Chicago (MDW) to Orlando (MCO), Mar 17, 2027: round trips from $185, one way from $107

Chicago (MDW) to Orlando (MCO), Mar 17, 2027: round trips from $185, one way from $107 on Axel, checked Nov 14, 2026. Lowest published fares: $185 round trip, Axel-exclusive, Frontier Airlines, nonstop, Mar 17–22, 2027; $107 one way, Axel-exclusive, Frontier Airlines, nonstop, Mar 17, 2027; 1 adult, economy, checked Nov 14, 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 (Mar 17–18, 2027 · 1 night · 2 adults, 1 room): 3★ Four Points by Sheraton Orlando International Drive, $81 a night · 4★ Meliá Orlando Celebration, $167 a night · 5★ ette hotel, $409 a night
• Hotels in Orlando for these nights (Mar 17–19, 2027 · 2 nights · 2 adults, 1 room): 3★ Four Points by Sheraton Orlando International Drive, $82 a night, $163 for 2 nights · 4★ Meliá Orlando Celebration, $166 a night, $331 for 2 nights · 5★ ette hotel, $409 a night, $818 for 2 nights
• Hotels in Orlando for these nights (Mar 17–20, 2027 · 3 nights · 2 adults, 1 room): 3★ Four Points by Sheraton Orlando International Drive, $87 a night, $260 for 3 nights · 4★ Meliá Orlando Celebration, $167 a night, $501 for 3 nights · 5★ ette hotel, $422 a night, $1,266 for 3 nights
• Hotels in Orlando for these nights (Mar 17–21, 2027 · 4 nights · 2 adults, 1 room): 3★ Four Points by Sheraton Orlando International Drive, $89 a night, $356 for 4 nights · 4★ Meliá Orlando Celebration, $168 a night, $671 for 4 nights · 5★ ette hotel, $431 a night, $1,723 for 4 nights
• Hotels in Orlando for these nights (Mar 17–22, 2027 · 5 nights · 2 adults, 1 room): 3★ Four Points by Sheraton Orlando International Drive, $88 a night, $438 for 5 nights · 4★ Meliá Orlando Celebration, $168 a night, $841 for 5 nights · 5★ ette hotel, $426 a night, $2,132 for 5 nights
• Hotels in Orlando for these nights (Mar 17–23, 2027 · 6 nights · 2 adults, 1 room): 3★ Four Points by Sheraton Orlando International Drive, $87 a night, $520 for 6 nights · 4★ Meliá Orlando Celebration, $168 a night, $1,008 for 6 nights · 5★ ette hotel, $424 a night, $2,541 for 6 nights
• Hotels in Orlando for these nights (Mar 17–24, 2027 · 7 nights · 2 adults, 1 room): 3★ Four Points by Sheraton Orlando International Drive, $86 a night, $602 for 7 nights · 4★ Meliá Orlando Celebration, $168 a night, $1,173 for 7 nights · 5★ ette hotel, $421 a night, $2,950 for 7 nights
• Hotels in Orlando for these nights (Mar 17–25, 2027 · 8 nights · 2 adults, 1 room): 3★ Four Points by Sheraton Orlando International Drive, $86 a night, $684 for 8 nights · 4★ Meliá Orlando Celebration, $167 a night, $1,338 for 8 nights · 5★ ette hotel, $420 a night, $3,359 for 8 nights
• Hotels in Orlando for these nights (Mar 17–26, 2027 · 9 nights · 2 adults, 1 room): 3★ Four Points by Sheraton Orlando International Drive, $85 a night, $766 for 9 nights · 4★ Meliá Orlando Celebration, $167 a night, $1,506 for 9 nights · 5★ ette hotel, $417 a night, $3,752 for 9 nights
• Hotels in Orlando for these nights (Mar 17–27, 2027 · 10 nights · 2 adults, 1 room): 3★ Four Points by Sheraton Orlando International Drive, $86 a night, $863 for 10 nights · 4★ Meliá Orlando Celebration, $167 a night, $1,673 for 10 nights · 5★ ette hotel, $421 a night, $4,209 for 10 nights
• Hotels in Orlando for these nights (Mar 17–28, 2027 · 11 nights · 2 adults, 1 room): 3★ Four Points by Sheraton Orlando International Drive, $87 a night, $959 for 11 nights · 4★ Meliá Orlando Celebration, $168 a night, $1,845 for 11 nights · 5★ ette hotel, $423 a night, $4,657 for 11 nights
• Hotels in Orlando for these nights (Mar 17–29, 2027 · 12 nights · 2 adults, 1 room): 3★ Four Points by Sheraton Orlando International Drive, $87 a night, $1,041 for 12 nights · 4★ Meliá Orlando Celebration, $168 a night, $2,012 for 12 nights · 5★ ette hotel, $422 a night, $5,058 for 12 nights
• Hotels in Orlando for these nights (Mar 17–30, 2027 · 13 nights · 2 adults, 1 room): 3★ Four Points by Sheraton Orlando International Drive, $87 a night, $1,125 for 13 nights · 4★ Meliá Orlando Celebration, $167 a night, $2,177 for 13 nights · 5★ ette hotel, $421 a night, $5,467 for 13 nights
• Hotels in Orlando for these nights (Mar 17–31, 2027 · 14 nights · 2 adults, 1 room): 3★ Four Points by Sheraton Orlando International Drive, $86 a night, $1,209 for 14 nights · 4★ Meliá Orlando Celebration, $168 a night, $2,346 for 14 nights · 5★ ette hotel, $420 a night, $5,876 for 14 nights

