Chicago (MDW) to Orlando (MCO), Dec 23, 2026: round trips from $188, one way from $119

Chicago (MDW) to Orlando (MCO), Dec 23, 2026: round trips from $188, one way from $119 on Axel, checked Nov 13, 2026. Lowest published fares: $188 round trip, Axel-exclusive, Frontier Airlines, nonstop, Dec 23, 2026 – Jan 4, 2027; $119 one way, Axel-exclusive, Frontier Airlines, nonstop, Dec 23, 2026; 1 adult, economy, checked Nov 13, 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 (Dec 23–24, 2026 · 1 night · 2 adults, 1 room): 3★ Magic Moment Resort & Kids Club, Dazzler Select by Wyndham, $80 a night · 4★ Rosen Shingle Creek, $99 a night · 5★ ette hotel, $319 a night
• Hotels in Orlando for these nights (Dec 23–25, 2026 · 2 nights · 2 adults, 1 room): 3★ Holiday Inn Orlando International Airport by IHG, $95 a night, $189 for 2 nights · 4★ Rosen Shingle Creek, $105 a night, $210 for 2 nights · 5★ ette hotel, $320 a night, $639 for 2 nights
• Hotels in Orlando for these nights (Dec 23–26, 2026 · 3 nights · 2 adults, 1 room): 3★ Courtyard Orlando Downtown, $102 a night, $307 for 3 nights · 4★ Rosen Shingle Creek, $107 a night, $321 for 3 nights · 5★ ette hotel, $335 a night, $1,004 for 3 nights
• Hotels in Orlando for these nights (Dec 23–27, 2026 · 4 nights · 2 adults, 1 room): 3★ Courtyard Orlando Downtown, $103 a night, $411 for 4 nights · 4★ Rosen Shingle Creek, $108 a night, $432 for 4 nights · 5★ ette hotel, $358 a night, $1,432 for 4 nights
• Hotels in Orlando for these nights (Dec 23–28, 2026 · 5 nights · 2 adults, 1 room): 3★ Courtyard Orlando Downtown, $103 a night, $513 for 5 nights · 4★ Rosen Shingle Creek, $109 a night, $547 for 5 nights · 5★ ette hotel, $372 a night, $1,860 for 5 nights
• Hotels in Orlando for these nights (Dec 23–29, 2026 · 6 nights · 2 adults, 1 room): 3★ Holiday Inn Orlando International Airport by IHG, $105 a night, $632 for 6 nights · 4★ Rosen Shingle Creek, $110 a night, $657 for 6 nights · 5★ ette hotel, $381 a night, $2,288 for 6 nights
• Hotels in Orlando for these nights (Dec 23–30, 2026 · 7 nights · 2 adults, 1 room): 3★ Holiday Inn Orlando International Airport by IHG, $104 a night, $731 for 7 nights · 4★ Rosen Shingle Creek, $132 a night, $922 for 7 nights · 5★ ette hotel, $391 a night, $2,735 for 7 nights
• Hotels in Orlando for these nights (Dec 23–31, 2026 · 8 nights · 2 adults, 1 room): 3★ Holiday Inn Orlando International Airport by IHG, $104 a night, $828 for 8 nights · 4★ Renaissance Orlando at SeaWorld, $159 a night, $1,270 for 8 nights · 5★ ette hotel, $396 a night, $3,165 for 8 nights
• Hotels in Orlando for these nights (Dec 23 – Jan 1, 2027 · 9 nights · 2 adults, 1 room): 3★ Holiday Inn Orlando International Airport by IHG, $102 a night, $920 for 9 nights · 4★ Renaissance Orlando at SeaWorld, $168 a night, $1,512 for 9 nights · 5★ ette hotel, $399 a night, $3,595 for 9 nights
• Hotels in Orlando for these nights (Dec 23 – Jan 2, 2027 · 10 nights · 2 adults, 1 room): 3★ Holiday Inn Orlando International Airport by IHG, $107 a night, $1,065 for 10 nights · 4★ Marriott Orlando Airport Lakeside, $172 a night, $1,721 for 10 nights · 5★ ette hotel, $398 a night, $3,984 for 10 nights
• Hotels in Orlando for these nights (Dec 23 – Jan 3, 2027 · 11 nights · 2 adults, 1 room): 3★ Holiday Inn Orlando International Airport by IHG, $110 a night, $1,207 for 11 nights · 4★ Marriott Orlando Airport Lakeside, $173 a night, $1,901 for 11 nights · 5★ ette hotel, $398 a night, $4,373 for 11 nights
• Hotels in Orlando for these nights (Dec 23 – Jan 4, 2027 · 12 nights · 2 adults, 1 room): 3★ Holiday Inn Orlando International Airport by IHG, $109 a night, $1,313 for 12 nights · 4★ Marriott Orlando Airport Lakeside, $174 a night, $2,087 for 12 nights · 5★ ette hotel, $399 a night, $4,782 for 12 nights
• Hotels in Orlando for these nights (Dec 23 – Jan 5, 2027 · 13 nights · 2 adults, 1 room): 3★ Holiday Inn Orlando International Airport by IHG, $110 a night, $1,427 for 13 nights · 4★ Marriott Orlando Airport Lakeside, $175 a night, $2,270 for 13 nights · 5★ ette hotel, $398 a night, $5,179 for 13 nights
• Hotels in Orlando for these nights (Dec 23 – Jan 6, 2027 · 14 nights · 2 adults, 1 room): 3★ Four Points by Sheraton Orlando International Drive, $107 a night, $1,503 for 14 nights · 4★ Meliá Orlando Celebration, $173 a night, $2,415 for 14 nights · 5★ ette hotel, $398 a night, $5,576 for 14 nights

