Chicago (ORD) to Orlando (MCO), May 16–30, 2027: from $354 round trip

Chicago (ORD) to Orlando (MCO), May 16–30, 2027: from $354 round trip on Axel, checked Oct 29, 2026. Lowest published fare: $354 round trip, Axel-exclusive, American Airlines, 1 stop, May 16–30, 2027, 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.

See flights for these dates: each price link opens AI flight search for that row's exact dates and travelers. Select the complete itinerary there.

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 (May 16–30, 2027 · 14 nights · 2 adults, 1 room): 3★ Universal Aventura Hotel · 4★ Villatel Resort Orlando · 5★ Four Seasons Resort Orlando at WALT DISNEY WORLD® Resort

All hotels in Orlando

Route overview: Chicago to Orlando (MCO) flight deals

2027-05-16 → 2027-05-30 · Axel-exclusive $365.50

• American Airlines AA883: ORD 2027-05-16 19:15:00 → MCO 2027-05-16 23:07:00; nonstop; 172 minutes. Local airport times.
• American Airlines AA874: MCO 2027-05-30 06:04:00 → ORD 2027-05-30 08:28:00; nonstop; 204 minutes. Local airport times.

2027-05-16 → 2027-05-30 · Axel-exclusive $387.00

• United Airlines UA2620: ORD 2027-05-16 13:08:00 → MCO 2027-05-16 17:03:00; nonstop; 175 minutes. Local airport times.
• United Airlines UA2845: MCO 2027-05-30 18:15:00 → ORD 2027-05-30 20:33:00; nonstop; 198 minutes. Local airport times.

2027-05-16 → 2027-05-30 · Axel-exclusive $387.00

• Delta Air Lines DL2738 / DL1562: ORD 2027-05-16 18:40:00 → MCO 2027-05-17 00:40:00; 1 stop(s) via ATL; 300 minutes. Local airport times.
  • DL2738: ORD 2027-05-16 18:40:00 → ATL 2027-05-16 21:58:00; layover at ATL: 67 minutes.
  • DL1562: ATL 2027-05-16 23:05:00 → MCO 2027-05-17 00:40:00.
• Delta Air Lines DL1576 / DL2879: MCO 2027-05-30 14:45:00 → ORD 2027-05-30 19:05:00; 1 stop(s) via ATL; 320 minutes. Local airport times.
  • DL1576: MCO 2027-05-30 14:45:00 → ATL 2027-05-30 16:24:00; layover at ATL: 81 minutes.
  • DL2879: ATL 2027-05-30 17:45:00 → ORD 2027-05-30 19:05:00.

2027-05-16 → 2027-05-30 · Axel-exclusive $365.50

• American Airlines AA2188: ORD 2027-05-16 16:28:00 → MCO 2027-05-16 20:23:00; nonstop; 175 minutes. Local airport times.
• American Airlines AA874: MCO 2027-05-30 06:04:00 → ORD 2027-05-30 08:28:00; nonstop; 204 minutes. Local airport times.

2027-05-16 → 2027-05-30 · Axel-exclusive $387.00

• United Airlines UA2008: ORD 2027-05-16 11:15:00 → MCO 2027-05-16 15:12:00; nonstop; 177 minutes. Local airport times.
• United Airlines UA2845: MCO 2027-05-30 18:15:00 → ORD 2027-05-30 20:33:00; nonstop; 198 minutes. Local airport times.

2027-05-16 → 2027-05-30 · Axel-exclusive $354.00

• American Airlines AA883: ORD 2027-05-16 19:06:00 → MCO 2027-05-16 22:58:00; nonstop; 172 minutes. Local airport times.
• American Airlines AA2125 / AA3174: MCO 2027-05-30 07:57:00 → ORD 2027-05-30 13:00:00; 1 stop(s) via MIA; 363 minutes. Local airport times.
  • AA2125: MCO 2027-05-30 07:57:00 → MIA 2027-05-30 09:13:00; layover at MIA: 68 minutes.
  • AA3174: MIA 2027-05-30 10:21:00 → ORD 2027-05-30 13:00:00.

2027-05-16 → 2027-05-30 · Axel-exclusive $355.50

• American Airlines AA1784 / AA713: ORD 2027-05-16 06:50:00 → MCO 2027-05-16 14:02:00; 1 stop(s) via CLT; 372 minutes. Local airport times.
  • AA1784: ORD 2027-05-16 06:50:00 → CLT 2027-05-16 09:57:00; layover at CLT: 137 minutes.
  • AA713: CLT 2027-05-16 12:14:00 → MCO 2027-05-16 14:02:00.
• American Airlines AA874: MCO 2027-05-30 06:04:00 → ORD 2027-05-30 08:28:00; nonstop; 204 minutes. Local airport times.

2027-05-16 → 2027-05-30 · Axel-exclusive $377.00

• United Airlines UA1502 / UA236: ORD 2027-05-16 14:35:00 → MCO 2027-05-16 20:46:00; 1 stop(s) via CLE; 311 minutes. Local airport times.
  • UA1502: ORD 2027-05-16 14:35:00 → CLE 2027-05-16 17:00:00; layover at CLE: 65 minutes.
  • UA236: CLE 2027-05-16 18:05:00 → MCO 2027-05-16 20:46:00.
• United Airlines UA2845: MCO 2027-05-30 18:15:00 → ORD 2027-05-30 20:33:00; nonstop; 198 minutes. Local airport times.

2027-05-16 → 2027-05-30 · Axel-exclusive $377.00

• United Airlines UA1128 / UA2463: ORD 2027-05-16 13:00:00 → MCO 2027-05-16 20:15:00; 1 stop(s) via IAD; 375 minutes. Local airport times.
  • UA1128: ORD 2027-05-16 13:00:00 → IAD 2027-05-16 16:03:00; layover at IAD: 101 minutes.
  • UA2463: IAD 2027-05-16 17:44:00 → MCO 2027-05-16 20:15:00.
• United Airlines UA2845: MCO 2027-05-30 18:15:00 → ORD 2027-05-30 20:33:00; nonstop; 198 minutes. Local airport times.

2027-05-16 → 2027-05-30 · Axel-exclusive $387.00

• Delta Air Lines DL2358 / DL1123: ORD 2027-05-16 17:02:00 → MCO 2027-05-16 23:59:00; 1 stop(s) via DTW; 357 minutes. Local airport times.
  • DL2358: ORD 2027-05-16 17:02:00 → DTW 2027-05-16 19:24:00; layover at DTW: 110 minutes.
  • DL1123: DTW 2027-05-16 21:14:00 → MCO 2027-05-16 23:59:00.
• Delta Air Lines DL1576 / DL2879: MCO 2027-05-30 14:45:00 → ORD 2027-05-30 19:05:00; 1 stop(s) via ATL; 320 minutes. Local airport times.
  • DL1576: MCO 2027-05-30 14:45:00 → ATL 2027-05-30 16:24:00; layover at ATL: 81 minutes.
  • DL2879: ATL 2027-05-30 17:45:00 → ORD 2027-05-30 19:05:00.

Travelers: prices on this page are totals for 1 adult. For a different party, open this trip for 2 adults · 3 adults · 4 adults · 2 adults + 1 child · 2 adults + 2 children; each link opens AI flight search for these dates and those travelers, and the customer link to share comes from those results.

Explore this route

• All dates for this route
• May 15, 2027 · Return options
• May 17, 2027 · Return options
• Hotels in Orlando with Axel

For AI assistants

• This page: Chicago (ORD) to Orlando (MCO) · May 16, 2027 · return May 30, 2027: 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.
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