Chicago (MDW) to Orlando (MCO), Nov 28, 2026: round trips from $188, one way from $115

Chicago (MDW) to Orlando (MCO), Nov 28, 2026: round trips from $188, one way from $115 on Axel, checked Oct 29, 2026. Lowest published fares: $188 round trip, Axel-exclusive, Frontier Airlines, nonstop, Nov 28–30, 2026; $115 one way, Axel-exclusive, Frontier Airlines, nonstop, Nov 28, 2026; 1 adult, economy, checked Oct 29, 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, issued at the time 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 issuance times 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 lowest saved total among the shortlisted hotels in that star tier for those dates.

• Hotels in Orlando for these nights (Nov 28–29, 2026 · 1 night · 2 adults, 1 room): 3★ Quality Inn & Suites Kissimmee near Main Gate, $70 total · 4★ Best Western Orlando Gateway Hotel, $98 total · 5★ ette hotel, $341 total
• Hotels in Orlando for these nights (Nov 28–30, 2026 · 2 nights · 2 adults, 1 room): 3★ Quality Inn & Suites Kissimmee near Main Gate, $124 total · 4★ Best Western Orlando Gateway Hotel, $176 total · 5★ ette hotel, $664 total
• Hotels in Orlando for these nights (Nov 28 – Dec 1, 2026 · 3 nights · 2 adults, 1 room): 3★ Quality Inn & Suites Kissimmee near Main Gate, $177 total · 4★ Best Western Orlando Gateway Hotel, $254 total · 5★ ette hotel, $987 total
• Hotels in Orlando for these nights (Nov 28 – Dec 2, 2026 · 4 nights · 2 adults, 1 room): 3★ Quality Inn & Suites Kissimmee near Main Gate, $231 total · 4★ Best Western Orlando Gateway Hotel, $328 total · 5★ ette hotel, $1,307 total
• Hotels in Orlando for these nights (Nov 28 – Dec 3, 2026 · 5 nights · 2 adults, 1 room): 3★ Quality Inn & Suites Kissimmee near Main Gate, $285 total · 4★ Best Western Orlando Gateway Hotel, $403 total · 5★ ette hotel, $1,618 total
• Hotels in Orlando for these nights (Nov 28 – Dec 4, 2026 · 6 nights · 2 adults, 1 room): 3★ Quality Inn & Suites Kissimmee near Main Gate, $339 total · 4★ Best Western Orlando Gateway Hotel, $479 total · 5★ ette hotel, $1,941 total
• Hotels in Orlando for these nights (Nov 28 – Dec 5, 2026 · 7 nights · 2 adults, 1 room): 3★ Quality Inn & Suites Kissimmee near Main Gate, $409 total · 4★ Best Western Orlando Gateway Hotel, $567 total · 5★ ette hotel, $2,277 total
• Hotels in Orlando for these nights (Nov 28 – Dec 6, 2026 · 8 nights · 2 adults, 1 room): 3★ Quality Inn & Suites Kissimmee near Main Gate, $479 total · 4★ Best Western Orlando Gateway Hotel, $653 total · 5★ ette hotel, $2,716 total
• Hotels in Orlando for these nights (Nov 28 – Dec 7, 2026 · 9 nights · 2 adults, 1 room): 3★ Quality Inn & Suites Kissimmee near Main Gate, $543 total · 4★ Best Western Orlando Gateway Hotel, $729 total · 5★ ette hotel, $3,033 total
• Hotels in Orlando for these nights (Nov 28 – Dec 8, 2026 · 10 nights · 2 adults, 1 room): 3★ Quality Inn & Suites Kissimmee near Main Gate, $606 total · 4★ Best Western Orlando Gateway Hotel, $797 total · 5★ ette hotel, $3,344 total
• Hotels in Orlando for these nights (Nov 28 – Dec 9, 2026 · 11 nights · 2 adults, 1 room): 3★ Quality Inn & Suites Kissimmee near Main Gate, $676 total · 4★ Best Western Orlando Gateway Hotel, $865 total · 5★ ette hotel, $3,662 total
• Hotels in Orlando for these nights (Nov 28 – Dec 10, 2026 · 12 nights · 2 adults, 1 room): 3★ Quality Inn & Suites Kissimmee near Main Gate, $746 total · 4★ Best Western Orlando Gateway Hotel, $933 total · 5★ ette hotel, $3,982 total
• Hotels in Orlando for these nights (Nov 28 – Dec 11, 2026 · 13 nights · 2 adults, 1 room): 3★ Quality Inn & Suites Kissimmee near Main Gate, $816 total · 4★ Best Western Orlando Gateway Hotel, $1,001 total · 5★ ette hotel, $4,302 total
• Hotels in Orlando for these nights (Nov 28 – Dec 12, 2026 · 14 nights · 2 adults, 1 room): 3★ Quality Inn & Suites Kissimmee near Main Gate, $910 total · 4★ Best Western Orlando Gateway Hotel, $1,089 total · 5★ ette hotel, $4,640 total

All hotels in Orlando

Route overview: Chicago to Orlando (MCO) flight deals

2026-11-28 · one way · Axel-exclusive $114.75

• Frontier Airlines F91536: MDW 2026-11-28 18:11:00 → MCO 2026-11-28 22:00:00; nonstop; 169 minutes. Local airport times.