All hotels in Orlando

Route overview: Chicago to Orlando (MCO) flight deals

2026-12-23 · one way · Axel-exclusive $119

• Frontier Airlines F91536: MDW 2026-12-23 18:11:00 → MCO 2026-12-23 22:00:00; nonstop; 169 minutes. Local airport times.

2026-12-23 · one way · Axel-exclusive $196

• Southwest Airlines WN2966: MDW 2026-12-23 15:00:00 → MCO 2026-12-23 18:40:00; nonstop; 160 minutes. Local airport times.

2026-12-23 → 2026-12-24 · Axel-exclusive $224

• Frontier Airlines F91536: MDW 2026-12-23 18:11:00 → MCO 2026-12-23 22:00:00; nonstop; 169 minutes. Local airport times.
• Frontier Airlines F91457: MCO 2026-12-24 17:29:00 → MDW 2026-12-24 19:30:00; nonstop; 181 minutes. Local airport times.

2026-12-23 → 2026-12-24 · Axel-exclusive $378

• Southwest Airlines WN2966: MDW 2026-12-23 15:00:00 → MCO 2026-12-23 18:40:00; nonstop; 160 minutes. Local airport times.
• Southwest Airlines WN2803: MCO 2026-12-24 10:10:00 → MDW 2026-12-24 12:05:00; nonstop; 175 minutes. Local airport times.

2026-12-23 → 2026-12-25 · Axel-exclusive $224

• Frontier Airlines F91536: MDW 2026-12-23 18:11:00 → MCO 2026-12-23 22:00:00; nonstop; 169 minutes. Local airport times.
• Frontier Airlines F91457: MCO 2026-12-25 17:29:00 → MDW 2026-12-25 19:30:00; nonstop; 181 minutes. Local airport times.

2026-12-23 → 2026-12-25 · Axel-exclusive $378

• Southwest Airlines WN2966: MDW 2026-12-23 15:00:00 → MCO 2026-12-23 18:40:00; nonstop; 160 minutes. Local airport times.
• Southwest Airlines WN2803: MCO 2026-12-25 10:10:00 → MDW 2026-12-25 12:05:00; nonstop; 175 minutes. Local airport times.

