Chicago (MDW) to Orlando (MCO), Jan 5, 2027: round trips from $152, one way from $81

Chicago (MDW) to Orlando (MCO), Jan 5, 2027: round trips from $152, one way from $81 on Axel, checked Nov 13, 2026. Lowest published fares: $152 round trip, Axel-exclusive, Frontier Airlines, nonstop, Jan 5–6, 2027; $81 one way, Axel-exclusive, Frontier Airlines, nonstop, Jan 5, 2027; 1 adult, economy, checked Nov 13, 2026. Flights for 1 adult in economy. Prices are total for all travelers in USD, including required taxes. Basic economy may apply.

Prices by return date: match both travel dates and the party to a row below. Each total is for that exact trip, labelled with the check date shown.

Date links open published trip details for exploration. Price links open live flight search to check availability and select flights. For a price comparison, use the amounts and check dates already shown here.

Hotels in Orlando for these trips

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

• Hotels in Orlando for these nights (Jan 5–6, 2027 · 1 night · 2 adults, 1 room): 3★ Four Points by Sheraton Orlando International Drive, $71 a night · 4★ Westgate Lakes Resort & Spa, $119 a night · 5★ ette hotel, $397 a night
• Hotels in Orlando for these nights (Jan 5–7, 2027 · 2 nights · 2 adults, 1 room): 3★ Four Points by Sheraton Orlando International Drive, $71 a night, $142 for 2 nights · 4★ Westgate Lakes Resort & Spa, $120 a night, $240 for 2 nights · 5★ ette hotel, $399 a night, $798 for 2 nights
• Hotels in Orlando for these nights (Jan 5–8, 2027 · 3 nights · 2 adults, 1 room): 3★ Four Points by Sheraton Orlando International Drive, $71 a night, $213 for 3 nights · 4★ Westgate Lakes Resort & Spa, $119 a night, $358 for 3 nights · 5★ ette hotel, $400 a night, $1,199 for 3 nights
• Hotels in Orlando for these nights (Jan 5–9, 2027 · 4 nights · 2 adults, 1 room): 3★ Four Points by Sheraton Orlando International Drive, $75 a night, $300 for 4 nights · 4★ Meliá Orlando Celebration, $124 a night, $497 for 4 nights · 5★ ette hotel, $414 a night, $1,656 for 4 nights
• Hotels in Orlando for these nights (Jan 5–10, 2027 · 5 nights · 2 adults, 1 room): 3★ Four Points by Sheraton Orlando International Drive, $77 a night, $387 for 5 nights · 4★ Meliá Orlando Celebration, $124 a night, $621 for 5 nights · 5★ ette hotel, $409 a night, $2,045 for 5 nights
• Hotels in Orlando for these nights (Jan 5–11, 2027 · 6 nights · 2 adults, 1 room): 3★ Four Points by Sheraton Orlando International Drive, $76 a night, $458 for 6 nights · 4★ Meliá Orlando Celebration, $124 a night, $743 for 6 nights · 5★ ette hotel, $409 a night, $2,454 for 6 nights
• Hotels in Orlando for these nights (Jan 5–12, 2027 · 7 nights · 2 adults, 1 room): 3★ Four Points by Sheraton Orlando International Drive, $76 a night, $529 for 7 nights · 4★ Meliá Orlando Celebration, $123 a night, $860 for 7 nights · 5★ ette hotel, $408 a night, $2,855 for 7 nights
• Hotels in Orlando for these nights (Jan 5–13, 2027 · 8 nights · 2 adults, 1 room): 3★ Four Points by Sheraton Orlando International Drive, $75 a night, $600 for 8 nights · 4★ Meliá Orlando Celebration, $123 a night, $986 for 8 nights · 5★ ette hotel, $408 a night, $3,264 for 8 nights
• Hotels in Orlando for these nights (Jan 5–14, 2027 · 9 nights · 2 adults, 1 room): 3★ Four Points by Sheraton Orlando International Drive, $75 a night, $671 for 9 nights · 4★ Meliá Orlando Celebration, $124 a night, $1,114 for 9 nights · 5★ ette hotel, $408 a night, $3,673 for 9 nights
• Hotels in Orlando for these nights (Jan 5–15, 2027 · 10 nights · 2 adults, 1 room): 3★ Four Points by Sheraton Orlando International Drive, $74 a night, $742 for 10 nights · 4★ Meliá Orlando Celebration, $127 a night, $1,268 for 10 nights · 5★ ette hotel, $407 a night, $4,074 for 10 nights
• Hotels in Orlando for these nights (Jan 5–16, 2027 · 11 nights · 2 adults, 1 room): 3★ Four Points by Sheraton Orlando International Drive, $75 a night, $829 for 11 nights · 4★ Meliá Orlando Celebration, $131 a night, $1,446 for 11 nights · 5★ ette hotel, $408 a night, $4,483 for 11 nights
• Hotels in Orlando for these nights (Jan 5–17, 2027 · 12 nights · 2 adults, 1 room): 3★ Four Points by Sheraton Orlando International Drive, $76 a night, $917 for 12 nights · 4★ Meliá Orlando Celebration, $135 a night, $1,620 for 12 nights · 5★ ette hotel, $413 a night, $4,954 for 12 nights
• Hotels in Orlando for these nights (Jan 5–18, 2027 · 13 nights · 2 adults, 1 room): 3★ Four Points by Sheraton Orlando International Drive, $76 a night, $988 for 13 nights · 4★ Meliá Orlando Celebration, $138 a night, $1,797 for 13 nights · 5★ ette hotel, $416 a night, $5,408 for 13 nights
• Hotels in Orlando for these nights (Jan 5–19, 2027 · 14 nights · 2 adults, 1 room): 3★ Four Points by Sheraton Orlando International Drive, $76 a night, $1,057 for 14 nights · 4★ Meliá Orlando Celebration, $139 a night, $1,943 for 14 nights · 5★ ette hotel, $416 a night, $5,817 for 14 nights

