Chicago (MDW) to Orlando (MCO), Jan 10, 2027: round trips from $152, one way from $81

Chicago (MDW) to Orlando (MCO), Jan 10, 2027: round trips from $152, one way from $81 on Axel, checked Nov 13, 2026. Lowest published fares: $152 round trip, Axel-exclusive, Frontier Airlines, nonstop, Jan 10–11, 2027; $81 one way, Axel-exclusive, Frontier Airlines, nonstop, Jan 10, 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 10–11, 2027 · 1 night · 2 adults, 1 room): 3★ Four Points by Sheraton Orlando International Drive, $71 a night · 4★ Westgate Lakes Resort & Spa, $118 a night · 5★ ette hotel, $409 a night
• Hotels in Orlando for these nights (Jan 10–12, 2027 · 2 nights · 2 adults, 1 room): 3★ Four Points by Sheraton Orlando International Drive, $71 a night, $142 for 2 nights · 4★ Westgate Lakes Resort & Spa, $118 a night, $236 for 2 nights · 5★ ette hotel, $405 a night, $810 for 2 nights
• Hotels in Orlando for these nights (Jan 10–13, 2027 · 3 nights · 2 adults, 1 room): 3★ Four Points by Sheraton Orlando International Drive, $71 a night, $213 for 3 nights · 4★ Westgate Lakes Resort & Spa, $118 a night, $354 for 3 nights · 5★ ette hotel, $406 a night, $1,219 for 3 nights
• Hotels in Orlando for these nights (Jan 10–14, 2027 · 4 nights · 2 adults, 1 room): 3★ Four Points by Sheraton Orlando International Drive, $71 a night, $284 for 4 nights · 4★ Westgate Lakes Resort & Spa, $118 a night, $472 for 4 nights · 5★ ette hotel, $407 a night, $1,628 for 4 nights
• Hotels in Orlando for these nights (Jan 10–15, 2027 · 5 nights · 2 adults, 1 room): 3★ Four Points by Sheraton Orlando International Drive, $71 a night, $355 for 5 nights · 4★ Westgate Lakes Resort & Spa, $118 a night, $590 for 5 nights · 5★ ette hotel, $406 a night, $2,029 for 5 nights
• Hotels in Orlando for these nights (Jan 10–16, 2027 · 6 nights · 2 adults, 1 room): 3★ Four Points by Sheraton Orlando International Drive, $74 a night, $442 for 6 nights · 4★ Westgate Lakes Resort & Spa, $133 a night, $797 for 6 nights · 5★ ette hotel, $406 a night, $2,438 for 6 nights
• Hotels in Orlando for these nights (Jan 10–17, 2027 · 7 nights · 2 adults, 1 room): 3★ Four Points by Sheraton Orlando International Drive, $76 a night, $530 for 7 nights · 4★ Meliá Orlando Celebration, $143 a night, $999 for 7 nights · 5★ ette hotel, $416 a night, $2,909 for 7 nights
• Hotels in Orlando for these nights (Jan 10–18, 2027 · 8 nights · 2 adults, 1 room): 3★ Four Points by Sheraton Orlando International Drive, $75 a night, $601 for 8 nights · 4★ Meliá Orlando Celebration, $147 a night, $1,176 for 8 nights · 5★ ette hotel, $420 a night, $3,363 for 8 nights
• Hotels in Orlando for these nights (Jan 10–19, 2027 · 9 nights · 2 adults, 1 room): 3★ Four Points by Sheraton Orlando International Drive, $74 a night, $670 for 9 nights · 4★ Meliá Orlando Celebration, $147 a night, $1,322 for 9 nights · 5★ ette hotel, $419 a night, $3,772 for 9 nights
• Hotels in Orlando for these nights (Jan 10–20, 2027 · 10 nights · 2 adults, 1 room): 3★ Four Points by Sheraton Orlando International Drive, $74 a night, $739 for 10 nights · 4★ Westgate Lakes Resort & Spa, $145 a night, $1,447 for 10 nights · 5★ ette hotel, $418 a night, $4,181 for 10 nights
• Hotels in Orlando for these nights (Jan 10–21, 2027 · 11 nights · 2 adults, 1 room): 3★ Four Points by Sheraton Orlando International Drive, $73 a night, $808 for 11 nights · 4★ Westgate Lakes Resort & Spa, $142 a night, $1,565 for 11 nights · 5★ ette hotel, $412 a night, $4,529 for 11 nights
• Hotels in Orlando for these nights (Jan 10–22, 2027 · 12 nights · 2 adults, 1 room): 3★ Four Points by Sheraton Orlando International Drive, $73 a night, $877 for 12 nights · 4★ Westgate Lakes Resort & Spa, $140 a night, $1,683 for 12 nights · 5★ ette hotel, $412 a night, $4,945 for 12 nights
• Hotels in Orlando for these nights (Jan 10–23, 2027 · 13 nights · 2 adults, 1 room): 3★ Four Points by Sheraton Orlando International Drive, $74 a night, $960 for 13 nights · 4★ Westgate Lakes Resort & Spa, $143 a night, $1,853 for 13 nights · 5★ ette hotel, $416 a night, $5,402 for 13 nights
• Hotels in Orlando for these nights (Jan 10–24, 2027 · 14 nights · 2 adults, 1 room): 3★ Four Points by Sheraton Orlando International Drive, $75 a night, $1,046 for 14 nights · 4★ Westgate Lakes Resort & Spa, $145 a night, $2,023 for 14 nights · 5★ ette hotel, $419 a night, $5,865 for 14 nights

