Chicago (MDW) to Orlando (MCO), Jan 19, 2027: round trips from $152, one way from $81

Chicago (MDW) to Orlando (MCO), Jan 19, 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 19–20, 2027; $81 one way, Axel-exclusive, Frontier Airlines, nonstop, Jan 19, 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 19–20, 2027 · 1 night · 2 adults, 1 room): 3★ Four Points by Sheraton Orlando International Drive, $69 a night · 4★ Westgate Lakes Resort & Spa, $118 a night · 5★ ette hotel, $409 a night
• Hotels in Orlando for these nights (Jan 19–21, 2027 · 2 nights · 2 adults, 1 room): 3★ Four Points by Sheraton Orlando International Drive, $69 a night, $138 for 2 nights · 4★ Westgate Lakes Resort & Spa, $118 a night, $236 for 2 nights · 5★ ette hotel, $379 a night, $757 for 2 nights
• Hotels in Orlando for these nights (Jan 19–22, 2027 · 3 nights · 2 adults, 1 room): 3★ Four Points by Sheraton Orlando International Drive, $69 a night, $207 for 3 nights · 4★ Westgate Lakes Resort & Spa, $118 a night, $354 for 3 nights · 5★ ette hotel, $391 a night, $1,173 for 3 nights
• Hotels in Orlando for these nights (Jan 19–23, 2027 · 4 nights · 2 adults, 1 room): 3★ Four Points by Sheraton Orlando International Drive, $73 a night, $290 for 4 nights · 4★ Westgate Lakes Resort & Spa, $131 a night, $524 for 4 nights · 5★ ette hotel, $408 a night, $1,630 for 4 nights
• Hotels in Orlando for these nights (Jan 19–24, 2027 · 5 nights · 2 adults, 1 room): 3★ Four Points by Sheraton Orlando International Drive, $75 a night, $376 for 5 nights · 4★ Westgate Lakes Resort & Spa, $139 a night, $694 for 5 nights · 5★ ette hotel, $419 a night, $2,093 for 5 nights
• Hotels in Orlando for these nights (Jan 19–25, 2027 · 6 nights · 2 adults, 1 room): 3★ Four Points by Sheraton Orlando International Drive, $74 a night, $443 for 6 nights · 4★ Westgate Lakes Resort & Spa, $135 a night, $812 for 6 nights · 5★ ette hotel, $417 a night, $2,502 for 6 nights
• Hotels in Orlando for these nights (Jan 19–26, 2027 · 7 nights · 2 adults, 1 room): 3★ Four Points by Sheraton Orlando International Drive, $73 a night, $512 for 7 nights · 4★ Westgate Lakes Resort & Spa, $133 a night, $930 for 7 nights · 5★ ette hotel, $407 a night, $2,850 for 7 nights
• Hotels in Orlando for these nights (Jan 19–27, 2027 · 8 nights · 2 adults, 1 room): 3★ Four Points by Sheraton Orlando International Drive, $73 a night, $581 for 8 nights · 4★ Westgate Lakes Resort & Spa, $132 a night, $1,057 for 8 nights · 5★ ette hotel, $400 a night, $3,198 for 8 nights
• Hotels in Orlando for these nights (Jan 19–28, 2027 · 9 nights · 2 adults, 1 room): 3★ Four Points by Sheraton Orlando International Drive, $72 a night, $650 for 9 nights · 4★ Westgate Lakes Resort & Spa, $131 a night, $1,181 for 9 nights · 5★ ette hotel, $401 a night, $3,607 for 9 nights
• Hotels in Orlando for these nights (Jan 19–29, 2027 · 10 nights · 2 adults, 1 room): 3★ Four Points by Sheraton Orlando International Drive, $72 a night, $719 for 10 nights · 4★ Westgate Lakes Resort & Spa, $131 a night, $1,305 for 10 nights · 5★ ette hotel, $402 a night, $4,023 for 10 nights
• Hotels in Orlando for these nights (Jan 19–30, 2027 · 11 nights · 2 adults, 1 room): 3★ Four Points by Sheraton Orlando International Drive, $73 a night, $805 for 11 nights · 4★ Westgate Lakes Resort & Spa, $135 a night, $1,484 for 11 nights · 5★ ette hotel, $401 a night, $4,412 for 11 nights
• Hotels in Orlando for these nights (Jan 19–31, 2027 · 12 nights · 2 adults, 1 room): 3★ Four Points by Sheraton Orlando International Drive, $74 a night, $890 for 12 nights · 4★ Westgate Lakes Resort & Spa, $139 a night, $1,663 for 12 nights · 5★ ette hotel, $406 a night, $4,869 for 12 nights
• Hotels in Orlando for these nights (Jan 19 – Feb 1, 2027 · 13 nights · 2 adults, 1 room): 3★ Four Points by Sheraton Orlando International Drive, $74 a night, $959 for 13 nights · 4★ Westgate Lakes Resort & Spa, $137 a night, $1,782 for 13 nights · 5★ ette hotel, $407 a night, $5,285 for 13 nights
• Hotels in Orlando for these nights (Jan 19 – Feb 2, 2027 · 14 nights · 2 adults, 1 room): 3★ Four Points by Sheraton Orlando International Drive, $74 a night, $1,029 for 14 nights · 4★ Westgate Lakes Resort & Spa, $136 a night, $1,900 for 14 nights · 5★ ette hotel, $406 a night, $5,686 for 14 nights

