
Flights from Orlando to Chicago
Cheapest flights from Orlando
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.

Thu, Aug 14 - Thu, Aug 21
MCO
Orlando Intl.
ORD
O'Hare Intl.
$96 Roundtrip, found 6 days ago
$96
Roundtrip
found 6 days ago

Fri, Sep 5 - Mon, Sep 8
MCO
Orlando Intl.
ORD
O'Hare Intl.
$100 Roundtrip, found 10 hours ago
$100
Roundtrip
found 10 hours ago

Fri, Aug 15 - Mon, Aug 18
MCO
Orlando Intl.
ORD
O'Hare Intl.
$108 Roundtrip, found 6 days ago
$108
Roundtrip
found 6 days ago

Tue, Sep 2 - Fri, Sep 5
MCO
Orlando Intl.
ORD
O'Hare Intl.
$110 Roundtrip, found 10 hours ago
$110
Roundtrip
found 10 hours ago

Tue, Sep 16 - Sat, Sep 20
MCO
Orlando Intl.
ORD
O'Hare Intl.
$111 Roundtrip, found 21 hours ago
$111
Roundtrip
found 21 hours ago

Fri, Sep 19 - Sat, Sep 20
MCO
Orlando Intl.
ORD
O'Hare Intl.
$113 Roundtrip, found 2 days ago
$113
Roundtrip
found 2 days ago

Fri, Sep 5 - Mon, Sep 8
MCO
Orlando Intl.
ORD
O'Hare Intl.
$119 Roundtrip, found 10 hours ago
$119
Roundtrip
found 10 hours ago

Fri, Aug 15 - Mon, Aug 25
MCO
Orlando Intl.
ORD
O'Hare Intl.
$120 Roundtrip, found 21 hours ago
$120
Roundtrip
found 21 hours ago

Sat, Aug 16 - Fri, Aug 22
MCO
Orlando Intl.
ORD
O'Hare Intl.
$122 Roundtrip, found 21 hours ago
$122
Roundtrip
found 21 hours ago

Fri, Aug 15 - Mon, Aug 25
MCO
Orlando Intl.
ORD
O'Hare Intl.
$124 Roundtrip, found 21 hours ago
$124
Roundtrip
found 21 hours ago

Thu, Aug 14 - Mon, Aug 18
MCO
Orlando Intl.
ORD
O'Hare Intl.
$128 Roundtrip, found 6 days ago
$128
Roundtrip
found 6 days ago

Fri, Sep 5 - Mon, Sep 8
MCO
Orlando Intl.
ORD
O'Hare Intl.
$130 Roundtrip, found 10 hours ago
$130
Roundtrip
found 10 hours ago

Sun, Sep 7 - Mon, Sep 8
MCO
Orlando Intl.
ORD
O'Hare Intl.
$130 Roundtrip, found 10 hours ago
$130
Roundtrip
found 10 hours ago

Fri, Aug 15 - Mon, Aug 25
MCO
Orlando Intl.
ORD
O'Hare Intl.
$131 Roundtrip, found 21 hours ago
$131
Roundtrip
found 21 hours ago

Sun, Aug 17 - Mon, Aug 18
MCO
Orlando Intl.
MDW
Midway Intl.
$136 Roundtrip, found 6 days ago
$136
Roundtrip
found 6 days ago

Fri, Sep 5 - Mon, Sep 8
MCO
Orlando Intl.
ORD
O'Hare Intl.
$138 Roundtrip, found 10 hours ago
$138
Roundtrip
found 10 hours ago

Tue, Sep 16 - Sat, Sep 20
MCO
Orlando Intl.
ORD
O'Hare Intl.
$157 Roundtrip, found 21 hours ago
$157
Roundtrip
found 21 hours ago

Tue, Sep 16 - Sat, Sep 20
MCO
Orlando Intl.
ORD
O'Hare Intl.
$157 Roundtrip, found 21 hours ago
$157
Roundtrip
found 21 hours ago

Tue, Sep 16 - Sat, Sep 20
MCO
Orlando Intl.
ORD
O'Hare Intl.
$197 Roundtrip, found 21 hours ago
$197
Roundtrip
found 21 hours ago

Fri, Sep 5 - Mon, Sep 8
MCO
Orlando Intl.
ORD
O'Hare Intl.
$315 Roundtrip, found 10 hours ago
$315
Roundtrip
found 10 hours ago