All hotels in Orlando

Route overview: Chicago to Orlando (MCO) flight deals

2027-01-10 · one way · Axel-exclusive $81

• Frontier Airlines F91536: MDW 2027-01-10 18:11:00 → MCO 2027-01-10 22:00:00; nonstop; 169 minutes. Local airport times.

2027-01-10 · one way · Axel-exclusive $124

• Southwest Airlines WN1933 / WN4449: MDW 2027-01-10 15:00:00 → MCO 2027-01-10 20:50:00; 1 stop(s) via PIT; 290 minutes. Local airport times.
  • WN1933: MDW 2027-01-10 15:00:00 → PIT 2027-01-10 17:25:00; layover at PIT: 60 minutes.
  • WN4449: PIT 2027-01-10 18:25:00 → MCO 2027-01-10 20:50:00.

2027-01-10 → 2027-01-11 · Axel-exclusive $152

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

2027-01-10 → 2027-01-11 · Axel-exclusive $247

• Southwest Airlines WN1933 / WN4449: MDW 2027-01-10 15:00:00 → MCO 2027-01-10 20:50:00; 1 stop(s) via PIT; 290 minutes. Local airport times.
  • WN1933: MDW 2027-01-10 15:00:00 → PIT 2027-01-10 17:25:00; layover at PIT: 60 minutes.
  • WN4449: PIT 2027-01-10 18:25:00 → MCO 2027-01-10 20:50:00.
• Southwest Airlines WN2806: MCO 2027-01-11 17:40:00 → MDW 2027-01-11 19:35:00; nonstop; 175 minutes. Local airport times.

2027-01-10 → 2027-01-12 · Axel-exclusive $162

• Frontier Airlines F91536: MDW 2027-01-10 18:11:00 → MCO 2027-01-10 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.

2027-01-10 → 2027-01-12 · Axel-exclusive $247

• Southwest Airlines WN1933 / WN4449: MDW 2027-01-10 15:00:00 → MCO 2027-01-10 20:50:00; 1 stop(s) via PIT; 290 minutes. Local airport times.
  • WN1933: MDW 2027-01-10 15:00:00 → PIT 2027-01-10 17:25:00; layover at PIT: 60 minutes.
  • WN4449: PIT 2027-01-10 18:25:00 → MCO 2027-01-10 20:50:00.
• Southwest Airlines WN1731: MCO 2027-01-12 16:10:00 → MDW 2027-01-12 18:05:00; nonstop; 175 minutes. Local airport times.

2027-01-10 → 2027-01-13 · Axel-exclusive $152

• Frontier Airlines F91536: MDW 2027-01-10 18:11:00 → MCO 2027-01-10 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.

