Chicago (MDW) to Orlando (MCO), Nov 19, 2026: round trips from $160, one way from $85

Chicago (MDW) to Orlando (MCO), Nov 19, 2026: round trips from $160, one way from $85 on Axel, checked Nov 11, 2026. Lowest published fares: $160 round trip, Axel-exclusive, Frontier Airlines, nonstop, Nov 19–20, 2026; $85 one way, Axel-exclusive, Frontier Airlines, nonstop, Nov 19, 2026; 1 adult, economy, checked Nov 11, 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 (Nov 19–20, 2026 · 1 night · 2 adults, 1 room): 3★ Magic Moment Resort & Kids Club, Dazzler Select by Wyndham, $69 a night · 4★ Best Western Orlando Gateway Hotel, $76 a night · 5★ ette hotel, $350 a night
• Hotels in Orlando for these nights (Nov 19–21, 2026 · 2 nights · 2 adults, 1 room): 3★ Magic Moment Resort & Kids Club, Dazzler Select by Wyndham, $82 a night, $164 for 2 nights · 4★ Best Western Orlando Gateway Hotel, $91 a night, $181 for 2 nights · 5★ ette hotel, $406 a night, $811 for 2 nights
• Hotels in Orlando for these nights (Nov 19–22, 2026 · 3 nights · 2 adults, 1 room): 3★ Magic Moment Resort & Kids Club, Dazzler Select by Wyndham, $86 a night, $259 for 3 nights · 4★ Best Western Orlando Gateway Hotel, $95 a night, $286 for 3 nights · 5★ ette hotel, $422 a night, $1,265 for 3 nights
• Hotels in Orlando for these nights (Nov 19–23, 2026 · 4 nights · 2 adults, 1 room): 3★ Magic Moment Resort & Kids Club, Dazzler Select by Wyndham, $84 a night, $337 for 4 nights · 4★ Best Western Orlando Gateway Hotel, $91 a night, $363 for 4 nights · 5★ ette hotel, $398 a night, $1,590 for 4 nights
• Hotels in Orlando for these nights (Nov 19–24, 2026 · 5 nights · 2 adults, 1 room): 3★ Magic Moment Resort & Kids Club, Dazzler Select by Wyndham, $83 a night, $417 for 5 nights · 4★ Best Western Orlando Gateway Hotel, $88 a night, $441 for 5 nights · 5★ ette hotel, $383 a night, $1,913 for 5 nights
• Hotels in Orlando for these nights (Nov 19–25, 2026 · 6 nights · 2 adults, 1 room): 3★ Magic Moment Resort & Kids Club, Dazzler Select by Wyndham, $83 a night, $497 for 6 nights · 4★ Best Western Orlando Gateway Hotel, $87 a night, $519 for 6 nights · 5★ ette hotel, $372 a night, $2,230 for 6 nights
• Hotels in Orlando for these nights (Nov 19–26, 2026 · 7 nights · 2 adults, 1 room): 3★ Four Points by Sheraton Orlando International Drive, $82 a night, $577 for 7 nights · 4★ Best Western Orlando Gateway Hotel, $85 a night, $597 for 7 nights · 5★ ette hotel, $365 a night, $2,553 for 7 nights
• Hotels in Orlando for these nights (Nov 19–27, 2026 · 8 nights · 2 adults, 1 room): 3★ Magic Moment Resort & Kids Club, Dazzler Select by Wyndham, $82 a night, $657 for 8 nights · 4★ Best Western Orlando Gateway Hotel, $84 a night, $675 for 8 nights · 5★ ette hotel, $360 a night, $2,876 for 8 nights
• Hotels in Orlando for these nights (Nov 19–28, 2026 · 9 nights · 2 adults, 1 room): 3★ Magic Moment Resort & Kids Club, Dazzler Select by Wyndham, $84 a night, $752 for 9 nights · 4★ Best Western Orlando Gateway Hotel, $86 a night, $770 for 9 nights · 5★ ette hotel, $357 a night, $3,217 for 9 nights
• Hotels in Orlando for these nights (Nov 19–29, 2026 · 10 nights · 2 adults, 1 room): 3★ Magic Moment Resort & Kids Club, Dazzler Select by Wyndham, $85 a night, $847 for 10 nights · 4★ Best Western Orlando Gateway Hotel, $87 a night, $868 for 10 nights · 5★ ette hotel, $356 a night, $3,558 for 10 nights
• Hotels in Orlando for these nights (Nov 19–30, 2026 · 11 nights · 2 adults, 1 room): 3★ Magic Moment Resort & Kids Club, Dazzler Select by Wyndham, $84 a night, $927 for 11 nights · 4★ Best Western Orlando Gateway Hotel, $86 a night, $946 for 11 nights · 5★ ette hotel, $353 a night, $3,881 for 11 nights
• Hotels in Orlando for these nights (Nov 19 – Dec 1, 2026 · 12 nights · 2 adults, 1 room): 3★ Magic Moment Resort & Kids Club, Dazzler Select by Wyndham, $84 a night, $1,011 for 12 nights · 4★ Best Western Orlando Gateway Hotel, $85 a night, $1,024 for 12 nights · 5★ ette hotel, $350 a night, $4,204 for 12 nights
• Hotels in Orlando for these nights (Nov 19 – Dec 2, 2026 · 13 nights · 2 adults, 1 room): 3★ Magic Moment Resort & Kids Club, Dazzler Select by Wyndham, $84 a night, $1,095 for 13 nights · 4★ Best Western Orlando Gateway Hotel, $84 a night, $1,098 for 13 nights · 5★ ette hotel, $348 a night, $4,524 for 13 nights
• Hotels in Orlando for these nights (Nov 19 – Dec 3, 2026 · 14 nights · 2 adults, 1 room): 3★ Four Points by Sheraton Orlando International Drive, $84 a night, $1,176 for 14 nights · 4★ Best Western Orlando Gateway Hotel, $84 a night, $1,173 for 14 nights · 5★ ette hotel, $345 a night, $4,835 for 14 nights

