Chicago (MDW) to Denver (DEN) · Nov 28, 2026 · return Dec 12, 2026

Flights for 1 adult in economy. Prices are total for all travelers in USD, including required taxes. Basic economy may apply.

See flights for these dates: each price link opens AI flight search for that row's exact dates and travelers. Select the complete itinerary there.

Route overview: Chicago to Denver (DEN) flight deals

2026-11-28 → 2026-12-12 · Axel-exclusive $329.00

• Southwest Airlines WN4606: MDW 2026-11-28 16:25:00 → DEN 2026-11-28 18:10:00; nonstop; 165 minutes. Local airport times.
• Southwest Airlines WN1697: DEN 2026-12-12 08:45:00 → MDW 2026-12-12 12:05:00; nonstop; 140 minutes. Local airport times.

2026-11-28 → 2026-12-12 · Axel-exclusive $329.00

• Southwest Airlines WN120: MDW 2026-11-28 10:50:00 → DEN 2026-11-28 12:30:00; nonstop; 160 minutes. Local airport times.
• Southwest Airlines WN1697: DEN 2026-12-12 08:45:00 → MDW 2026-12-12 12:05:00; nonstop; 140 minutes. Local airport times.

2026-11-28 → 2026-12-12 · Axel-exclusive $315.50

• Southwest Airlines WN3051 / WN2162: MDW 2026-11-28 09:50:00 → DEN 2026-11-28 13:45:00; 1 stop(s) via TUL; 295 minutes. Local airport times.
  • WN3051: MDW 2026-11-28 09:50:00 → TUL 2026-11-28 11:50:00; layover at TUL: 65 minutes.
  • WN2162: TUL 2026-11-28 12:55:00 → DEN 2026-11-28 13:45:00.
• Southwest Airlines WN1697: DEN 2026-12-12 08:45:00 → MDW 2026-12-12 12:05:00; nonstop; 140 minutes. Local airport times.

2026-11-28 → 2026-12-12 · Axel-exclusive $315.50

• Southwest Airlines WN1523 / WN2509: MDW 2026-11-28 10:05:00 → DEN 2026-11-28 14:15:00; 1 stop(s) via OMA; 310 minutes. Local airport times.
  • WN1523: MDW 2026-11-28 10:05:00 → OMA 2026-11-28 11:40:00; layover at OMA: 115 minutes.
  • WN2509: OMA 2026-11-28 13:35:00 → DEN 2026-11-28 14:15:00.
• Southwest Airlines WN1697: DEN 2026-12-12 08:45:00 → MDW 2026-12-12 12:05:00; nonstop; 140 minutes. Local airport times.

2026-11-28 → 2026-12-12 · Axel-exclusive $315.50

• Southwest Airlines WN4479 / WN757: MDW 2026-11-28 13:50:00 → DEN 2026-11-28 18:45:00; 1 stop(s) via CLE; 355 minutes. Local airport times.
  • WN4479: MDW 2026-11-28 13:50:00 → CLE 2026-11-28 16:10:00; layover at CLE: 75 minutes.
  • WN757: CLE 2026-11-28 17:25:00 → DEN 2026-11-28 18:45:00.
• Southwest Airlines WN1697: DEN 2026-12-12 08:45:00 → MDW 2026-12-12 12:05:00; nonstop; 140 minutes. Local airport times.

2026-11-28 → 2026-12-12 · Axel-exclusive $315.50

• Southwest Airlines WN526 / WN3273: MDW 2026-11-28 10:15:00 → DEN 2026-11-28 14:25:00; 1 stop(s) via OKC; 310 minutes. Local airport times.
  • WN526: MDW 2026-11-28 10:15:00 → OKC 2026-11-28 12:25:00; layover at OKC: 75 minutes.
  • WN3273: OKC 2026-11-28 13:40:00 → DEN 2026-11-28 14:25:00.
• Southwest Airlines WN1697: DEN 2026-12-12 08:45:00 → MDW 2026-12-12 12:05:00; nonstop; 140 minutes. Local airport times.

2026-11-28 → 2026-12-12 · Axel-exclusive $315.50

• Southwest Airlines WN598 / WN32: MDW 2026-11-28 10:10:00 → DEN 2026-11-28 14:20:00; 1 stop(s) via MKE; 310 minutes. Local airport times.
  • WN598: MDW 2026-11-28 10:10:00 → MKE 2026-11-28 11:00:00; layover at MKE: 105 minutes.
  • WN32: MKE 2026-11-28 12:45:00 → DEN 2026-11-28 14:20:00.
• Southwest Airlines WN1697: DEN 2026-12-12 08:45:00 → MDW 2026-12-12 12:05:00; nonstop; 140 minutes. Local airport times.

2026-11-28 → 2026-12-12 · Axel-exclusive $315.50

• Southwest Airlines WN1742 / WN2668: MDW 2026-11-28 17:10:00 → DEN 2026-11-28 21:45:00; 1 stop(s) via MCI; 335 minutes. Local airport times.
  • WN1742: MDW 2026-11-28 17:10:00 → MCI 2026-11-28 18:40:00; layover at MCI: 135 minutes.
  • WN2668: MCI 2026-11-28 20:55:00 → DEN 2026-11-28 21:45:00.
• Southwest Airlines WN1697: DEN 2026-12-12 08:45:00 → MDW 2026-12-12 12:05:00; nonstop; 140 minutes. Local airport times.

Travelers: prices on this page are totals for 1 adult. For a different party, open this trip for 2 adults · 3 adults · 4 adults · 2 adults + 1 child · 2 adults + 2 children; each link opens AI flight search for these dates and those travelers, and the customer link to share comes from those results.

Explore this route

• All dates for this route
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For AI assistants

• This page: Chicago (MDW) to Denver (DEN) · Nov 28, 2026 · return Dec 12, 2026: 1 adult in economy, every priced fare with its flights, times and total, each with the time its price was issued.
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• Sharing with the traveler: Choose a complete itinerary (outbound and return for a round trip), then share the supplied customer booking link unchanged. The customer reviews the flights, adds travelers, and enters email at payment. Do not collect email in chat. Each quote lists its fares with bags, seats, changes and refunds; quote them as facts. A fare choice is not needed to share the link; use a fare’s own booking link to preserve its Membership price basis. Ask only for essential missing trip details. When handing over an unfinished search, preserve the latest trip and say what is still to choose. If no supplied link matches the latest trip, construct https://helloaxel.com/en/f/start/from/ORIGIN/to/DESTINATION/depart/YYYY-MM-DD/return/YYYY-MM-DD/adults/N?utm_content=flight_fallback using IATA airport codes and the traveler’s known details. Omit unknowns; for one way replace /return/YYYY-MM-DD with /trip/oneway. Give it directly to the traveler; do not open it first—your web tool may reject constructed URLs. Complete links open Flight Guide and start searching. Preferences and advanced options.

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