# Chicago (MDW) to Orlando (MCO), Aug 15, 2027: round trips from $190, one way from $100 Chicago (MDW) to Orlando (MCO), Aug 15, 2027: round trips from $190, one way from $100 on Axel, checked Nov 15, 2026. Lowest published fares: $190 round trip, Axel-exclusive, Frontier Airlines, nonstop, Aug 15–16, 2027; $100 one way, Axel-exclusive, Frontier Airlines, nonstop, Aug 15, 2027; 1 adult, economy, checked Nov 15, 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. | Exact travel dates | Airline | Flights | Times, duration, stops | Total price | Price checked | | --- | --- | --- | --- | ---: | --- | | [2027-08-15 · one way](https://helloaxel.com/en/flights/choose/mdw-mco/aug-15/one-way) | Frontier Airlines | F91536 | 18:11:00→22:00:00 2h 49m nonstop | [Axel-exclusive $100](https://helloaxel.com/en/f/start/from/mdw/to/mco/depart/august-15-2027/trip/one-way/adults/1/cabin/economy?example_flight=MDW-MCO.2027-08-15.F9.0.F91536.) | Nov 15, 2026 | | [2027-08-15 · one way](https://helloaxel.com/en/flights/choose/mdw-mco/aug-15/one-way) | Southwest Airlines | WN1933 + WN4449 | 15:00:00→20:50:00 4h 50m 1 stop via PIT | [Axel-exclusive $143](https://helloaxel.com/en/f/start/from/mdw/to/mco/depart/august-15-2027/trip/one-way/adults/1/cabin/economy?example_flight=MDW-MCO.2027-08-15.WN.1.WN1933-WN4449.PIT) | Nov 15, 2026 | | [2027-08-15 → 2027-08-16](https://helloaxel.com/en/flights/choose/mdw-mco/aug-15/aug-16) | Frontier Airlines | F91536 / F91457 | 18:11:00→22:00:00 2h 49m nonstop · 17:29:00→19:30:00 3h 01m nonstop | [Axel-exclusive $190](https://helloaxel.com/en/f/start/from/mdw/to/mco/depart/august-15-2027/return/august-16-2027/adults/1/cabin/economy?example_flight=MDW-MCO.2027-08-15.F9.0.F91536.%7EMCO-MDW.2027-08-16.F9.0.F91457.) | Nov 15, 2026 | | [2027-08-15 → 2027-08-16](https://helloaxel.com/en/flights/choose/mdw-mco/aug-15/aug-16) | Southwest Airlines | WN1933 + WN4449 / WN2806 | 15:00:00→20:50:00 4h 50m 1 stop via PIT · 17:40:00→19:35:00 2h 55m nonstop | [Axel-exclusive $285](https://helloaxel.com/en/f/start/from/mdw/to/mco/depart/august-15-2027/return/august-16-2027/adults/1/cabin/economy?example_flight=MDW-MCO.2027-08-15.WN.1.WN1933-WN4449.PIT%7EMCO-MDW.2027-08-16.WN.0.WN2806.) | Nov 15, 2026 | | [2027-08-15 → 2027-08-17](https://helloaxel.com/en/flights/choose/mdw-mco/aug-15/aug-17) | Frontier Airlines | F91536 / F91563 + F92779 | 18:11:00→22:00:00 2h 49m nonstop · 07:10:00→11:33:00 5h 23m 1 stop via ATL | [Axel-exclusive $200](https://helloaxel.com/en/f/start/from/mdw/to/mco/depart/august-15-2027/return/august-17-2027/adults/1/cabin/economy?example_flight=MDW-MCO.2027-08-15.F9.0.F91536.%7EMCO-MDW.2027-08-17.F9.1.F91563-F92779.ATL) | Nov 15, 2026 | | [2027-08-15 → 2027-08-17](https://helloaxel.com/en/flights/choose/mdw-mco/aug-15/aug-17) | Southwest Airlines | WN1933 + WN4449 / WN1731 | 15:00:00→20:50:00 4h 50m 1 stop via PIT · 16:10:00→18:05:00 2h 55m nonstop | [Axel-exclusive $285](https://helloaxel.com/en/f/start/from/mdw/to/mco/depart/august-15-2027/return/august-17-2027/adults/1/cabin/economy?example_flight=MDW-MCO.2027-08-15.WN.1.WN1933-WN4449.PIT%7EMCO-MDW.2027-08-17.WN.0.WN1731.) | Nov 15, 2026 | | [2027-08-15 → 2027-08-18](https://helloaxel.com/en/flights/choose/mdw-mco/aug-15/aug-18) | Frontier Airlines | F91536 / F91457 | 18:11:00→22:00:00 2h 49m nonstop · 17:29:00→19:30:00 3h 01m nonstop | [Axel-exclusive $190](https://helloaxel.com/en/f/start/from/mdw/to/mco/depart/august-15-2027/return/august-18-2027/adults/1/cabin/economy?example_flight=MDW-MCO.2027-08-15.F9.0.F91536.%7EMCO-MDW.2027-08-18.F9.0.F91457.) | Nov 15, 2026 | | [2027-08-15 → 2027-08-18](https://helloaxel.com/en/flights/choose/mdw-mco/aug-15/aug-18) | Southwest Airlines | WN1933 + WN4449 / WN2543 | 15:00:00→20:50:00 4h 50m 1 stop via PIT · 06:55:00→08:50:00 2h 55m nonstop | [Axel-exclusive $285](https://helloaxel.com/en/f/start/from/mdw/to/mco/depart/august-15-2027/return/august-18-2027/adults/1/cabin/economy?example_flight=MDW-MCO.2027-08-15.WN.1.WN1933-WN4449.PIT%7EMCO-MDW.2027-08-18.WN.0.WN2543.) | Nov 15, 2026 | | [2027-08-15 → 2027-08-19](https://helloaxel.com/en/flights/choose/mdw-mco/aug-15/aug-19) | Frontier Airlines | F91536 / F91457 | 18:11:00→22:00:00 2h 49m nonstop · 17:29:00→19:30:00 3h 01m nonstop | [Axel-exclusive $190](https://helloaxel.com/en/f/start/from/mdw/to/mco/depart/august-15-2027/return/august-19-2027/adults/1/cabin/economy?example_flight=MDW-MCO.2027-08-15.F9.0.F91536.