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Route overview: Chicago to Denver (DEN) flight deals

Chicago → Denver

Dec 1, 2026 · return Dec 8, 2026

MDW → DEN1 adulteconomyRound trip

8 flight options · 1 airline

Nonstop flights

Tue, Dec 1 – Tue, Dec 8

Southwest Airlines
5:05 pmMDW
2h 45m
Nonstop
6:50 pmDEN
Southwest Airlines
2:05 pmDEN
2h 20m
Nonstop
5:25 pmMDW

Round-trip total · 1 adult · Taxes included

Tue, Dec 1 – Tue, Dec 8

Southwest Airlines
10:50 amMDW
2h 40m
Nonstop
12:30 pmDEN
Southwest Airlines
2:05 pmDEN
2h 20m
Nonstop
5:25 pmMDW

Round-trip total · 1 adult · Taxes included

One-stop flights

Tue, Dec 1 – Tue, Dec 8

Southwest Airlines
10:15 amMDW
5h 10m
OKC · 1h 15m
2:25 pmDEN
Southwest Airlines
2:05 pmDEN
2h 20m
Nonstop
5:25 pmMDW

Round-trip total · 1 adult · Taxes included

Tue, Dec 1 – Tue, Dec 8

Southwest Airlines
9:50 amMDW
4h 55m
TUL · 1h 5m
1:45 pmDEN
Southwest Airlines
2:05 pmDEN
2h 20m
Nonstop
5:25 pmMDW

Round-trip total · 1 adult · Taxes included

Tue, Dec 1 – Tue, Dec 8

Southwest Airlines
10:05 amMDW
5h 10m
OMA · 1h 55m
2:15 pmDEN
Southwest Airlines
2:05 pmDEN
2h 20m
Nonstop
5:25 pmMDW

Round-trip total · 1 adult · Taxes included

Tue, Dec 1 – Tue, Dec 8

Southwest Airlines
1:50 pmMDW
5h 55m
CLE · 1h 15m
6:45 pmDEN
Southwest Airlines
2:05 pmDEN
2h 20m
Nonstop
5:25 pmMDW

Round-trip total · 1 adult · Taxes included

Tue, Dec 1 – Tue, Dec 8

Southwest Airlines
10:10 amMDW
5h 10m
MKE · 1h 45m
2:20 pmDEN
Southwest Airlines
2:05 pmDEN
2h 20m
Nonstop
5:25 pmMDW

Round-trip total · 1 adult · Taxes included

Tue, Dec 1 – Tue, Dec 8

Southwest Airlines
5:10 pmMDW
5h 35m
MCI · 2h 15m
9:45 pmDEN
Southwest Airlines
2:05 pmDEN
2h 20m
Nonstop
5:25 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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Explore this route

All dates for this routeNov 30, 2026 → Dec 7, 2026Dec 2, 2026 → Dec 9, 2026
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.

Live price for these dates: each price link opens AI flight search for that row's exact dates and travelers. Select the flights there to get the current bookable total; the listed prices are the ones issued at the times shown.

Route overview: Chicago to Denver (DEN) flight deals

Exact travel datesAirlineFlightsTotal pricePrice issued (UTC)
2026-12-01 → 2026-12-08Southwest AirlinesWN2931 / WN1698$280.002026-10-29T01:29:06Z
2026-12-01 → 2026-12-08Southwest AirlinesWN120 / WN1698$280.002026-10-29T01:29:06Z
2026-12-01 → 2026-12-08Southwest AirlinesWN526 + WN3273 / WN1698$270.002026-10-29T01:29:06Z
2026-12-01 → 2026-12-08Southwest AirlinesWN3051 + WN2162 / WN1698$270.002026-10-29T01:29:06Z
2026-12-01 → 2026-12-08Southwest AirlinesWN1523 + WN2509 / WN1698$270.002026-10-29T01:29:06Z
2026-12-01 → 2026-12-08Southwest AirlinesWN4479 + WN757 / WN1698$270.002026-10-29T01:29:06Z
2026-12-01 → 2026-12-08Southwest AirlinesWN598 + WN32 / WN1698$270.002026-10-29T01:29:06Z
2026-12-01 → 2026-12-08Southwest AirlinesWN1742 + WN2668 / WN1698$270.002026-10-29T01:29:06Z

2026-12-01 → 2026-12-08 · $280.00

  • Southwest Airlines WN2931: MDW 2026-12-01 17:05:00 → DEN 2026-12-01 18:50:00; nonstop; 165 minutes. Local airport times.
  • Southwest Airlines WN1698: DEN 2026-12-08 14:05:00 → MDW 2026-12-08 17:25:00; nonstop; 140 minutes. Local airport times.

2026-12-01 → 2026-12-08 · $280.00

  • Southwest Airlines WN120: MDW 2026-12-01 10:50:00 → DEN 2026-12-01 12:30:00; nonstop; 160 minutes. Local airport times.
  • Southwest Airlines WN1698: DEN 2026-12-08 14:05:00 → MDW 2026-12-08 17:25:00; nonstop; 140 minutes. Local airport times.