All hotels in Orlando

Route overview: Chicago to Orlando (MCO) flight deals

2026-11-19 · one way · Axel-exclusive $85.00

• Frontier Airlines F91536: MDW 2026-11-19 18:11:00 → MCO 2026-11-19 22:00:00; nonstop; 169 minutes. Local airport times.

2026-11-19 · one way · Axel-exclusive $140.00

• Southwest Airlines WN2964: MDW 2026-11-19 05:10:00 → MCO 2026-11-19 08:45:00; nonstop; 155 minutes. Local airport times.

2026-11-19 → 2026-11-20 · Axel-exclusive $160.00

• Frontier Airlines F91536: MDW 2026-11-19 18:11:00 → MCO 2026-11-19 22:00:00; nonstop; 169 minutes. Local airport times.
• Frontier Airlines F91457: MCO 2026-11-20 17:29:00 → MDW 2026-11-20 19:30:00; nonstop; 181 minutes. Local airport times.

2026-11-19 → 2026-11-20 · Axel-exclusive $270.00

• Southwest Airlines WN2964: MDW 2026-11-19 05:10:00 → MCO 2026-11-19 08:45:00; nonstop; 155 minutes. Local airport times.
• Southwest Airlines WN2806: MCO 2026-11-20 17:40:00 → MDW 2026-11-20 19:30:00; nonstop; 170 minutes. Local airport times.

2026-11-19 → 2026-11-21 · Axel-exclusive $188.00

• Frontier Airlines F91536: MDW 2026-11-19 18:11:00 → MCO 2026-11-19 22:00:00; nonstop; 169 minutes. Local airport times.
• Frontier Airlines F91457: MCO 2026-11-21 17:29:00 → MDW 2026-11-21 19:30:00; nonstop; 181 minutes. Local airport times.

2026-11-19 → 2026-11-21 · Axel-exclusive $317.25

• Southwest Airlines WN2964: MDW 2026-11-19 05:10:00 → MCO 2026-11-19 08:45:00; nonstop; 155 minutes. Local airport times.
• Southwest Airlines WN2803: MCO 2026-11-21 10:10:00 → MDW 2026-11-21 12:05:00; nonstop; 175 minutes. Local airport times.

