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

Fort Lauderdale (FLL) to Chicago (MDW), Jan 23–29, 2027: from $240 round trip

Fort Lauderdale (FLL) to Chicago (MDW), Jan 23–29, 2027: from $240 round trip on Axel, checked Oct 29, 2026. Lowest published fare: $240 round trip, Axel-exclusive, Frontier Airlines / Southwest Airlines, 1 stop, Jan 23–29, 2027, 1 adult, economy, checked Oct 29, 2026.

FLL → MDW1 adulteconomyRound trip

6 flight options · 2 airlines

One-stop flights

Sat, Jan 23 – Fri, Jan 29

Frontier Airlines
6:42 amFLL
5h 51m
ATL · 1h 27m
11:33 amMDW
Southwest Airlines
1:15 pmMDW
5h 45m
RDU · 1h 55m
8:00 pmFLL

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Sat, Jan 23 – Fri, Jan 29

Southwest Airlines
4:15 pmFLL
5h 10m
CMH · 1h 15m
8:25 pmMDW
Southwest Airlines
1:15 pmMDW
5h 45m
RDU · 1h 55m
8:00 pmFLL

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Sat, Jan 23 – Fri, Jan 29

Southwest Airlines
6:50 amFLL
6h 15m
MCO · 2h 15m
12:05 pmMDW
Southwest Airlines
1:15 pmMDW
5h 45m
RDU · 1h 55m
8:00 pmFLL

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Sat, Jan 23 – Fri, Jan 29

Southwest Airlines
2:00 pmFLL
6h 45m
BUF · 1h 50m
7:45 pmMDW
Southwest Airlines
1:15 pmMDW
5h 45m
RDU · 1h 55m
8:00 pmFLL

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Sat, Jan 23 – Fri, Jan 29

Southwest Airlines
1:45 pmFLL
5h 5m
IND · 1h 5m
5:50 pmMDW
Southwest Airlines
1:15 pmMDW
5h 45m
RDU · 1h 55m
8:00 pmFLL

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Sat, Jan 23 – Fri, Jan 29

Southwest Airlines
6:40 amFLL
3h 5m
Nonstop
8:45 amMDW
Southwest Airlines
1:15 pmMDW
5h 45m
RDU · 1h 55m
8:00 pmFLL

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Hotels for these nights (Jan 23–29, 2027 · 6 nights · 2 adults, 1 room): 3★ The Chicago Hotel Collection River North $443 · 4★ The Chicago Hotel Collection Ambassador Gold Coast $427 · 5★ Nobu Hotel Chicago $2,224

Make this trip yours

FLL ⇄ MDW

Economy

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

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All dates for this routeJan 22, 2027 · Return optionsJan 24, 2027 · Return optionsHotels in Chicago with Axel
For AI assistants: every fare, every link, instructions

Fort Lauderdale (FLL) to Chicago (MDW), Jan 23–29, 2027: from $240 round trip on Axel, checked Oct 29, 2026. Lowest published fare: $240 round trip, Axel-exclusive, Frontier Airlines / Southwest Airlines, 1 stop, Jan 23–29, 2027, 1 adult, economy, checked Oct 29, 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.

