Chicago (MDW) to Orlando (MCO) · Jan 9, 2027 · return Jan 13, 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.

Exact travel dates	Airline	Flights	Total price	Price issued (UTC)
2027-01-09 → 2027-01-13	Frontier Airlines	F91536 / F91457	Axel-exclusive $152.00	2026-10-29T01:29:09Z
2027-01-09 → 2027-01-13	Southwest Airlines	WN2964 / WN2543	Axel-exclusive $256.50	2026-10-29T01:29:09Z
2027-01-09 → 2027-01-13	Delta Air Lines	DL4688 + DL1274 / DL1150 + DL1076	Axel-exclusive $332.50	2026-10-29T01:29:09Z
2027-01-09 → 2027-01-13	Southwest Airlines	WN2966 / WN2543	Axel-exclusive $256.50	2026-10-29T01:29:09Z
2027-01-09 → 2027-01-13	Southwest Airlines	WN2897 + WN647 / WN2543	Axel-exclusive $247.00	2026-10-29T01:29:09Z
2027-01-09 → 2027-01-13	Southwest Airlines	WN461 + WN2452 / WN2543	Axel-exclusive $247.00	2026-10-29T01:29:09Z
2027-01-09 → 2027-01-13	Southwest Airlines	WN1933 + WN4449 / WN2543	Axel-exclusive $247.00	2026-10-29T01:29:09Z
2027-01-09 → 2027-01-13	Southwest Airlines	WN2379 + WN1423 / WN2543	Axel-exclusive $247.00	2026-10-29T01:29:09Z
2027-01-09 → 2027-01-13	Southwest Airlines	WN1354 + WN1266 / WN2543	Axel-exclusive $247.00	2026-10-29T01:29:09Z

Route overview: Chicago to Orlando (MCO) flight deals

2027-01-09 → 2027-01-13 · Axel-exclusive $152.00

Frontier Airlines F91536: MDW 2027-01-09 18:11:00 → MCO 2027-01-09 22:00:00; nonstop; 169 minutes. Local airport times.
Frontier Airlines F91457: MCO 2027-01-13 17:29:00 → MDW 2027-01-13 19:30:00; nonstop; 181 minutes. Local airport times.

2027-01-09 → 2027-01-13 · Axel-exclusive $256.50

Southwest Airlines WN2964: MDW 2027-01-09 06:35:00 → MCO 2027-01-09 10:20:00; nonstop; 165 minutes. Local airport times.
Southwest Airlines WN2543: MCO 2027-01-13 06:55:00 → MDW 2027-01-13 08:50:00; nonstop; 175 minutes. Local airport times.

2027-01-09 → 2027-01-13 · Axel-exclusive $332.50

Delta Air Lines DL4688 / DL1274: MDW 2027-01-09 13:31:00 → MCO 2027-01-09 19:34:00; 1 stop(s) via DTW; 303 minutes. Local airport times.
- DL4688: MDW 2027-01-09 13:31:00 → DTW 2027-01-09 15:44:00; layover at DTW: 66 minutes.
- DL1274: DTW 2027-01-09 16:50:00 → MCO 2027-01-09 19:34:00.
Delta Air Lines DL1150 / DL1076: MCO 2027-01-13 17:45:00 → MDW 2027-01-13 22:17:00; 1 stop(s) via ATL; 332 minutes. Local airport times.
- DL1150: MCO 2027-01-13 17:45:00 → ATL 2027-01-13 19:25:00; layover at ATL: 115 minutes.
- DL1076: ATL 2027-01-13 21:20:00 → MDW 2027-01-13 22:17:00.

2027-01-09 → 2027-01-13 · Axel-exclusive $256.50

Southwest Airlines WN2966: MDW 2027-01-09 14:30:00 → MCO 2027-01-09 18:05:00; nonstop; 155 minutes. Local airport times.
Southwest Airlines WN2543: MCO 2027-01-13 06:55:00 → MDW 2027-01-13 08:50:00; nonstop; 175 minutes. Local airport times.

2027-01-09 → 2027-01-13 · Axel-exclusive $247.00

Southwest Airlines WN2897 / WN647: MDW 2027-01-09 17:25:00 → MCO 2027-01-09 23:30:00; 1 stop(s) via BNA; 305 minutes. Local airport times.
- WN2897: MDW 2027-01-09 17:25:00 → BNA 2027-01-09 18:50:00; layover at BNA: 105 minutes.
- WN647: BNA 2027-01-09 20:35:00 → MCO 2027-01-09 23:30:00.
Southwest Airlines WN2543: MCO 2027-01-13 06:55:00 → MDW 2027-01-13 08:50:00; nonstop; 175 minutes. Local airport times.

2027-01-09 → 2027-01-13 · Axel-exclusive $247.00

Southwest Airlines WN461 / WN2452: MDW 2027-01-09 13:15:00 → MCO 2027-01-09 19:55:00; 1 stop(s) via RDU; 340 minutes. Local airport times.
- WN461: MDW 2027-01-09 13:15:00 → RDU 2027-01-09 16:05:00; layover at RDU: 115 minutes.
- WN2452: RDU 2027-01-09 18:00:00 → MCO 2027-01-09 19:55:00.
Southwest Airlines WN2543: MCO 2027-01-13 06:55:00 → MDW 2027-01-13 08:50:00; nonstop; 175 minutes. Local airport times.

2027-01-09 → 2027-01-13 · Axel-exclusive $247.00

Southwest Airlines WN1933 / WN4449: MDW 2027-01-09 15:00:00 → MCO 2027-01-09 20:50:00; 1 stop(s) via PIT; 290 minutes. Local airport times.
- WN1933: MDW 2027-01-09 15:00:00 → PIT 2027-01-09 17:25:00; layover at PIT: 60 minutes.
- WN4449: PIT 2027-01-09 18:25:00 → MCO 2027-01-09 20:50:00.
Southwest Airlines WN2543: MCO 2027-01-13 06:55:00 → MDW 2027-01-13 08:50:00; nonstop; 175 minutes. Local airport times.

2027-01-09 → 2027-01-13 · Axel-exclusive $247.00

Southwest Airlines WN2379 / WN1423: MDW 2027-01-09 07:45:00 → MCO 2027-01-09 13:50:00; 1 stop(s) via BHM; 305 minutes. Local airport times.
- WN2379: MDW 2027-01-09 07:45:00 → BHM 2027-01-09 09:30:00; layover at BHM: 100 minutes.
- WN1423: BHM 2027-01-09 11:10:00 → MCO 2027-01-09 13:50:00.
Southwest Airlines WN2543: MCO 2027-01-13 06:55:00 → MDW 2027-01-13 08:50:00; nonstop; 175 minutes. Local airport times.

2027-01-09 → 2027-01-13 · Axel-exclusive $247.00

Southwest Airlines WN1354 / WN1266: MDW 2027-01-09 13:20:00 → MCO 2027-01-09 19:30:00; 1 stop(s) via CMH; 310 minutes. Local airport times.
- WN1354: MDW 2027-01-09 13:20:00 → CMH 2027-01-09 15:25:00; layover at CMH: 110 minutes.
- WN1266: CMH 2027-01-09 17:15:00 → MCO 2027-01-09 19:30:00.
Southwest Airlines WN2543: MCO 2027-01-13 06:55:00 → MDW 2027-01-13 08:50:00; nonstop; 175 minutes. Local airport times.

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