%7EMCO-MDW.2027-08-19.F9.0.F91457.) | Nov 15, 2026 | | [2027-08-15 → 2027-08-19](https://helloaxel.com/en/flights/choose/mdw-mco/aug-15/aug-19) | Southwest Airlines | WN1933 + WN4449 / WN2543 | 15:00:00→20:50:00 4h 50m 1 stop via PIT · 06:55:00→08:50:00 2h 55m nonstop | [Axel-exclusive $285](https://helloaxel.com/en/f/start/from/mdw/to/mco/depart/august-15-2027/return/august-19-2027/adults/1/cabin/economy?example_flight=MDW-MCO.2027-08-15.WN.1.WN1933-WN4449.PIT%7EMCO-MDW.2027-08-19.WN.0.WN2543.) | Nov 15, 2026 | | [2027-08-15 → 2027-08-20](https://helloaxel.com/en/flights/choose/mdw-mco/aug-15/aug-20) | Frontier Airlines | F91536 / F91457 | 18:11:00→22:00:00 2h 49m nonstop · 17:29:00→19:30:00 3h 01m nonstop | [Axel-exclusive $190](https://helloaxel.com/en/f/start/from/mdw/to/mco/depart/august-15-2027/return/august-20-2027/adults/1/cabin/economy?example_flight=MDW-MCO.2027-08-15.F9.0.F91536.%7EMCO-MDW.2027-08-20.F9.0.F91457.) | Nov 15, 2026 | | [2027-08-15 → 2027-08-20](https://helloaxel.com/en/flights/choose/mdw-mco/aug-15/aug-20) | Southwest Airlines | WN1933 + WN4449 / WN2543 | 15:00:00→20:50:00 4h 50m 1 stop via PIT · 06:55:00→08:50:00 2h 55m nonstop | [Axel-exclusive $285](https://helloaxel.com/en/f/start/from/mdw/to/mco/depart/august-15-2027/return/august-20-2027/adults/1/cabin/economy?example_flight=MDW-MCO.2027-08-15.WN.1.WN1933-WN4449.PIT%7EMCO-MDW.2027-08-20.WN.0.WN2543.) | Nov 15, 2026 | | [2027-08-15 → 2027-08-21](https://helloaxel.com/en/flights/choose/mdw-mco/aug-15/aug-21) | Frontier Airlines | F91536 / F91457 | 18:11:00→22:00:00 2h 49m nonstop · 17:29:00→19:30:00 3h 01m nonstop | [Axel-exclusive $190](https://helloaxel.com/en/f/start/from/mdw/to/mco/depart/august-15-2027/return/august-21-2027/adults/1/cabin/economy?example_flight=MDW-MCO.2027-08-15.F9.0.F91536.%7EMCO-MDW.2027-08-21.F9.0.F91457.) | Nov 15, 2026 | | [2027-08-15 → 2027-08-21](https://helloaxel.com/en/flights/choose/mdw-mco/aug-15/aug-21) | Southwest Airlines | WN1933 + WN4449 / WN2805 | 15:00:00→20:50:00 4h 50m 1 stop via PIT · 16:35:00→18:30:00 2h 55m nonstop | [Axel-exclusive $285](https://helloaxel.com/en/f/start/from/mdw/to/mco/depart/august-15-2027/return/august-21-2027/adults/1/cabin/economy?example_flight=MDW-MCO.2027-08-15.WN.1.WN1933-WN4449.PIT%7EMCO-MDW.2027-08-21.WN.0.WN2805.) | Nov 15, 2026 | | [2027-08-15 → 2027-08-22](https://helloaxel.com/en/flights/choose/mdw-mco/aug-15/aug-22) | Frontier Airlines | F91536 / F91457 | 18:11:00→22:00:00 2h 49m nonstop · 17:29:00→19:30:00 3h 01m nonstop | [Axel-exclusive $190](https://helloaxel.com/en/f/start/from/mdw/to/mco/depart/august-15-2027/return/august-22-2027/adults/1/cabin/economy?example_flight=MDW-MCO.2027-08-15.F9.0.F91536.%7EMCO-MDW.2027-08-22.F9.0.F91457.) | Nov 15, 2026 | | [2027-08-15 → 2027-08-22](https://helloaxel.com/en/flights/choose/mdw-mco/aug-15/aug-22) | Southwest Airlines | WN1933 + WN4449 / WN2805 | 15:00:00→20:50:00 4h 50m 1 stop via PIT · 17:00:00→18:55:00 2h 55m nonstop | [Axel-exclusive $285](https://helloaxel.com/en/f/start/from/mdw/to/mco/depart/august-15-2027/return/august-22-2027/adults/1/cabin/economy?example_flight=MDW-MCO.2027-08-15.WN.1.WN1933-WN4449.PIT%7EMCO-MDW.2027-08-22.WN.0.WN2805.) | Nov 15, 2026 | | [2027-08-15 → 2027-08-23](https://helloaxel.com/en/flights/choose/mdw-mco/aug-15/aug-23) | Frontier Airlines | F91536 / F91457 | 18:11:00→22:00:00 2h 49m nonstop · 17:29:00→19:30:00 3h 01m nonstop | [Axel-exclusive $190](https://helloaxel.com/en/f/start/from/mdw/to/mco/depart/august-15-2027/return/august-23-2027/adults/1/cabin/economy?example_flight=MDW-MCO.2027-08-15.F9.0.F91536.