
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, Sep 4 - Sun, Sep 7
MCO
Orlando Intl.
ORD
O'Hare Intl.
$98 Roundtrip, found 11 hours ago
$98
Roundtrip
found 11 hours ago

Fri, Sep 5 - Mon, Sep 8
MCO
Orlando Intl.
ORD
O'Hare Intl.
$99 Roundtrip, found 11 hours ago
$99
Roundtrip
found 11 hours ago

Fri, Sep 5 - Mon, Sep 8
MCO
Orlando Intl.
ORD
O'Hare Intl.
$100 Roundtrip, found 11 hours ago
$100
Roundtrip
found 11 hours ago

Thu, Sep 4 - Fri, Sep 5
MCO
Orlando Intl.
ORD
O'Hare Intl.
$104 Roundtrip, found 11 hours ago
$104
Roundtrip
found 11 hours ago

Sun, Sep 7 - Thu, Sep 11
MCO
Orlando Intl.
ORD
O'Hare Intl.
$110 Roundtrip, found 11 hours ago
$110
Roundtrip
found 11 hours ago

Fri, Sep 5 - Mon, Sep 8
MCO
Orlando Intl.
ORD
O'Hare Intl.
$125 Roundtrip, found 11 hours ago
$125
Roundtrip
found 11 hours ago

Fri, Sep 5 - Mon, Sep 8
MCO
Orlando Intl.
ORD
O'Hare Intl.
$129 Roundtrip, found 11 hours ago
$129
Roundtrip
found 11 hours ago

Tue, Sep 2 - Sun, Sep 7
MCO
Orlando Intl.
ORD
O'Hare Intl.
$130 Roundtrip, found 11 hours ago
$130
Roundtrip
found 11 hours ago

Fri, Sep 5 - Mon, Sep 8
MCO
Orlando Intl.
ORD
O'Hare Intl.
$133 Roundtrip, found 11 hours ago
$133
Roundtrip
found 11 hours ago

Fri, Sep 5 - Mon, Sep 8
MCO
Orlando Intl.
ORD
O'Hare Intl.
$134 Roundtrip, found 11 hours ago
$134
Roundtrip
found 11 hours ago

Fri, Sep 5 - Mon, Sep 8
MCO
Orlando Intl.
ORD
O'Hare Intl.
$137 Roundtrip, found 11 hours ago
$137
Roundtrip
found 11 hours ago

Fri, Sep 5 - Mon, Sep 8
MCO
Orlando Intl.
ORD
O'Hare Intl.
$138 Roundtrip, found 11 hours ago
$138
Roundtrip
found 11 hours ago

Fri, Sep 5 - Mon, Sep 8
MCO
Orlando Intl.
ORD
O'Hare Intl.
$139 Roundtrip, found 11 hours ago
$139
Roundtrip
found 11 hours ago

Fri, Sep 5 - Mon, Sep 8
MCO
Orlando Intl.
ORD
O'Hare Intl.
$147 Roundtrip, found 11 hours ago
$147
Roundtrip
found 11 hours ago

Fri, Sep 5 - Mon, Sep 8
MCO
Orlando Intl.
ORD
O'Hare Intl.
$149 Roundtrip, found 11 hours ago
$149
Roundtrip
found 11 hours ago

Fri, Sep 5 - Mon, Sep 8
MCO
Orlando Intl.
ORD
O'Hare Intl.
$159 Roundtrip, found 11 hours ago
$159
Roundtrip
found 11 hours ago

Fri, Sep 5 - Mon, Sep 8
MCO
Orlando Intl.
ORD
O'Hare Intl.
$159 Roundtrip, found 11 hours ago
$159
Roundtrip
found 11 hours ago

Fri, Sep 5 - Mon, Sep 8
MCO
Orlando Intl.
ORD
O'Hare Intl.
$217 Roundtrip, found 11 hours ago
$217
Roundtrip
found 11 hours ago

Fri, Sep 5 - Mon, Sep 8
MCO
Orlando Intl.
ORD
O'Hare Intl.
$238 Roundtrip, found 11 hours ago
$238
Roundtrip
found 11 hours ago

Sun, Jul 6 - Mon, Jul 14
MCO
Orlando Intl.
MDW
Midway Intl.
$287 Roundtrip, found 1 day ago
$287
Roundtrip
found 1 day ago