Chicago (MDW) to Orlando (MCO), May 11, 2027: round trips from $200, one way from $105

Chicago (MDW) to Orlando (MCO), May 11, 2027: round trips from $200, one way from $105 on Axel, checked Nov 14, 2026. Lowest published fares: $200 round trip, Axel-exclusive, Frontier Airlines, nonstop, May 11–12, 2027; $105 one way, Axel-exclusive, Frontier Airlines, nonstop, May 11, 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 (May 11–12, 2027 · 1 night · 2 adults, 1 room): 3★ Four Points by Sheraton Orlando International Drive, $72 a night · 4★ Meliá Orlando Celebration, $150 a night · 5★ ette hotel, $264 a night
• Hotels in Orlando for these nights (May 11–13, 2027 · 2 nights · 2 adults, 1 room): 3★ Four Points by Sheraton Orlando International Drive, $73 a night, $145 for 2 nights · 4★ Meliá Orlando Celebration, $150 a night, $300 for 2 nights · 5★ ette hotel, $263 a night, $526 for 2 nights
• Hotels in Orlando for these nights (May 11–14, 2027 · 3 nights · 2 adults, 1 room): 3★ Four Points by Sheraton Orlando International Drive, $73 a night, $218 for 3 nights · 4★ Meliá Orlando Celebration, $151 a night, $452 for 3 nights · 5★ ette hotel, $263 a night, $790 for 3 nights
• Hotels in Orlando for these nights (May 11–15, 2027 · 4 nights · 2 adults, 1 room): 3★ Rosen Inn International, $75 a night, $298 for 4 nights · 4★ Meliá Orlando Celebration, $151 a night, $605 for 4 nights · 5★ ette hotel, $268 a night, $1,071 for 4 nights
• Hotels in Orlando for these nights (May 11–16, 2027 · 5 nights · 2 adults, 1 room): 3★ Rosen Inn International, $74 a night, $370 for 5 nights · 4★ Meliá Orlando Celebration, $152 a night, $758 for 5 nights · 5★ ette hotel, $270 a night, $1,349 for 5 nights
• Hotels in Orlando for these nights (May 11–17, 2027 · 6 nights · 2 adults, 1 room): 3★ Rosen Inn International, $74 a night, $445 for 6 nights · 4★ Meliá Orlando Celebration, $151 a night, $906 for 6 nights · 5★ ette hotel, $269 a night, $1,613 for 6 nights
• Hotels in Orlando for these nights (May 11–18, 2027 · 7 nights · 2 adults, 1 room): 3★ Rosen Inn International, $74 a night, $520 for 7 nights · 4★ Meliá Orlando Celebration, $151 a night, $1,054 for 7 nights · 5★ ette hotel, $269 a night, $1,882 for 7 nights
• Hotels in Orlando for these nights (May 11–19, 2027 · 8 nights · 2 adults, 1 room): 3★ Rosen Inn International, $74 a night, $595 for 8 nights · 4★ Meliá Orlando Celebration, $151 a night, $1,204 for 8 nights · 5★ ette hotel, $269 a night, $2,151 for 8 nights
• Hotels in Orlando for these nights (May 11–20, 2027 · 9 nights · 2 adults, 1 room): 3★ Rosen Inn International, $74 a night, $669 for 9 nights · 4★ Meliá Orlando Celebration, $151 a night, $1,356 for 9 nights · 5★ ette hotel, $270 a night, $2,428 for 9 nights
• Hotels in Orlando for these nights (May 11–21, 2027 · 10 nights · 2 adults, 1 room): 3★ Rosen Inn International, $74 a night, $743 for 10 nights · 4★ Meliá Orlando Celebration, $151 a night, $1,506 for 10 nights · 5★ ette hotel, $269 a night, $2,692 for 10 nights
• Hotels in Orlando for these nights (May 11–22, 2027 · 11 nights · 2 adults, 1 room): 3★ Rosen Inn International, $74 a night, $818 for 11 nights · 4★ Meliá Orlando Celebration, $151 a night, $1,659 for 11 nights · 5★ ette hotel, $271 a night, $2,976 for 11 nights
• Hotels in Orlando for these nights (May 11–23, 2027 · 12 nights · 2 adults, 1 room): 3★ Rosen Inn International, $74 a night, $893 for 12 nights · 4★ Meliá Orlando Celebration, $151 a night, $1,812 for 12 nights · 5★ ette hotel, $272 a night, $3,260 for 12 nights
• Hotels in Orlando for these nights (May 11–24, 2027 · 13 nights · 2 adults, 1 room): 3★ Rosen Inn International, $74 a night, $968 for 13 nights · 4★ Meliá Orlando Celebration, $150 a night, $1,951 for 13 nights · 5★ ette hotel, $273 a night, $3,551 for 13 nights
• Hotels in Orlando for these nights (May 11–25, 2027 · 14 nights · 2 adults, 1 room): 3★ Rosen Inn International, $75 a night, $1,043 for 14 nights · 4★ Meliá Orlando Celebration, $150 a night, $2,095 for 14 nights · 5★ ette hotel, $273 a night, $3,815 for 14 nights