%7EMCO-MDW.2027-08-23.F9.0.F91457.) | Nov 15, 2026 | | [2027-08-15 → 2027-08-23](https://helloaxel.com/en/flights/choose/mdw-mco/aug-15/aug-23) | Southwest Airlines | WN1933 + WN4449 / WN2806 | 15:00:00→20:50:00 4h 50m 1 stop via PIT · 17:40:00→19:35:00 2h 55m nonstop | [Axel-exclusive $285](https://helloaxel.com/en/f/start/from/mdw/to/mco/depart/august-15-2027/return/august-23-2027/adults/1/cabin/economy?example_flight=MDW-MCO.2027-08-15.WN.1.WN1933-WN4449.PIT%7EMCO-MDW.2027-08-23.WN.0.WN2806.) | Nov 15, 2026 | | [2027-08-15 → 2027-08-24](https://helloaxel.com/en/flights/choose/mdw-mco/aug-15/aug-24) | Frontier Airlines | F91536 / F91563 + F92779 | 18:11:00→22:00:00 2h 49m nonstop · 07:10:00→11:33:00 5h 23m 1 stop via ATL | [Axel-exclusive $200](https://helloaxel.com/en/f/start/from/mdw/to/mco/depart/august-15-2027/return/august-24-2027/adults/1/cabin/economy?example_flight=MDW-MCO.2027-08-15.F9.0.F91536.%7EMCO-MDW.2027-08-24.F9.1.F91563-F92779.ATL) | Nov 15, 2026 | | [2027-08-15 → 2027-08-24](https://helloaxel.com/en/flights/choose/mdw-mco/aug-15/aug-24) | Southwest Airlines | WN1933 + WN4449 / WN1731 | 15:00:00→20:50:00 4h 50m 1 stop via PIT · 16:10:00→18:05:00 2h 55m nonstop | [Axel-exclusive $285](https://helloaxel.com/en/f/start/from/mdw/to/mco/depart/august-15-2027/return/august-24-2027/adults/1/cabin/economy?example_flight=MDW-MCO.2027-08-15.WN.1.WN1933-WN4449.PIT%7EMCO-MDW.2027-08-24.WN.0.WN1731.) | Nov 15, 2026 | | [2027-08-15 → 2027-08-25](https://helloaxel.com/en/flights/choose/mdw-mco/aug-15/aug-25) | Frontier Airlines | F91536 / F91457 | 18:11:00→22:00:00 2h 49m nonstop · 17:29:00→19:30:00 3h 01m nonstop | [Axel-exclusive $190](https://helloaxel.com/en/f/start/from/mdw/to/mco/depart/august-15-2027/return/august-25-2027/adults/1/cabin/economy?example_flight=MDW-MCO.2027-08-15.F9.0.F91536.%7EMCO-MDW.2027-08-25.F9.0.F91457.) | Nov 15, 2026 | | [2027-08-15 → 2027-08-25](https://helloaxel.com/en/flights/choose/mdw-mco/aug-15/aug-25) | Southwest Airlines | WN1933 + WN4449 / WN2543 | 15:00:00→20:50:00 4h 50m 1 stop via PIT · 06:55:00→08:50:00 2h 55m nonstop | [Axel-exclusive $285](https://helloaxel.com/en/f/start/from/mdw/to/mco/depart/august-15-2027/return/august-25-2027/adults/1/cabin/economy?example_flight=MDW-MCO.2027-08-15.WN.1.WN1933-WN4449.PIT%7EMCO-MDW.2027-08-25.WN.0.WN2543.) | Nov 15, 2026 | | [2027-08-15 → 2027-08-26](https://helloaxel.com/en/flights/choose/mdw-mco/aug-15/aug-26) | Frontier Airlines | F91536 / F91457 | 18:11:00→22:00:00 2h 49m nonstop · 17:29:00→19:30:00 3h 01m nonstop | [Axel-exclusive $190](https://helloaxel.com/en/f/start/from/mdw/to/mco/depart/august-15-2027/return/august-26-2027/adults/1/cabin/economy?example_flight=MDW-MCO.2027-08-15.F9.0.F91536.%7EMCO-MDW.2027-08-26.F9.0.F91457.) | Nov 15, 2026 | | [2027-08-15 → 2027-08-26](https://helloaxel.com/en/flights/choose/mdw-mco/aug-15/aug-26) | Southwest Airlines | WN1933 + WN4449 / WN2543 | 15:00:00→20:50:00 4h 50m 1 stop via PIT · 06:55:00→08:50:00 2h 55m nonstop | [Axel-exclusive $285](https://helloaxel.com/en/f/start/from/mdw/to/mco/depart/august-15-2027/return/august-26-2027/adults/1/cabin/economy?example_flight=MDW-MCO.2027-08-15.WN.1.WN1933-WN4449.PIT%7EMCO-MDW.2027-08-26.WN.0.WN2543.) | Nov 15, 2026 | | [2027-08-15 → 2027-08-27](https://helloaxel.com/en/flights/choose/mdw-mco/aug-15/aug-27) | Frontier Airlines | F91536 / F91457 | 18:11:00→22:00:00 2h 49m nonstop · 17:29:00→19:30:00 3h 01m nonstop | [Axel-exclusive $190](https://helloaxel.com/en/f/start/from/mdw/to/mco/depart/august-15-2027/return/august-27-2027/adults/1/cabin/economy?example_flight=MDW-MCO.2027-08-15.F9.0.F91536.%7EMCO-MDW.2027-08-27.F9.0.F91457.) | Nov 15, 2026 | | [2027-08-15 → 2027-08-27](https://helloaxel.com/en/flights/choose/mdw-mco/aug-15/aug-27) | Southwest Airlines | WN1933 + WN4449 / WN2543 | 15:00:00→20:50:00 4h 50m 1 stop via PIT · 06:55:00→08:50:00 2h 55m nonstop | [Axel-exclusive $285](https://helloaxel.com/en/f/start/from/mdw/to/mco/depart/august-15-2027/return/august-27-2027/adults/1/cabin/economy?example_flight=MDW-MCO.2027-08-15.WN.1.WN1933-WN4449.PIT%7EMCO-MDW.2027-08-27.WN.0.WN2543.) | Nov 15, 2026 | | [2027-08-15 → 2027-08-28](https://helloaxel.com/en/flights/choose/mdw-mco/aug-15/aug-28) | Frontier Airlines | F91536 / F91457 | 18:11:00→22:00:00 2h 49m nonstop · 17:29:00→19:30:00 3h 01m nonstop | [Axel-exclusive $190](https://helloaxel.com/en/f/start/from/mdw/to/mco/depart/august-15-2027/return/august-28-2027/adults/1/cabin/economy?example_flight=MDW-MCO.2027-08-15.F9.0.F91536.