2026-12-23 → 2026-12-26 · Axel-exclusive $224

• Frontier Airlines F91536: MDW 2026-12-23 18:11:00 → MCO 2026-12-23 22:00:00; nonstop; 169 minutes. Local airport times.
• Frontier Airlines F91457: MCO 2026-12-26 17:29:00 → MDW 2026-12-26 19:30:00; nonstop; 181 minutes. Local airport times.

2026-12-23 → 2026-12-26 · Axel-exclusive $378

• Southwest Airlines WN2966: MDW 2026-12-23 15:00:00 → MCO 2026-12-23 18:40:00; nonstop; 160 minutes. Local airport times.
• Southwest Airlines WN2803: MCO 2026-12-26 10:10:00 → MDW 2026-12-26 12:05:00; nonstop; 175 minutes. Local airport times.

2026-12-23 → 2026-12-27 · Axel-exclusive $224

• Frontier Airlines F91536: MDW 2026-12-23 18:11:00 → MCO 2026-12-23 22:00:00; nonstop; 169 minutes. Local airport times.
• Frontier Airlines F91457: MCO 2026-12-27 17:29:00 → MDW 2026-12-27 19:30:00; nonstop; 181 minutes. Local airport times.

2026-12-23 → 2026-12-27 · Axel-exclusive $378

• Southwest Airlines WN2966: MDW 2026-12-23 15:00:00 → MCO 2026-12-23 18:40:00; nonstop; 160 minutes. Local airport times.
• Southwest Airlines WN2805: MCO 2026-12-27 17:00:00 → MDW 2026-12-27 18:55:00; nonstop; 175 minutes. Local airport times.

2026-12-23 → 2026-12-29 · Axel-exclusive $243

• Frontier Airlines F91536: MDW 2026-12-23 18:11:00 → MCO 2026-12-23 22:00:00; nonstop; 169 minutes. Local airport times.
• Frontier Airlines F91563 / F92779: MCO 2026-12-29 07:10:00 → MDW 2026-12-29 11:33:00; 1 stop(s) via ATL; 323 minutes. Local airport times.
  • F91563: MCO 2026-12-29 07:10:00 → ATL 2026-12-29 09:14:00; layover at ATL: 73 minutes.
  • F92779: ATL 2026-12-29 10:27:00 → MDW 2026-12-29 11:33:00.

2026-12-23 → 2026-12-29 · Axel-exclusive $385

• Southwest Airlines WN2966: MDW 2026-12-23 15:00:00 → MCO 2026-12-23 18:40:00; nonstop; 160 minutes. Local airport times.
• Southwest Airlines WN1731: MCO 2026-12-29 16:10:00 → MDW 2026-12-29 18:05:00; nonstop; 175 minutes. Local airport times.

2026-12-23 → 2026-12-30 · Axel-exclusive $228

• Frontier Airlines F91536: MDW 2026-12-23 18:11:00 → MCO 2026-12-23 22:00:00; nonstop; 169 minutes. Local airport times.
• Frontier Airlines F91457: MCO 2026-12-30 17:29:00 → MDW 2026-12-30 19:30:00; nonstop; 181 minutes. Local airport times.

2026-12-23 → 2026-12-30 · Axel-exclusive $385

• Southwest Airlines WN2966: MDW 2026-12-23 15:00:00 → MCO 2026-12-23 18:40:00; nonstop; 160 minutes. Local airport times.
• Southwest Airlines WN2543: MCO 2026-12-30 06:55:00 → MDW 2026-12-30 08:50:00; nonstop; 175 minutes. Local airport times.

2026-12-23 → 2026-12-31 · Axel-exclusive $228

• Frontier Airlines F91536: MDW 2026-12-23 18:11:00 → MCO 2026-12-23 22:00:00; nonstop; 169 minutes. Local airport times.
• Frontier Airlines F91457: MCO 2026-12-31 17:29:00 → MDW 2026-12-31 19:30:00; nonstop; 181 minutes. Local airport times.