All hotels in Orlando

Route overview: Chicago to Orlando (MCO) flight deals

2027-03-17 · one way · Axel-exclusive $107

• Frontier Airlines F91536: MDW 2027-03-17 18:11:00 → MCO 2027-03-17 22:00:00; nonstop; 169 minutes. Local airport times.

2027-03-17 · one way · Axel-exclusive $176

• Southwest Airlines WN2966: MDW 2027-03-17 15:00:00 → MCO 2027-03-17 18:40:00; nonstop; 160 minutes. Local airport times.

2027-03-17 → 2027-03-18 · Axel-exclusive $202

• Frontier Airlines F91536: MDW 2027-03-17 18:11:00 → MCO 2027-03-17 22:00:00; nonstop; 169 minutes. Local airport times.
• Frontier Airlines F91457: MCO 2027-03-18 17:29:00 → MDW 2027-03-18 19:30:00; nonstop; 181 minutes. Local airport times.

2027-03-17 → 2027-03-18 · Axel-exclusive $340

• Southwest Airlines WN2966: MDW 2027-03-17 15:00:00 → MCO 2027-03-17 18:40:00; nonstop; 160 minutes. Local airport times.
• Southwest Airlines WN2543: MCO 2027-03-18 06:55:00 → MDW 2027-03-18 08:50:00; nonstop; 175 minutes. Local airport times.

2027-03-17 → 2027-03-19 · Axel-exclusive $202

• Frontier Airlines F91536: MDW 2027-03-17 18:11:00 → MCO 2027-03-17 22:00:00; nonstop; 169 minutes. Local airport times.
• Frontier Airlines F91457: MCO 2027-03-19 17:29:00 → MDW 2027-03-19 19:30:00; nonstop; 181 minutes. Local airport times.

2027-03-17 → 2027-03-19 · Axel-exclusive $340

• Southwest Airlines WN2966: MDW 2027-03-17 15:00:00 → MCO 2027-03-17 18:40:00; nonstop; 160 minutes. Local airport times.
• Southwest Airlines WN2543: MCO 2027-03-19 06:55:00 → MDW 2027-03-19 08:50:00; nonstop; 175 minutes. Local airport times.