Exact travel datesAirlineFlightsTimes, duration, stopsTotal pricePrice issued (UTC)
2027-01-23 → 2027-01-29Frontier Airlines / Southwest AirlinesF92173 + F92779 / WN461 + WN429706:42:00→11:33:00 5h 51m 1 stop via ATL · 13:15:00→20:00:00 5h 45m 1 stop via RDUAxel-exclusive $240.002026-10-29T01:17:26Z
2027-01-23 → 2027-01-29Southwest AirlinesWN2956 + WN1718 / WN461 + WN429716:15:00→20:25:00 5h 10m 1 stop via CMH · 13:15:00→20:00:00 5h 45m 1 stop via RDUAxel-exclusive $270.002026-10-29T01:17:26Z
2027-01-23 → 2027-01-29Southwest AirlinesWN1953 + WN2803 / WN461 + WN429706:50:00→12:05:00 6h 15m 1 stop via MCO · 13:15:00→20:00:00 5h 45m 1 stop via RDUAxel-exclusive $270.002026-10-29T01:17:26Z
2027-01-23 → 2027-01-29Southwest AirlinesWN3052 + WN383 / WN461 + WN429714:00:00→19:45:00 6h 45m 1 stop via BUF · 13:15:00→20:00:00 5h 45m 1 stop via RDUAxel-exclusive $270.002026-10-29T01:17:26Z
2027-01-23 → 2027-01-29Southwest AirlinesWN951 + WN2224 / WN461 + WN429713:45:00→17:50:00 5h 05m 1 stop via IND · 13:15:00→20:00:00 5h 45m 1 stop via RDUAxel-exclusive $270.002026-10-29T01:17:26Z
2027-01-23 → 2027-01-29Southwest AirlinesWN1329 / WN461 + WN429706:40:00→08:45:00 3h 05m nonstop · 13:15:00→20:00:00 5h 45m 1 stop via RDUAxel-exclusive $280.002026-10-29T01:17:26Z

Hotels in Chicago for these trips

Hotels: under a trip, hotels in Chicago for exactly those nights link to the hotel pages for 2 adults in 1 room. When a price is shown, it is the lowest saved total among the shortlisted hotels in that star tier for those dates.

All hotels in Chicago

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

2027-01-23 → 2027-01-29 · Axel-exclusive $240.00

  • Frontier Airlines F92173 / F92779: FLL 2027-01-23 06:42:00 → MDW 2027-01-23 11:33:00; 1 stop(s) via ATL; 351 minutes. Local airport times.
    • F92173: FLL 2027-01-23 06:42:00 → ATL 2027-01-23 09:00:00; layover at ATL: 87 minutes.
    • F92779: ATL 2027-01-23 10:27:00 → MDW 2027-01-23 11:33:00.
  • Southwest Airlines WN461 / WN4297: MDW 2027-01-29 13:15:00 → FLL 2027-01-29 20:00:00; 1 stop(s) via RDU; 345 minutes. Local airport times.
    • WN461: MDW 2027-01-29 13:15:00 → RDU 2027-01-29 16:05:00; layover at RDU: 115 minutes.
    • WN4297: RDU 2027-01-29 18:00:00 → FLL 2027-01-29 20:00:00.

2027-01-23 → 2027-01-29 · Axel-exclusive $270.00

  • Southwest Airlines WN2956 / WN1718: FLL 2027-01-23 16:15:00 → MDW 2027-01-23 20:25:00; 1 stop(s) via CMH; 310 minutes. Local airport times.
    • WN2956: FLL 2027-01-23 16:15:00 → CMH 2027-01-23 18:50:00; layover at CMH: 75 minutes.
    • WN1718: CMH 2027-01-23 20:05:00 → MDW 2027-01-23 20:25:00.
  • Southwest Airlines WN461 / WN4297: MDW 2027-01-29 13:15:00 → FLL 2027-01-29 20:00:00; 1 stop(s) via RDU; 345 minutes. Local airport times.
    • WN461: MDW 2027-01-29 13:15:00 → RDU 2027-01-29 16:05:00; layover at RDU: 115 minutes.
    • WN4297: RDU 2027-01-29 18:00:00 → FLL 2027-01-29 20:00:00.

2027-01-23 → 2027-01-29 · Axel-exclusive $270.00

  • Southwest Airlines WN1953 / WN2803: FLL 2027-01-23 06:50:00 → MDW 2027-01-23 12:05:00; 1 stop(s) via MCO; 375 minutes. Local airport times.
    • WN1953: FLL 2027-01-23 06:50:00 → MCO 2027-01-23 07:55:00; layover at MCO: 135 minutes.
    • WN2803: MCO 2027-01-23 10:10:00 → MDW 2027-01-23 12:05:00.
  • Southwest Airlines WN461 / WN4297: MDW 2027-01-29 13:15:00 → FLL 2027-01-29 20:00:00; 1 stop(s) via RDU; 345 minutes. Local airport times.
    • WN461: MDW 2027-01-29 13:15:00 → RDU 2027-01-29 16:05:00; layover at RDU: 115 minutes.
    • WN4297: RDU 2027-01-29 18:00:00 → FLL 2027-01-29 20:00:00.