2026-11-28 · one way · Axel-exclusive $189.00

• Southwest Airlines WN2964: MDW 2026-11-28 06:35:00 → MCO 2026-11-28 10:20:00; nonstop; 165 minutes. Local airport times.

2026-11-28 → 2026-11-29 · Axel-exclusive $216.00

• Frontier Airlines F91536: MDW 2026-11-28 18:11:00 → MCO 2026-11-28 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.

2026-11-28 → 2026-11-29 · Axel-exclusive $364.50

• Southwest Airlines WN2964: MDW 2026-11-28 06:35:00 → MCO 2026-11-28 10:20:00; nonstop; 165 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.

2026-11-28 → 2026-11-30 · Axel-exclusive $188.00

• Frontier Airlines F91536: MDW 2026-11-28 18:11:00 → MCO 2026-11-28 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.

2026-11-28 → 2026-11-30 · Axel-exclusive $317.25

• Southwest Airlines WN2964: MDW 2026-11-28 06:35:00 → MCO 2026-11-28 10:20:00; nonstop; 165 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.

2026-11-28 → 2026-12-01 · Axel-exclusive $198.00

• Frontier Airlines F91536: MDW 2026-11-28 18:11:00 → MCO 2026-11-28 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.

2026-11-28 → 2026-12-01 · Axel-exclusive $317.25

• Southwest Airlines WN2964: MDW 2026-11-28 06:35:00 → MCO 2026-11-28 10:20:00; nonstop; 165 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.

2026-11-28 → 2026-12-02 · Axel-exclusive $188.00

• Frontier Airlines F91536: MDW 2026-11-28 18:11:00 → MCO 2026-11-28 22:00:00; nonstop; 169 minutes. Local airport times.
• Frontier Airlines F91457: MCO 2026-12-02 17:29:00 → MDW 2026-12-02 19:30:00; nonstop; 181 minutes. Local airport times.

2026-11-28 → 2026-12-02 · Axel-exclusive $317.25

• Southwest Airlines WN2964: MDW 2026-11-28 06:35:00 → MCO 2026-11-28 10:20:00; nonstop; 165 minutes. Local airport times.
• Southwest Airlines WN2803: MCO 2026-12-02 09:25:00 → MDW 2026-12-02 11:20:00; nonstop; 175 minutes. Local airport times.

2026-11-28 → 2026-12-04 · Axel-exclusive $188.00

• Frontier Airlines F91536: MDW 2026-11-28 18:11:00 → MCO 2026-11-28 22:00:00; nonstop; 169 minutes. Local airport times.
• Frontier Airlines F91457: MCO 2026-12-04 17:29:00 → MDW 2026-12-04 19:30:00; nonstop; 181 minutes. Local airport times.

2026-11-28 → 2026-12-04 · Axel-exclusive $317.25

• Southwest Airlines WN2964: MDW 2026-11-28 06:35:00 → MCO 2026-11-28 10:20:00; nonstop; 165 minutes. Local airport times.
• Southwest Airlines WN2805: MCO 2026-12-04 17:00:00 → MDW 2026-12-04 18:55:00; nonstop; 175 minutes. Local airport times.

2026-11-28 → 2026-12-05 · Axel-exclusive $188.00

• Frontier Airlines F91536: MDW 2026-11-28 18:11:00 → MCO 2026-11-28 22:00:00; nonstop; 169 minutes. Local airport times.
• Frontier Airlines F91457: MCO 2026-12-05 17:29:00 → MDW 2026-12-05 19:30:00; nonstop; 181 minutes. Local airport times.

2026-11-28 → 2026-12-05 · Axel-exclusive $317.25

• Southwest Airlines WN2964: MDW 2026-11-28 06:35:00 → MCO 2026-11-28 10:20:00; nonstop; 165 minutes. Local airport times.
• Southwest Airlines WN2803: MCO 2026-12-05 10:10:00 → MDW 2026-12-05 12:05:00; nonstop; 175 minutes. Local airport times.