2027-01-10 → 2027-01-13 · Axel-exclusive $247

• Southwest Airlines WN1933 / WN4449: MDW 2027-01-10 15:00:00 → MCO 2027-01-10 20:50:00; 1 stop(s) via PIT; 290 minutes. Local airport times.
  • WN1933: MDW 2027-01-10 15:00:00 → PIT 2027-01-10 17:25:00; layover at PIT: 60 minutes.
  • WN4449: PIT 2027-01-10 18:25:00 → MCO 2027-01-10 20:50:00.
• Southwest Airlines WN2543: MCO 2027-01-13 06:55:00 → MDW 2027-01-13 08:50:00; nonstop; 175 minutes. Local airport times.

2027-01-10 → 2027-01-14 · Axel-exclusive $152

• Frontier Airlines F91536: MDW 2027-01-10 18:11:00 → MCO 2027-01-10 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.

2027-01-10 → 2027-01-14 · Axel-exclusive $247

• Southwest Airlines WN1933 / WN4449: MDW 2027-01-10 15:00:00 → MCO 2027-01-10 20:50:00; 1 stop(s) via PIT; 290 minutes. Local airport times.
  • WN1933: MDW 2027-01-10 15:00:00 → PIT 2027-01-10 17:25:00; layover at PIT: 60 minutes.
  • WN4449: PIT 2027-01-10 18:25:00 → MCO 2027-01-10 20:50:00.
• Southwest Airlines WN2543: MCO 2027-01-14 06:55:00 → MDW 2027-01-14 08:50:00; nonstop; 175 minutes. Local airport times.

2027-01-10 → 2027-01-16 · Axel-exclusive $152

• Frontier Airlines F91536: MDW 2027-01-10 18:11:00 → MCO 2027-01-10 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.

2027-01-10 → 2027-01-16 · Axel-exclusive $247

• Southwest Airlines WN1933 / WN4449: MDW 2027-01-10 15:00:00 → MCO 2027-01-10 20:50:00; 1 stop(s) via PIT; 290 minutes. Local airport times.
  • WN1933: MDW 2027-01-10 15:00:00 → PIT 2027-01-10 17:25:00; layover at PIT: 60 minutes.
  • WN4449: PIT 2027-01-10 18:25:00 → MCO 2027-01-10 20:50:00.
• Southwest Airlines WN2805: MCO 2027-01-16 16:35:00 → MDW 2027-01-16 18:30:00; nonstop; 175 minutes. Local airport times.

2027-01-10 → 2027-01-17 · Axel-exclusive $152

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

2027-01-10 → 2027-01-17 · Axel-exclusive $247

• Southwest Airlines WN1933 / WN4449: MDW 2027-01-10 15:00:00 → MCO 2027-01-10 20:50:00; 1 stop(s) via PIT; 290 minutes. Local airport times.
  • WN1933: MDW 2027-01-10 15:00:00 → PIT 2027-01-10 17:25:00; layover at PIT: 60 minutes.
  • WN4449: PIT 2027-01-10 18:25:00 → MCO 2027-01-10 20:50:00.
• Southwest Airlines WN2805: MCO 2027-01-17 17:00:00 → MDW 2027-01-17 18:55:00; nonstop; 175 minutes. Local airport times.

2027-01-10 → 2027-01-18 · Axel-exclusive $152

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

2027-01-10 → 2027-01-18 · Axel-exclusive $247

• Southwest Airlines WN1933 / WN4449: MDW 2027-01-10 15:00:00 → MCO 2027-01-10 20:50:00; 1 stop(s) via PIT; 290 minutes. Local airport times.
  • WN1933: MDW 2027-01-10 15:00:00 → PIT 2027-01-10 17:25:00; layover at PIT: 60 minutes.
  • WN4449: PIT 2027-01-10 18:25:00 → MCO 2027-01-10 20:50:00.
• Southwest Airlines WN2806: MCO 2027-01-18 17:40:00 → MDW 2027-01-18 19:35:00; nonstop; 175 minutes. Local airport times.