All hotels in Orlando

Route overview: Chicago to Orlando (MCO) flight deals

2027-01-05 · one way · Axel-exclusive $81

• Frontier Airlines F91536: MDW 2027-01-05 18:11:00 → MCO 2027-01-05 22:00:00; nonstop; 169 minutes. Local airport times.

2027-01-05 · one way · Axel-exclusive $133

• Southwest Airlines WN1908: MDW 2027-01-05 16:25:00 → MCO 2027-01-05 20:00:00; nonstop; 155 minutes. Local airport times.

2027-01-05 → 2027-01-06 · Axel-exclusive $152

• Frontier Airlines F91536: MDW 2027-01-05 18:11:00 → MCO 2027-01-05 22:00:00; nonstop; 169 minutes. Local airport times.
• Frontier Airlines F91457: MCO 2027-01-06 17:29:00 → MDW 2027-01-06 19:30:00; nonstop; 181 minutes. Local airport times.

2027-01-05 → 2027-01-06 · Axel-exclusive $257

• Southwest Airlines WN1908: MDW 2027-01-05 16:25:00 → MCO 2027-01-05 20:00:00; nonstop; 155 minutes. Local airport times.
• Southwest Airlines WN2543: MCO 2027-01-06 06:55:00 → MDW 2027-01-06 08:50:00; nonstop; 175 minutes. Local airport times.

2027-01-05 → 2027-01-07 · Axel-exclusive $152

• Frontier Airlines F91536: MDW 2027-01-05 18:11:00 → MCO 2027-01-05 22:00:00; nonstop; 169 minutes. Local airport times.
• Frontier Airlines F91457: MCO 2027-01-07 17:29:00 → MDW 2027-01-07 19:30:00; nonstop; 181 minutes. Local airport times.

2027-01-05 → 2027-01-07 · Axel-exclusive $257

• Southwest Airlines WN1908: MDW 2027-01-05 16:25:00 → MCO 2027-01-05 20:00:00; nonstop; 155 minutes. Local airport times.
• Southwest Airlines WN2543: MCO 2027-01-07 06:55:00 → MDW 2027-01-07 08:50:00; nonstop; 175 minutes. Local airport times.