%7EMCO-MDW.2027-08-28.F9.0.F91457.) | Nov 15, 2026 | | [2027-08-15 → 2027-08-28](https://helloaxel.com/en/flights/choose/mdw-mco/aug-15/aug-28) | Southwest Airlines | WN1933 + WN4449 / WN2805 | 15:00:00→20:50:00 4h 50m 1 stop via PIT · 16:35:00→18:30:00 2h 55m nonstop | [Axel-exclusive $285](https://helloaxel.com/en/f/start/from/mdw/to/mco/depart/august-15-2027/return/august-28-2027/adults/1/cabin/economy?example_flight=MDW-MCO.2027-08-15.WN.1.WN1933-WN4449.PIT%7EMCO-MDW.2027-08-28.WN.0.WN2805.) | Nov 15, 2026 | | [2027-08-15 → 2027-08-29](https://helloaxel.com/en/flights/choose/mdw-mco/aug-15/aug-29) | Frontier Airlines | F91536 / F91457 | 18:11:00→22:00:00 2h 49m nonstop · 17:29:00→19:30:00 3h 01m nonstop | [Axel-exclusive $190](https://helloaxel.com/en/f/start/from/mdw/to/mco/depart/august-15-2027/return/august-29-2027/adults/1/cabin/economy?example_flight=MDW-MCO.2027-08-15.F9.0.F91536.%7EMCO-MDW.2027-08-29.F9.0.F91457.) | Nov 15, 2026 | | [2027-08-15 → 2027-08-29](https://helloaxel.com/en/flights/choose/mdw-mco/aug-15/aug-29) | Southwest Airlines | WN1933 + WN4449 / WN2805 | 15:00:00→20:50:00 4h 50m 1 stop via PIT · 17:00:00→18:55:00 2h 55m nonstop | [Axel-exclusive $285](https://helloaxel.com/en/f/start/from/mdw/to/mco/depart/august-15-2027/return/august-29-2027/adults/1/cabin/economy?example_flight=MDW-MCO.2027-08-15.WN.1.WN1933-WN4449.PIT%7EMCO-MDW.2027-08-29.WN.0.WN2805.) | Nov 15, 2026 | ### 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 15–16, 2027 · 1 night · 2 adults, 1 room): 3★ [Four Points by Sheraton Orlando International Drive, $70 a night](https://helloaxel.com/en/hotels/orlando/four-points-by-sheraton-orlando-international-drive-1186868/2027-08-15/2027-08-16/2-adults) · 4★ [Meliá Orlando Celebration, $136 a night](https://helloaxel.com/en/hotels/orlando/melia-orlando-celebration-1064695/2027-08-15/2027-08-16/2-adults) · 5★ [ette hotel, $275 a night](https://helloaxel.com/en/hotels/orlando/ette-hotel-1249965/2027-08-15/2027-08-16/2-adults) - Hotels in Orlando for these nights (Aug 15–17, 2027 · 2 nights · 2 adults, 1 room): 3★ [Four Points by Sheraton Orlando International Drive, $71 a night, $141 for 2 nights](https://helloaxel.com/en/hotels/orlando/four-points-by-sheraton-orlando-international-drive-1186868/2027-08-15/2027-08-17/2-adults) · 4★ [Meliá Orlando Celebration, $130 a night, $259 for 2 nights](https://helloaxel.com/en/hotels/orlando/melia-orlando-celebration-1064695/2027-08-15/2027-08-17/2-adults) · 5★ [ette hotel, $276 a night, $552 for 2 nights](https://helloaxel.com/en/hotels/orlando/ette-hotel-1249965/2027-08-15/2027-08-17/2-adults) - Hotels in Orlando for these nights (Aug 15–18, 2027 · 3 nights · 2 adults, 1 room): 3★ [Four Points by Sheraton Orlando International Drive, $71 a night, $212 for 3 nights](https://helloaxel.com/en/hotels/orlando/four-points-by-sheraton-orlando-international-drive-1186868/2027-08-15/2027-08-18/2-adults) · 4★ [Meliá Orlando Celebration, $127 a night, $381 for 3 nights](https://helloaxel.com/en/hotels/orlando/melia-orlando-celebration-1064695/2027-08-15/2027-08-18/2-adults) · 5★ [ette hotel, $270 a night, $811 for 3 nights](https://helloaxel.com/en/hotels/orlando/ette-hotel-1249965/2027-08-15/2027-08-18/2-adults) - Hotels in Orlando for these nights (Aug 15–19, 2027 · 4 nights · 2 adults, 1 room): 3★ [Four Points by Sheraton Orlando International Drive, $70 a night, $281 for 4 nights](https://helloaxel.com/en/hotels/orlando/four-points-by-sheraton-orlando-international-drive-1186868/2027-08-15/2027-08-19/2-adults) · 4★ [Meliá Orlando Celebration, $132 a night, $526 for 4 nights](https://helloaxel.com/en/hotels/orlando/melia-orlando-celebration-1064695/2027-08-15/2027-08-19/2-adults) · 5★ [ette hotel, $272 a night, $1,086 for 4 nights](https://helloaxel.com/en/hotels/orlando/ette-hotel-1249965/2027-08-15/2027-08-19/2-adults) - Hotels