2026-12-23 → 2026-12-31 · Axel-exclusive $385

• Southwest Airlines WN2966: MDW 2026-12-23 15:00:00 → MCO 2026-12-23 18:40:00; nonstop; 160 minutes. Local airport times.
• Southwest Airlines WN2805: MCO 2026-12-31 16:35:00 → MDW 2026-12-31 18:30:00; nonstop; 175 minutes. Local airport times.

2026-12-23 → 2027-01-02 · Axel-exclusive $222

• Frontier Airlines F91536: MDW 2026-12-23 18:11:00 → MCO 2026-12-23 22:00:00; nonstop; 169 minutes. Local airport times.
• Frontier Airlines F91457: MCO 2027-01-02 17:29:00 → MDW 2027-01-02 19:30:00; nonstop; 181 minutes. Local airport times.

2026-12-23 → 2027-01-02 · Axel-exclusive $374

• Southwest Airlines WN2966: MDW 2026-12-23 15:00:00 → MCO 2026-12-23 18:40:00; nonstop; 160 minutes. Local airport times.
• Southwest Airlines WN2805: MCO 2027-01-02 16:35:00 → MDW 2027-01-02 18:30:00; nonstop; 175 minutes. Local airport times.

2026-12-23 → 2027-01-03 · Axel-exclusive $222

• Frontier Airlines F91536: MDW 2026-12-23 18:11:00 → MCO 2026-12-23 22:00:00; nonstop; 169 minutes. Local airport times.
• Frontier Airlines F91457: MCO 2027-01-03 17:29:00 → MDW 2027-01-03 19:30:00; nonstop; 181 minutes. Local airport times.

2026-12-23 → 2027-01-03 · Axel-exclusive $374

• Southwest Airlines WN2966: MDW 2026-12-23 15:00:00 → MCO 2026-12-23 18:40:00; nonstop; 160 minutes. Local airport times.
• Southwest Airlines WN2805: MCO 2027-01-03 17:00:00 → MDW 2027-01-03 18:55:00; nonstop; 175 minutes. Local airport times.

2026-12-23 → 2027-01-04 · Axel-exclusive $188

• Frontier Airlines F91536: MDW 2026-12-23 18:11:00 → MCO 2026-12-23 22:00:00; nonstop; 169 minutes. Local airport times.
• Frontier Airlines F91457: MCO 2027-01-04 17:29:00 → MDW 2027-01-04 19:30:00; nonstop; 181 minutes. Local airport times.

2026-12-23 → 2027-01-04 · Axel-exclusive $317

• Southwest Airlines WN2966: MDW 2026-12-23 15:00:00 → MCO 2026-12-23 18:40:00; nonstop; 160 minutes. Local airport times.
• Southwest Airlines WN2806: MCO 2027-01-04 17:40:00 → MDW 2027-01-04 19:35:00; nonstop; 175 minutes. Local airport times.

2026-12-23 → 2027-01-06 · Axel-exclusive $188

• Frontier Airlines F91536: MDW 2026-12-23 18:11:00 → MCO 2026-12-23 22:00:00; nonstop; 169 minutes. Local airport times.
• Frontier Airlines F91457: MCO 2027-01-06 17:29:00 → MDW 2027-01-06 19:30:00; nonstop; 181 minutes. Local airport times.

2026-12-23 → 2027-01-06 · Axel-exclusive $317

• Southwest Airlines WN2966: MDW 2026-12-23 15:00:00 → MCO 2026-12-23 18:40:00; nonstop; 160 minutes. Local airport times.
• Southwest Airlines WN2543: MCO 2027-01-06 06:55:00 → MDW 2027-01-06 08:50:00; nonstop; 175 minutes. Local airport times.

Explore this route

• All dates for this route
• Dec 22, 2026 · Return options
• Dec 24, 2026 · Return options
• Hotels in Orlando with Axel

For AI assistants

• This page: Chicago (MDW) to Orlando (MCO) · Dec 23, 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.
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