
Flights from Chicago to Orlando
Cheapest flights from Chicago
These prices were available within the past 7 days. Prices quoted are per person, round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Wed, Jul 23 - Fri, Jul 25
ORD
O'Hare Intl.
MCO
Orlando Intl.
$98 Roundtrip, found 1 day ago
$98
Roundtrip
found 1 day ago

Sat, Oct 18 - Wed, Oct 22
ORD
O'Hare Intl.
MCO
Orlando Intl.
$100 Roundtrip, found 11 hours ago
$100
Roundtrip
found 11 hours ago

Mon, Sep 22 - Sat, Oct 4
ORD
O'Hare Intl.
MCO
Orlando Intl.
$104 Roundtrip, found 3 days ago
$104
Roundtrip
found 3 days ago

Thu, Aug 14 - Sat, Aug 16
ORD
O'Hare Intl.
MCO
Orlando Intl.
$108 Roundtrip, found 3 days ago
$108
Roundtrip
found 3 days ago

Thu, Aug 7 - Fri, Aug 15
MDW
Midway Intl.
MCO
Orlando Intl.
$110 Roundtrip, found 18 hours ago
$110
Roundtrip
found 18 hours ago

Thu, Sep 25 - Sat, Oct 4
ORD
O'Hare Intl.
MCO
Orlando Intl.
$110 Roundtrip, found 3 days ago
$110
Roundtrip
found 3 days ago

Fri, Aug 8 - Sat, Aug 16
ORD
O'Hare Intl.
MCO
Orlando Intl.
$113 Roundtrip, found 3 days ago
$113
Roundtrip
found 3 days ago

Sat, Aug 2 - Thu, Aug 7
ORD
O'Hare Intl.
MCO
Orlando Intl.
$114 Roundtrip, found 4 days ago
$114
Roundtrip
found 4 days ago

Thu, Aug 14 - Mon, Aug 18
ORD
O'Hare Intl.
MCO
Orlando Intl.
$118 Roundtrip, found 3 days ago
$118
Roundtrip
found 3 days ago

Mon, Jul 21 - Fri, Jul 25
ORD
O'Hare Intl.
MCO
Orlando Intl.
$119 Roundtrip, found 1 day ago
$119
Roundtrip
found 1 day ago

Mon, Jul 21 - Mon, Jul 28
ORD
O'Hare Intl.
MCO
Orlando Intl.
$120 Roundtrip, found 9 hours ago
$120
Roundtrip
found 9 hours ago

Fri, Aug 8 - Mon, Aug 18
ORD
O'Hare Intl.
MCO
Orlando Intl.
$123 Roundtrip, found 3 days ago
$123
Roundtrip
found 3 days ago

Sat, Oct 18 - Wed, Oct 22
ORD
O'Hare Intl.
MCO
Orlando Intl.
$124 Roundtrip, found 11 hours ago
$124
Roundtrip
found 11 hours ago

Mon, Jul 28 - Mon, Aug 4
ORD
O'Hare Intl.
MCO
Orlando Intl.
$128 Roundtrip, found 6 days ago
$128
Roundtrip
found 6 days ago

Wed, Oct 15 - Mon, Oct 20
ORD
O'Hare Intl.
MCO
Orlando Intl.
$130 Roundtrip, found 11 hours ago
$130
Roundtrip
found 11 hours ago

Tue, Aug 5 - Tue, Aug 12
ORD
O'Hare Intl.
MCO
Orlando Intl.
$133 Roundtrip, found 4 days ago
$133
Roundtrip
found 4 days ago

Sat, Oct 18 - Wed, Oct 22
ORD
O'Hare Intl.
MCO
Orlando Intl.
$157 Roundtrip, found 11 hours ago
$157
Roundtrip
found 11 hours ago

Sat, Oct 18 - Wed, Oct 22
ORD
O'Hare Intl.
MCO
Orlando Intl.
$157 Roundtrip, found 11 hours ago
$157
Roundtrip
found 11 hours ago

Sat, Aug 2 - Thu, Aug 7
ORD
O'Hare Intl.
MCO
Orlando Intl.
$197 Roundtrip, found 4 days ago
$197
Roundtrip
found 4 days ago

Sat, Oct 18 - Wed, Oct 22
ORD
O'Hare Intl.
MCO
Orlando Intl.
$217 Roundtrip, found 11 hours ago
$217
Roundtrip
found 11 hours ago