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Route overview: Chicago to Miami (MIA) flight deals

Chicago → Miami

Jan 21, 2027 · one way

MDW → MIA1 adulteconomyOne way

8 flight options · 2 airlines

Nonstop flights

Thu, Jan 21 · One way

Southwest Airlines
7:20 pmMDW
3h 10m
Nonstop
11:30 pmMIA

One-way total · 1 adult · Taxes included

Availability is checked when you select these flights.

Thu, Jan 21 · One way

Southwest Airlines
1:25 pmMDW
3h
Nonstop
5:25 pmMIA

One-way total · 1 adult · Taxes included

Availability is checked when you select these flights.

One-stop flights

Thu, Jan 21 · One way

Delta Air Lines
1:31 pmMDW
6h 45m
DTW · 2h 30m
9:16 pmMIA

One-way total · 1 adult · Taxes included

Availability is checked when you select these flights.

Thu, Jan 21 · One way

Southwest Airlines
11:30 amMDW
6h 30m
STL · 2h 45m
7:00 pmMIA

One-way total · 1 adult · Taxes included

Availability is checked when you select these flights.

Thu, Jan 21 · One way

Southwest Airlines
4:25 pmMDW
4h 50m
MCO · 1h
10:15 pmMIA

One-way total · 1 adult · Taxes included

Availability is checked when you select these flights.

Thu, Jan 21 · One way

Southwest Airlines
5:25 pmMDW
5h 25m
BNA · 1h 40m
11:50 pmMIA

One-way total · 1 adult · Taxes included

Availability is checked when you select these flights.

Thu, Jan 21 · One way

Southwest Airlines
7:40 amMDW
6h 25m
PIT · 2h 25m
3:05 pmMIA

One-way total · 1 adult · Taxes included

Availability is checked when you select these flights.

Thu, Jan 21 · One way

Southwest Airlines
7:35 amMDW
6h
MCI · 1h 30m
2:35 pmMIA

One-way total · 1 adult · Taxes included

Availability is checked when you select these flights.

Make this trip yours

MDW ⇄ MIA

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 routeJan 20, 2027 · Return optionsJan 22, 2027 · Return optionsHotels in Miami with Axel
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.

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.

Exact travel datesAirlineFlightsTotal pricePrice issued (UTC)
2027-01-21 · one waySouthwest AirlinesWN2973Axel-exclusive $155.002026-10-29T01:29:10Z
2027-01-21 · one wayDelta Air LinesDL4688 + DL2548Axel-exclusive $175.002026-10-29T01:29:10Z
2027-01-21 · one waySouthwest AirlinesWN1362Axel-exclusive $155.002026-10-29T01:29:10Z
2027-01-21 · one waySouthwest AirlinesWN2737 + WN4943Axel-exclusive $145.002026-10-29T01:29:10Z
2027-01-21 · one waySouthwest AirlinesWN1908 + WN2643Axel-exclusive $145.002026-10-29T01:29:10Z
2027-01-21 · one waySouthwest AirlinesWN2897 + WN4284Axel-exclusive $145.002026-10-29T01:29:10Z
2027-01-21 · one waySouthwest AirlinesWN3002 + WN301Axel-exclusive $145.002026-10-29T01:29:10Z
2027-01-21 · one waySouthwest AirlinesWN2959 + WN833Axel-exclusive $145.002026-10-29T01:29:10Z

Route overview: Chicago to Miami (MIA) flight deals

2027-01-21 · one way · Axel-exclusive $155.00

  • Southwest Airlines WN2973: MDW 2027-01-21 19:20:00 → MIA 2027-01-21 23:30:00; nonstop; 190 minutes. Local airport times.

2027-01-21 · one way · Axel-exclusive $175.00

  • Delta Air Lines DL4688 / DL2548: MDW 2027-01-21 13:31:00 → MIA 2027-01-21 21:16:00; 1 stop(s) via DTW; 405 minutes. Local airport times.
    • DL4688: MDW 2027-01-21 13:31:00 → DTW 2027-01-21 15:44:00; layover at DTW: 150 minutes.
    • DL2548: DTW 2027-01-21 18:14:00 → MIA 2027-01-21 21:16:00.

2027-01-21 · one way · Axel-exclusive $155.00

  • Southwest Airlines WN1362: MDW 2027-01-21 13:25:00 → MIA 2027-01-21 17:25:00; nonstop; 180 minutes. Local airport times.

2027-01-21 · one way · Axel-exclusive $145.00

  • Southwest Airlines WN2737 / WN4943: MDW 2027-01-21 11:30:00 → MIA 2027-01-21 19:00:00; 1 stop(s) via STL; 390 minutes. Local airport times.
    • WN2737: MDW 2027-01-21 11:30:00 → STL 2027-01-21 12:40:00; layover at STL: 165 minutes.
    • WN4943: STL 2027-01-21 15:25:00 → MIA 2027-01-21 19:00:00.

2027-01-21 · one way · Axel-exclusive $145.00

  • Southwest Airlines WN1908 / WN2643: MDW 2027-01-21 16:25:00 → MIA 2027-01-21 22:15:00; 1 stop(s) via MCO; 290 minutes. Local airport times.
    • WN1908: MDW 2027-01-21 16:25:00 → MCO 2027-01-21 20:00:00; layover at MCO: 60 minutes.
    • WN2643: MCO 2027-01-21 21:00:00 → MIA 2027-01-21 22:15:00.

2027-01-21 · one way · Axel-exclusive $145.00

  • Southwest Airlines WN2897 / WN4284: MDW 2027-01-21 17:25:00 → MIA 2027-01-21 23:50:00; 1 stop(s) via BNA; 325 minutes. Local airport times.
    • WN2897: MDW 2027-01-21 17:25:00 → BNA 2027-01-21 18:50:00; layover at BNA: 100 minutes.
    • WN4284: BNA 2027-01-21 20:30:00 → MIA 2027-01-21 23:50:00.

2027-01-21 · one way · Axel-exclusive $145.00

  • Southwest Airlines WN3002 / WN301: MDW 2027-01-21 07:40:00 → MIA 2027-01-21 15:05:00; 1 stop(s) via PIT; 385 minutes. Local airport times.
    • WN3002: MDW 2027-01-21 07:40:00 → PIT 2027-01-21 10:00:00; layover at PIT: 145 minutes.
    • WN301: PIT 2027-01-21 12:25:00 → MIA 2027-01-21 15:05:00.

2027-01-21 · one way · Axel-exclusive $145.00

  • Southwest Airlines WN2959 / WN833: MDW 2027-01-21 07:35:00 → MIA 2027-01-21 14:35:00; 1 stop(s) via MCI; 360 minutes. Local airport times.
    • WN2959: MDW 2027-01-21 07:35:00 → MCI 2027-01-21 09:05:00; layover at MCI: 90 minutes.
    • WN833: MCI 2027-01-21 10:35:00 → MIA 2027-01-21 14:35:00.

Explore this route

For AI assistants

  • This page: Chicago (MDW) to Miami (MIA) · Jan 21, 2027 · one way: 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 Miami (MIA) 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.