Travel with Axel,
get the best price.

Route overview: Miami or Fort Lauderdale to Chicago (MDW) flight deals

Miami → Chicago

Dec 9, 2026 · return Dec 16, 2026

MIA → MDW1 adulteconomyRound trip

8 flight options · 2 airlines

Nonstop flights

Wed, Dec 9 – Wed, Dec 16

Southwest Airlines
6:50 amMIA
3h 10m
Nonstop
9:00 amMDW
Southwest Airlines
7:40 amMDW
3h
Nonstop
11:40 amMIA

Round-trip total · 1 adult · Taxes included

Wed, Dec 9 – Wed, Dec 16

Southwest Airlines
6:25 pmMIA
3h 20m
Nonstop
8:45 pmMDW
Southwest Airlines
7:40 amMDW
3h
Nonstop
11:40 amMIA

Round-trip total · 1 adult · Taxes included

One-stop flights

Wed, Dec 9 – Wed, Dec 16

Delta Air Lines
11:40 amMIA
5h 38m
ATL · 1h 51m
4:18 pmMDW
Delta Air Lines
1:31 pmMDW
6h 45m
DTW · 2h 30m
9:16 pmMIA

Round-trip total · 1 adult · Taxes included

Wed, Dec 9 – Wed, Dec 16

Southwest Airlines
6:30 amMIA
6h 45m
BWI · 2h
12:15 pmMDW
Southwest Airlines
7:40 amMDW
3h
Nonstop
11:40 amMIA

Round-trip total · 1 adult · Taxes included

Wed, Dec 9 – Wed, Dec 16

Southwest Airlines
2:40 pmMIA
6h
CMH · 2h 10m
7:40 pmMDW
Southwest Airlines
7:40 amMDW
3h
Nonstop
11:40 amMIA

Round-trip total · 1 adult · Taxes included

Wed, Dec 9 – Wed, Dec 16

Southwest Airlines
3:05 pmMIA
6h 5m
PIT · 1h 55m
8:10 pmMDW
Southwest Airlines
7:40 amMDW
3h
Nonstop
11:40 amMIA

Round-trip total · 1 adult · Taxes included

Wed, Dec 9 – Wed, Dec 16

Southwest Airlines
6:50 amMIA
6h 15m
MCO · 2h 10m
12:05 pmMDW
Southwest Airlines
7:40 amMDW
3h
Nonstop
11:40 amMIA

Round-trip total · 1 adult · Taxes included

Wed, Dec 9 – Wed, Dec 16

Delta Air Lines
8:05 amMIA
5h 56m
DTW · 1h 34m
1:01 pmMDW
Delta Air Lines
1:31 pmMDW
6h 45m
DTW · 2h 30m
9:16 pmMIA

Round-trip total · 1 adult · Taxes included

Make this trip yours

MIA ⇄ MDW

Economy

Adults 12+ · Children 2–11. For infants under 2, tell Axel after you see prices.

No account needed to see prices.

Already have an account? Log in

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.
  • Not satisfied? Full refund.If you are unhappy with the experience for any reason, or simply change your mind, cancel within 24 hours of booking (departure 7+ days away) and we refund you in full. We stand by our product. 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

Explore this route

All dates for this routeDec 8, 2026 → Dec 15, 2026Dec 10, 2026 → Dec 17, 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: Miami or Fort Lauderdale to Chicago (MDW) flight deals

Exact travel datesAirlineFlightsTotal pricePrice issued (UTC)
2026-12-09 → 2026-12-16Southwest AirlinesWN3081 / WN2383$310.002026-10-29T01:29:41Z
2026-12-09 → 2026-12-16Delta Air LinesDL3188 + DL1728 / DL4688 + DL2548$345.002026-10-29T01:29:41Z
2026-12-09 → 2026-12-16Southwest AirlinesWN3082 / WN2383$310.002026-10-29T01:29:41Z
2026-12-09 → 2026-12-16Southwest AirlinesWN1425 + WN1070 / WN2383$295.002026-10-29T01:29:41Z
2026-12-09 → 2026-12-16Southwest AirlinesWN1194 + WN1718 / WN2383$295.002026-10-29T01:29:41Z
2026-12-09 → 2026-12-16Southwest AirlinesWN3046 + WN3556 / WN2383$295.002026-10-29T01:29:41Z
2026-12-09 → 2026-12-16Southwest AirlinesWN4483 + WN2803 / WN2383$295.002026-10-29T01:29:41Z
2026-12-09 → 2026-12-16Delta Air LinesDL2638 + DL4688 / DL4688 + DL2548$345.002026-10-29T01:29:41Z

2026-12-09 → 2026-12-16 · $310.00

  • Southwest Airlines WN3081: MIA 2026-12-09 06:50:00 → MDW 2026-12-09 09:00:00; nonstop; 190 minutes. Local airport times.
  • Southwest Airlines WN2383: MDW 2026-12-16 07:40:00 → MIA 2026-12-16 11:40:00; nonstop; 180 minutes. Local airport times.