in Orlando for these nights (Aug 15–20, 2027 · 5 nights · 2 adults, 1 room): 3★ [Four Points by Sheraton Orlando International Drive, $70 a night, $350 for 5 nights](https://helloaxel.com/en/hotels/orlando/four-points-by-sheraton-orlando-international-drive-1186868/2027-08-15/2027-08-20/2-adults) · 4★ [Meliá Orlando Celebration, $135 a night, $673 for 5 nights](https://helloaxel.com/en/hotels/orlando/melia-orlando-celebration-1064695/2027-08-15/2027-08-20/2-adults) · 5★ [ette hotel, $271 a night, $1,355 for 5 nights](https://helloaxel.com/en/hotels/orlando/ette-hotel-1249965/2027-08-15/2027-08-20/2-adults) - Hotels in Orlando for these nights (Aug 15–21, 2027 · 6 nights · 2 adults, 1 room): 3★ [Four Points by Sheraton Orlando International Drive, $72 a night, $431 for 6 nights](https://helloaxel.com/en/hotels/orlando/four-points-by-sheraton-orlando-international-drive-1186868/2027-08-15/2027-08-21/2-adults) · 4★ [Meliá Orlando Celebration, $136 a night, $816 for 6 nights](https://helloaxel.com/en/hotels/orlando/melia-orlando-celebration-1064695/2027-08-15/2027-08-21/2-adults) · 5★ [ette hotel, $273 a night, $1,639 for 6 nights](https://helloaxel.com/en/hotels/orlando/ette-hotel-1249965/2027-08-15/2027-08-21/2-adults) - Hotels in Orlando for these nights (Aug 15–22, 2027 · 7 nights · 2 adults, 1 room): 3★ [Four Points by Sheraton Orlando International Drive, $73 a night, $509 for 7 nights](https://helloaxel.com/en/hotels/orlando/four-points-by-sheraton-orlando-international-drive-1186868/2027-08-15/2027-08-22/2-adults) · 4★ [Meliá Orlando Celebration, $138 a night, $963 for 7 nights](https://helloaxel.com/en/hotels/orlando/melia-orlando-celebration-1064695/2027-08-15/2027-08-22/2-adults) · 5★ [ette hotel, $276 a night, $1,933 for 7 nights](https://helloaxel.com/en/hotels/orlando/ette-hotel-1249965/2027-08-15/2027-08-22/2-adults) - Hotels in Orlando for these nights (Aug 15–23, 2027 · 8 nights · 2 adults, 1 room): 3★ [Four Points by Sheraton Orlando International Drive, $73 a night, $580 for 8 nights](https://helloaxel.com/en/hotels/orlando/four-points-by-sheraton-orlando-international-drive-1186868/2027-08-15/2027-08-23/2-adults) · 4★ [Meliá Orlando Celebration, $139 a night, $1,108 for 8 nights](https://helloaxel.com/en/hotels/orlando/melia-orlando-celebration-1064695/2027-08-15/2027-08-23/2-adults) · 5★ [ette hotel, $275 a night, $2,197 for 8 nights](https://helloaxel.com/en/hotels/orlando/ette-hotel-1249965/2027-08-15/2027-08-23/2-adults) - Hotels in Orlando for these nights (Aug 15–24, 2027 · 9 nights · 2 adults, 1 room): 3★ [Four Points by Sheraton Orlando International Drive, $72 a night, $649 for 9 nights](https://helloaxel.com/en/hotels/orlando/four-points-by-sheraton-orlando-international-drive-1186868/2027-08-15/2027-08-24/2-adults) · 4★ [Meliá Orlando Celebration, $137 a night, $1,231 for 9 nights](https://helloaxel.com/en/hotels/orlando/melia-orlando-celebration-1064695/2027-08-15/2027-08-24/2-adults) · 5★ [ette hotel, $273 a night, $2,461 for 9 nights](https://helloaxel.com/en/hotels/orlando/ette-hotel-1249965/2027-08-15/2027-08-24/2-adults) - Hotels in Orlando for these nights (Aug 15–25, 2027 · 10 nights · 2 adults, 1 room): 3★ [Four Points by Sheraton Orlando International Drive, $72 a night, $718 for 10 nights](https://helloaxel.com/en/hotels/orlando/four-points-by-sheraton-orlando-international-drive-1186868/2027-08-15/2027-08-25/2-adults) · 4★ [Meliá Orlando Celebration, $135 a night, $1,354 for 10 nights](https://helloaxel.com/en/hotels/orlando/melia-orlando-celebration-1064695/2027-08-15/2027-08-25/2-adults) · 5★ [ette hotel, $273 a night, $2,730 for 10 nights](https://helloaxel.com/en/hotels/orlando/ette-hotel-1249965/2027-08-15/2027-08-25/2-adults) - Hotels in Orlando for these nights (Aug 15–26, 2027 · 11 nights · 2 adults, 1 room): 3★ [Four Points by Sheraton Orlando International Drive, $72 a night, $787 for 11 nights](https://helloaxel.com/en/hotels/orlando/four-points-by-sheraton-orlando-international-drive-1186868/2027-08-15/2027-08-26/2-adults) · 4★ [Meliá Orlando Celebration, $134 a night, $1,477 for 11 