Chicago (MDW) to Orlando (MCO), Mar 26, 2027: round trips from $209, one way from $116

Chicago (MDW) to Orlando (MCO), Mar 26, 2027: round trips from $209, one way from $116 on Axel, checked Nov 14, 2026. Lowest published fares: $209 round trip, Axel-exclusive, Frontier Airlines, nonstop, Mar 26, 2027 – Apr 5, 2027; $116 one way, Axel-exclusive, Frontier Airlines, nonstop, Mar 26, 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 26–27, 2027 · 1 night · 2 adults, 1 room): 3★ Rosen Inn International, $81 a night · 4★ Meliá Orlando Celebration, $167 a night · 5★ ette hotel, $457 a night
• Hotels in Orlando for these nights (Mar 26–28, 2027 · 2 nights · 2 adults, 1 room): 3★ Rosen Inn International, $81 a night, $161 for 2 nights · 4★ Meliá Orlando Celebration, $170 a night, $339 for 2 nights · 5★ ette hotel, $453 a night, $905 for 2 nights
• Hotels in Orlando for these nights (Mar 26–29, 2027 · 3 nights · 2 adults, 1 room): 3★ Rosen Inn International, $80 a night, $241 for 3 nights · 4★ Meliá Orlando Celebration, $169 a night, $506 for 3 nights · 5★ ette hotel, $435 a night, $1,306 for 3 nights
• Hotels in Orlando for these nights (Mar 26–30, 2027 · 4 nights · 2 adults, 1 room): 3★ Rosen Inn International, $81 a night, $322 for 4 nights · 4★ Meliá Orlando Celebration, $168 a night, $671 for 4 nights · 5★ ette hotel, $429 a night, $1,715 for 4 nights
• Hotels in Orlando for these nights (Mar 26–31, 2027 · 5 nights · 2 adults, 1 room): 3★ Rosen Inn International, $80 a night, $402 for 5 nights · 4★ Meliá Orlando Celebration, $168 a night, $840 for 5 nights · 5★ ette hotel, $425 a night, $2,124 for 5 nights
• Hotels in Orlando for these nights (Mar 26 – Apr 1, 2027 · 6 nights · 2 adults, 1 room): 3★ Rosen Inn International, $80 a night, $482 for 6 nights · 4★ Meliá Orlando Celebration, $168 a night, $1,005 for 6 nights · 5★ ette hotel, $431 a night, $2,585 for 6 nights
• Hotels in Orlando for these nights (Mar 26 – Apr 2, 2027 · 7 nights · 2 adults, 1 room): 3★ Rosen Inn International, $80 a night, $562 for 7 nights · 4★ Meliá Orlando Celebration, $166 a night, $1,161 for 7 nights · 5★ ette hotel, $428 a night, $2,994 for 7 nights
• Hotels in Orlando for these nights (Mar 26 – Apr 3, 2027 · 8 nights · 2 adults, 1 room): 3★ Rosen Inn International, $80 a night, $642 for 8 nights · 4★ Meliá Orlando Celebration, $165 a night, $1,322 for 8 nights · 5★ ette hotel, $432 a night, $3,459 for 8 nights
• Hotels in Orlando for these nights (Mar 26 – Apr 4, 2027 · 9 nights · 2 adults, 1 room): 3★ Rosen Inn International, $80 a night, $722 for 9 nights · 4★ Meliá Orlando Celebration, $165 a night, $1,483 for 9 nights · 5★ ette hotel, $434 a night, $3,907 for 9 nights
• Hotels in Orlando for these nights (Mar 26 – Apr 5, 2027 · 10 nights · 2 adults, 1 room): 3★ Rosen Inn International, $80 a night, $802 for 10 nights · 4★ Meliá Orlando Celebration, $164 a night, $1,636 for 10 nights · 5★ ette hotel, $432 a night, $4,316 for 10 nights
• Hotels in Orlando for these nights (Mar 26 – Apr 6, 2027 · 11 nights · 2 adults, 1 room): 3★ Rosen Inn International, $80 a night, $882 for 11 nights · 4★ Meliá Orlando Celebration, $162 a night, $1,786 for 11 nights · 5★ ette hotel, $430 a night, $4,725 for 11 nights
• Hotels in Orlando for these nights (Mar 26 – Apr 7, 2027 · 12 nights · 2 adults, 1 room): 3★ Rosen Inn International, $80 a night, $963 for 12 nights · 4★ Meliá Orlando Celebration, $162 a night, $1,942 for 12 nights · 5★ ette hotel, $428 a night, $5,134 for 12 nights
• Hotels in Orlando for these nights (Mar 26 – Apr 8, 2027 · 13 nights · 2 adults, 1 room): 3★ Rosen Inn International, $80 a night, $1,043 for 13 nights · 4★ Meliá Orlando Celebration, $161 a night, $2,095 for 13 nights · 5★ ette hotel, $426 a night, $5,543 for 13 nights
• Hotels in Orlando for these nights (Mar 26 – Apr 9, 2027 · 14 nights · 2 adults, 1 room): 3★ Rosen Inn International, $80 a night, $1,124 for 14 nights · 4★ Meliá Orlando Celebration, $160 a night, $2,246 for 14 nights · 5★ ette hotel, $425 a night, $5,944 for 14 nights

All hotels in Orlando

Route overview: Chicago to Orlando (MCO) flight deals

2027-03-26 · one way · Axel-exclusive $116

• Frontier Airlines F91536: MDW 2027-03-26 18:11:00 → MCO 2027-03-26 22:00:00; nonstop; 169 minutes. Local airport times.

