Chicago (MDW) to Orlando (MCO), Nov 20, 2026: round trips from $160, one way from $85

Chicago (MDW) to Orlando (MCO), Nov 20, 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 20–30, 2026; $85 one way, Axel-exclusive, Frontier Airlines, nonstop, Nov 20, 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 20–21, 2026 · 1 night · 2 adults, 1 room): 3★ Fairfield Inn and Suites Orlando Kissimmee Celebration, $91 a night · 4★ Best Western Orlando Gateway Hotel, $105 a night · 5★ ette hotel, $461 a night
• Hotels in Orlando for these nights (Nov 20–22, 2026 · 2 nights · 2 adults, 1 room): 3★ Fairfield Inn and Suites Orlando Kissimmee Celebration, $92 a night, $184 for 2 nights · 4★ Best Western Orlando Gateway Hotel, $105 a night, $210 for 2 nights · 5★ ette hotel, $458 a night, $915 for 2 nights
• Hotels in Orlando for these nights (Nov 20–23, 2026 · 3 nights · 2 adults, 1 room): 3★ Magic Moment Resort & Kids Club, Dazzler Select by Wyndham, $89 a night, $268 for 3 nights · 4★ Best Western Orlando Gateway Hotel, $96 a night, $287 for 3 nights · 5★ ette hotel, $413 a night, $1,240 for 3 nights
• Hotels in Orlando for these nights (Nov 20–24, 2026 · 4 nights · 2 adults, 1 room): 3★ Magic Moment Resort & Kids Club, Dazzler Select by Wyndham, $87 a night, $348 for 4 nights · 4★ Best Western Orlando Gateway Hotel, $91 a night, $365 for 4 nights · 5★ ette hotel, $391 a night, $1,563 for 4 nights
• Hotels in Orlando for these nights (Nov 20–25, 2026 · 5 nights · 2 adults, 1 room): 3★ Magic Moment Resort & Kids Club, Dazzler Select by Wyndham, $86 a night, $428 for 5 nights · 4★ Best Western Orlando Gateway Hotel, $89 a night, $443 for 5 nights · 5★ ette hotel, $376 a night, $1,880 for 5 nights
• Hotels in Orlando for these nights (Nov 20–26, 2026 · 6 nights · 2 adults, 1 room): 3★ Four Points by Sheraton Orlando International Drive, $84 a night, $503 for 6 nights · 4★ Best Western Orlando Gateway Hotel, $87 a night, $521 for 6 nights · 5★ ette hotel, $367 a night, $2,203 for 6 nights
• Hotels in Orlando for these nights (Nov 20–27, 2026 · 7 nights · 2 adults, 1 room): 3★ Four Points by Sheraton Orlando International Drive, $83 a night, $584 for 7 nights · 4★ Best Western Orlando Gateway Hotel, $86 a night, $599 for 7 nights · 5★ ette hotel, $361 a night, $2,526 for 7 nights
• Hotels in Orlando for these nights (Nov 20–28, 2026 · 8 nights · 2 adults, 1 room): 3★ Magic Moment Resort & Kids Club, Dazzler Select by Wyndham, $85 a night, $683 for 8 nights · 4★ Best Western Orlando Gateway Hotel, $87 a night, $694 for 8 nights · 5★ ette hotel, $358 a night, $2,867 for 8 nights
• Hotels in Orlando for these nights (Nov 20–29, 2026 · 9 nights · 2 adults, 1 room): 3★ Magic Moment Resort & Kids Club, Dazzler Select by Wyndham, $86 a night, $778 for 9 nights · 4★ Best Western Orlando Gateway Hotel, $88 a night, $792 for 9 nights · 5★ ette hotel, $356 a night, $3,208 for 9 nights
• Hotels in Orlando for these nights (Nov 20–30, 2026 · 10 nights · 2 adults, 1 room): 3★ Magic Moment Resort & Kids Club, Dazzler Select by Wyndham, $86 a night, $858 for 10 nights · 4★ Best Western Orlando Gateway Hotel, $87 a night, $870 for 10 nights · 5★ ette hotel, $353 a night, $3,531 for 10 nights
• Hotels in Orlando for these nights (Nov 20 – Dec 1, 2026 · 11 nights · 2 adults, 1 room): 3★ Magic Moment Resort & Kids Club, Dazzler Select by Wyndham, $86 a night, $942 for 11 nights · 4★ Best Western Orlando Gateway Hotel, $86 a night, $948 for 11 nights · 5★ ette hotel, $350 a night, $3,854 for 11 nights
• Hotels in Orlando for these nights (Nov 20 – Dec 2, 2026 · 12 nights · 2 adults, 1 room): 3★ Magic Moment Resort & Kids Club, Dazzler Select by Wyndham, $86 a night, $1,026 for 12 nights · 4★ Best Western Orlando Gateway Hotel, $85 a night, $1,022 for 12 nights · 5★ ette hotel, $348 a night, $4,174 for 12 nights
• Hotels in Orlando for these nights (Nov 20 – Dec 3, 2026 · 13 nights · 2 adults, 1 room): 3★ Four Points by Sheraton Orlando International Drive, $85 a night, $1,102 for 13 nights · 4★ Best Western Orlando Gateway Hotel, $84 a night, $1,097 for 13 nights · 5★ ette hotel, $345 a night, $4,485 for 13 nights
• Hotels in Orlando for these nights (Nov 20 – Dec 4, 2026 · 14 nights · 2 adults, 1 room): 3★ Four Points by Sheraton Orlando International Drive, $84 a night, $1,174 for 14 nights · 4★ Best Western Orlando Gateway Hotel, $84 a night, $1,173 for 14 nights · 5★ ette hotel, $343 a night, $4,808 for 14 nights