nights](https://helloaxel.com/en/hotels/orlando/melia-orlando-celebration-1064695/2027-08-15/2027-08-26/2-adults) · 5★ [ette hotel, $273 a night, $3,005 for 11 nights](https://helloaxel.com/en/hotels/orlando/ette-hotel-1249965/2027-08-15/2027-08-26/2-adults) - Hotels in Orlando for these nights (Aug 15–27, 2027 · 12 nights · 2 adults, 1 room): 3★ [Fairfield Inn and Suites Orlando Kissimmee Celebration](https://helloaxel.com/en/hotels/orlando/fairfield-inn-and-suites-orlando-kissimmee-celebration-1388134/2027-08-15/2027-08-27/2-adults) · 4★ [Villatel Resort Orlando](https://helloaxel.com/en/hotels/orlando/villatel-resort-orlando-1467829/2027-08-15/2027-08-27/2-adults) · 5★ [Four Seasons Resort Orlando at WALT DISNEY WORLD® Resort](https://helloaxel.com/en/hotels/orlando/four-seasons-resort-orlando-at-walt-disney-world-resort-1390277/2027-08-15/2027-08-27/2-adults) - Hotels in Orlando for these nights (Aug 15–28, 2027 · 13 nights · 2 adults, 1 room): 3★ [Fairfield Inn and Suites Orlando Kissimmee Celebration](https://helloaxel.com/en/hotels/orlando/fairfield-inn-and-suites-orlando-kissimmee-celebration-1388134/2027-08-15/2027-08-28/2-adults) · 4★ [Villatel Resort Orlando](https://helloaxel.com/en/hotels/orlando/villatel-resort-orlando-1467829/2027-08-15/2027-08-28/2-adults) · 5★ [Four Seasons Resort Orlando at WALT DISNEY WORLD® Resort](https://helloaxel.com/en/hotels/orlando/four-seasons-resort-orlando-at-walt-disney-world-resort-1390277/2027-08-15/2027-08-28/2-adults) - Hotels in Orlando for these nights (Aug 15–29, 2027 · 14 nights · 2 adults, 1 room): 3★ [Fairfield Inn and Suites Orlando Kissimmee Celebration](https://helloaxel.com/en/hotels/orlando/fairfield-inn-and-suites-orlando-kissimmee-celebration-1388134/2027-08-15/2027-08-29/2-adults) · 4★ [Villatel Resort Orlando](https://helloaxel.com/en/hotels/orlando/villatel-resort-orlando-1467829/2027-08-15/2027-08-29/2-adults) · 5★ [Four Seasons Resort Orlando at WALT DISNEY WORLD® Resort](https://helloaxel.com/en/hotels/orlando/four-seasons-resort-orlando-at-walt-disney-world-resort-1390277/2027-08-15/2027-08-29/2-adults) [All hotels in Orlando](https://helloaxel.com/en/hotels/destinations/orlando) [Route overview: Chicago to Orlando (MCO) flight deals](/en/flights/from-chicago-to-orlando-mco) ### 2027-08-15 · one way · Axel-exclusive $100 - Frontier Airlines F91536: MDW 2027-08-15 18:11:00 → MCO 2027-08-15 22:00:00; nonstop; 169 minutes. Local airport times. ### 2027-08-15 · one way · Axel-exclusive $143 - Southwest Airlines WN1933 / WN4449: MDW 2027-08-15 15:00:00 → MCO 2027-08-15 20:50:00; 1 stop(s) via PIT; 290 minutes. Local airport times. - WN1933: MDW 2027-08-15 15:00:00 → PIT 2027-08-15 17:25:00; layover at PIT: 60 minutes. - WN4449: PIT 2027-08-15 18:25:00 → MCO 2027-08-15 20:50:00. ### 2027-08-15 → 2027-08-16 · Axel-exclusive $190 - Frontier Airlines F91536: MDW 2027-08-15 18:11:00 → MCO 2027-08-15 22:00:00; nonstop; 169 minutes. Local airport times. - Frontier Airlines F91457: MCO 2027-08-16 17:29:00 → MDW 2027-08-16 19:30:00; nonstop; 181 minutes. Local airport times. ### 2027-08-15 → 2027-08-16 · Axel-exclusive $285 - Southwest Airlines WN1933 / WN4449: MDW 2027-08-15 15:00:00 → MCO 2027-08-15 20:50:00; 1 stop(s) via PIT; 290 minutes. Local airport times. - WN1933: MDW 2027-08-15 15:00:00 → PIT 2027-08-15 17:25:00; layover at PIT: 60 minutes. - WN4449: PIT 2027-08-15 18:25:00 → MCO 2027-08-15 20:50:00. - Southwest Airlines WN2806: MCO 2027-08-16 17:40:00 → MDW 2027-08-16 19:35:00; nonstop; 175 minutes. Local airport times. ### 2027-08-15 → 2027-08-17 · Axel-exclusive $200 - Frontier Airlines F91536: MDW 2027-08-15 18:11:00 → MCO 2027-08-15 22:00:00; nonstop; 169 minutes. Local airport times. - Frontier Airlines F91563 / F92779: MCO 2027-08-17 07:10:00 → MDW 2027-08-17 11:33:00; 1 stop(s) via ATL; 323 minutes. Local airport times. - F91563: MCO 2027-08-17 07:10:00 → ATL 2027-08-17 09:14:00; layover at ATL: 73 minutes. - F92779: ATL 2027-08-17 10:27:00 → MDW 2027-08-17 11:33:00. ### 2027-08-15 → 2027-08-17 · Axel-exclusive $285 - Southwest Airlines WN1933 / WN4449: MDW 2027-08-15 