Chicago (MDW) to Orlando (MCO), Jan 2, 2027: round trips from $186, one way from $116

Chicago (MDW) to Orlando (MCO), Jan 2, 2027: round trips from $186, one way from $116 on Axel, checked Nov 13, 2026. Lowest published fares: $186 round trip, Axel-exclusive, Frontier Airlines, nonstop, Jan 2–4, 2027; $116 one way, Axel-exclusive, Frontier Airlines, nonstop, Jan 2, 2027; 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 (Jan 2–3, 2027 · 1 night · 2 adults, 1 room): 3★ Four Points by Sheraton Orlando International Drive, $87 a night · 4★ Rosen Shingle Creek, $163 a night · 5★ ette hotel, $389 a night
• Hotels in Orlando for these nights (Jan 2–4, 2027 · 2 nights · 2 adults, 1 room): 3★ Four Points by Sheraton Orlando International Drive, $79 a night, $158 for 2 nights · 4★ Rosen Shingle Creek, $143 a night, $285 for 2 nights · 5★ ette hotel, $399 a night, $798 for 2 nights
• Hotels in Orlando for these nights (Jan 2–5, 2027 · 3 nights · 2 adults, 1 room): 3★ Four Points by Sheraton Orlando International Drive, $76 a night, $229 for 3 nights · 4★ Meliá Orlando Celebration, $146 a night, $437 for 3 nights · 5★ ette hotel, $398 a night, $1,195 for 3 nights
• Hotels in Orlando for these nights (Jan 2–6, 2027 · 4 nights · 2 adults, 1 room): 3★ Four Points by Sheraton Orlando International Drive, $75 a night, $300 for 4 nights · 4★ Meliá Orlando Celebration, $141 a night, $562 for 4 nights · 5★ ette hotel, $398 a night, $1,592 for 4 nights
• Hotels in Orlando for these nights (Jan 2–7, 2027 · 5 nights · 2 adults, 1 room): 3★ Four Points by Sheraton Orlando International Drive, $74 a night, $371 for 5 nights · 4★ Meliá Orlando Celebration, $138 a night, $688 for 5 nights · 5★ ette hotel, $399 a night, $1,993 for 5 nights
• Hotels in Orlando for these nights (Jan 2–8, 2027 · 6 nights · 2 adults, 1 room): 3★ Four Points by Sheraton Orlando International Drive, $74 a night, $442 for 6 nights · 4★ Meliá Orlando Celebration, $135 a night, $810 for 6 nights · 5★ ette hotel, $399 a night, $2,394 for 6 nights
• Hotels in Orlando for these nights (Jan 2–9, 2027 · 7 nights · 2 adults, 1 room): 3★ Four Points by Sheraton Orlando International Drive, $76 a night, $529 for 7 nights · 4★ Meliá Orlando Celebration, $133 a night, $934 for 7 nights · 5★ ette hotel, $407 a night, $2,851 for 7 nights
• Hotels in Orlando for these nights (Jan 2–10, 2027 · 8 nights · 2 adults, 1 room): 3★ Four Points by Sheraton Orlando International Drive, $77 a night, $616 for 8 nights · 4★ Meliá Orlando Celebration, $132 a night, $1,058 for 8 nights · 5★ ette hotel, $405 a night, $3,240 for 8 nights
• Hotels in Orlando for these nights (Jan 2–11, 2027 · 9 nights · 2 adults, 1 room): 3★ Four Points by Sheraton Orlando International Drive, $76 a night, $687 for 9 nights · 4★ Meliá Orlando Celebration, $131 a night, $1,180 for 9 nights · 5★ ette hotel, $405 a night, $3,649 for 9 nights
• Hotels in Orlando for these nights (Jan 2–12, 2027 · 10 nights · 2 adults, 1 room): 3★ Four Points by Sheraton Orlando International Drive, $76 a night, $758 for 10 nights · 4★ Meliá Orlando Celebration, $130 a night, $1,297 for 10 nights · 5★ ette hotel, $405 a night, $4,050 for 10 nights
• Hotels in Orlando for these nights (Jan 2–13, 2027 · 11 nights · 2 adults, 1 room): 3★ Four Points by Sheraton Orlando International Drive, $75 a night, $829 for 11 nights · 4★ Meliá Orlando Celebration, $129 a night, $1,423 for 11 nights · 5★ ette hotel, $405 a night, $4,459 for 11 nights
• Hotels in Orlando for these nights (Jan 2–14, 2027 · 12 nights · 2 adults, 1 room): 3★ Four Points by Sheraton Orlando International Drive, $75 a night, $900 for 12 nights · 4★ Meliá Orlando Celebration, $129 a night, $1,551 for 12 nights · 5★ ette hotel, $406 a night, $4,868 for 12 nights
• Hotels in Orlando for these nights (Jan 2–15, 2027 · 13 nights · 2 adults, 1 room): 3★ Four Points by Sheraton Orlando International Drive, $75 a night, $971 for 13 nights · 4★ Meliá Orlando Celebration, $131 a night, $1,705 for 13 nights · 5★ ette hotel, $405 a night, $5,269 for 13 nights
• Hotels in Orlando for these nights (Jan 2–16, 2027 · 14 nights · 2 adults, 1 room): 3★ Four Points by Sheraton Orlando International Drive, $76 a night, $1,058 for 14 nights · 4★ Meliá Orlando Celebration, $135 a night, $1,883 for 14 nights · 5★ ette hotel, $406 a night, $5,678 for 14 nights

