Flights from Chicago to Orange Park

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.

Tue, Sep 2 - Thu, Sep 11

ORD

O'Hare Intl.

MCO

Orlando Intl.

$100 Roundtrip, found 2 days ago

$100

Roundtrip

found 2 days ago

Select Spirit Airlines flight, departing Tue, Sep 2 from O'Hare Intl. to Orlando Intl., returning Thu, Sep 11, priced at $100 found 2 days ago

Tue, Sep 30 - Tue, Sep 30

ORD

O'Hare Intl.

MCO

Orlando Intl.

$111 Roundtrip, found 14 hours ago

$111

Roundtrip

found 14 hours ago

Select Spirit Airlines flight, departing Tue, Sep 30 from O'Hare Intl. to Orlando Intl., returning Tue, Sep 30, priced at $111 found 14 hours ago

Tue, Jul 22 - Fri, Jul 25

ORD

O'Hare Intl.

MCO

Orlando Intl.

$115 Roundtrip, found 5 days ago

$115

Roundtrip

found 5 days ago

Select Frontier Airlines flight, departing Tue, Jul 22 from O'Hare Intl. to Orlando Intl., returning Fri, Jul 25, priced at $115 found 5 days ago

Thu, Sep 25 - Tue, Sep 30

ORD

O'Hare Intl.

MCO

Orlando Intl.

$116 Roundtrip, found 14 hours ago

$116

Roundtrip

found 14 hours ago

Select Spirit Airlines flight, departing Thu, Sep 25 from O'Hare Intl. to Orlando Intl., returning Tue, Sep 30, priced at $116 found 14 hours ago

Wed, Jul 23 - Fri, Jul 25

ORD

O'Hare Intl.

MCO

Orlando Intl.

$120 Roundtrip, found 5 days ago

$120

Roundtrip

found 5 days ago

Select Frontier Airlines flight, departing Wed, Jul 23 from O'Hare Intl. to Orlando Intl., returning Fri, Jul 25, priced at $120 found 5 days ago

Fri, Oct 3 - Tue, Oct 7

ORD

O'Hare Intl.

JAX

Jacksonville Intl.

$120 Roundtrip, found 2 days ago

$120

Roundtrip

found 2 days ago

Select United flight, departing Fri, Oct 3 from O'Hare Intl. to Jacksonville Intl., returning Tue, Oct 7, priced at $120 found 2 days ago

Sat, Aug 9 - Mon, Aug 18

ORD

O'Hare Intl.

MCO

Orlando Intl.

$124 Roundtrip, found 2 days ago

$124

Roundtrip

found 2 days ago

Select Frontier Airlines flight, departing Sat, Aug 9 from O'Hare Intl. to Orlando Intl., returning Mon, Aug 18, priced at $124 found 2 days ago

Tue, Jul 22 - Tue, Jul 29

ORD

O'Hare Intl.

MCO

Orlando Intl.

$125 Roundtrip, found 5 days ago

$125

Roundtrip

found 5 days ago

Select Frontier Airlines flight, departing Tue, Jul 22 from O'Hare Intl. to Orlando Intl., returning Tue, Jul 29, priced at $125 found 5 days ago

Mon, Oct 13 - Fri, Oct 24

ORD

O'Hare Intl.

MCO

Orlando Intl.

$126 Roundtrip, found 1 day ago

$126

Roundtrip

found 1 day ago

Select Spirit Airlines flight, departing Mon, Oct 13 from O'Hare Intl. to Orlando Intl., returning Fri, Oct 24, priced at $126 found 1 day ago

Mon, Jul 28 - Mon, Aug 4

MDW

Midway Intl.

MCO

Orlando Intl.

$128 Roundtrip, found 3 days ago

$128

Roundtrip

found 3 days ago

Select Frontier Airlines flight, departing Mon, Jul 28 from Midway Intl. to Orlando Intl., returning Mon, Aug 4, priced at $128 found 3 days ago

Wed, Jul 23 - Sat, Jul 26

ORD

O'Hare Intl.