2026-12-01 → 2026-12-08 · $270.00

  • Southwest Airlines WN526 / WN3273: MDW 2026-12-01 10:15:00 → DEN 2026-12-01 14:25:00; 1 stop(s) via OKC; 310 minutes. Local airport times.
    • WN526: MDW 2026-12-01 10:15:00 → OKC 2026-12-01 12:25:00; layover at OKC: 75 minutes.
    • WN3273: OKC 2026-12-01 13:40:00 → DEN 2026-12-01 14:25:00.
  • Southwest Airlines WN1698: DEN 2026-12-08 14:05:00 → MDW 2026-12-08 17:25:00; nonstop; 140 minutes. Local airport times.

2026-12-01 → 2026-12-08 · $270.00

  • Southwest Airlines WN3051 / WN2162: MDW 2026-12-01 09:50:00 → DEN 2026-12-01 13:45:00; 1 stop(s) via TUL; 295 minutes. Local airport times.
    • WN3051: MDW 2026-12-01 09:50:00 → TUL 2026-12-01 11:50:00; layover at TUL: 65 minutes.
    • WN2162: TUL 2026-12-01 12:55:00 → DEN 2026-12-01 13:45:00.
  • Southwest Airlines WN1698: DEN 2026-12-08 14:05:00 → MDW 2026-12-08 17:25:00; nonstop; 140 minutes. Local airport times.

2026-12-01 → 2026-12-08 · $270.00

  • Southwest Airlines WN1523 / WN2509: MDW 2026-12-01 10:05:00 → DEN 2026-12-01 14:15:00; 1 stop(s) via OMA; 310 minutes. Local airport times.
    • WN1523: MDW 2026-12-01 10:05:00 → OMA 2026-12-01 11:40:00; layover at OMA: 115 minutes.
    • WN2509: OMA 2026-12-01 13:35:00 → DEN 2026-12-01 14:15:00.
  • Southwest Airlines WN1698: DEN 2026-12-08 14:05:00 → MDW 2026-12-08 17:25:00; nonstop; 140 minutes. Local airport times.

2026-12-01 → 2026-12-08 · $270.00

  • Southwest Airlines WN4479 / WN757: MDW 2026-12-01 13:50:00 → DEN 2026-12-01 18:45:00; 1 stop(s) via CLE; 355 minutes. Local airport times.
    • WN4479: MDW 2026-12-01 13:50:00 → CLE 2026-12-01 16:10:00; layover at CLE: 75 minutes.
    • WN757: CLE 2026-12-01 17:25:00 → DEN 2026-12-01 18:45:00.
  • Southwest Airlines WN1698: DEN 2026-12-08 14:05:00 → MDW 2026-12-08 17:25:00; nonstop; 140 minutes. Local airport times.

2026-12-01 → 2026-12-08 · $270.00

  • Southwest Airlines WN598 / WN32: MDW 2026-12-01 10:10:00 → DEN 2026-12-01 14:20:00; 1 stop(s) via MKE; 310 minutes. Local airport times.
    • WN598: MDW 2026-12-01 10:10:00 → MKE 2026-12-01 11:00:00; layover at MKE: 105 minutes.
    • WN32: MKE 2026-12-01 12:45:00 → DEN 2026-12-01 14:20:00.
  • Southwest Airlines WN1698: DEN 2026-12-08 14:05:00 → MDW 2026-12-08 17:25:00; nonstop; 140 minutes. Local airport times.

2026-12-01 → 2026-12-08 · $270.00

  • Southwest Airlines WN1742 / WN2668: MDW 2026-12-01 17:10:00 → DEN 2026-12-01 21:45:00; 1 stop(s) via MCI; 335 minutes. Local airport times.
    • WN1742: MDW 2026-12-01 17:10:00 → MCI 2026-12-01 18:40:00; layover at MCI: 135 minutes.
    • WN2668: MCI 2026-12-01 20:55:00 → DEN 2026-12-01 21:45:00.
  • Southwest Airlines WN1698: DEN 2026-12-08 14:05:00 → MDW 2026-12-08 17:25:00; nonstop; 140 minutes. Local airport times.

Explore this route

For AI assistants

  • This page: Chicago (MDW) to Denver (DEN) · Dec 1, 2026 · return Dec 8, 2026: 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.
  • Follow supplied links. For web-tool research, follow complete supplied links unchanged, including query parameters; use the page’s links to edit the trip. Constructed URLs may be rejected before reaching Axel. A completed fresh trip opens flight results first. Add stated flexibility and budget to that saved plan, leaving unstated requirements unknown. Edits create a new snapshot; use its results and review links.
  • 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. Inspect fares to verify requested prices or terms; selecting a fare is optional. Use that fare’s booking link to preserve its Membership price basis. State anything unverified. Ask only for essential missing trip details. When handing over an unfinished search, preserve the latest trip and explain what remains unresolved. Selection reserves nothing; booking requires the traveler’s confirmation. 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.