Find cheap airline tickets from Orlando to Chicago by date

Departure: Return: Sorted by:

$161

outward: Aug 18, 2023
4:40p MCO » 7:27p MDW
Frontier Airlines direct (2h47m)

inbound: Aug 21, 2023
1:02a ORD » 4:05a MCO
Frontier Airlines direct (3h03m)

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$166

outward: Jun 30, 2023
11:10p MCO » 2:19a ORD
Unknown Company 1 stop (27h09m)

inbound: Jul 2, 2023
4:49p ORD » 3:05a MCO
Spirit Airlines 1 stop (10h16m)

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$171

outward: Aug 18, 2023
10:20p MCO » 1:19a ORD
United Airlines direct (2h59m)

inbound: Aug 21, 2023
1:02a ORD » 4:05a MCO
Frontier Airlines direct (3h03m)

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$173

outward: Jun 30, 2023
12:15p MCO » 3:25p ORD
Spirit Airlines direct (3h10m)

inbound: Jul 3, 2023
1:02a ORD » 3:58a MCO
Frontier Airlines direct (2h56m)

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$177

outward: Aug 18, 2023
1:40p MCO » 4:46p ORD
Frontier Airlines direct (3h06m)

inbound: Aug 21, 2023
1:02a ORD » 4:05a MCO
Frontier Airlines direct (3h03m)

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$182

outward: Aug 19, 2023
1:07a MCO » 11:28p MDW
Frontier Airlines 1 stop (22h21m)

inbound: Aug 21, 2023
1:02a ORD » 4:05a MCO
Frontier Airlines direct (3h03m)

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$182

outward: Aug 18, 2023
1:40p MCO » 4:46p ORD
Frontier Airlines direct (3h06m)

inbound: Aug 21, 2023
1:02a ORD » 4:05a MCO
Frontier Airlines direct (3h03m)

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$191

outward: Aug 18, 2023
1:40p MCO » 4:46p ORD
Frontier Airlines direct (3h06m)

inbound: Aug 20, 2023
12:45p MDW » 8:19p MCO
Frontier Airlines 1 stop (7h34m)

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$191

outward: Aug 18, 2023
1:40p MCO » 4:46p ORD
Frontier Airlines direct (3h06m)

inbound: Aug 20, 2023
12:45p MDW » 8:19p MCO
Frontier Airlines 1 stop (7h34m)

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Return

Departure

Choose when you'd like to depart to Chicago (USA):

Find the cheapest Orlando Chicago flight by browsing the dates below to find alternative flight prices found in the last days. To launch a flight search for Orlando - Chicago with these new dates, click on an offer. Want to depart from another city? Choose:

Airlines operating flights from Orlando to Chicago

Departure: Airline

Spirit Airlines

outbound: Jun 30, 2023
Spirit Airlines direct

return: Jul 2, 2023
Spirit Airlines 1 stop

$161 Verify

Frontier Airlines

outbound: Jun 30, 2023
Frontier Airlines 1 stop

return: Jul 2, 2023
Spirit Airlines 1 stop

$156 Verify

United Airlines

outbound: Aug 18, 2023
United Airlines direct

return: Aug 20, 2023
Frontier Airlines direct

$161 Verify

Delta Air Lines

outbound: Aug 18, 2023
Delta Air Lines 1 stop

return: Aug 20, 2023
Delta Air Lines 1 stop

$292 Verify

Airline tickets Orlando - Chicago found in the last 30 days.

Travel tips for flights Orlando - Chicago

Average flight duration: 3h03m (direct flight)

Arrival city:
Chicago, USA
Airport(s):
Chicago Midway International Airport (MDW)
O'Hare International Airport (ORD)
Local time:
Jun 27, 2023 4:09 AM, GMT-5
Weather:
min. 62ºF, max. 77ºF

Departure city:
Orlando, USA
Airport(s):
Orlando Executive Airport (ORL)
Orlando International Airport (MCO)
Orlando Sanford International Airport (SFB)
Local time:
Jun 27, 2023 5:09 AM, GMT-4
Weather:
min. 75ºF, max. 100ºF