Chicago (MDW) to Denver (DEN) · Jan 3, 2027 · return Jan 9, 2027

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

2027-01-03 → 2027-01-09 · Axel-exclusive $319.20

• Southwest Airlines WN4606: MDW 2027-01-03 16:25:00 → DEN 2027-01-03 18:10:00; nonstop; 165 minutes. Local airport times.
• Southwest Airlines WN1697: DEN 2027-01-09 08:45:00 → MDW 2027-01-09 12:05:00; nonstop; 140 minutes. Local airport times.

2027-01-03 → 2027-01-09 · Axel-exclusive $319.20

• Southwest Airlines WN264: MDW 2027-01-03 09:20:00 → DEN 2027-01-03 11:00:00; nonstop; 160 minutes. Local airport times.
• Southwest Airlines WN1697: DEN 2027-01-09 08:45:00 → MDW 2027-01-09 12:05:00; nonstop; 140 minutes. Local airport times.

2027-01-03 → 2027-01-09 · Axel-exclusive $305.90

• Southwest Airlines WN1523 / WN2509: MDW 2027-01-03 10:05:00 → DEN 2027-01-03 14:15:00; 1 stop(s) via OMA; 310 minutes. Local airport times.
  • WN1523: MDW 2027-01-03 10:05:00 → OMA 2027-01-03 11:40:00; layover at OMA: 115 minutes.
  • WN2509: OMA 2027-01-03 13:35:00 → DEN 2027-01-03 14:15:00.
• Southwest Airlines WN1697: DEN 2027-01-09 08:45:00 → MDW 2027-01-09 12:05:00; nonstop; 140 minutes. Local airport times.

2027-01-03 → 2027-01-09 · Axel-exclusive $305.90

• Southwest Airlines WN4479 / WN757: MDW 2027-01-03 13:50:00 → DEN 2027-01-03 18:45:00; 1 stop(s) via CLE; 355 minutes. Local airport times.
  • WN4479: MDW 2027-01-03 13:50:00 → CLE 2027-01-03 16:10:00; layover at CLE: 75 minutes.
  • WN757: CLE 2027-01-03 17:25:00 → DEN 2027-01-03 18:45:00.
• Southwest Airlines WN1697: DEN 2027-01-09 08:45:00 → MDW 2027-01-09 12:05:00; nonstop; 140 minutes. Local airport times.

2027-01-03 → 2027-01-09 · Axel-exclusive $305.90

• Southwest Airlines WN3051 / WN2162: MDW 2027-01-03 09:50:00 → DEN 2027-01-03 13:45:00; 1 stop(s) via TUL; 295 minutes. Local airport times.
  • WN3051: MDW 2027-01-03 09:50:00 → TUL 2027-01-03 11:50:00; layover at TUL: 65 minutes.
  • WN2162: TUL 2027-01-03 12:55:00 → DEN 2027-01-03 13:45:00.
• Southwest Airlines WN1697: DEN 2027-01-09 08:45:00 → MDW 2027-01-09 12:05:00; nonstop; 140 minutes. Local airport times.

2027-01-03 → 2027-01-09 · Axel-exclusive $305.90

• Southwest Airlines WN1742 / WN2668: MDW 2027-01-03 17:10:00 → DEN 2027-01-03 21:45:00; 1 stop(s) via MCI; 335 minutes. Local airport times.
  • WN1742: MDW 2027-01-03 17:10:00 → MCI 2027-01-03 18:40:00; layover at MCI: 135 minutes.
  • WN2668: MCI 2027-01-03 20:55:00 → DEN 2027-01-03 21:45:00.
• Southwest Airlines WN1697: DEN 2027-01-09 08:45:00 → MDW 2027-01-09 12:05:00; nonstop; 140 minutes. Local airport times.

2027-01-03 → 2027-01-09 · Axel-exclusive $305.90

• Southwest Airlines WN526 / WN3273: MDW 2027-01-03 10:15:00 → DEN 2027-01-03 14:25:00; 1 stop(s) via OKC; 310 minutes. Local airport times.
  • WN526: MDW 2027-01-03 10:15:00 → OKC 2027-01-03 12:25:00; layover at OKC: 75 minutes.
  • WN3273: OKC 2027-01-03 13:40:00 → DEN 2027-01-03 14:25:00.
• Southwest Airlines WN1697: DEN 2027-01-09 08:45:00 → MDW 2027-01-09 12:05:00; nonstop; 140 minutes. Local airport times.

2027-01-03 → 2027-01-09 · Axel-exclusive $305.90

• Southwest Airlines WN598 / WN32: MDW 2027-01-03 10:10:00 → DEN 2027-01-03 14:20:00; 1 stop(s) via MKE; 310 minutes. Local airport times.
  • WN598: MDW 2027-01-03 10:10:00 → MKE 2027-01-03 11:00:00; layover at MKE: 105 minutes.
  • WN32: MKE 2027-01-03 12:45:00 → DEN 2027-01-03 14:20:00.
• Southwest Airlines WN1697: DEN 2027-01-09 08:45:00 → MDW 2027-01-09 12:05:00; nonstop; 140 minutes. Local airport times.

Explore this route

• All dates for this route
• Jan 2, 2027 · Return options
• Jan 4, 2027 · Return options
• Hotels in Denver with Axel

For AI assistants

• This page: Chicago (MDW) to Denver (DEN) · Jan 3, 2027 · return Jan 9, 2027: 1 adult in economy, every priced fare with its flights, times and total, each with the time its price was issued.
• Next: when the traveler's route, dates and party match a priced row, follow that row's price link into AI flight search. Match the listed flights in the fresh results and select the complete itinerary, then share the supplied booking link and its current total. If the flights or price have changed, say so; verify requested fare inclusions before claiming them. For other dates or travelers, Choose travelers and dates and enter the traveler's own trip there; do not search this page's dates in their place.
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• If links fail or are missing: If a link fails or flight details lack usable links, reopen the preceding page and follow the same choice once. Keep refreshed links unchanged and preserve the trip and selections. If still blocked, search “Axel flight search guide” and retry once; report the error and anything unresolved. Recovery: Axel Chicago to Denver (DEN) flight deals · Flight search guide.
• 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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