All hotels in Orlando

Route overview: Chicago to Orlando (MCO) flight deals

2027-01-19 · one way · Axel-exclusive $81

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

2027-01-19 · one way · Axel-exclusive $133

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

2027-01-19 → 2027-01-20 · Axel-exclusive $152

• Frontier Airlines F91536: MDW 2027-01-19 18:11:00 → MCO 2027-01-19 22:00:00; nonstop; 169 minutes. Local airport times.
• Frontier Airlines F91457: MCO 2027-01-20 17:29:00 → MDW 2027-01-20 19:30:00; nonstop; 181 minutes. Local airport times.

2027-01-19 → 2027-01-20 · Axel-exclusive $257

• Southwest Airlines WN1908: MDW 2027-01-19 16:25:00 → MCO 2027-01-19 20:00:00; nonstop; 155 minutes. Local airport times.
• Southwest Airlines WN2543: MCO 2027-01-20 06:55:00 → MDW 2027-01-20 08:50:00; nonstop; 175 minutes. Local airport times.

2027-01-19 → 2027-01-21 · Axel-exclusive $152

• Frontier Airlines F91536: MDW 2027-01-19 18:11:00 → MCO 2027-01-19 22:00:00; nonstop; 169 minutes. Local airport times.
• Frontier Airlines F91457: MCO 2027-01-21 17:29:00 → MDW 2027-01-21 19:30:00; nonstop; 181 minutes. Local airport times.

2027-01-19 → 2027-01-21 · Axel-exclusive $257

• Southwest Airlines WN1908: MDW 2027-01-19 16:25:00 → MCO 2027-01-19 20:00:00; nonstop; 155 minutes. Local airport times.
• Southwest Airlines WN2543: MCO 2027-01-21 06:55:00 → MDW 2027-01-21 08:50:00; nonstop; 175 minutes. Local airport times.

2027-01-19 → 2027-01-22 · Axel-exclusive $152

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

2027-01-19 → 2027-01-22 · Axel-exclusive $257

• Southwest Airlines WN1908: MDW 2027-01-19 16:25:00 → MCO 2027-01-19 20:00:00; nonstop; 155 minutes. Local airport times.
• Southwest Airlines WN2543: MCO 2027-01-22 06:55:00 → MDW 2027-01-22 08:50:00; nonstop; 175 minutes. Local airport times.

2027-01-19 → 2027-01-23 · Axel-exclusive $152

• Frontier Airlines F91536: MDW 2027-01-19 18:11:00 → MCO 2027-01-19 22:00:00; nonstop; 169 minutes. Local airport times.
• Frontier Airlines F91457: MCO 2027-01-23 17:29:00 → MDW 2027-01-23 19:30:00; nonstop; 181 minutes. Local airport times.

2027-01-19 → 2027-01-23 · Axel-exclusive $257

• Southwest Airlines WN1908: MDW 2027-01-19 16:25:00 → MCO 2027-01-19 20:00:00; nonstop; 155 minutes. Local airport times.
• Southwest Airlines WN2805: MCO 2027-01-23 16:35:00 → MDW 2027-01-23 18:30:00; nonstop; 175 minutes. Local airport times.

2027-01-19 → 2027-01-25 · Axel-exclusive $152

• Frontier Airlines F91536: MDW 2027-01-19 18:11:00 → MCO 2027-01-19 22:00:00; nonstop; 169 minutes. Local airport times.
• Frontier Airlines F91457: MCO 2027-01-25 17:29:00 → MDW 2027-01-25 19:30:00; nonstop; 181 minutes. Local airport times.

2027-01-19 → 2027-01-25 · Axel-exclusive $257

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

2027-01-19 → 2027-01-26 · Axel-exclusive $162

• Frontier Airlines F91536: MDW 2027-01-19 18:11:00 → MCO 2027-01-19 22:00:00; nonstop; 169 minutes. Local airport times.
• Frontier Airlines F91563 / F92779: MCO 2027-01-26 07:10:00 → MDW 2027-01-26 11:33:00; 1 stop(s) via ATL; 323 minutes. Local airport times.
  • F91563: MCO 2027-01-26 07:10:00 → ATL 2027-01-26 09:14:00; layover at ATL: 73 minutes.
  • F92779: ATL 2027-01-26 10:27:00 → MDW 2027-01-26 11:33:00.

