Chicago (ORD) to Orlando (MCO), Aug 21, 2027: round trips from $502, one way from $506

Chicago (ORD) to Orlando (MCO), Aug 21, 2027: round trips from $502, one way from $506 on Axel, checked Nov 12, 2026. Lowest published fares: $502 round trip, Axel-exclusive, United Airlines, 1 stop, Aug 21–22, 2027; $506 one way, Axel-exclusive, United Airlines, 1 stop, Aug 21, 2027; 1 adult, economy, checked Nov 12, 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 (Aug 21–22, 2027 · 1 night · 2 adults, 1 room): 3★ Fairfield Inn and Suites Orlando Kissimmee Celebration · 4★ Hilton Orlando · 5★ Four Seasons Resort Orlando at WALT DISNEY WORLD® Resort
• Hotels in Orlando for these nights (Aug 21–23, 2027 · 2 nights · 2 adults, 1 room): 3★ Fairfield Inn and Suites Orlando Kissimmee Celebration · 4★ Hilton Orlando · 5★ Four Seasons Resort Orlando at WALT DISNEY WORLD® Resort
• Hotels in Orlando for these nights (Aug 21–24, 2027 · 3 nights · 2 adults, 1 room): 3★ Fairfield Inn and Suites Orlando Kissimmee Celebration · 4★ Hilton Orlando · 5★ Four Seasons Resort Orlando at WALT DISNEY WORLD® Resort
• Hotels in Orlando for these nights (Aug 21–25, 2027 · 4 nights · 2 adults, 1 room): 3★ Fairfield Inn and Suites Orlando Kissimmee Celebration · 4★ Hilton Orlando · 5★ Four Seasons Resort Orlando at WALT DISNEY WORLD® Resort
• Hotels in Orlando for these nights (Aug 21–26, 2027 · 5 nights · 2 adults, 1 room): 3★ Fairfield Inn and Suites Orlando Kissimmee Celebration · 4★ Hilton Orlando · 5★ Four Seasons Resort Orlando at WALT DISNEY WORLD® Resort
• Hotels in Orlando for these nights (Aug 21–27, 2027 · 6 nights · 2 adults, 1 room): 3★ Fairfield Inn and Suites Orlando Kissimmee Celebration · 4★ Hilton Orlando · 5★ Four Seasons Resort Orlando at WALT DISNEY WORLD® Resort
• Hotels in Orlando for these nights (Aug 21–28, 2027 · 7 nights · 2 adults, 1 room): 3★ Fairfield Inn and Suites Orlando Kissimmee Celebration · 4★ Hilton Orlando · 5★ Four Seasons Resort Orlando at WALT DISNEY WORLD® Resort
• Hotels in Orlando for these nights (Aug 21–29, 2027 · 8 nights · 2 adults, 1 room): 3★ Fairfield Inn and Suites Orlando Kissimmee Celebration · 4★ Hilton Orlando · 5★ Four Seasons Resort Orlando at WALT DISNEY WORLD® Resort
• Hotels in Orlando for these nights (Aug 21–30, 2027 · 9 nights · 2 adults, 1 room): 3★ Fairfield Inn and Suites Orlando Kissimmee Celebration · 4★ Hilton Orlando · 5★ Four Seasons Resort Orlando at WALT DISNEY WORLD® Resort
• Hotels in Orlando for these nights (Aug 21–31, 2027 · 10 nights · 2 adults, 1 room): 3★ Fairfield Inn and Suites Orlando Kissimmee Celebration · 4★ Hilton Orlando · 5★ Four Seasons Resort Orlando at WALT DISNEY WORLD® Resort
• Hotels in Orlando for these nights (Aug 21 – Sep 1, 2027 · 11 nights · 2 adults, 1 room): 3★ Fairfield Inn and Suites Orlando Kissimmee Celebration · 4★ Hilton Orlando · 5★ Four Seasons Resort Orlando at WALT DISNEY WORLD® Resort
• Hotels in Orlando for these nights (Aug 21 – Sep 2, 2027 · 12 nights · 2 adults, 1 room): 3★ Fairfield Inn and Suites Orlando Kissimmee Celebration · 4★ Hilton Orlando · 5★ Four Seasons Resort Orlando at WALT DISNEY WORLD® Resort
• Hotels in Orlando for these nights (Aug 21 – Sep 3, 2027 · 13 nights · 2 adults, 1 room): 3★ Fairfield Inn and Suites Orlando Kissimmee Celebration · 4★ Hilton Orlando · 5★ Four Seasons Resort Orlando at WALT DISNEY WORLD® Resort
• Hotels in Orlando for these nights (Aug 21 – Sep 4, 2027 · 14 nights · 2 adults, 1 room): 3★ Fairfield Inn and Suites Orlando Kissimmee Celebration · 4★ Hilton Orlando · 5★ Four Seasons Resort Orlando at WALT DISNEY WORLD® Resort

