Book United Orlando to Chicago flight deals from $155

Select journey type

Enter to select travel class and passengers

Search flights from Orlando to Chicago (MCO - ORD)

November

Skip to content

Thursday 15th

Return Friday 30th
from$ 165*Viewed: 34 minutes ago

Friday 16th

Return Saturday 1st
from$ 155*Viewed: 34 minutes ago

Thursday 29th

Return Friday 14th
from$ 165*Viewed: 33 minutes ago

December

Skip to content

Saturday 1st

Return Sunday 16th
from$ 165*Viewed: 33 minutes ago

Sunday 2nd

Return Monday 17th
from$ 155*Viewed: 33 minutes ago

Tuesday 25th

Return Wednesday 9th
from$ 211*Viewed: 33 minutes ago

January

Skip to content

Tuesday 8th

Return Wednesday 23rd
from$ 211*Viewed: 33 minutes ago

Wednesday 9th

Return Thursday 24th
from$ 165*Viewed: 33 minutes ago

Thursday 10th

Return Friday 25th
from$ 165*Viewed: 33 minutes ago
**Prices have been available for round trips within the last 48 hours and may not be currently available. Fares listed may be Basic Economy, which is our most restrictive fare option and subject to additional restrictions. Additional baggage charges and fees for other optional service may apply. Other terms and conditions may apply..
Cruise ships and tour boats docked by a ferris wheel and urban buildings at Navy Pier in Chicago

Plan ahead for flights from Orlando to Chicago

from
to
Type
Dates
Price*
Orlando (MCO)
to Chicago (ORD)
Roundtrip
Depart Fri 16 Nov 2018
Return Sat 1 Dec 2018
from$ 155*Viewed: 34 minutes ago
Orlando (MCO)
to Chicago (ORD)
Roundtrip
Depart Sun 2 Dec 2018
Return Mon 17 Dec 2018
from$ 155*Viewed: 33 minutes ago
Orlando (MCO)
to Chicago (ORD)
Roundtrip
Depart Wed 31 Oct 2018
Return Wed 14 Nov 2018
from$ 155*Viewed: 7 minutes ago
Orlando (MCO)
to Chicago (ORD)
Roundtrip
Depart Fri 22 Feb 2019
Return Tue 26 Feb 2019
from$ 155*Viewed: 10 hours ago
Orlando (MCO)
to Chicago (ORD)
Roundtrip
Depart Thu 8 Nov 2018
Return Fri 23 Nov 2018
from$ 165*Viewed: 34 minutes ago
Orlando (MCO)
to Chicago (ORD)
Roundtrip
Depart Thu 15 Nov 2018
Return Fri 30 Nov 2018
from$ 165*Viewed: 34 minutes ago
Orlando (MCO)
to Chicago (ORD)
Roundtrip
Depart Thu 29 Nov 2018
Return Fri 14 Dec 2018
from$ 165*Viewed: 33 minutes ago
Orlando (MCO)
to Chicago (ORD)
Roundtrip
Depart Sat 1 Dec 2018
Return Sun 16 Dec 2018
from$ 165*Viewed: 33 minutes ago
Orlando (MCO)
to Chicago (ORD)
Roundtrip
Depart Wed 9 Jan 2019
Return Thu 24 Jan 2019
from$ 165*Viewed: 33 minutes ago
Orlando (MCO)
to Chicago (ORD)
Roundtrip
Depart Thu 10 Jan 2019
Return Fri 25 Jan 2019
from$ 165*Viewed: 33 minutes ago
*Prices have been available for round trips within the last 48 hours and may not be currently available. Fares listed may be Basic Economy, which is our most restrictive fare option and subject to additional restrictions. Additional baggage charges and fees for other optional service may apply. Other terms and conditions may apply.

Weather in Chicago

51 °FFriday10/19/2018
50 °FSaturday10/20/2018
43 °FSunday10/21/2018
55 °FMonday10/22/2018
55 °FTuesday10/23/2018
57 °FWednesday10/24/2018
51 °FThursday10/25/2018
Powered by: OpenWeatherMap.org