All hotels in Orlando

Route overview: Chicago to Orlando (MCO) flight deals

2027-01-02 · one way · Axel-exclusive $116

• Frontier Airlines F91536: MDW 2027-01-02 18:11:00 → MCO 2027-01-02 22:00:00; nonstop; 169 minutes. Local airport times.

2027-01-02 · one way · Axel-exclusive $192

• Southwest Airlines WN2964: MDW 2027-01-02 06:35:00 → MCO 2027-01-02 10:20:00; nonstop; 165 minutes. Local airport times.

2027-01-02 → 2027-01-03 · Axel-exclusive $219

• Frontier Airlines F91536: MDW 2027-01-02 18:11:00 → MCO 2027-01-02 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.

2027-01-02 → 2027-01-03 · Axel-exclusive $370

• Southwest Airlines WN2964: MDW 2027-01-02 06:35:00 → MCO 2027-01-02 10:20:00; nonstop; 165 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.

2027-01-02 → 2027-01-04 · Axel-exclusive $186

• Frontier Airlines F91536: MDW 2027-01-02 18:11:00 → MCO 2027-01-02 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.

2027-01-02 → 2027-01-04 · Axel-exclusive $313

• Southwest Airlines WN2964: MDW 2027-01-02 06:35:00 → MCO 2027-01-02 10:20:00; nonstop; 165 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.

2027-01-02 → 2027-01-05 · Axel-exclusive $195

• Frontier Airlines F91536: MDW 2027-01-02 18:11:00 → MCO 2027-01-02 22:00:00; nonstop; 169 minutes. Local airport times.
• Frontier Airlines F91563 / F92779: MCO 2027-01-05 07:10:00 → MDW 2027-01-05 11:33:00; 1 stop(s) via ATL; 323 minutes. Local airport times.
  • F91563: MCO 2027-01-05 07:10:00 → ATL 2027-01-05 09:14:00; layover at ATL: 73 minutes.
  • F92779: ATL 2027-01-05 10:27:00 → MDW 2027-01-05 11:33:00.

2027-01-02 → 2027-01-05 · Axel-exclusive $313

• Southwest Airlines WN2964: MDW 2027-01-02 06:35:00 → MCO 2027-01-02 10:20:00; nonstop; 165 minutes. Local airport times.
• Southwest Airlines WN1731: MCO 2027-01-05 16:10:00 → MDW 2027-01-05 18:05:00; nonstop; 175 minutes. Local airport times.

2027-01-02 → 2027-01-06 · Axel-exclusive $186

• Frontier Airlines F91536: MDW 2027-01-02 18:11:00 → MCO 2027-01-02 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.

2027-01-02 → 2027-01-06 · Axel-exclusive $313

• Southwest Airlines WN2964: MDW 2027-01-02 06:35:00 → MCO 2027-01-02 10:20:00; nonstop; 165 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.

2027-01-02 → 2027-01-08 · Axel-exclusive $186

• Frontier Airlines F91536: MDW 2027-01-02 18:11:00 → MCO 2027-01-02 22:00:00; nonstop; 169 minutes. Local airport times.
• Frontier Airlines F91457: MCO 2027-01-08 17:29:00 → MDW 2027-01-08 19:30:00; nonstop; 181 minutes. Local airport times.

2027-01-02 → 2027-01-08 · Axel-exclusive $313

• Southwest Airlines WN2964: MDW 2027-01-02 06:35:00 → MCO 2027-01-02 10:20:00; nonstop; 165 minutes. Local airport times.
• Southwest Airlines WN2543: MCO 2027-01-08 06:55:00 → MDW 2027-01-08 08:50:00; nonstop; 175 minutes. Local airport times.

2027-01-02 → 2027-01-09 · Axel-exclusive $186

• Frontier Airlines F91536: MDW 2027-01-02 18:11:00 → MCO 2027-01-02 22:00:00; nonstop; 169 minutes. Local airport times.
• Frontier Airlines F91457: MCO 2027-01-09 17:29:00 → MDW 2027-01-09 19:30:00; nonstop; 181 minutes. Local airport times.