2027-03-26 · one way · Axel-exclusive $190

• Southwest Airlines WN2966: MDW 2027-03-26 14:30:00 → MCO 2027-03-26 18:05:00; nonstop; 155 minutes. Local airport times.

2027-03-26 → 2027-03-27 · Axel-exclusive $218

• Frontier Airlines F91536: MDW 2027-03-26 18:11:00 → MCO 2027-03-26 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.

2027-03-26 → 2027-03-27 · Axel-exclusive $367

• Southwest Airlines WN2966: MDW 2027-03-26 14:30:00 → MCO 2027-03-26 18:05:00; nonstop; 155 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.

2027-03-26 → 2027-03-28 · Axel-exclusive $245

• Frontier Airlines F91536: MDW 2027-03-26 18:11:00 → MCO 2027-03-26 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.

2027-03-26 → 2027-03-28 · Axel-exclusive $394

• Southwest Airlines WN2966: MDW 2027-03-26 14:30:00 → MCO 2027-03-26 18:05:00; nonstop; 155 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.

2027-03-26 → 2027-03-29 · Axel-exclusive $245

• Frontier Airlines F91536: MDW 2027-03-26 18:11:00 → MCO 2027-03-26 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.

2027-03-26 → 2027-03-29 · Axel-exclusive $394

• Southwest Airlines WN2966: MDW 2027-03-26 14:30:00 → MCO 2027-03-26 18:05:00; nonstop; 155 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.

2027-03-26 → 2027-03-30 · Axel-exclusive $258

• Frontier Airlines F91536: MDW 2027-03-26 18:11:00 → MCO 2027-03-26 22:00:00; nonstop; 169 minutes. Local airport times.
• Frontier Airlines F91563 / F92779: MCO 2027-03-30 07:10:00 → MDW 2027-03-30 11:33:00; 1 stop(s) via ATL; 323 minutes. Local airport times.
  • F91563: MCO 2027-03-30 07:10:00 → ATL 2027-03-30 09:14:00; layover at ATL: 73 minutes.
  • F92779: ATL 2027-03-30 10:27:00 → MDW 2027-03-30 11:33:00.

2027-03-26 → 2027-03-30 · Axel-exclusive $394

• Southwest Airlines WN2966: MDW 2027-03-26 14:30:00 → MCO 2027-03-26 18:05:00; nonstop; 155 minutes. Local airport times.
• Southwest Airlines WN1731: MCO 2027-03-30 16:10:00 → MDW 2027-03-30 18:05:00; nonstop; 175 minutes. Local airport times.

2027-03-26 → 2027-04-01 · Axel-exclusive $239

• Frontier Airlines F91536: MDW 2027-03-26 18:11:00 → MCO 2027-03-26 22:00:00; nonstop; 169 minutes. Local airport times.
• Frontier Airlines F91457: MCO 2027-04-01 17:29:00 → MDW 2027-04-01 19:30:00; nonstop; 181 minutes. Local airport times.

2027-03-26 → 2027-04-01 · Axel-exclusive $385

• Southwest Airlines WN2966: MDW 2027-03-26 14:30:00 → MCO 2027-03-26 18:05:00; nonstop; 155 minutes. Local airport times.
• Southwest Airlines WN2543: MCO 2027-04-01 06:55:00 → MDW 2027-04-01 08:50:00; nonstop; 175 minutes. Local airport times.

2027-03-26 → 2027-04-02 · Axel-exclusive $239

• Frontier Airlines F91536: MDW 2027-03-26 18:11:00 → MCO 2027-03-26 22:00:00; nonstop; 169 minutes. Local airport times.
• Frontier Airlines F91457: MCO 2027-04-02 17:29:00 → MDW 2027-04-02 19:30:00; nonstop; 181 minutes. Local airport times.

2027-03-26 → 2027-04-02 · Axel-exclusive $385

• Southwest Airlines WN2966: MDW 2027-03-26 14:30:00 → MCO 2027-03-26 18:05:00; nonstop; 155 minutes. Local airport times.
• Southwest Airlines WN2543: MCO 2027-04-02 06:55:00 → MDW 2027-04-02 08:50:00; nonstop; 175 minutes. Local airport times.