All hotels in Orlando

Route overview: Chicago to Orlando (MCO) flight deals

2027-08-21 · one way · Axel-exclusive $506.40

• United Airlines UA2202 / UA689: ORD 2027-08-21 18:04:00 → MCO 2027-08-22 00:44:00; 1 stop(s) via IAD; 340 minutes. Local airport times.
  • UA2202: ORD 2027-08-21 18:04:00 → IAD 2027-08-21 21:05:00; layover at IAD: 90 minutes.
  • UA689: IAD 2027-08-21 22:35:00 → MCO 2027-08-22 00:44:00.

2027-08-21 → 2027-08-22 · Axel-exclusive $501.71

• United Airlines UA2202 / UA689: ORD 2027-08-21 18:04:00 → MCO 2027-08-22 00:44:00; 1 stop(s) via IAD; 340 minutes. Local airport times.
  • UA2202: ORD 2027-08-21 18:04:00 → IAD 2027-08-21 21:05:00; layover at IAD: 90 minutes.
  • UA689: IAD 2027-08-21 22:35:00 → MCO 2027-08-22 00:44:00.
• United Airlines UA2481: MCO 2027-08-22 13:55:00 → ORD 2027-08-22 15:54:00; nonstop; 179 minutes. Local airport times.

2027-08-21 → 2027-08-23 · Axel-exclusive $501.71

• United Airlines UA2202 / UA689: ORD 2027-08-21 18:04:00 → MCO 2027-08-22 00:44:00; 1 stop(s) via IAD; 340 minutes. Local airport times.
  • UA2202: ORD 2027-08-21 18:04:00 → IAD 2027-08-21 21:05:00; layover at IAD: 90 minutes.
  • UA689: IAD 2027-08-21 22:35:00 → MCO 2027-08-22 00:44:00.
• United Airlines UA2481: MCO 2027-08-23 13:55:00 → ORD 2027-08-23 15:54:00; nonstop; 179 minutes. Local airport times.

2027-08-21 → 2027-08-24 · Axel-exclusive $501.71

• United Airlines UA2202 / UA689: ORD 2027-08-21 18:04:00 → MCO 2027-08-22 00:44:00; 1 stop(s) via IAD; 340 minutes. Local airport times.
  • UA2202: ORD 2027-08-21 18:04:00 → IAD 2027-08-21 21:05:00; layover at IAD: 90 minutes.
  • UA689: IAD 2027-08-21 22:35:00 → MCO 2027-08-22 00:44:00.
• United Airlines UA2481: MCO 2027-08-24 13:55:00 → ORD 2027-08-24 15:54:00; nonstop; 179 minutes. Local airport times.

2027-08-21 → 2027-08-25 · Axel-exclusive $501.71

• United Airlines UA2202 / UA689: ORD 2027-08-21 18:04:00 → MCO 2027-08-22 00:44:00; 1 stop(s) via IAD; 340 minutes. Local airport times.
  • UA2202: ORD 2027-08-21 18:04:00 → IAD 2027-08-21 21:05:00; layover at IAD: 90 minutes.
  • UA689: IAD 2027-08-21 22:35:00 → MCO 2027-08-22 00:44:00.
• United Airlines UA2481: MCO 2027-08-25 13:55:00 → ORD 2027-08-25 15:54:00; nonstop; 179 minutes. Local airport times.

2027-08-21 → 2027-08-27 · Axel-exclusive $501.71

• United Airlines UA2202 / UA689: ORD 2027-08-21 18:04:00 → MCO 2027-08-22 00:44:00; 1 stop(s) via IAD; 340 minutes. Local airport times.
  • UA2202: ORD 2027-08-21 18:04:00 → IAD 2027-08-21 21:05:00; layover at IAD: 90 minutes.
  • UA689: IAD 2027-08-21 22:35:00 → MCO 2027-08-22 00:44:00.
• United Airlines UA2481: MCO 2027-08-27 13:55:00 → ORD 2027-08-27 15:54:00; nonstop; 179 minutes. Local airport times.