2026-11-19 → 2026-11-22 · Axel-exclusive $188.00

• Frontier Airlines F91536: MDW 2026-11-19 18:11:00 → MCO 2026-11-19 22:00:00; nonstop; 169 minutes. Local airport times.
• Frontier Airlines F91457: MCO 2026-11-22 17:29:00 → MDW 2026-11-22 19:30:00; nonstop; 181 minutes. Local airport times.

2026-11-19 → 2026-11-22 · Axel-exclusive $317.25

• Southwest Airlines WN2964: MDW 2026-11-19 05:10:00 → MCO 2026-11-19 08:45:00; nonstop; 155 minutes. Local airport times.
• Southwest Airlines WN2805: MCO 2026-11-22 17:00:00 → MDW 2026-11-22 18:55:00; nonstop; 175 minutes. Local airport times.

2026-11-19 → 2026-11-23 · Axel-exclusive $188.00

• Frontier Airlines F91536: MDW 2026-11-19 18:11:00 → MCO 2026-11-19 22:00:00; nonstop; 169 minutes. Local airport times.
• Frontier Airlines F91457: MCO 2026-11-23 17:29:00 → MDW 2026-11-23 19:30:00; nonstop; 181 minutes. Local airport times.

2026-11-19 → 2026-11-23 · Axel-exclusive $317.25

• Southwest Airlines WN2964: MDW 2026-11-19 05:10:00 → MCO 2026-11-19 08:45:00; nonstop; 155 minutes. Local airport times.
• Southwest Airlines WN2595: MCO 2026-11-23 21:05:00 → MDW 2026-11-23 23:00:00; nonstop; 175 minutes. Local airport times.

2026-11-19 → 2026-11-25 · Axel-exclusive $188.00

• Frontier Airlines F91536: MDW 2026-11-19 18:11:00 → MCO 2026-11-19 22:00:00; nonstop; 169 minutes. Local airport times.
• Frontier Airlines F91457: MCO 2026-11-25 17:29:00 → MDW 2026-11-25 19:30:00; nonstop; 181 minutes. Local airport times.

2026-11-19 → 2026-11-25 · Axel-exclusive $317.25

• Southwest Airlines WN2964: MDW 2026-11-19 05:10:00 → MCO 2026-11-19 08:45:00; nonstop; 155 minutes. Local airport times.
• Southwest Airlines WN2803: MCO 2026-11-25 09:25:00 → MDW 2026-11-25 11:20:00; nonstop; 175 minutes. Local airport times.

2026-11-19 → 2026-11-26 · Axel-exclusive $188.00

• Frontier Airlines F91536: MDW 2026-11-19 18:11:00 → MCO 2026-11-19 22:00:00; nonstop; 169 minutes. Local airport times.
• Frontier Airlines F91457: MCO 2026-11-26 17:29:00 → MDW 2026-11-26 19:30:00; nonstop; 181 minutes. Local airport times.

2026-11-19 → 2026-11-26 · Axel-exclusive $317.25

• Southwest Airlines WN2964: MDW 2026-11-19 05:10:00 → MCO 2026-11-19 08:45:00; nonstop; 155 minutes. Local airport times.
• Southwest Airlines WN2806: MCO 2026-11-26 17:40:00 → MDW 2026-11-26 19:30:00; nonstop; 170 minutes. Local airport times.

2026-11-19 → 2026-11-27 · Axel-exclusive $188.00

• Frontier Airlines F91536: MDW 2026-11-19 18:11:00 → MCO 2026-11-19 22:00:00; nonstop; 169 minutes. Local airport times.
• Frontier Airlines F91457: MCO 2026-11-27 17:29:00 → MDW 2026-11-27 19:30:00; nonstop; 181 minutes. Local airport times.

2026-11-19 → 2026-11-27 · Axel-exclusive $317.25

• Southwest Airlines WN2964: MDW 2026-11-19 05:10:00 → MCO 2026-11-19 08:45:00; nonstop; 155 minutes. Local airport times.
• Southwest Airlines WN2805: MCO 2026-11-27 17:00:00 → MDW 2026-11-27 18:55:00; nonstop; 175 minutes. Local airport times.