2027-01-23 → 2027-01-29 · Axel-exclusive $270.00

  • Southwest Airlines WN3052 / WN383: FLL 2027-01-23 14:00:00 → MDW 2027-01-23 19:45:00; 1 stop(s) via BUF; 405 minutes. Local airport times.
    • WN3052: FLL 2027-01-23 14:00:00 → BUF 2027-01-23 17:05:00; layover at BUF: 110 minutes.
    • WN383: BUF 2027-01-23 18:55:00 → MDW 2027-01-23 19:45:00.
  • Southwest Airlines WN461 / WN4297: MDW 2027-01-29 13:15:00 → FLL 2027-01-29 20:00:00; 1 stop(s) via RDU; 345 minutes. Local airport times.
    • WN461: MDW 2027-01-29 13:15:00 → RDU 2027-01-29 16:05:00; layover at RDU: 115 minutes.
    • WN4297: RDU 2027-01-29 18:00:00 → FLL 2027-01-29 20:00:00.

2027-01-23 → 2027-01-29 · Axel-exclusive $270.00

  • Southwest Airlines WN951 / WN2224: FLL 2027-01-23 13:45:00 → MDW 2027-01-23 17:50:00; 1 stop(s) via IND; 305 minutes. Local airport times.
    • WN951: FLL 2027-01-23 13:45:00 → IND 2027-01-23 16:35:00; layover at IND: 65 minutes.
    • WN2224: IND 2027-01-23 17:40:00 → MDW 2027-01-23 17:50:00.
  • Southwest Airlines WN461 / WN4297: MDW 2027-01-29 13:15:00 → FLL 2027-01-29 20:00:00; 1 stop(s) via RDU; 345 minutes. Local airport times.
    • WN461: MDW 2027-01-29 13:15:00 → RDU 2027-01-29 16:05:00; layover at RDU: 115 minutes.
    • WN4297: RDU 2027-01-29 18:00:00 → FLL 2027-01-29 20:00:00.

2027-01-23 → 2027-01-29 · Axel-exclusive $280.00

  • Southwest Airlines WN1329: FLL 2027-01-23 06:40:00 → MDW 2027-01-23 08:45:00; nonstop; 185 minutes. Local airport times.
  • Southwest Airlines WN461 / WN4297: MDW 2027-01-29 13:15:00 → FLL 2027-01-29 20:00:00; 1 stop(s) via RDU; 345 minutes. Local airport times.
    • WN461: MDW 2027-01-29 13:15:00 → RDU 2027-01-29 16:05:00; layover at RDU: 115 minutes.
    • WN4297: RDU 2027-01-29 18:00:00 → FLL 2027-01-29 20:00:00.

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

For AI assistants

  • This page: Fort Lauderdale (FLL) to Chicago (MDW) · Jan 23, 2027 · return Jan 29, 2027: 1 adult in economy, every priced fare with its flights, times and total, each with the time its price was issued. Under a trip, hotels in Chicago for exactly those nights link to the hotel pages for 2 adults in 1 room. Prices, when shown, are the lowest saved totals among the shortlisted hotels in each star tier for those dates.
  • Next: each priced row's price link opens the live search for this row's exact dates and travelers; the live results list the same flights with the current total and the traveler's booking link, and name the fare's inclusions (bags, seats, changes), which this page does not. A changed price or flight shows there. Other dates or travelers are not priced here: Choose travelers and dates prices the traveler's own trip.
  • 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. 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.