2027-03-17 → 2027-03-20 · Axel-exclusive $202

• Frontier Airlines F91536: MDW 2027-03-17 18:11:00 → MCO 2027-03-17 22:00:00; nonstop; 169 minutes. Local airport times.
• Frontier Airlines F91457: MCO 2027-03-20 17:29:00 → MDW 2027-03-20 19:30:00; nonstop; 181 minutes. Local airport times.

2027-03-17 → 2027-03-20 · Axel-exclusive $340

• Southwest Airlines WN2966: MDW 2027-03-17 15:00:00 → MCO 2027-03-17 18:40:00; nonstop; 160 minutes. Local airport times.
• Southwest Airlines WN2805: MCO 2027-03-20 16:35:00 → MDW 2027-03-20 18:30:00; nonstop; 175 minutes. Local airport times.

2027-03-17 → 2027-03-21 · Axel-exclusive $202

• Frontier Airlines F91536: MDW 2027-03-17 18:11:00 → MCO 2027-03-17 22:00:00; nonstop; 169 minutes. Local airport times.
• Frontier Airlines F91457: MCO 2027-03-21 17:29:00 → MDW 2027-03-21 19:30:00; nonstop; 181 minutes. Local airport times.

2027-03-17 → 2027-03-21 · Axel-exclusive $340

• Southwest Airlines WN2966: MDW 2027-03-17 15:00:00 → MCO 2027-03-17 18:40:00; nonstop; 160 minutes. Local airport times.
• Southwest Airlines WN2805: MCO 2027-03-21 17:00:00 → MDW 2027-03-21 18:55:00; nonstop; 175 minutes. Local airport times.

2027-03-17 → 2027-03-23 · Axel-exclusive $195

• Frontier Airlines F91536: MDW 2027-03-17 18:11:00 → MCO 2027-03-17 22:00:00; nonstop; 169 minutes. Local airport times.
• Frontier Airlines F91563 / F92779: MCO 2027-03-23 07:10:00 → MDW 2027-03-23 11:33:00; 1 stop(s) via ATL; 323 minutes. Local airport times.
  • F91563: MCO 2027-03-23 07:10:00 → ATL 2027-03-23 09:14:00; layover at ATL: 73 minutes.
  • F92779: ATL 2027-03-23 10:27:00 → MDW 2027-03-23 11:33:00.

2027-03-17 → 2027-03-23 · Axel-exclusive $312

• Southwest Airlines WN2966: MDW 2027-03-17 15:00:00 → MCO 2027-03-17 18:40:00; nonstop; 160 minutes. Local airport times.
• Southwest Airlines WN1731: MCO 2027-03-23 16:10:00 → MDW 2027-03-23 18:05:00; nonstop; 175 minutes. Local airport times.

2027-03-17 → 2027-03-24 · Axel-exclusive $185

• Frontier Airlines F91536: MDW 2027-03-17 18:11:00 → MCO 2027-03-17 22:00:00; nonstop; 169 minutes. Local airport times.
• Frontier Airlines F91457: MCO 2027-03-24 17:29:00 → MDW 2027-03-24 19:30:00; nonstop; 181 minutes. Local airport times.

2027-03-17 → 2027-03-24 · Axel-exclusive $312

• Southwest Airlines WN2966: MDW 2027-03-17 15:00:00 → MCO 2027-03-17 18:40:00; nonstop; 160 minutes. Local airport times.
• Southwest Airlines WN2543: MCO 2027-03-24 06:55:00 → MDW 2027-03-24 08:50:00; nonstop; 175 minutes. Local airport times.

2027-03-17 → 2027-03-25 · Axel-exclusive $210

• Frontier Airlines F91536: MDW 2027-03-17 18:11:00 → MCO 2027-03-17 22:00:00; nonstop; 169 minutes. Local airport times.
• Frontier Airlines F91457: MCO 2027-03-25 17:29:00 → MDW 2027-03-25 19:30:00; nonstop; 181 minutes. Local airport times.

