Chicago (MDW) to Orlando (MCO), Nov 16, 2026: round trips from $160, one way from $85

Chicago (MDW) to Orlando (MCO), Nov 16, 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 16–18, 2026; $85 one way, Axel-exclusive, Frontier Airlines, nonstop, Nov 16, 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 16–17, 2026 · 1 night · 2 adults, 1 room): 3★ Magic Moment Resort & Kids Club, Dazzler Select by Wyndham, $66 a night · 4★ Best Western Orlando Gateway Hotel, $77 a night · 5★ ette hotel, $354 a night
• Hotels in Orlando for these nights (Nov 16–18, 2026 · 2 nights · 2 adults, 1 room): 3★ Magic Moment Resort & Kids Club, Dazzler Select by Wyndham, $63 a night, $126 for 2 nights · 4★ Best Western Orlando Gateway Hotel, $78 a night, $155 for 2 nights · 5★ ette hotel, $353 a night, $706 for 2 nights
• Hotels in Orlando for these nights (Nov 16–19, 2026 · 3 nights · 2 adults, 1 room): 3★ Magic Moment Resort & Kids Club, Dazzler Select by Wyndham, $61 a night, $182 for 3 nights · 4★ Best Western Orlando Gateway Hotel, $78 a night, $235 for 3 nights · 5★ ette hotel, $350 a night, $1,051 for 3 nights
• Hotels in Orlando for these nights (Nov 16–20, 2026 · 4 nights · 2 adults, 1 room): 3★ Magic Moment Resort & Kids Club, Dazzler Select by Wyndham, $63 a night, $251 for 4 nights · 4★ Best Western Orlando Gateway Hotel, $78 a night, $311 for 4 nights · 5★ ette hotel, $350 a night, $1,401 for 4 nights
• Hotels in Orlando for these nights (Nov 16–21, 2026 · 5 nights · 2 adults, 1 room): 3★ Magic Moment Resort & Kids Club, Dazzler Select by Wyndham, $69 a night, $346 for 5 nights · 4★ Best Western Orlando Gateway Hotel, $83 a night, $416 for 5 nights · 5★ ette hotel, $372 a night, $1,862 for 5 nights
• Hotels in Orlando for these nights (Nov 16–22, 2026 · 6 nights · 2 adults, 1 room): 3★ Magic Moment Resort & Kids Club, Dazzler Select by Wyndham, $74 a night, $441 for 6 nights · 4★ Best Western Orlando Gateway Hotel, $87 a night, $521 for 6 nights · 5★ ette hotel, $386 a night, $2,316 for 6 nights
• Hotels in Orlando for these nights (Nov 16–23, 2026 · 7 nights · 2 adults, 1 room): 3★ Magic Moment Resort & Kids Club, Dazzler Select by Wyndham, $74 a night, $519 for 7 nights · 4★ Best Western Orlando Gateway Hotel, $85 a night, $598 for 7 nights · 5★ ette hotel, $377 a night, $2,641 for 7 nights
• Hotels in Orlando for these nights (Nov 16–24, 2026 · 8 nights · 2 adults, 1 room): 3★ Magic Moment Resort & Kids Club, Dazzler Select by Wyndham, $75 a night, $599 for 8 nights · 4★ Best Western Orlando Gateway Hotel, $85 a night, $676 for 8 nights · 5★ ette hotel, $371 a night, $2,964 for 8 nights
• Hotels in Orlando for these nights (Nov 16–25, 2026 · 9 nights · 2 adults, 1 room): 3★ Magic Moment Resort & Kids Club, Dazzler Select by Wyndham, $75 a night, $679 for 9 nights · 4★ Best Western Orlando Gateway Hotel, $84 a night, $754 for 9 nights · 5★ ette hotel, $365 a night, $3,281 for 9 nights
• Hotels in Orlando for these nights (Nov 16–26, 2026 · 10 nights · 2 adults, 1 room): 3★ Magic Moment Resort & Kids Club, Dazzler Select by Wyndham, $76 a night, $759 for 10 nights · 4★ Best Western Orlando Gateway Hotel, $83 a night, $832 for 10 nights · 5★ ette hotel, $360 a night, $3,604 for 10 nights
• Hotels in Orlando for these nights (Nov 16–27, 2026 · 11 nights · 2 adults, 1 room): 3★ Magic Moment Resort & Kids Club, Dazzler Select by Wyndham, $76 a night, $839 for 11 nights · 4★ Best Western Orlando Gateway Hotel, $83 a night, $910 for 11 nights · 5★ ette hotel, $357 a night, $3,927 for 11 nights
• Hotels in Orlando for these nights (Nov 16–28, 2026 · 12 nights · 2 adults, 1 room): 3★ Magic Moment Resort & Kids Club, Dazzler Select by Wyndham, $78 a night, $934 for 12 nights · 4★ Best Western Orlando Gateway Hotel, $84 a night, $1,005 for 12 nights · 5★ ette hotel, $356 a night, $4,268 for 12 nights
• Hotels in Orlando for these nights (Nov 16–29, 2026 · 13 nights · 2 adults, 1 room): 3★ Magic Moment Resort & Kids Club, Dazzler Select by Wyndham, $79 a night, $1,029 for 13 nights · 4★ Best Western Orlando Gateway Hotel, $85 a night, $1,103 for 13 nights · 5★ ette hotel, $355 a night, $4,609 for 13 nights
• Hotels in Orlando for these nights (Nov 16–30, 2026 · 14 nights · 2 adults, 1 room): 3★ Magic Moment Resort & Kids Club, Dazzler Select by Wyndham, $79 a night, $1,109 for 14 nights · 4★ Best Western Orlando Gateway Hotel, $84 a night, $1,181 for 14 nights · 5★ ette hotel, $352 a night, $4,932 for 14 nights