All hotels in Orlando

Route overview: Chicago to Orlando (MCO) flight deals

2026-11-20 · one way · Axel-exclusive $85.00

• Frontier Airlines F91536: MDW 2026-11-20 18:11:00 → MCO 2026-11-20 22:00:00; nonstop; 169 minutes. Local airport times.

2026-11-20 · one way · Axel-exclusive $140.00

• Southwest Airlines WN2966: MDW 2026-11-20 14:30:00 → MCO 2026-11-20 18:05:00; nonstop; 155 minutes. Local airport times.

2026-11-20 → 2026-11-21 · Axel-exclusive $188.00

• Frontier Airlines F91536: MDW 2026-11-20 18:11:00 → MCO 2026-11-20 22:00:00; nonstop; 169 minutes. Local airport times.
• Frontier Airlines F91457: MCO 2026-11-21 17:29:00 → MDW 2026-11-21 19:30:00; nonstop; 181 minutes. Local airport times.

2026-11-20 → 2026-11-21 · Axel-exclusive $317.25

• Southwest Airlines WN2966: MDW 2026-11-20 14:30:00 → MCO 2026-11-20 18:05:00; nonstop; 155 minutes. Local airport times.
• Southwest Airlines WN2803: MCO 2026-11-21 10:10:00 → MDW 2026-11-21 12:05:00; nonstop; 175 minutes. Local airport times.

2026-11-20 → 2026-11-22 · Axel-exclusive $188.00

• Frontier Airlines F91536: MDW 2026-11-20 18:11:00 → MCO 2026-11-20 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.

2026-11-20 → 2026-11-22 · Axel-exclusive $317.25

• Southwest Airlines WN2966: MDW 2026-11-20 14:30:00 → MCO 2026-11-20 18:05:00; 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.

2026-11-20 → 2026-11-23 · Axel-exclusive $188.00

• Frontier Airlines F91536: MDW 2026-11-20 18:11:00 → MCO 2026-11-20 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.

2026-11-20 → 2026-11-23 · Axel-exclusive $317.25

• Southwest Airlines WN2966: MDW 2026-11-20 14:30:00 → MCO 2026-11-20 18:05:00; 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.

2026-11-20 → 2026-11-24 · Axel-exclusive $201.50

• Frontier Airlines F91536: MDW 2026-11-20 18:11:00 → MCO 2026-11-20 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.

2026-11-20 → 2026-11-24 · Axel-exclusive $317.25

• Southwest Airlines WN2966: MDW 2026-11-20 14:30:00 → MCO 2026-11-20 18:05:00; 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.

2026-11-20 → 2026-11-26 · Axel-exclusive $188.00

• Frontier Airlines F91536: MDW 2026-11-20 18:11:00 → MCO 2026-11-20 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.

