20 13:35:00 → DEN 2026-11-20 14:15:00.

2026-11-20 · one way · $135.00

  • Southwest Airlines WN3051 / WN2162: MDW 2026-11-20 09:50:00 → DEN 2026-11-20 13:45:00; 1 stop(s) via TUL; 295 minutes. Local airport times.
    • WN3051: MDW 2026-11-20 09:50:00 → TUL 2026-11-20 11:50:00; layover at TUL: 65 minutes.
    • WN2162: TUL 2026-11-20 12:55:00 → DEN 2026-11-20 13:45:00.

2026-11-20 · one way · $135.00

  • Southwest Airlines WN526 / WN3273: MDW 2026-11-20 10:15:00 → DEN 2026-11-20 14:25:00; 1 stop(s) via OKC; 310 minutes. Local airport times.
    • WN526: MDW 2026-11-20 10:15:00 → OKC 2026-11-20 12:25:00; layover at OKC: 75 minutes.
    • WN3273: OKC 2026-11-20 13:40:00 → DEN 2026-11-20 14:25:00.

2026-11-20 · one way · $135.00

  • Southwest Airlines WN4479 / WN757: MDW 2026-11-20 13:50:00 → DEN 2026-11-20 18:45:00; 1 stop(s) via CLE; 355 minutes. Local airport times.
    • WN4479: MDW 2026-11-20 13:50:00 → CLE 2026-11-20 16:10:00; layover at CLE: 75 minutes.
    • WN757: CLE 2026-11-20 17:25:00 → DEN 2026-11-20 18:45:00.

2026-11-20 · one way · $135.00

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

2026-11-20 · one way · $135.00

  • Southwest Airlines WN1742 / WN2668: MDW 2026-11-20 17:10:00 → DEN 2026-11-20 21:45:00; 1 stop(s) via MCI; 335 minutes. Local airport times.
    • WN1742: MDW 2026-11-20 17:10:00 → MCI 2026-11-20 18:40:00; layover at MCI: 135 minutes.
    • WN2668: MCI 2026-11-20 20:55:00 → DEN 2026-11-20 21:45:00.

2026-11-20 → 2026-11-23 · $260.00

  • Southwest Airlines WN526 / WN3273: MDW 2026-11-20 10:15:00 → DEN 2026-11-20 14:25:00; 1 stop(s) via OKC; 310 minutes. Local airport times.
    • WN526: MDW 2026-11-20 10:15:00 → OKC 2026-11-20 12:25:00; layover at OKC: 75 minutes.
    • WN3273: OKC 2026-11-20 13:40:00 → DEN 2026-11-20 14:25:00.
  • Southwest Airlines WN878 / WN878: DEN 2026-11-23 14:25:00 → MDW 2026-11-23 20:30:00; 1 stop(s) via CVG; 305 minutes. Local airport times.
    • WN878: DEN 2026-11-23 14:25:00 → CVG 2026-11-23 18:50:00; layover at CVG: 90 minutes.
    • WN878: CVG 2026-11-23 20:20:00 → MDW 2026-11-23 20:30:00.

2026-11-20 → 2026-11-23 · $260.00

  • Southwest Airlines WN1523 / WN2509: MDW 2026-11-20 10:05:00 → DEN 2026-11-20 14:15:00; 1 stop(s) via OMA; 310 minutes. Local airport times.
    • WN1523: MDW 2026-11-20 10:05:00 → OMA 2026-11-20 11:40:00; layover at OMA: 115 minutes.
    • WN2509: OMA 2026-11-20 13:35:00 → DEN 2026-11-20 14:15:00.
  • Southwest Airlines WN878 / WN878: DEN 2026-11-23 14:25:00 → MDW 2026-11-23 20:30:00; 1 stop(s) via CVG; 305 minutes. Local airport times.
    • WN878: DEN 2026-11-23 14:25:00 → CVG 2026-11-23 18:50:00; layover at CVG: 90 minutes.
    • WN878: CVG 2026-11-23 20:20:00 → MDW 2026-11-23 20:30:00.

2026-11-20 → 2026-11-23 · $260.00

  • Southwest Airlines WN3051 / WN2162: MDW 2026-11-20 09:50:00 → DEN 2026-11-20 13:45:00; 1 stop(s) via TUL; 295 minutes. Local airport times.
    • WN3051: MDW 2026-11-20 09:50:00 → TUL 2026-11-20 11:50:00; layover at TUL: 65 minutes.
    • WN2162: TUL 2026-11-20 12:55:00 → DEN 2026-11-20 13:45:00.
  • Southwest Airlines WN878 / WN878: DEN 2026-11-23 14:25:00 → MDW 2026-11-23 20:30:00; 1 stop(s) via CVG; 305 minutes. Local airport times.
    • WN878: DEN 2026-11-23 14:25:00 → CVG 2026-11-23 18:50:00; layover at CVG: 90 minutes.
    • WN878: CVG 2026-11-23 20:20:00 → MDW 2026-11-23 20:30:00.