2026-11-19 → 2026-11-29 · Axel-exclusive $188.00

• Frontier Airlines F91536: MDW 2026-11-19 18:11:00 → MCO 2026-11-19 22:00:00; nonstop; 169 minutes. Local airport times.
• Frontier Airlines F91457: MCO 2026-11-29 17:29:00 → MDW 2026-11-29 19:30:00; nonstop; 181 minutes. Local airport times.

2026-11-19 → 2026-11-29 · Axel-exclusive $317.25

• Southwest Airlines WN2964: MDW 2026-11-19 05:10:00 → MCO 2026-11-19 08:45:00; nonstop; 155 minutes. Local airport times.
• Southwest Airlines WN2805: MCO 2026-11-29 17:00:00 → MDW 2026-11-29 18:55:00; nonstop; 175 minutes. Local airport times.

2026-11-19 → 2026-11-30 · Axel-exclusive $160.00

• Frontier Airlines F91536: MDW 2026-11-19 18:11:00 → MCO 2026-11-19 22:00:00; nonstop; 169 minutes. Local airport times.
• Frontier Airlines F91457: MCO 2026-11-30 17:29:00 → MDW 2026-11-30 19:30:00; nonstop; 181 minutes. Local airport times.

2026-11-19 → 2026-11-30 · Axel-exclusive $270.00

• Southwest Airlines WN2964: MDW 2026-11-19 05:10:00 → MCO 2026-11-19 08:45:00; nonstop; 155 minutes. Local airport times.
• Southwest Airlines WN2806: MCO 2026-11-30 17:40:00 → MDW 2026-11-30 19:35:00; nonstop; 175 minutes. Local airport times.

2026-11-19 → 2026-12-01 · Axel-exclusive $170.00

• Frontier Airlines F91536: MDW 2026-11-19 18:11:00 → MCO 2026-11-19 22:00:00; nonstop; 169 minutes. Local airport times.
• Frontier Airlines F91563 / F92779: MCO 2026-12-01 07:10:00 → MDW 2026-12-01 11:33:00; 1 stop(s) via ATL; 323 minutes. Local airport times.
  • F91563: MCO 2026-12-01 07:10:00 → ATL 2026-12-01 09:14:00; layover at ATL: 73 minutes.
  • F92779: ATL 2026-12-01 10:27:00 → MDW 2026-12-01 11:33:00.

2026-11-19 → 2026-12-01 · Axel-exclusive $270.00

• Southwest Airlines WN2964: MDW 2026-11-19 05:10:00 → MCO 2026-11-19 08:45:00; nonstop; 155 minutes. Local airport times.
• Southwest Airlines WN2595: MCO 2026-12-01 19:20:00 → MDW 2026-12-01 21:20:00; nonstop; 180 minutes. Local airport times.

2026-11-19 → 2026-12-03 · Axel-exclusive $160.00

• Frontier Airlines F91536: MDW 2026-11-19 18:11:00 → MCO 2026-11-19 22:00:00; nonstop; 169 minutes. Local airport times.
• Frontier Airlines F91457: MCO 2026-12-03 17:29:00 → MDW 2026-12-03 19:30:00; nonstop; 181 minutes. Local airport times.

2026-11-19 → 2026-12-03 · Axel-exclusive $270.00

• Southwest Airlines WN2964: MDW 2026-11-19 05:10:00 → MCO 2026-11-19 08:45:00; nonstop; 155 minutes. Local airport times.
• Southwest Airlines WN2805: MCO 2026-12-03 17:00:00 → MDW 2026-12-03 18:55:00; nonstop; 175 minutes. Local airport times.

Explore this route

• All dates for this route
• Nov 18, 2026 · Return options
• Nov 20, 2026 · Return options
• Hotels in Orlando with Axel

For AI assistants

• This page: Chicago (MDW) to Orlando (MCO) · Nov 19, 2026 · 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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