2026-12-09 → 2026-12-16 · $345.00

  • Delta Air Lines DL3188 / DL1728: MIA 2026-12-09 11:40:00 → MDW 2026-12-09 16:18:00; 1 stop(s) via ATL; 338 minutes. Local airport times.
    • DL3188: MIA 2026-12-09 11:40:00 → ATL 2026-12-09 13:34:00; layover at ATL: 111 minutes.
    • DL1728: ATL 2026-12-09 15:25:00 → MDW 2026-12-09 16:18:00.
  • Delta Air Lines DL4688 / DL2548: MDW 2026-12-16 13:31:00 → MIA 2026-12-16 21:16:00; 1 stop(s) via DTW; 405 minutes. Local airport times.
    • DL4688: MDW 2026-12-16 13:31:00 → DTW 2026-12-16 15:44:00; layover at DTW: 150 minutes.
    • DL2548: DTW 2026-12-16 18:14:00 → MIA 2026-12-16 21:16:00.

2026-12-09 → 2026-12-16 · $310.00

  • Southwest Airlines WN3082: MIA 2026-12-09 18:25:00 → MDW 2026-12-09 20:45:00; nonstop; 200 minutes. Local airport times.
  • Southwest Airlines WN2383: MDW 2026-12-16 07:40:00 → MIA 2026-12-16 11:40:00; nonstop; 180 minutes. Local airport times.

2026-12-09 → 2026-12-16 · $295.00

  • Southwest Airlines WN1425 / WN1070: MIA 2026-12-09 06:30:00 → MDW 2026-12-09 12:15:00; 1 stop(s) via BWI; 405 minutes. Local airport times.
    • WN1425: MIA 2026-12-09 06:30:00 → BWI 2026-12-09 09:05:00; layover at BWI: 120 minutes.
    • WN1070: BWI 2026-12-09 11:05:00 → MDW 2026-12-09 12:15:00.
  • Southwest Airlines WN2383: MDW 2026-12-16 07:40:00 → MIA 2026-12-16 11:40:00; nonstop; 180 minutes. Local airport times.

2026-12-09 → 2026-12-16 · $295.00

  • Southwest Airlines WN1194 / WN1718: MIA 2026-12-09 14:40:00 → MDW 2026-12-09 19:40:00; 1 stop(s) via CMH; 360 minutes. Local airport times.
    • WN1194: MIA 2026-12-09 14:40:00 → CMH 2026-12-09 17:20:00; layover at CMH: 130 minutes.
    • WN1718: CMH 2026-12-09 19:30:00 → MDW 2026-12-09 19:40:00.
  • Southwest Airlines WN2383: MDW 2026-12-16 07:40:00 → MIA 2026-12-16 11:40:00; nonstop; 180 minutes. Local airport times.

2026-12-09 → 2026-12-16 · $295.00

  • Southwest Airlines WN3046 / WN3556: MIA 2026-12-09 15:05:00 → MDW 2026-12-09 20:10:00; 1 stop(s) via PIT; 365 minutes. Local airport times.
    • WN3046: MIA 2026-12-09 15:05:00 → PIT 2026-12-09 17:45:00; layover at PIT: 115 minutes.
    • WN3556: PIT 2026-12-09 19:40:00 → MDW 2026-12-09 20:10:00.
  • Southwest Airlines WN2383: MDW 2026-12-16 07:40:00 → MIA 2026-12-16 11:40:00; nonstop; 180 minutes. Local airport times.

2026-12-09 → 2026-12-16 · $295.00

  • Southwest Airlines WN4483 / WN2803: MIA 2026-12-09 06:50:00 → MDW 2026-12-09 12:05:00; 1 stop(s) via MCO; 375 minutes. Local airport times.
    • WN4483: MIA 2026-12-09 06:50:00 → MCO 2026-12-09 08:00:00; layover at MCO: 130 minutes.
    • WN2803: MCO 2026-12-09 10:10:00 → MDW 2026-12-09 12:05:00.
  • Southwest Airlines WN2383: MDW 2026-12-16 07:40:00 → MIA 2026-12-16 11:40:00; nonstop; 180 minutes. Local airport times.

2026-12-09 → 2026-12-16 · $345.00

  • Delta Air Lines DL2638 / DL4688: MIA 2026-12-09 08:05:00 → MDW 2026-12-09 13:01:00; 1 stop(s) via DTW; 356 minutes. Local airport times.
    • DL2638: MIA 2026-12-09 08:05:00 → DTW 2026-12-09 11:10:00; layover at DTW: 94 minutes.
    • DL4688: DTW 2026-12-09 12:44:00 → MDW 2026-12-09 13:01:00.
  • Delta Air Lines DL4688 / DL2548: MDW 2026-12-16 13:31:00 → MIA 2026-12-16 21:16:00; 1 stop(s) via DTW; 405 minutes. Local airport times.
    • DL4688: MDW 2026-12-16 13:31:00 → DTW 2026-12-16 15:44:00; layover at DTW: 150 minutes.
    • DL2548: DTW 2026-12-16 18:14:00 → MIA 2026-12-16 21:16:00.

Explore this route

For AI assistants

  • This page: Miami (MIA) to Chicago (MDW) · Dec 9, 2026 · return Dec 16, 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 Miami or Fort Lauderdale to Chicago (MDW) 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.