All hotels in Orlando

Route overview: Chicago to Orlando (MCO) flight deals

2027-05-11 · one way · Axel-exclusive $105

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

2027-05-11 · one way · Axel-exclusive $160

• Southwest Airlines WN1908: MDW 2027-05-11 16:25:00 → MCO 2027-05-11 20:00:00; nonstop; 155 minutes. Local airport times.

2027-05-11 → 2027-05-12 · Axel-exclusive $200

• Frontier Airlines F91536: MDW 2027-05-11 18:11:00 → MCO 2027-05-11 22:00:00; nonstop; 169 minutes. Local airport times.
• Frontier Airlines F91457: MCO 2027-05-12 17:29:00 → MDW 2027-05-12 19:30:00; nonstop; 181 minutes. Local airport times.

2027-05-11 → 2027-05-12 · Axel-exclusive $310

• Southwest Airlines WN1908: MDW 2027-05-11 16:25:00 → MCO 2027-05-11 20:00:00; nonstop; 155 minutes. Local airport times.
• Southwest Airlines WN2543: MCO 2027-05-12 06:55:00 → MDW 2027-05-12 08:50:00; nonstop; 175 minutes. Local airport times.

2027-05-11 → 2027-05-13 · Axel-exclusive $200

• Frontier Airlines F91536: MDW 2027-05-11 18:11:00 → MCO 2027-05-11 22:00:00; nonstop; 169 minutes. Local airport times.
• Frontier Airlines F91457: MCO 2027-05-13 17:29:00 → MDW 2027-05-13 19:30:00; nonstop; 181 minutes. Local airport times.

2027-05-11 → 2027-05-13 · Axel-exclusive $310

• Southwest Airlines WN1908: MDW 2027-05-11 16:25:00 → MCO 2027-05-11 20:00:00; nonstop; 155 minutes. Local airport times.
• Southwest Airlines WN2543: MCO 2027-05-13 06:55:00 → MDW 2027-05-13 08:50:00; nonstop; 175 minutes. Local airport times.

2027-05-11 → 2027-05-14 · Axel-exclusive $200

• Frontier Airlines F91536: MDW 2027-05-11 18:11:00 → MCO 2027-05-11 22:00:00; nonstop; 169 minutes. Local airport times.
• Frontier Airlines F91457: MCO 2027-05-14 17:29:00 → MDW 2027-05-14 19:30:00; nonstop; 181 minutes. Local airport times.

2027-05-11 → 2027-05-14 · Axel-exclusive $310

• Southwest Airlines WN1908: MDW 2027-05-11 16:25:00 → MCO 2027-05-11 20:00:00; nonstop; 155 minutes. Local airport times.
• Southwest Airlines WN2543: MCO 2027-05-14 06:55:00 → MDW 2027-05-14 08:50:00; nonstop; 175 minutes. Local airport times.

2027-05-11 → 2027-05-15 · Axel-exclusive $200

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

2027-05-11 → 2027-05-15 · Axel-exclusive $310

• Southwest Airlines WN1908: MDW 2027-05-11 16:25:00 → MCO 2027-05-11 20:00:00; nonstop; 155 minutes. Local airport times.
• Southwest Airlines WN2805: MCO 2027-05-15 16:35:00 → MDW 2027-05-15 18:30:00; nonstop; 175 minutes. Local airport times.