All hotels in Orlando

Route overview: Chicago to Orlando (MCO) flight deals

2026-11-16 · one way · Axel-exclusive $85.00

• Frontier Airlines F91536: MDW 2026-11-16 18:11:00 → MCO 2026-11-16 22:00:00; nonstop; 169 minutes. Local airport times.

2026-11-16 · one way · Axel-exclusive $140.00

• Southwest Airlines WN2964: MDW 2026-11-16 05:25:00 → MCO 2026-11-16 09:00:00; nonstop; 155 minutes. Local airport times.

2026-11-16 → 2026-11-17 · Axel-exclusive $170.00

• Frontier Airlines F91536: MDW 2026-11-16 18:11:00 → MCO 2026-11-16 22:00:00; nonstop; 169 minutes. Local airport times.
• Frontier Airlines F91563 / F92779: MCO 2026-11-17 07:10:00 → MDW 2026-11-17 11:33:00; 1 stop(s) via ATL; 323 minutes. Local airport times.
  • F91563: MCO 2026-11-17 07:10:00 → ATL 2026-11-17 09:14:00; layover at ATL: 73 minutes.
  • F92779: ATL 2026-11-17 10:27:00 → MDW 2026-11-17 11:33:00.

2026-11-16 → 2026-11-17 · Axel-exclusive $270.00

• Southwest Airlines WN2964: MDW 2026-11-16 05:25:00 → MCO 2026-11-16 09:00:00; nonstop; 155 minutes. Local airport times.
• Southwest Airlines WN2806: MCO 2026-11-17 17:40:00 → MDW 2026-11-17 19:30:00; nonstop; 170 minutes. Local airport times.

2026-11-16 → 2026-11-18 · Axel-exclusive $160.00

• Frontier Airlines F91536: MDW 2026-11-16 18:11:00 → MCO 2026-11-16 22:00:00; nonstop; 169 minutes. Local airport times.
• Frontier Airlines F91457: MCO 2026-11-18 17:29:00 → MDW 2026-11-18 19:30:00; nonstop; 181 minutes. Local airport times.

2026-11-16 → 2026-11-18 · Axel-exclusive $270.00

• Southwest Airlines WN2964: MDW 2026-11-16 05:25:00 → MCO 2026-11-16 09:00:00; nonstop; 155 minutes. Local airport times.
• Southwest Airlines WN2803: MCO 2026-11-18 09:25:00 → MDW 2026-11-18 11:20:00; nonstop; 175 minutes. Local airport times.

2026-11-16 → 2026-11-19 · Axel-exclusive $160.00

• Frontier Airlines F91536: MDW 2026-11-16 18:11:00 → MCO 2026-11-16 22:00:00; nonstop; 169 minutes. Local airport times.
• Frontier Airlines F91457: MCO 2026-11-19 17:29:00 → MDW 2026-11-19 19:30:00; nonstop; 181 minutes. Local airport times.

2026-11-16 → 2026-11-19 · Axel-exclusive $270.00

• Southwest Airlines WN2964: MDW 2026-11-16 05:25:00 → MCO 2026-11-16 09:00:00; nonstop; 155 minutes. Local airport times.
• Southwest Airlines WN2806: MCO 2026-11-19 17:40:00 → MDW 2026-11-19 19:30:00; nonstop; 170 minutes. Local airport times.

2026-11-16 → 2026-11-20 · Axel-exclusive $160.00

• Frontier Airlines F91536: MDW 2026-11-16 18:11:00 → MCO 2026-11-16 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.