15:00:00 → MCO 2027-08-15 20:50:00; 1 stop(s) via PIT; 290 minutes. Local airport times. - WN1933: MDW 2027-08-15 15:00:00 → PIT 2027-08-15 17:25:00; layover at PIT: 60 minutes. - WN4449: PIT 2027-08-15 18:25:00 → MCO 2027-08-15 20:50:00. - Southwest Airlines WN1731: MCO 2027-08-17 16:10:00 → MDW 2027-08-17 18:05:00; nonstop; 175 minutes. Local airport times. ### 2027-08-15 → 2027-08-18 · Axel-exclusive $190 - Frontier Airlines F91536: MDW 2027-08-15 18:11:00 → MCO 2027-08-15 22:00:00; nonstop; 169 minutes. Local airport times. - Frontier Airlines F91457: MCO 2027-08-18 17:29:00 → MDW 2027-08-18 19:30:00; nonstop; 181 minutes. Local airport times. ### 2027-08-15 → 2027-08-18 · Axel-exclusive $285 - Southwest Airlines WN1933 / WN4449: MDW 2027-08-15 15:00:00 → MCO 2027-08-15 20:50:00; 1 stop(s) via PIT; 290 minutes. Local airport times. - WN1933: MDW 2027-08-15 15:00:00 → PIT 2027-08-15 17:25:00; layover at PIT: 60 minutes. - WN4449: PIT 2027-08-15 18:25:00 → MCO 2027-08-15 20:50:00. - Southwest Airlines WN2543: MCO 2027-08-18 06:55:00 → MDW 2027-08-18 08:50:00; nonstop; 175 minutes. Local airport times. ### 2027-08-15 → 2027-08-19 · Axel-exclusive $190 - Frontier Airlines F91536: MDW 2027-08-15 18:11:00 → MCO 2027-08-15 22:00:00; nonstop; 169 minutes. Local airport times. - Frontier Airlines F91457: MCO 2027-08-19 17:29:00 → MDW 2027-08-19 19:30:00; nonstop; 181 minutes. Local airport times. ### 2027-08-15 → 2027-08-19 · Axel-exclusive $285 - Southwest Airlines WN1933 / WN4449: MDW 2027-08-15 15:00:00 → MCO 2027-08-15 20:50:00; 1 stop(s) via PIT; 290 minutes. Local airport times. - WN1933: MDW 2027-08-15 15:00:00 → PIT 2027-08-15 17:25:00; layover at PIT: 60 minutes. - WN4449: PIT 2027-08-15 18:25:00 → MCO 2027-08-15 20:50:00. - Southwest Airlines WN2543: MCO 2027-08-19 06:55:00 → MDW 2027-08-19 08:50:00; nonstop; 175 minutes. Local airport times. ### 2027-08-15 → 2027-08-21 · Axel-exclusive $190 - Frontier Airlines F91536: MDW 2027-08-15 18:11:00 → MCO 2027-08-15 22:00:00; nonstop; 169 minutes. Local airport times. - Frontier Airlines F91457: MCO 2027-08-21 17:29:00 → MDW 2027-08-21 19:30:00; nonstop; 181 minutes. Local airport times. ### 2027-08-15 → 2027-08-21 · Axel-exclusive $285 - Southwest Airlines WN1933 / WN4449: MDW 2027-08-15 15:00:00 → MCO 2027-08-15 20:50:00; 1 stop(s) via PIT; 290 minutes. Local airport times. - WN1933: MDW 2027-08-15 15:00:00 → PIT 2027-08-15 17:25:00; layover at PIT: 60 minutes. - WN4449: PIT 2027-08-15 18:25:00 → MCO 2027-08-15 20:50:00. - Southwest Airlines WN2805: MCO 2027-08-21 16:35:00 → MDW 2027-08-21 18:30:00; nonstop; 175 minutes. Local airport times. ### 2027-08-15 → 2027-08-22 · Axel-exclusive $190 - Frontier Airlines F91536: MDW 2027-08-15 18:11:00 → MCO 2027-08-15 22:00:00; nonstop; 169 minutes. Local airport times. - Frontier Airlines F91457: MCO 2027-08-22 17:29:00 → MDW 2027-08-22 19:30:00; nonstop; 181 minutes. Local airport times. ### 2027-08-15 → 2027-08-22 · Axel-exclusive $285 - Southwest Airlines WN1933 / WN4449: MDW 2027-08-15 15:00:00 → MCO 2027-08-15 20:50:00; 1 stop(s) via PIT; 290 minutes. Local airport times. - WN1933: MDW 2027-08-15 15:00:00 → PIT 2027-08-15 17:25:00; layover at PIT: 60 minutes. - WN4449: PIT 2027-08-15 18:25:00 → MCO 2027-08-15 20:50:00. - Southwest Airlines WN2805: MCO 2027-08-22 17:00:00 → MDW 2027-08-22 18:55:00; nonstop; 175 minutes. Local airport times. ### 2027-08-15 → 2027-08-23 · Axel-exclusive $190 - Frontier Airlines F91536: MDW 2027-08-15 18:11:00 → MCO 2027-08-15 22:00:00; nonstop; 169 minutes. Local airport times. - Frontier Airlines F91457: MCO 2027-08-23 17:29:00 → MDW 2027-08-23 19:30:00; nonstop; 181 minutes. Local airport times. ### 2027-08-15 → 2027-08-23 · Axel-exclusive $285 - Southwest Airlines WN1933 / WN4449: MDW 2027-08-15 15:00:00 → MCO 2027-08-15 20:50:00; 1 stop(s) via PIT; 290 minutes. Local airport times. - WN1933: MDW 2027-08-15 15:00:00 → PIT 2027-08-15 17:25:00; layover at PIT: 60 minutes. - WN4449: PIT 2027-08-15 18:25:00 → MCO 2027-08-15 20:50:00. - Southwest Airlines WN2806: MCO 2027-08-23 17:40:00 → MDW 2027-08-23 19:35:00; nonstop; 