MCO

Orlando Intl.

$129 Roundtrip, found 5 days ago

$129

Roundtrip

found 5 days ago

Select Frontier Airlines flight, departing Wed, Jul 23 from O'Hare Intl. to Orlando Intl., returning Sat, Jul 26, priced at $129 found 5 days ago

Wed, Jul 23 - Tue, Jul 29

ORD

O'Hare Intl.

MCO

Orlando Intl.

$130 Roundtrip, found 5 days ago

$130

Roundtrip

found 5 days ago

Select Frontier Airlines flight, departing Wed, Jul 23 from O'Hare Intl. to Orlando Intl., returning Tue, Jul 29, priced at $130 found 5 days ago

Tue, Sep 2 - Thu, Sep 11

ORD

O'Hare Intl.

MCO

Orlando Intl.

$131 Roundtrip, found 2 days ago

$131

Roundtrip

found 2 days ago

Select American Airlines flight, departing Tue, Sep 2 from O'Hare Intl. to Orlando Intl., returning Thu, Sep 11, priced at $131 found 2 days ago

Fri, Oct 24 - Mon, Oct 27

ORD

O'Hare Intl.

MCO

Orlando Intl.

$134 Roundtrip, found 5 days ago

$134

Roundtrip

found 5 days ago

Select Frontier Airlines flight, departing Fri, Oct 24 from O'Hare Intl. to Orlando Intl., returning Mon, Oct 27, priced at $134 found 5 days ago

Fri, Aug 8 - Wed, Aug 13

ORD

O'Hare Intl.

MCO

Orlando Intl.

$136 Roundtrip, found 18 hours ago

$136

Roundtrip

found 18 hours ago

Select Spirit Airlines flight, departing Fri, Aug 8 from O'Hare Intl. to Orlando Intl., returning Wed, Aug 13, priced at $136 found 18 hours ago

Tue, Sep 2 - Fri, Sep 12

ORD

O'Hare Intl.

MCO

Orlando Intl.

$137 Roundtrip, found 2 days ago

$137

Roundtrip

found 2 days ago

Select United flight, departing Tue, Sep 2 from O'Hare Intl. to Orlando Intl., returning Fri, Sep 12, priced at $137 found 2 days ago

Tue, Sep 16 - Tue, Sep 16

MDW

Midway Intl.

MCO

Orlando Intl.

$191 Roundtrip, found 2 days ago

$191

Roundtrip

found 2 days ago

Select Delta flight, departing Tue, Sep 16 from Midway Intl. to Orlando Intl., returning Tue, Sep 16, priced at $191 found 2 days ago

Wed, Oct 8 - Sat, Oct 18

MDW

Midway Intl.

JAX

Jacksonville Intl.

$197 Roundtrip, found 1 day ago

$197

Roundtrip

found 1 day ago

Select Delta flight, departing Wed, Oct 8 from Midway Intl. to Jacksonville Intl., returning Sat, Oct 18, priced at $197 found 1 day ago

Fri, Oct 3 - Tue, Oct 7

ORD

O'Hare Intl.

JAX

Jacksonville Intl.

$210 Roundtrip, found 2 days ago

$210

Roundtrip

found 2 days ago

Select JetBlue Airways flight, departing Fri, Oct 3 from O'Hare Intl. to Jacksonville Intl., returning Tue, Oct 7, priced at $210 found 2 days ago

Mon, Oct 13 - Fri, Oct 24

ORD

O'Hare Intl.

MCO

Orlando Intl.

$443 Roundtrip, found 1 day ago

$443

Roundtrip

found 1 day ago

Select Sun Country Airlines flight, departing Mon, Oct 13 from O'Hare Intl. to Orlando Intl., returning Fri, Oct 24, priced at $443 found 1 day ago