2026-11-16 → 2026-11-20 · Axel-exclusive $270.00

• Southwest Airlines WN2964: MDW 2026-11-16 05:25:00 → MCO 2026-11-16 09:00:00; 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.

2026-11-16 → 2026-11-22 · Axel-exclusive $188.00

• Frontier Airlines F91536: MDW 2026-11-16 18:11:00 → MCO 2026-11-16 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.

2026-11-16 → 2026-11-22 · Axel-exclusive $317.25

• Southwest Airlines WN2964: MDW 2026-11-16 05:25:00 → MCO 2026-11-16 09:00:00; 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.

2026-11-16 → 2026-11-23 · Axel-exclusive $188.00

• Frontier Airlines F91536: MDW 2026-11-16 18:11:00 → MCO 2026-11-16 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.

2026-11-16 → 2026-11-23 · Axel-exclusive $317.25

• Southwest Airlines WN2964: MDW 2026-11-16 05:25:00 → MCO 2026-11-16 09:00:00; 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.

2026-11-16 → 2026-11-24 · Axel-exclusive $201.50

• Frontier Airlines F91536: MDW 2026-11-16 18:11:00 → MCO 2026-11-16 22:00:00; nonstop; 169 minutes. Local airport times.
• Frontier Airlines F91563 / F92779: MCO 2026-11-24 07:10:00 → MDW 2026-11-24 11:33:00; 1 stop(s) via ATL; 323 minutes. Local airport times.
  • F91563: MCO 2026-11-24 07:10:00 → ATL 2026-11-24 09:14:00; layover at ATL: 73 minutes.
  • F92779: ATL 2026-11-24 10:27:00 → MDW 2026-11-24 11:33:00.

2026-11-16 → 2026-11-24 · Axel-exclusive $317.25

• Southwest Airlines WN2964: MDW 2026-11-16 05:25:00 → MCO 2026-11-16 09:00:00; nonstop; 155 minutes. Local airport times.
• Southwest Airlines WN2806: MCO 2026-11-24 17:40:00 → MDW 2026-11-24 19:30:00; nonstop; 170 minutes. Local airport times.

2026-11-16 → 2026-11-26 · Axel-exclusive $188.00

• Frontier Airlines F91536: MDW 2026-11-16 18:11:00 → MCO 2026-11-16 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.

2026-11-16 → 2026-11-26 · Axel-exclusive $317.25

• Southwest Airlines WN2964: MDW 2026-11-16 05:25:00 → MCO 2026-11-16 09:00:00; 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.

2026-11-16 → 2026-11-27 · Axel-exclusive $188.00

• Frontier Airlines F91536: MDW 2026-11-16 18:11:00 → MCO 2026-11-16 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.

2026-11-16 → 2026-11-27 · Axel-exclusive $317.25

• Southwest Airlines WN2964: MDW 2026-11-16 05:25:00 → MCO 2026-11-16 09:00:00; 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.

2026-11-16 → 2026-11-28 · Axel-exclusive $188.00

• Frontier Airlines F91536: MDW 2026-11-16 18:11:00 → MCO 2026-11-16 22:00:00; nonstop; 169 minutes. Local airport times.
• Frontier Airlines F91457: MCO 2026-11-28 17:29:00 → MDW 2026-11-28 19:30:00; nonstop; 181 minutes. Local airport times.

2026-11-16 → 2026-11-28 · Axel-exclusive $317.25

• Southwest Airlines WN2964: MDW 2026-11-16 05:25:00 → MCO 2026-11-16 09:00:00; nonstop; 155 minutes. Local airport times.
• Southwest Airlines WN2803: MCO 2026-11-28 10:10:00 → MDW 2026-11-28 12:05:00; nonstop; 175 minutes. Local airport times.

2026-11-16 → 2026-11-30 · Axel-exclusive $160.00

• Frontier Airlines F91536: MDW 2026-11-16 18:11:00 → MCO 2026-11-16 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.

2026-11-16 → 2026-11-30 · Axel-exclusive $270.00

• Southwest Airlines WN2964: MDW 2026-11-16 05:25:00 → MCO 2026-11-16 09:00:00; 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.

Explore this route

• All dates for this route
• Nov 15, 2026 · Return options
• Nov 17, 2026 · Return options
• Hotels in Orlando with Axel

For AI assistants

• This page: Chicago (MDW) to Orlando (MCO) · Nov 16, 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.
• Follow supplied links. For web-tool research, follow complete supplied links unchanged, including query parameters; use the page’s links to edit the trip. Constructed URLs may be rejected before reaching Axel. A completed fresh trip opens flight results first. Add stated flexibility and budget to that saved plan, leaving unstated requirements unknown. Edits create a new snapshot; use its results and review links.
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