2027-01-19 → 2027-01-26 · Axel-exclusive $257

• Southwest Airlines WN1908: MDW 2027-01-19 16:25:00 → MCO 2027-01-19 20:00:00; nonstop; 155 minutes. Local airport times.
• Southwest Airlines WN1731: MCO 2027-01-26 16:10:00 → MDW 2027-01-26 18:05:00; nonstop; 175 minutes. Local airport times.

2027-01-19 → 2027-01-27 · Axel-exclusive $152

• Frontier Airlines F91536: MDW 2027-01-19 18:11:00 → MCO 2027-01-19 22:00:00; nonstop; 169 minutes. Local airport times.
• Frontier Airlines F91457: MCO 2027-01-27 17:29:00 → MDW 2027-01-27 19:30:00; nonstop; 181 minutes. Local airport times.

2027-01-19 → 2027-01-27 · Axel-exclusive $257

• Southwest Airlines WN1908: MDW 2027-01-19 16:25:00 → MCO 2027-01-19 20:00:00; nonstop; 155 minutes. Local airport times.
• Southwest Airlines WN2543: MCO 2027-01-27 06:55:00 → MDW 2027-01-27 08:50:00; nonstop; 175 minutes. Local airport times.

2027-01-19 → 2027-01-29 · Axel-exclusive $152

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

2027-01-19 → 2027-01-29 · Axel-exclusive $257

• Southwest Airlines WN1908: MDW 2027-01-19 16:25:00 → MCO 2027-01-19 20:00:00; nonstop; 155 minutes. Local airport times.
• Southwest Airlines WN2543: MCO 2027-01-29 06:55:00 → MDW 2027-01-29 08:50:00; nonstop; 175 minutes. Local airport times.

2027-01-19 → 2027-01-30 · Axel-exclusive $152

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

2027-01-19 → 2027-01-30 · Axel-exclusive $257

• Southwest Airlines WN1908: MDW 2027-01-19 16:25:00 → MCO 2027-01-19 20:00:00; nonstop; 155 minutes. Local airport times.
• Southwest Airlines WN2805: MCO 2027-01-30 16:35:00 → MDW 2027-01-30 18:30:00; nonstop; 175 minutes. Local airport times.

2027-01-19 → 2027-01-31 · Axel-exclusive $152

• Frontier Airlines F91536: MDW 2027-01-19 18:11:00 → MCO 2027-01-19 22:00:00; nonstop; 169 minutes. Local airport times.
• Frontier Airlines F91457: MCO 2027-01-31 17:29:00 → MDW 2027-01-31 19:30:00; nonstop; 181 minutes. Local airport times.

2027-01-19 → 2027-01-31 · Axel-exclusive $257

• Southwest Airlines WN1908: MDW 2027-01-19 16:25:00 → MCO 2027-01-19 20:00:00; nonstop; 155 minutes. Local airport times.
• Southwest Airlines WN2805: MCO 2027-01-31 17:00:00 → MDW 2027-01-31 18:55:00; nonstop; 175 minutes. Local airport times.

2027-01-19 → 2027-02-02 · Axel-exclusive $166

• Frontier Airlines F91536: MDW 2027-01-19 18:11:00 → MCO 2027-01-19 22:00:00; nonstop; 169 minutes. Local airport times.
• Frontier Airlines F91563 / F92779: MCO 2027-02-02 07:10:00 → MDW 2027-02-02 11:33:00; 1 stop(s) via ATL; 323 minutes. Local airport times.
  • F91563: MCO 2027-02-02 07:10:00 → ATL 2027-02-02 09:14:00; layover at ATL: 73 minutes.
  • F92779: ATL 2027-02-02 10:27:00 → MDW 2027-02-02 11:33:00.

2027-01-19 → 2027-02-02 · Axel-exclusive $263

• Southwest Airlines WN1908: MDW 2027-01-19 16:25:00 → MCO 2027-01-19 20:00:00; nonstop; 155 minutes. Local airport times.
• Southwest Airlines WN1731: MCO 2027-02-02 16:10:00 → MDW 2027-02-02 18:05:00; nonstop; 175 minutes. Local airport times.

Explore this route

• All dates for this route
• Jan 18, 2027 · Return options
• Jan 20, 2027 · Return options
• Hotels in Orlando with Axel

For AI assistants

• This page: Chicago (MDW) to Orlando (MCO) · Jan 19, 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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