2027-01-05 → 2027-01-08 · Axel-exclusive $152

• Frontier Airlines F91536: MDW 2027-01-05 18:11:00 → MCO 2027-01-05 22:00:00; nonstop; 169 minutes. Local airport times.
• Frontier Airlines F91457: MCO 2027-01-08 17:29:00 → MDW 2027-01-08 19:30:00; nonstop; 181 minutes. Local airport times.

2027-01-05 → 2027-01-08 · Axel-exclusive $257

• Southwest Airlines WN1908: MDW 2027-01-05 16:25:00 → MCO 2027-01-05 20:00:00; nonstop; 155 minutes. Local airport times.
• Southwest Airlines WN2543: MCO 2027-01-08 06:55:00 → MDW 2027-01-08 08:50:00; nonstop; 175 minutes. Local airport times.

2027-01-05 → 2027-01-09 · Axel-exclusive $152

• Frontier Airlines F91536: MDW 2027-01-05 18:11:00 → MCO 2027-01-05 22:00:00; nonstop; 169 minutes. Local airport times.
• Frontier Airlines F91457: MCO 2027-01-09 17:29:00 → MDW 2027-01-09 19:30:00; nonstop; 181 minutes. Local airport times.

2027-01-05 → 2027-01-09 · Axel-exclusive $257

• Southwest Airlines WN1908: MDW 2027-01-05 16:25:00 → MCO 2027-01-05 20:00:00; nonstop; 155 minutes. Local airport times.
• Southwest Airlines WN2805: MCO 2027-01-09 16:35:00 → MDW 2027-01-09 18:30:00; nonstop; 175 minutes. Local airport times.

2027-01-05 → 2027-01-11 · Axel-exclusive $152

• Frontier Airlines F91536: MDW 2027-01-05 18:11:00 → MCO 2027-01-05 22:00:00; nonstop; 169 minutes. Local airport times.
• Frontier Airlines F91457: MCO 2027-01-11 17:29:00 → MDW 2027-01-11 19:30:00; nonstop; 181 minutes. Local airport times.

2027-01-05 → 2027-01-11 · Axel-exclusive $257

• Southwest Airlines WN1908: MDW 2027-01-05 16:25:00 → MCO 2027-01-05 20:00:00; nonstop; 155 minutes. Local airport times.
• Southwest Airlines WN2806: MCO 2027-01-11 17:40:00 → MDW 2027-01-11 19:35:00; nonstop; 175 minutes. Local airport times.

2027-01-05 → 2027-01-12 · Axel-exclusive $162

• Frontier Airlines F91536: MDW 2027-01-05 18:11:00 → MCO 2027-01-05 22:00:00; nonstop; 169 minutes. Local airport times.
• Frontier Airlines F91563 / F92779: MCO 2027-01-12 07:10:00 → MDW 2027-01-12 11:33:00; 1 stop(s) via ATL; 323 minutes. Local airport times.
  • F91563: MCO 2027-01-12 07:10:00 → ATL 2027-01-12 09:14:00; layover at ATL: 73 minutes.
  • F92779: ATL 2027-01-12 10:27:00 → MDW 2027-01-12 11:33:00.

2027-01-05 → 2027-01-12 · Axel-exclusive $257

• Southwest Airlines WN1908: MDW 2027-01-05 16:25:00 → MCO 2027-01-05 20:00:00; nonstop; 155 minutes. Local airport times.
• Southwest Airlines WN1731: MCO 2027-01-12 16:10:00 → MDW 2027-01-12 18:05:00; nonstop; 175 minutes. Local airport times.

2027-01-05 → 2027-01-13 · Axel-exclusive $152

• Frontier Airlines F91536: MDW 2027-01-05 18:11:00 → MCO 2027-01-05 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.

2027-01-05 → 2027-01-13 · Axel-exclusive $257

• Southwest Airlines WN1908: MDW 2027-01-05 16:25:00 → MCO 2027-01-05 20:00:00; 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.