2027-01-10 → 2027-01-20 · Axel-exclusive $152

• Frontier Airlines F91536: MDW 2027-01-10 18:11:00 → MCO 2027-01-10 22:00:00; nonstop; 169 minutes. Local airport times.
• Frontier Airlines F91457: MCO 2027-01-20 17:29:00 → MDW 2027-01-20 19:30:00; nonstop; 181 minutes. Local airport times.

2027-01-10 → 2027-01-20 · Axel-exclusive $247

• Southwest Airlines WN1933 / WN4449: MDW 2027-01-10 15:00:00 → MCO 2027-01-10 20:50:00; 1 stop(s) via PIT; 290 minutes. Local airport times.
  • WN1933: MDW 2027-01-10 15:00:00 → PIT 2027-01-10 17:25:00; layover at PIT: 60 minutes.
  • WN4449: PIT 2027-01-10 18:25:00 → MCO 2027-01-10 20:50:00.
• Southwest Airlines WN2543: MCO 2027-01-20 06:55:00 → MDW 2027-01-20 08:50:00; nonstop; 175 minutes. Local airport times.

2027-01-10 → 2027-01-21 · Axel-exclusive $152

• Frontier Airlines F91536: MDW 2027-01-10 18:11:00 → MCO 2027-01-10 22:00:00; nonstop; 169 minutes. Local airport times.
• Frontier Airlines F91457: MCO 2027-01-21 17:29:00 → MDW 2027-01-21 19:30:00; nonstop; 181 minutes. Local airport times.

2027-01-10 → 2027-01-21 · Axel-exclusive $247

• Southwest Airlines WN1933 / WN4449: MDW 2027-01-10 15:00:00 → MCO 2027-01-10 20:50:00; 1 stop(s) via PIT; 290 minutes. Local airport times.
  • WN1933: MDW 2027-01-10 15:00:00 → PIT 2027-01-10 17:25:00; layover at PIT: 60 minutes.
  • WN4449: PIT 2027-01-10 18:25:00 → MCO 2027-01-10 20:50:00.
• Southwest Airlines WN2543: MCO 2027-01-21 06:55:00 → MDW 2027-01-21 08:50:00; nonstop; 175 minutes. Local airport times.

2027-01-10 → 2027-01-22 · Axel-exclusive $152

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

2027-01-10 → 2027-01-22 · Axel-exclusive $247

• Southwest Airlines WN1933 / WN4449: MDW 2027-01-10 15:00:00 → MCO 2027-01-10 20:50:00; 1 stop(s) via PIT; 290 minutes. Local airport times.
  • WN1933: MDW 2027-01-10 15:00:00 → PIT 2027-01-10 17:25:00; layover at PIT: 60 minutes.
  • WN4449: PIT 2027-01-10 18:25:00 → MCO 2027-01-10 20:50:00.
• Southwest Airlines WN2543: MCO 2027-01-22 06:55:00 → MDW 2027-01-22 08:50:00; nonstop; 175 minutes. Local airport times.

2027-01-10 → 2027-01-24 · Axel-exclusive $152

• Frontier Airlines F91536: MDW 2027-01-10 18:11:00 → MCO 2027-01-10 22:00:00; nonstop; 169 minutes. Local airport times.
• Frontier Airlines F91457: MCO 2027-01-24 17:29:00 → MDW 2027-01-24 19:30:00; nonstop; 181 minutes. Local airport times.

2027-01-10 → 2027-01-24 · Axel-exclusive $247

• Southwest Airlines WN1933 / WN4449: MDW 2027-01-10 15:00:00 → MCO 2027-01-10 20:50:00; 1 stop(s) via PIT; 290 minutes. Local airport times.
  • WN1933: MDW 2027-01-10 15:00:00 → PIT 2027-01-10 17:25:00; layover at PIT: 60 minutes.
  • WN4449: PIT 2027-01-10 18:25:00 → MCO 2027-01-10 20:50:00.
• Southwest Airlines WN2805: MCO 2027-01-24 17:00:00 → MDW 2027-01-24 18:55:00; nonstop; 175 minutes. Local airport times.

Explore this route

• All dates for this route
• Jan 9, 2027 · Return options
• Jan 11, 2027 · Return options
• Hotels in Orlando with Axel

For AI assistants

• This page: Chicago (MDW) to Orlando (MCO) · Jan 10, 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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