2026-11-20 → 2026-11-26 · Axel-exclusive $317.25

• Southwest Airlines WN2966: MDW 2026-11-20 14:30:00 → MCO 2026-11-20 18:05:00; 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.

2026-11-20 → 2026-11-27 · Axel-exclusive $188.00

• Frontier Airlines F91536: MDW 2026-11-20 18:11:00 → MCO 2026-11-20 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.

2026-11-20 → 2026-11-27 · Axel-exclusive $317.25

• Southwest Airlines WN2966: MDW 2026-11-20 14:30:00 → MCO 2026-11-20 18:05:00; 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.

2026-11-20 → 2026-11-28 · Axel-exclusive $188.00

• Frontier Airlines F91536: MDW 2026-11-20 18:11:00 → MCO 2026-11-20 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.

2026-11-20 → 2026-11-28 · Axel-exclusive $317.25

• Southwest Airlines WN2966: MDW 2026-11-20 14:30:00 → MCO 2026-11-20 18:05:00; 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.

2026-11-20 → 2026-11-30 · Axel-exclusive $160.00

• Frontier Airlines F91536: MDW 2026-11-20 18:11:00 → MCO 2026-11-20 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.

2026-11-20 → 2026-11-30 · Axel-exclusive $270.00

• Southwest Airlines WN2966: MDW 2026-11-20 14:30:00 → MCO 2026-11-20 18:05:00; 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.

2026-11-20 → 2026-12-01 · Axel-exclusive $170.00

• Frontier Airlines F91536: MDW 2026-11-20 18:11:00 → MCO 2026-11-20 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.

2026-11-20 → 2026-12-01 · Axel-exclusive $270.00

• Southwest Airlines WN2966: MDW 2026-11-20 14:30:00 → MCO 2026-11-20 18:05:00; nonstop; 155 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.

2026-11-20 → 2026-12-02 · Axel-exclusive $160.00

• Frontier Airlines F91536: MDW 2026-11-20 18:11:00 → MCO 2026-11-20 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.

2026-11-20 → 2026-12-02 · Axel-exclusive $270.00

• Southwest Airlines WN2966: MDW 2026-11-20 14:30:00 → MCO 2026-11-20 18:05:00; nonstop; 155 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.

2026-11-20 → 2026-12-04 · Axel-exclusive $160.00

• Frontier Airlines F91536: MDW 2026-11-20 18:11:00 → MCO 2026-11-20 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.

2026-11-20 → 2026-12-04 · Axel-exclusive $270.00

• Southwest Airlines WN2966: MDW 2026-11-20 14:30:00 → MCO 2026-11-20 18:05:00; nonstop; 155 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.

Explore this route

• All dates for this route
• Nov 19, 2026 · Return options
• Nov 21, 2026 · Return options
• Hotels in Orlando with Axel

For AI assistants

• This page: Chicago (MDW) to Orlando (MCO) · Nov 20, 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.
• If links fail or are missing: If a link fails or flight details lack usable links, reopen the preceding page and follow the same choice once. Keep refreshed links unchanged and preserve the trip and selections. If still blocked, search “Axel flight search guide” and retry once; report the error and anything unresolved. Recovery: Axel Chicago to Orlando (MCO) flight deals · Flight search guide.
• Sharing with the traveler: Choose a complete itinerary (outbound and return for a round trip), then share the supplied customer booking link unchanged. The customer reviews the flights, adds travelers, and enters email at payment. Do not collect email in chat. Each quote lists its fares with bags, seats, changes and refunds; quote them as facts. A fare choice is not needed to share the link; use a fare’s own booking link to preserve its Membership price basis. Ask only for essential missing trip details. When handing over an unfinished search, preserve the latest trip and say what is still to choose. If no supplied link matches the latest trip, construct https://helloaxel.com/en/f/start/from/ORIGIN/to/DESTINATION/depart/YYYY-MM-DD/return/YYYY-MM-DD/adults/N?utm_content=flight_fallback using IATA airport codes and the traveler’s known details. Omit unknowns; for one way replace /return/YYYY-MM-DD with /trip/oneway. Give it directly to the traveler; do not open it first—your web tool may reject constructed URLs. Complete links open Flight Guide and start searching. Preferences and advanced options.

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