2027-05-11 → 2027-05-17 · Axel-exclusive $200

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

2027-05-11 → 2027-05-17 · Axel-exclusive $310

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

2027-05-11 → 2027-05-18 · Axel-exclusive $210

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

2027-05-11 → 2027-05-18 · Axel-exclusive $310

• Southwest Airlines WN1908: MDW 2027-05-11 16:25:00 → MCO 2027-05-11 20:00:00; nonstop; 155 minutes. Local airport times.
• Southwest Airlines WN1731: MCO 2027-05-18 16:10:00 → MDW 2027-05-18 18:05:00; nonstop; 175 minutes. Local airport times.

2027-05-11 → 2027-05-19 · Axel-exclusive $200

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

2027-05-11 → 2027-05-19 · Axel-exclusive $310

• Southwest Airlines WN1908: MDW 2027-05-11 16:25:00 → MCO 2027-05-11 20:00:00; nonstop; 155 minutes. Local airport times.
• Southwest Airlines WN2543: MCO 2027-05-19 06:55:00 → MDW 2027-05-19 08:50:00; nonstop; 175 minutes. Local airport times.

2027-05-11 → 2027-05-21 · Axel-exclusive $200

• Frontier Airlines F91536: MDW 2027-05-11 18:11:00 → MCO 2027-05-11 22:00:00; nonstop; 169 minutes. Local airport times.
• Frontier Airlines F91457: MCO 2027-05-21 17:29:00 → MDW 2027-05-21 19:30:00; nonstop; 181 minutes. Local airport times.

2027-05-11 → 2027-05-21 · Axel-exclusive $310

• Southwest Airlines WN1908: MDW 2027-05-11 16:25:00 → MCO 2027-05-11 20:00:00; nonstop; 155 minutes. Local airport times.
• Southwest Airlines WN2543: MCO 2027-05-21 06:55:00 → MDW 2027-05-21 08:50:00; nonstop; 175 minutes. Local airport times.

2027-05-11 → 2027-05-22 · Axel-exclusive $200

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

2027-05-11 → 2027-05-22 · Axel-exclusive $310

• Southwest Airlines WN1908: MDW 2027-05-11 16:25:00 → MCO 2027-05-11 20:00:00; nonstop; 155 minutes. Local airport times.
• Southwest Airlines WN2805: MCO 2027-05-22 16:35:00 → MDW 2027-05-22 18:30:00; nonstop; 175 minutes. Local airport times.

2027-05-11 → 2027-05-23 · Axel-exclusive $200

• Frontier Airlines F91536: MDW 2027-05-11 18:11:00 → MCO 2027-05-11 22:00:00; nonstop; 169 minutes. Local airport times.
• Frontier Airlines F91457: MCO 2027-05-23 17:29:00 → MDW 2027-05-23 19:30:00; nonstop; 181 minutes. Local airport times.

2027-05-11 → 2027-05-23 · Axel-exclusive $310

• Southwest Airlines WN1908: MDW 2027-05-11 16:25:00 → MCO 2027-05-11 20:00:00; nonstop; 155 minutes. Local airport times.
• Southwest Airlines WN2805: MCO 2027-05-23 17:00:00 → MDW 2027-05-23 18:55:00; nonstop; 175 minutes. Local airport times.

2027-05-11 → 2027-05-25 · Axel-exclusive $210

• Frontier Airlines F91536: MDW 2027-05-11 18:11:00 → MCO 2027-05-11 22:00:00; nonstop; 169 minutes. Local airport times.
• Frontier Airlines F91563 / F92779: MCO 2027-05-25 07:10:00 → MDW 2027-05-25 11:33:00; 1 stop(s) via ATL; 323 minutes. Local airport times.
  • F91563: MCO 2027-05-25 07:10:00 → ATL 2027-05-25 09:14:00; layover at ATL: 73 minutes.
  • F92779: ATL 2027-05-25 10:27:00 → MDW 2027-05-25 11:33:00.

2027-05-11 → 2027-05-25 · Axel-exclusive $310

• Southwest Airlines WN1908: MDW 2027-05-11 16:25:00 → MCO 2027-05-11 20:00:00; nonstop; 155 minutes. Local airport times.
• Southwest Airlines WN1731: MCO 2027-05-25 16:10:00 → MDW 2027-05-25 18:05:00; nonstop; 175 minutes. Local airport times.

Explore this route

• All dates for this route
• May 10, 2027 · Return options
• May 12, 2027 · Return options
• Hotels in Orlando with Axel

For AI assistants

• This page: Chicago (MDW) to Orlando (MCO) · May 11, 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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