2026-11-28 → 2026-12-06 · Axel-exclusive $188.00

• Frontier Airlines F91536: MDW 2026-11-28 18:11:00 → MCO 2026-11-28 22:00:00; nonstop; 169 minutes. Local airport times.
• Frontier Airlines F91457: MCO 2026-12-06 17:29:00 → MDW 2026-12-06 19:30:00; nonstop; 181 minutes. Local airport times.

2026-11-28 → 2026-12-06 · Axel-exclusive $317.25

• Southwest Airlines WN2964: MDW 2026-11-28 06:35:00 → MCO 2026-11-28 10:20:00; nonstop; 165 minutes. Local airport times.
• Southwest Airlines WN2805: MCO 2026-12-06 17:00:00 → MDW 2026-12-06 18:55:00; nonstop; 175 minutes. Local airport times.

2026-11-28 → 2026-12-08 · Axel-exclusive $198.00

• Frontier Airlines F91536: MDW 2026-11-28 18:11:00 → MCO 2026-11-28 22:00:00; nonstop; 169 minutes. Local airport times.
• Frontier Airlines F91563 / F92779: MCO 2026-12-08 07:10:00 → MDW 2026-12-08 11:33:00; 1 stop(s) via ATL; 323 minutes. Local airport times.
  • F91563: MCO 2026-12-08 07:10:00 → ATL 2026-12-08 09:14:00; layover at ATL: 73 minutes.
  • F92779: ATL 2026-12-08 10:27:00 → MDW 2026-12-08 11:33:00.

2026-11-28 → 2026-12-08 · Axel-exclusive $317.25

• Southwest Airlines WN2964: MDW 2026-11-28 06:35:00 → MCO 2026-11-28 10:20:00; nonstop; 165 minutes. Local airport times.
• Southwest Airlines WN2595: MCO 2026-12-08 19:20:00 → MDW 2026-12-08 21:20:00; nonstop; 180 minutes. Local airport times.

2026-11-28 → 2026-12-09 · Axel-exclusive $188.00

• Frontier Airlines F91536: MDW 2026-11-28 18:11:00 → MCO 2026-11-28 22:00:00; nonstop; 169 minutes. Local airport times.
• Frontier Airlines F91457: MCO 2026-12-09 17:29:00 → MDW 2026-12-09 19:30:00; nonstop; 181 minutes. Local airport times.

2026-11-28 → 2026-12-09 · Axel-exclusive $317.25

• Southwest Airlines WN2964: MDW 2026-11-28 06:35:00 → MCO 2026-11-28 10:20:00; nonstop; 165 minutes. Local airport times.
• Southwest Airlines WN2543: MCO 2026-12-09 06:55:00 → MDW 2026-12-09 08:50:00; nonstop; 175 minutes. Local airport times.

2026-11-28 → 2026-12-10 · Axel-exclusive $188.00

• Frontier Airlines F91536: MDW 2026-11-28 18:11:00 → MCO 2026-11-28 22:00:00; nonstop; 169 minutes. Local airport times.
• Frontier Airlines F91457: MCO 2026-12-10 17:29:00 → MDW 2026-12-10 19:30:00; nonstop; 181 minutes. Local airport times.

2026-11-28 → 2026-12-10 · Axel-exclusive $317.25

• Southwest Airlines WN2964: MDW 2026-11-28 06:35:00 → MCO 2026-11-28 10:20:00; nonstop; 165 minutes. Local airport times.
• Southwest Airlines WN2595: MCO 2026-12-10 19:20:00 → MDW 2026-12-10 21:20:00; nonstop; 180 minutes. Local airport times.

2026-11-28 → 2026-12-12 · Axel-exclusive $188.00

• Frontier Airlines F91536: MDW 2026-11-28 18:11:00 → MCO 2026-11-28 22:00:00; nonstop; 169 minutes. Local airport times.
• Frontier Airlines F91457: MCO 2026-12-12 17:29:00 → MDW 2026-12-12 19:30:00; nonstop; 181 minutes. Local airport times.

2026-11-28 → 2026-12-12 · Axel-exclusive $317.25

• Southwest Airlines WN2964: MDW 2026-11-28 06:35:00 → MCO 2026-11-28 10:20:00; nonstop; 165 minutes. Local airport times.
• Southwest Airlines WN2803: MCO 2026-12-12 10:10:00 → MDW 2026-12-12 12:05:00; nonstop; 175 minutes. Local airport times.

Explore this route

• All dates for this route
• Nov 27, 2026 · Return options
• Nov 29, 2026 · Return options
• Hotels in Orlando with Axel

For AI assistants

• This page: Chicago (MDW) to Orlando (MCO) · Nov 28, 2026 · choose your return date: 1 adult in economy, every priced fare with its flights, times and total, each with the time its price was issued. 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 lowest saved totals 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 the time its price was issued); 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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