2027-01-02 → 2027-01-09 · Axel-exclusive $313

• Southwest Airlines WN2964: MDW 2027-01-02 06:35:00 → MCO 2027-01-02 10:20:00; nonstop; 165 minutes. Local airport times.
• Southwest Airlines WN2805: MCO 2027-01-09 16:35:00 → MDW 2027-01-09 18:30:00; nonstop; 175 minutes. Local airport times.

2027-01-02 → 2027-01-10 · Axel-exclusive $186

• Frontier Airlines F91536: MDW 2027-01-02 18:11:00 → MCO 2027-01-02 22:00:00; nonstop; 169 minutes. Local airport times.
• Frontier Airlines F91457: MCO 2027-01-10 17:29:00 → MDW 2027-01-10 19:30:00; nonstop; 181 minutes. Local airport times.

2027-01-02 → 2027-01-10 · Axel-exclusive $313

• Southwest Airlines WN2964: MDW 2027-01-02 06:35:00 → MCO 2027-01-02 10:20:00; nonstop; 165 minutes. Local airport times.
• Southwest Airlines WN2805: MCO 2027-01-10 17:00:00 → MDW 2027-01-10 18:55:00; nonstop; 175 minutes. Local airport times.

2027-01-02 → 2027-01-12 · Axel-exclusive $195

• Frontier Airlines F91536: MDW 2027-01-02 18:11:00 → MCO 2027-01-02 22:00:00; nonstop; 169 minutes. Local airport times.
• Frontier Airlines F91563 / F92779: MCO 2027-01-12 07:10:00 → MDW 2027-01-12 11:33:00; 1 stop(s) via ATL; 323 minutes. Local airport times.
  • F91563: MCO 2027-01-12 07:10:00 → ATL 2027-01-12 09:14:00; layover at ATL: 73 minutes.
  • F92779: ATL 2027-01-12 10:27:00 → MDW 2027-01-12 11:33:00.

2027-01-02 → 2027-01-12 · Axel-exclusive $313

• Southwest Airlines WN2964: MDW 2027-01-02 06:35:00 → MCO 2027-01-02 10:20:00; nonstop; 165 minutes. Local airport times.
• Southwest Airlines WN1731: MCO 2027-01-12 16:10:00 → MDW 2027-01-12 18:05:00; nonstop; 175 minutes. Local airport times.

2027-01-02 → 2027-01-13 · Axel-exclusive $186

• Frontier Airlines F91536: MDW 2027-01-02 18:11:00 → MCO 2027-01-02 22:00:00; nonstop; 169 minutes. Local airport times.
• Frontier Airlines F91457: MCO 2027-01-13 17:29:00 → MDW 2027-01-13 19:30:00; nonstop; 181 minutes. Local airport times.

2027-01-02 → 2027-01-13 · Axel-exclusive $313

• Southwest Airlines WN2964: MDW 2027-01-02 06:35:00 → MCO 2027-01-02 10:20:00; nonstop; 165 minutes. Local airport times.
• Southwest Airlines WN2543: MCO 2027-01-13 06:55:00 → MDW 2027-01-13 08:50:00; nonstop; 175 minutes. Local airport times.

2027-01-02 → 2027-01-14 · Axel-exclusive $186

• Frontier Airlines F91536: MDW 2027-01-02 18:11:00 → MCO 2027-01-02 22:00:00; nonstop; 169 minutes. Local airport times.
• Frontier Airlines F91457: MCO 2027-01-14 17:29:00 → MDW 2027-01-14 19:30:00; nonstop; 181 minutes. Local airport times.

2027-01-02 → 2027-01-14 · Axel-exclusive $313

• Southwest Airlines WN2964: MDW 2027-01-02 06:35:00 → MCO 2027-01-02 10:20:00; nonstop; 165 minutes. Local airport times.
• Southwest Airlines WN2543: MCO 2027-01-14 06:55:00 → MDW 2027-01-14 08:50:00; nonstop; 175 minutes. Local airport times.

2027-01-02 → 2027-01-16 · Axel-exclusive $186

• Frontier Airlines F91536: MDW 2027-01-02 18:11:00 → MCO 2027-01-02 22:00:00; nonstop; 169 minutes. Local airport times.
• Frontier Airlines F91457: MCO 2027-01-16 17:29:00 → MDW 2027-01-16 19:30:00; nonstop; 181 minutes. Local airport times.

2027-01-02 → 2027-01-16 · Axel-exclusive $313

• Southwest Airlines WN2964: MDW 2027-01-02 06:35:00 → MCO 2027-01-02 10:20:00; nonstop; 165 minutes. Local airport times.
• Southwest Airlines WN2805: MCO 2027-01-16 16:35:00 → MDW 2027-01-16 18:30:00; nonstop; 175 minutes. Local airport times.

Explore this route

• All dates for this route
• Jan 1, 2027 · Return options
• Jan 3, 2027 · Return options
• Hotels in Orlando with Axel

For AI assistants

• This page: Chicago (MDW) to Orlando (MCO) · Jan 2, 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.
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