2027-03-26 → 2027-04-03 · Axel-exclusive $239

• Frontier Airlines F91536: MDW 2027-03-26 18:11:00 → MCO 2027-03-26 22:00:00; nonstop; 169 minutes. Local airport times.
• Frontier Airlines F91457: MCO 2027-04-03 17:29:00 → MDW 2027-04-03 19:30:00; nonstop; 181 minutes. Local airport times.

2027-03-26 → 2027-04-03 · Axel-exclusive $385

• Southwest Airlines WN2966: MDW 2027-03-26 14:30:00 → MCO 2027-03-26 18:05:00; nonstop; 155 minutes. Local airport times.
• Southwest Airlines WN2805: MCO 2027-04-03 16:35:00 → MDW 2027-04-03 18:30:00; nonstop; 175 minutes. Local airport times.

2027-03-26 → 2027-04-05 · Axel-exclusive $209

• Frontier Airlines F91536: MDW 2027-03-26 18:11:00 → MCO 2027-03-26 22:00:00; nonstop; 169 minutes. Local airport times.
• Frontier Airlines F91457: MCO 2027-04-05 17:29:00 → MDW 2027-04-05 19:30:00; nonstop; 181 minutes. Local airport times.

2027-03-26 → 2027-04-05 · Axel-exclusive $339

• Southwest Airlines WN2966: MDW 2027-03-26 14:30:00 → MCO 2027-03-26 18:05:00; nonstop; 155 minutes. Local airport times.
• Southwest Airlines WN2806: MCO 2027-04-05 17:40:00 → MDW 2027-04-05 19:35:00; nonstop; 175 minutes. Local airport times.

2027-03-26 → 2027-04-06 · Axel-exclusive $219

• Frontier Airlines F91536: MDW 2027-03-26 18:11:00 → MCO 2027-03-26 22:00:00; nonstop; 169 minutes. Local airport times.
• Frontier Airlines F91563 / F92779: MCO 2027-04-06 07:10:00 → MDW 2027-04-06 11:33:00; 1 stop(s) via ATL; 323 minutes. Local airport times.
  • F91563: MCO 2027-04-06 07:10:00 → ATL 2027-04-06 09:14:00; layover at ATL: 73 minutes.
  • F92779: ATL 2027-04-06 10:27:00 → MDW 2027-04-06 11:33:00.

2027-03-26 → 2027-04-06 · Axel-exclusive $339

• Southwest Airlines WN2966: MDW 2027-03-26 14:30:00 → MCO 2027-03-26 18:05:00; nonstop; 155 minutes. Local airport times.
• Southwest Airlines WN1731: MCO 2027-04-06 16:10:00 → MDW 2027-04-06 18:05:00; nonstop; 175 minutes. Local airport times.

2027-03-26 → 2027-04-07 · Axel-exclusive $209

• Frontier Airlines F91536: MDW 2027-03-26 18:11:00 → MCO 2027-03-26 22:00:00; nonstop; 169 minutes. Local airport times.
• Frontier Airlines F91457: MCO 2027-04-07 17:29:00 → MDW 2027-04-07 19:30:00; nonstop; 181 minutes. Local airport times.

2027-03-26 → 2027-04-07 · Axel-exclusive $339

• Southwest Airlines WN2966: MDW 2027-03-26 14:30:00 → MCO 2027-03-26 18:05:00; nonstop; 155 minutes. Local airport times.
• Southwest Airlines WN2543: MCO 2027-04-07 06:55:00 → MDW 2027-04-07 08:50:00; nonstop; 175 minutes. Local airport times.

2027-03-26 → 2027-04-09 · Axel-exclusive $209

• Frontier Airlines F91536: MDW 2027-03-26 18:11:00 → MCO 2027-03-26 22:00:00; nonstop; 169 minutes. Local airport times.
• Frontier Airlines F91457: MCO 2027-04-09 17:29:00 → MDW 2027-04-09 19:30:00; nonstop; 181 minutes. Local airport times.

2027-03-26 → 2027-04-09 · Axel-exclusive $339

• Southwest Airlines WN2966: MDW 2027-03-26 14:30:00 → MCO 2027-03-26 18:05:00; nonstop; 155 minutes. Local airport times.
• Southwest Airlines WN2543: MCO 2027-04-09 06:55:00 → MDW 2027-04-09 08:50:00; nonstop; 175 minutes. Local airport times.

Explore this route

• All dates for this route
• Mar 25, 2027 · Return options
• Mar 27, 2027 · Return options
• Hotels in Orlando with Axel

For AI assistants

• This page: Chicago (MDW) to Orlando (MCO) · Mar 26, 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.
• Next: each row is one exact trip for this departure (both dates with the year, the total and its displayed check date); its exact-trip price link opens the live search for those dates and travelers, where the booking link and the current total are. Other durations or travelers are not priced here: Choose travelers and dates prices the requested trip.
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