2026-11-20 → 2026-11-23 · $260.00

  • Southwest Airlines WN598 / WN32: MDW 2026-11-20 10:10:00 → DEN 2026-11-20 14:20:00; 1 stop(s) via MKE; 310 minutes. Local airport times.
    • WN598: MDW 2026-11-20 10:10:00 → MKE 2026-11-20 11:00:00; layover at MKE: 105 minutes.
    • WN32: MKE 2026-11-20 12:45:00 → DEN 2026-11-20 14:20:00.
  • Southwest Airlines WN878 / WN878: DEN 2026-11-23 14:25:00 → MDW 2026-11-23 20:30:00; 1 stop(s) via CVG; 305 minutes. Local airport times.
    • WN878: DEN 2026-11-23 14:25:00 → CVG 2026-11-23 18:50:00; layover at CVG: 90 minutes.
    • WN878: CVG 2026-11-23 20:20:00 → MDW 2026-11-23 20:30:00.

2026-11-20 → 2026-11-23 · $270.00

  • Southwest Airlines WN120: MDW 2026-11-20 10:50:00 → DEN 2026-11-20 12:30:00; nonstop; 160 minutes. Local airport times.
  • Southwest Airlines WN878 / WN878: DEN 2026-11-23 14:25:00 → MDW 2026-11-23 20:30:00; 1 stop(s) via CVG; 305 minutes. Local airport times.
    • WN878: DEN 2026-11-23 14:25:00 → CVG 2026-11-23 18:50:00; layover at CVG: 90 minutes.
    • WN878: CVG 2026-11-23 20:20:00 → MDW 2026-11-23 20:30:00.

2026-11-27 → 2026-12-04 · $315.50

  • Southwest Airlines WN526 / WN3273: MDW 2026-11-27 10:15:00 → DEN 2026-11-27 14:25:00; 1 stop(s) via OKC; 310 minutes. Local airport times.
    • WN526: MDW 2026-11-27 10:15:00 → OKC 2026-11-27 12:25:00; layover at OKC: 75 minutes.
    • WN3273: OKC 2026-11-27 13:40:00 → DEN 2026-11-27 14:25:00.
  • Southwest Airlines WN1697: DEN 2026-12-04 08:55:00 → MDW 2026-12-04 12:15:00; nonstop; 140 minutes. Local airport times.

2026-11-27 → 2026-12-04 · $315.50

  • Southwest Airlines WN1523 / WN2509: MDW 2026-11-27 10:05:00 → DEN 2026-11-27 14:15:00; 1 stop(s) via OMA; 310 minutes. Local airport times.
    • WN1523: MDW 2026-11-27 10:05:00 → OMA 2026-11-27 11:40:00; layover at OMA: 115 minutes.
    • WN2509: OMA 2026-11-27 13:35:00 → DEN 2026-11-27 14:15:00.
  • Southwest Airlines WN1697: DEN 2026-12-04 08:55:00 → MDW 2026-12-04 12:15:00; nonstop; 140 minutes. Local airport times.

2026-11-27 → 2026-12-04 · $315.50

  • Southwest Airlines WN598 / WN32: MDW 2026-11-27 10:10:00 → DEN 2026-11-27 14:20:00; 1 stop(s) via MKE; 310 minutes. Local airport times.
    • WN598: MDW 2026-11-27 10:10:00 → MKE 2026-11-27 11:00:00; layover at MKE: 105 minutes.
    • WN32: MKE 2026-11-27 12:45:00 → DEN 2026-11-27 14:20:00.
  • Southwest Airlines WN1697: DEN 2026-12-04 08:55:00 → MDW 2026-12-04 12:15:00; nonstop; 140 minutes. Local airport times.

2026-11-27 → 2026-12-04 · $315.50

  • Southwest Airlines WN3051 / WN2162: MDW 2026-11-27 09:50:00 → DEN 2026-11-27 13:45:00; 1 stop(s) via TUL; 295 minutes. Local airport times.
    • WN3051: MDW 2026-11-27 09:50:00 → TUL 2026-11-27 11:50:00; layover at TUL: 65 minutes.
    • WN2162: TUL 2026-11-27 12:55:00 → DEN 2026-11-27 13:45:00.
  • Southwest Airlines WN1697: DEN 2026-12-04 08:55:00 → MDW 2026-12-04 12:15:00; nonstop; 140 minutes. Local airport times.

2026-11-27 → 2026-12-04 · $315.50

  • Southwest Airlines WN1742 / WN2668: MDW 2026-11-27 17:10:00 → DEN 2026-11-27 21:45:00; 1 stop(s) via MCI; 335 minutes. Local airport times.
    • WN1742: MDW 2026-11-27 17:10:00 → MCI 2026-11-27 18:40:00; layover at MCI: 135 minutes.
    • WN2668: MCI 2026-11-27 20:55:00 → DEN 2026-11-27 21:45:00.
  • Southwest Airlines WN1697: DEN 2026-12-04 08:55:00 → MDW 2026-12-04 12:15:00; nonstop; 140 minutes. Local airport times.

2026-11-27 → 2026-12-04 · $319.00

  • Southwest Airlines WN4606: MDW 2026-11-27 16:25:00 → DEN 2026-11-27 18:10:00; nonstop; 165 minutes. Local airport times.
  • Southwest Airlines WN878 / WN878: DEN 2026-12-04 14:25:00 → MDW 2026-12-04 20:30:00; 1 stop(s) via CVG; 305 minutes. Local airport times.
    • WN878: DEN 2026-12-04 14:25:00 → CVG 2026-12-04 18:50:00; layover at CVG: 90 minutes.
    • WN878: CVG 2026-12-04 20:20:00 → MDW 2026-12-04 20:30:00.

More dates for this route