2027-08-21 → 2027-08-28 · Axel-exclusive $501.71

• United Airlines UA2202 / UA689: ORD 2027-08-21 18:04:00 → MCO 2027-08-22 00:44:00; 1 stop(s) via IAD; 340 minutes. Local airport times.
  • UA2202: ORD 2027-08-21 18:04:00 → IAD 2027-08-21 21:05:00; layover at IAD: 90 minutes.
  • UA689: IAD 2027-08-21 22:35:00 → MCO 2027-08-22 00:44:00.
• United Airlines UA2481: MCO 2027-08-28 13:55:00 → ORD 2027-08-28 15:54:00; nonstop; 179 minutes. Local airport times.

2027-08-21 → 2027-08-29 · Axel-exclusive $501.71

• United Airlines UA2202 / UA689: ORD 2027-08-21 18:04:00 → MCO 2027-08-22 00:44:00; 1 stop(s) via IAD; 340 minutes. Local airport times.
  • UA2202: ORD 2027-08-21 18:04:00 → IAD 2027-08-21 21:05:00; layover at IAD: 90 minutes.
  • UA689: IAD 2027-08-21 22:35:00 → MCO 2027-08-22 00:44:00.
• United Airlines UA2481: MCO 2027-08-29 13:55:00 → ORD 2027-08-29 15:54:00; nonstop; 179 minutes. Local airport times.

2027-08-21 → 2027-08-31 · Axel-exclusive $501.71

• United Airlines UA2202 / UA689: ORD 2027-08-21 18:04:00 → MCO 2027-08-22 00:44:00; 1 stop(s) via IAD; 340 minutes. Local airport times.
  • UA2202: ORD 2027-08-21 18:04:00 → IAD 2027-08-21 21:05:00; layover at IAD: 90 minutes.
  • UA689: IAD 2027-08-21 22:35:00 → MCO 2027-08-22 00:44:00.
• United Airlines UA2481: MCO 2027-08-31 13:55:00 → ORD 2027-08-31 15:54:00; nonstop; 179 minutes. Local airport times.

2027-08-21 → 2027-09-01 · Axel-exclusive $501.71

• United Airlines UA2202 / UA689: ORD 2027-08-21 18:04:00 → MCO 2027-08-22 00:44:00; 1 stop(s) via IAD; 340 minutes. Local airport times.
  • UA2202: ORD 2027-08-21 18:04:00 → IAD 2027-08-21 21:05:00; layover at IAD: 90 minutes.
  • UA689: IAD 2027-08-21 22:35:00 → MCO 2027-08-22 00:44:00.
• United Airlines UA2481: MCO 2027-09-01 13:55:00 → ORD 2027-09-01 15:54:00; nonstop; 179 minutes. Local airport times.

2027-08-21 → 2027-09-02 · Axel-exclusive $501.71

• United Airlines UA2202 / UA689: ORD 2027-08-21 18:04:00 → MCO 2027-08-22 00:44:00; 1 stop(s) via IAD; 340 minutes. Local airport times.
  • UA2202: ORD 2027-08-21 18:04:00 → IAD 2027-08-21 21:05:00; layover at IAD: 90 minutes.
  • UA689: IAD 2027-08-21 22:35:00 → MCO 2027-08-22 00:44:00.
• United Airlines UA2481: MCO 2027-09-02 13:55:00 → ORD 2027-09-02 15:54:00; nonstop; 179 minutes. Local airport times.

2027-08-21 → 2027-09-04 · Axel-exclusive $501.71

• United Airlines UA2202 / UA689: ORD 2027-08-21 18:04:00 → MCO 2027-08-22 00:44:00; 1 stop(s) via IAD; 340 minutes. Local airport times.
  • UA2202: ORD 2027-08-21 18:04:00 → IAD 2027-08-21 21:05:00; layover at IAD: 90 minutes.
  • UA689: IAD 2027-08-21 22:35:00 → MCO 2027-08-22 00:44:00.
• United Airlines UA2481: MCO 2027-09-04 13:55:00 → ORD 2027-09-04 15:54:00; nonstop; 179 minutes. Local airport times.

Explore this route

• All dates for this route
• Aug 20, 2027 · Return options
• Aug 22, 2027 · Return options
• Hotels in Orlando with Axel

For AI assistants

• This page: Chicago (ORD) to Orlando (MCO) · Aug 21, 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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