2027-03-17 → 2027-03-25 · Axel-exclusive $354

• Southwest Airlines WN2966: MDW 2027-03-17 15:00:00 → MCO 2027-03-17 18:40:00; nonstop; 160 minutes. Local airport times.
• Southwest Airlines WN2543: MCO 2027-03-25 06:55:00 → MDW 2027-03-25 08:50:00; nonstop; 175 minutes. Local airport times.

2027-03-17 → 2027-03-27 · Axel-exclusive $210

• Frontier Airlines F91536: MDW 2027-03-17 18:11:00 → MCO 2027-03-17 22:00:00; nonstop; 169 minutes. Local airport times.
• Frontier Airlines F91457: MCO 2027-03-27 17:29:00 → MDW 2027-03-27 19:30:00; nonstop; 181 minutes. Local airport times.

2027-03-17 → 2027-03-27 · Axel-exclusive $354

• Southwest Airlines WN2966: MDW 2027-03-17 15:00:00 → MCO 2027-03-17 18:40:00; nonstop; 160 minutes. Local airport times.
• Southwest Airlines WN2805: MCO 2027-03-27 16:35:00 → MDW 2027-03-27 18:30:00; nonstop; 175 minutes. Local airport times.

2027-03-17 → 2027-03-28 · Axel-exclusive $237

• Frontier Airlines F91536: MDW 2027-03-17 18:11:00 → MCO 2027-03-17 22:00:00; nonstop; 169 minutes. Local airport times.
• Frontier Airlines F91457: MCO 2027-03-28 17:29:00 → MDW 2027-03-28 19:30:00; nonstop; 181 minutes. Local airport times.

2027-03-17 → 2027-03-28 · Axel-exclusive $381

• Southwest Airlines WN2966: MDW 2027-03-17 15:00:00 → MCO 2027-03-17 18:40:00; nonstop; 160 minutes. Local airport times.
• Southwest Airlines WN2805: MCO 2027-03-28 17:00:00 → MDW 2027-03-28 18:55:00; nonstop; 175 minutes. Local airport times.

2027-03-17 → 2027-03-29 · Axel-exclusive $237

• Frontier Airlines F91536: MDW 2027-03-17 18:11:00 → MCO 2027-03-17 22:00:00; nonstop; 169 minutes. Local airport times.
• Frontier Airlines F91457: MCO 2027-03-29 17:29:00 → MDW 2027-03-29 19:30:00; nonstop; 181 minutes. Local airport times.

2027-03-17 → 2027-03-29 · Axel-exclusive $381

• Southwest Airlines WN2966: MDW 2027-03-17 15:00:00 → MCO 2027-03-17 18:40:00; nonstop; 160 minutes. Local airport times.
• Southwest Airlines WN2806: MCO 2027-03-29 17:40:00 → MDW 2027-03-29 19:35:00; nonstop; 175 minutes. Local airport times.

2027-03-17 → 2027-03-31 · Axel-exclusive $237

• Frontier Airlines F91536: MDW 2027-03-17 18:11:00 → MCO 2027-03-17 22:00:00; nonstop; 169 minutes. Local airport times.
• Frontier Airlines F91457: MCO 2027-03-31 17:29:00 → MDW 2027-03-31 19:30:00; nonstop; 181 minutes. Local airport times.

2027-03-17 → 2027-03-31 · Axel-exclusive $381

• Southwest Airlines WN2966: MDW 2027-03-17 15:00:00 → MCO 2027-03-17 18:40:00; nonstop; 160 minutes. Local airport times.
• Southwest Airlines WN2543: MCO 2027-03-31 06:55:00 → MDW 2027-03-31 08:50:00; nonstop; 175 minutes. Local airport times.

Explore this route

• All dates for this route
• Mar 16, 2027 · Return options
• Mar 18, 2027 · Return options
• Hotels in Orlando with Axel

For AI assistants

• This page: Chicago (MDW) to Orlando (MCO) · Mar 17, 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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