Flights from Orlando to Hillside

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, just found

$96

Roundtrip

just found

Select Frontier Airlines flight, departing Thu, Aug 14 from Orlando Intl. to O'Hare Intl., returning Thu, Aug 21, priced at $96 just found

Tue, Sep 16 - Mon, Sep 22

MCO

Orlando Intl.

ORD

O'Hare Intl.

$100 Roundtrip, found 21 hours ago

$100

Roundtrip

found 21 hours ago

Select Spirit Airlines flight, departing Tue, Sep 16 from Orlando Intl. to O'Hare Intl., returning Mon, Sep 22, priced at $100 found 21 hours ago

Mon, Sep 15 - Tue, Sep 16

MCO

Orlando Intl.

ORD

O'Hare Intl.

$106 Roundtrip, found 2 days ago

$106

Roundtrip

found 2 days ago

Select Spirit Airlines flight, departing Mon, Sep 15 from Orlando Intl. to O'Hare Intl., returning Tue, Sep 16, priced at $106 found 2 days ago

Tue, Sep 16 - Mon, Sep 22

MCO

Orlando Intl.

ORD

O'Hare Intl.

$107 Roundtrip, found 21 hours ago

$107

Roundtrip

found 21 hours ago

Select Spirit Airlines flight, departing Tue, Sep 16 from Orlando Intl. to O'Hare Intl., returning Mon, Sep 22, priced at $107 found 21 hours ago

Fri, Aug 15 - Mon, Aug 18

MCO

Orlando Intl.

ORD

O'Hare Intl.

$108 Roundtrip, just found

$108

Roundtrip

just found

Select Frontier Airlines flight, departing Fri, Aug 15 from Orlando Intl. to O'Hare Intl., returning Mon, Aug 18, priced at $108 just found

Wed, Aug 13 - Mon, Aug 18

MCO

Orlando Intl.

ORD

O'Hare Intl.

$110 Roundtrip, just found

$110

Roundtrip

just found

Select Spirit Airlines flight, departing Wed, Aug 13 from Orlando Intl. to O'Hare Intl., returning Mon, Aug 18, priced at $110 just found

Sun, Sep 14 - Tue, Sep 16

MCO

Orlando Intl.

ORD

O'Hare Intl.

$111 Roundtrip, found 2 days ago

$111

Roundtrip

found 2 days ago

Select Frontier Airlines flight, departing Sun, Sep 14 from Orlando Intl. to O'Hare Intl., returning Tue, Sep 16, priced at $111 found 2 days ago

Sun, Aug 31 - Thu, Sep 4

MCO

Orlando Intl.

ORD

O'Hare Intl.

$114 Roundtrip, found 1 day ago

$114

Roundtrip

found 1 day ago

Select Frontier Airlines flight, departing Sun, Aug 31 from Orlando Intl. to O'Hare Intl., returning Thu, Sep 4, priced at $114 found 1 day ago

Thu, Sep 11 - Sun, Sep 14

MCO

Orlando Intl.

ORD

O'Hare Intl.

$116 Roundtrip, found 2 days ago

$116

Roundtrip

found 2 days ago

Select Frontier Airlines flight, departing Thu, Sep 11 from Orlando Intl. to O'Hare Intl., returning Sun, Sep 14, priced at $116 found 2 days ago

Tue, Sep 16 - Mon, Sep 22

MCO

Orlando Intl.

ORD

O'Hare Intl.

$120 Roundtrip, found 21 hours ago

$120

Roundtrip

found 21 hours ago

Select Spirit Airlines flight, departing Tue, Sep 16 from Orlando Intl. to O'Hare Intl., returning Mon, Sep 22, priced at $120 found 21 hours ago

Sun, Sep 14 - Tue, Sep 16

MCO

Orlando Intl.

ORD

O'Hare Intl.

$126 Roundtrip, found 2 days ago

$126

Roundtrip

found 2 days ago

Select Spirit Airlines flight, departing Sun, Sep 14 from Orlando Intl. to O'Hare Intl., returning Tue, Sep 16, priced at $126 found 2 days ago

Tue, Sep 2 - Sun, Sep 7

MCO

Orlando Intl.

ORD

O'Hare Intl.

$127 Roundtrip, found 1 day ago

$127

Roundtrip

found 1 day ago

Select Spirit Airlines flight, departing Tue, Sep 2 from Orlando Intl. to O'Hare Intl., returning Sun, Sep 7, priced at $127 found 1 day ago

Thu, Aug 14 - Mon, Aug 18

MCO

Orlando Intl.

ORD

O'Hare Intl.

$128 Roundtrip, just found

$128

Roundtrip

just found

Select Frontier Airlines flight, departing Thu, Aug 14 from Orlando Intl. to O'Hare Intl., returning Mon, Aug 18, priced at $128 just found

Fri, Aug 15 - Tue, Aug 19

MCO

Orlando Intl.

ORD

O'Hare Intl.

$130 Roundtrip, just found

$130

Roundtrip

just found

Select Spirit Airlines flight, departing Fri, Aug 15 from Orlando Intl. to O'Hare Intl., returning Tue, Aug 19, priced at $130 just found

Fri, Sep 5 - Mon, Sep 8

MCO

Orlando Intl.

ORD

O'Hare Intl.

$133 Roundtrip, found 2 days ago

$133

Roundtrip

found 2 days ago

Select American Airlines flight, departing Fri, Sep 5 from Orlando Intl. to O'Hare Intl., returning Mon, Sep 8, priced at $133 found 2 days ago

Sun, Aug 17 - Mon, Aug 18

MCO

Orlando Intl.

MDW

Midway Intl.

$136 Roundtrip, just found

$136

Roundtrip

just found

Select Frontier Airlines flight, departing Sun, Aug 17 from Orlando Intl. to Midway Intl., returning Mon, Aug 18, priced at $136 just found

Tue, Sep 16 - Mon, Sep 22

MCO

Orlando Intl.

ORD

O'Hare Intl.

$138 Roundtrip, found 21 hours ago

$138

Roundtrip

found 21 hours ago

Select Spirit Airlines flight, departing Tue, Sep 16 from Orlando Intl. to O'Hare Intl., returning Mon, Sep 22, priced at $138 found 21 hours ago

Tue, Oct 7 - Tue, Oct 7

MCO

Orlando Intl.

MDW

Midway Intl.

$191 Roundtrip, found 5 days ago

$191

Roundtrip

found 5 days ago

Select Delta flight, departing Tue, Oct 7 from Orlando Intl. to Midway Intl., returning Tue, Oct 7, priced at $191 found 5 days ago

Mon, Sep 15 - Tue, Sep 16

MCO

Orlando Intl.

ORD

O'Hare Intl.

$268 Roundtrip, found 2 days ago

$268

Roundtrip

found 2 days ago

Select JetBlue Airways flight, departing Mon, Sep 15 from Orlando Intl. to O'Hare Intl., returning Tue, Sep 16, priced at $268 found 2 days ago

Fri, Sep 5 - Mon, Sep 8

MCO

Orlando Intl.

ORD

O'Hare Intl.

$287 Roundtrip, found 2 days ago

$287

Roundtrip

found 2 days ago

Select Sun Country Airlines flight, departing Fri, Sep 5 from Orlando Intl. to O'Hare Intl., returning Mon, Sep 8, priced at $287 found 2 days ago