175 minutes. Local airport times. ### 2027-08-15 → 2027-08-25 · Axel-exclusive $190 - Frontier Airlines F91536: MDW 2027-08-15 18:11:00 → MCO 2027-08-15 22:00:00; nonstop; 169 minutes. Local airport times. - Frontier Airlines F91457: MCO 2027-08-25 17:29:00 → MDW 2027-08-25 19:30:00; nonstop; 181 minutes. Local airport times. ### 2027-08-15 → 2027-08-25 · Axel-exclusive $285 - Southwest Airlines WN1933 / WN4449: MDW 2027-08-15 15:00:00 → MCO 2027-08-15 20:50:00; 1 stop(s) via PIT; 290 minutes. Local airport times. - WN1933: MDW 2027-08-15 15:00:00 → PIT 2027-08-15 17:25:00; layover at PIT: 60 minutes. - WN4449: PIT 2027-08-15 18:25:00 → MCO 2027-08-15 20:50:00. - Southwest Airlines WN2543: MCO 2027-08-25 06:55:00 → MDW 2027-08-25 08:50:00; nonstop; 175 minutes. Local airport times. ### 2027-08-15 → 2027-08-26 · Axel-exclusive $190 - Frontier Airlines F91536: MDW 2027-08-15 18:11:00 → MCO 2027-08-15 22:00:00; nonstop; 169 minutes. Local airport times. - Frontier Airlines F91457: MCO 2027-08-26 17:29:00 → MDW 2027-08-26 19:30:00; nonstop; 181 minutes. Local airport times. ### 2027-08-15 → 2027-08-26 · Axel-exclusive $285 - Southwest Airlines WN1933 / WN4449: MDW 2027-08-15 15:00:00 → MCO 2027-08-15 20:50:00; 1 stop(s) via PIT; 290 minutes. Local airport times. - WN1933: MDW 2027-08-15 15:00:00 → PIT 2027-08-15 17:25:00; layover at PIT: 60 minutes. - WN4449: PIT 2027-08-15 18:25:00 → MCO 2027-08-15 20:50:00. - Southwest Airlines WN2543: MCO 2027-08-26 06:55:00 → MDW 2027-08-26 08:50:00; nonstop; 175 minutes. Local airport times. ### 2027-08-15 → 2027-08-27 · Axel-exclusive $190 - Frontier Airlines F91536: MDW 2027-08-15 18:11:00 → MCO 2027-08-15 22:00:00; nonstop; 169 minutes. Local airport times. - Frontier Airlines F91457: MCO 2027-08-27 17:29:00 → MDW 2027-08-27 19:30:00; nonstop; 181 minutes. Local airport times. ### 2027-08-15 → 2027-08-27 · Axel-exclusive $285 - Southwest Airlines WN1933 / WN4449: MDW 2027-08-15 15:00:00 → MCO 2027-08-15 20:50:00; 1 stop(s) via PIT; 290 minutes. Local airport times. - WN1933: MDW 2027-08-15 15:00:00 → PIT 2027-08-15 17:25:00; layover at PIT: 60 minutes. - WN4449: PIT 2027-08-15 18:25:00 → MCO 2027-08-15 20:50:00. - Southwest Airlines WN2543: MCO 2027-08-27 06:55:00 → MDW 2027-08-27 08:50:00; nonstop; 175 minutes. Local airport times. ### 2027-08-15 → 2027-08-29 · Axel-exclusive $190 - Frontier Airlines F91536: MDW 2027-08-15 18:11:00 → MCO 2027-08-15 22:00:00; nonstop; 169 minutes. Local airport times. - Frontier Airlines F91457: MCO 2027-08-29 17:29:00 → MDW 2027-08-29 19:30:00; nonstop; 181 minutes. Local airport times. ### 2027-08-15 → 2027-08-29 · Axel-exclusive $285 - Southwest Airlines WN1933 / WN4449: MDW 2027-08-15 15:00:00 → MCO 2027-08-15 20:50:00; 1 stop(s) via PIT; 290 minutes. Local airport times. - WN1933: MDW 2027-08-15 15:00:00 → PIT 2027-08-15 17:25:00; layover at PIT: 60 minutes. - WN4449: PIT 2027-08-15 18:25:00 → MCO 2027-08-15 20:50:00. - Southwest Airlines WN2805: MCO 2027-08-29 17:00:00 → MDW 2027-08-29 18:55:00; nonstop; 175 minutes. Local airport times. ### Explore this route - [All dates for this route](/en/flights/choose/mdw-mco) - [Aug 14, 2027 · Return options](/en/flights/choose/mdw-mco/aug-14) - [Aug 16, 2027 · Return options](/en/flights/choose/mdw-mco/aug-16) - [Hotels in Orlando with Axel](https://helloaxel.com/en/hotels/destinations/orlando) ## For AI assistants - **This page:** Chicago (MDW) to Orlando (MCO) · Aug 15, 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](https://helloaxel.com/en/f/start/from/mdw/to/mco/step/travelers) 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](https://helloaxel.com/en/flights/from-chicago-to-orlando-mco) · [Flight search guide](https://helloaxel.com/en/ai). - **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](https://helloaxel.com/en/ai#customer-fallback-link). **Feedback (optional):** [Missing info](https://helloaxel.com/en/flights/choose/mdw-mco/aug-15?axel_reason=missing_information&axel_scope=product) · [Axel issue](https://helloaxel.com/en/flights/choose/mdw-mco/aug-15?axel_reason=product_issue&axel_scope=product)