2027-01-05 → 2027-01-15 · Axel-exclusive $152

• Frontier Airlines F91536: MDW 2027-01-05 18:11:00 → MCO 2027-01-05 22:00:00; nonstop; 169 minutes. Local airport times.
• Frontier Airlines F91457: MCO 2027-01-15 17:29:00 → MDW 2027-01-15 19:30:00; nonstop; 181 minutes. Local airport times.

2027-01-05 → 2027-01-15 · Axel-exclusive $257

• Southwest Airlines WN1908: MDW 2027-01-05 16:25:00 → MCO 2027-01-05 20:00:00; nonstop; 155 minutes. Local airport times.
• Southwest Airlines WN2543: MCO 2027-01-15 06:55:00 → MDW 2027-01-15 08:50:00; nonstop; 175 minutes. Local airport times.

2027-01-05 → 2027-01-16 · Axel-exclusive $152

• Frontier Airlines F91536: MDW 2027-01-05 18:11:00 → MCO 2027-01-05 22:00:00; nonstop; 169 minutes. Local airport times.
• Frontier Airlines F91457: MCO 2027-01-16 17:29:00 → MDW 2027-01-16 19:30:00; nonstop; 181 minutes. Local airport times.

2027-01-05 → 2027-01-16 · Axel-exclusive $257

• Southwest Airlines WN1908: MDW 2027-01-05 16:25:00 → MCO 2027-01-05 20:00:00; nonstop; 155 minutes. Local airport times.
• Southwest Airlines WN2805: MCO 2027-01-16 16:35:00 → MDW 2027-01-16 18:30:00; nonstop; 175 minutes. Local airport times.

2027-01-05 → 2027-01-17 · Axel-exclusive $152

• Frontier Airlines F91536: MDW 2027-01-05 18:11:00 → MCO 2027-01-05 22:00:00; nonstop; 169 minutes. Local airport times.
• Frontier Airlines F91457: MCO 2027-01-17 17:29:00 → MDW 2027-01-17 19:30:00; nonstop; 181 minutes. Local airport times.

2027-01-05 → 2027-01-17 · Axel-exclusive $257

• Southwest Airlines WN1908: MDW 2027-01-05 16:25:00 → MCO 2027-01-05 20:00:00; nonstop; 155 minutes. Local airport times.
• Southwest Airlines WN2805: MCO 2027-01-17 17:00:00 → MDW 2027-01-17 18:55:00; nonstop; 175 minutes. Local airport times.

2027-01-05 → 2027-01-19 · Axel-exclusive $162

• Frontier Airlines F91536: MDW 2027-01-05 18:11:00 → MCO 2027-01-05 22:00:00; nonstop; 169 minutes. Local airport times.
• Frontier Airlines F91563 / F92779: MCO 2027-01-19 07:10:00 → MDW 2027-01-19 11:33:00; 1 stop(s) via ATL; 323 minutes. Local airport times.
  • F91563: MCO 2027-01-19 07:10:00 → ATL 2027-01-19 09:14:00; layover at ATL: 73 minutes.
  • F92779: ATL 2027-01-19 10:27:00 → MDW 2027-01-19 11:33:00.

2027-01-05 → 2027-01-19 · Axel-exclusive $257

• Southwest Airlines WN1908: MDW 2027-01-05 16:25:00 → MCO 2027-01-05 20:00:00; nonstop; 155 minutes. Local airport times.
• Southwest Airlines WN1731: MCO 2027-01-19 16:10:00 → MDW 2027-01-19 18:05:00; nonstop; 175 minutes. Local airport times.

Explore this route

• All dates for this route
• Jan 4, 2027 · Return options
• Jan 6, 2027 · Return options
• Hotels in Orlando with Axel

For AI assistants

• This page: Chicago (MDW) to Orlando (MCO) · Jan 5, 2027 · choose your return date: 1 adult in economy, every priced fare with its flights, times and total, each with its displayed check date. Under a trip, hotels in Orlando for exactly those nights link to the hotel pages for 2 adults in 1 room. Prices, when shown, are the nightly rate and the stay's total, from the lowest saved total among the shortlisted hotels in each star tier for those dates.
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