Flights from Orlando to Hampshire

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.

Wed, May 28 - Sat, May 31

MCO

Orlando Intl.

ORD

O'Hare Intl.

$100 Roundtrip, found 6 days ago

$100

Roundtrip

found 6 days ago

Select Frontier Airlines flight, departing Wed, May 28 from Orlando Intl. to O'Hare Intl., returning Sat, May 31, priced at $100 found 6 days ago

Wed, Jun 11 - Wed, Jun 18

MCO

Orlando Intl.

ORD

O'Hare Intl.

$100 Roundtrip, found 5 days ago

$100

Roundtrip

found 5 days ago

Select Spirit Airlines flight, departing Wed, Jun 11 from Orlando Intl. to O'Hare Intl., returning Wed, Jun 18, priced at $100 found 5 days ago

Wed, Jun 11 - Wed, Jun 18

MCO

Orlando Intl.

ORD

O'Hare Intl.

$105 Roundtrip, found 5 days ago

$105

Roundtrip

found 5 days ago

Select Frontier Airlines flight, departing Wed, Jun 11 from Orlando Intl. to O'Hare Intl., returning Wed, Jun 18, priced at $105 found 5 days ago

Wed, May 28 - Tue, Jun 3

MCO

Orlando Intl.

ORD

O'Hare Intl.

$108 Roundtrip, found 6 days ago

$108

Roundtrip

found 6 days ago

Select Frontier Airlines flight, departing Wed, May 28 from Orlando Intl. to O'Hare Intl., returning Tue, Jun 3, priced at $108 found 6 days ago

Wed, May 28 - Mon, Jun 2

MCO

Orlando Intl.

ORD

O'Hare Intl.

$109 Roundtrip, found 6 days ago

$109

Roundtrip

found 6 days ago

Select Frontier Airlines flight, departing Wed, May 28 from Orlando Intl. to O'Hare Intl., returning Mon, Jun 2, priced at $109 found 6 days ago

Tue, Jun 3 - Mon, Jun 9

MCO

Orlando Intl.

ORD

O'Hare Intl.

$110 Roundtrip, found 1 day ago

$110

Roundtrip

found 1 day ago

Select Frontier Airlines flight, departing Tue, Jun 3 from Orlando Intl. to O'Hare Intl., returning Mon, Jun 9, priced at $110 found 1 day ago

Thu, Jun 5 - Mon, Jun 9

MCO

Orlando Intl.

ORD

O'Hare Intl.

$111 Roundtrip, found 1 day ago

$111

Roundtrip

found 1 day ago

Select Frontier Airlines flight, departing Thu, Jun 5 from Orlando Intl. to O'Hare Intl., returning Mon, Jun 9, priced at $111 found 1 day ago

Sat, Jun 7 - Mon, Jun 9

MCO

Orlando Intl.

ORD

O'Hare Intl.

$115 Roundtrip, found 1 day ago

$115

Roundtrip

found 1 day ago

Select Frontier Airlines flight, departing Sat, Jun 7 from Orlando Intl. to O'Hare Intl., returning Mon, Jun 9, priced at $115 found 1 day ago

Thu, Jun 5 - Sat, Jun 7

MCO

Orlando Intl.

ORD

O'Hare Intl.

$116 Roundtrip, found 1 day ago

$116

Roundtrip

found 1 day ago

Select Frontier Airlines flight, departing Thu, Jun 5 from Orlando Intl. to O'Hare Intl., returning Sat, Jun 7, priced at $116 found 1 day ago

Wed, Jun 11 - Wed, Jun 18

MCO

Orlando Intl.

ORD

O'Hare Intl.

$121 Roundtrip, found 5 days ago

$121

Roundtrip

found 5 days ago

Select Spirit Airlines flight, departing Wed, Jun 11 from Orlando Intl. to O'Hare Intl., returning Wed, Jun 18, priced at $121 found 5 days ago

Thu, May 29 - Sat, May 31

MCO

Orlando Intl.

ORD

O'Hare Intl.

$123 Roundtrip, found 6 days ago

$123

Roundtrip

found 6 days ago

Select Frontier Airlines flight, departing Thu, May 29 from Orlando Intl. to O'Hare Intl., returning Sat, May 31, priced at $123 found 6 days ago

Mon, Aug 4 - Thu, Aug 7

MCO

Orlando Intl.

ORD

O'Hare Intl.

$124 Roundtrip, found 1 day ago

$124

Roundtrip

found 1 day ago

Select Frontier Airlines flight, departing Mon, Aug 4 from Orlando Intl. to O'Hare Intl., returning Thu, Aug 7, priced at $124 found 1 day ago

Wed, May 28 - Sun, Jun 1

MCO

Orlando Intl.

ORD

O'Hare Intl.

$131 Roundtrip, found 6 days ago

$131

Roundtrip

found 6 days ago

Select Frontier Airlines flight, departing Wed, May 28 from Orlando Intl. to O'Hare Intl., returning Sun, Jun 1, priced at $131 found 6 days ago

Tue, Jun 17 - Tue, Jun 24

MCO

Orlando Intl.

ORD

O'Hare Intl.

$133 Roundtrip, found 4 days ago

$133

Roundtrip

found 4 days ago

Select Spirit Airlines flight, departing Tue, Jun 17 from Orlando Intl. to O'Hare Intl., returning Tue, Jun 24, priced at $133 found 4 days ago

Tue, Jun 17 - Tue, Jun 24

MCO

Orlando Intl.

ORD

O'Hare Intl.

$138 Roundtrip, found 4 days ago

$138

Roundtrip

found 4 days ago

Select Frontier Airlines flight, departing Tue, Jun 17 from Orlando Intl. to O'Hare Intl., returning Tue, Jun 24, priced at $138 found 4 days ago

Sat, Jun 14 - Fri, Jun 27

MCO

Orlando Intl.

ORD

O'Hare Intl.

$139 Roundtrip, found 4 days ago

$139

Roundtrip

found 4 days ago

Select Frontier Airlines flight, departing Sat, Jun 14 from Orlando Intl. to O'Hare Intl., returning Fri, Jun 27, priced at $139 found 4 days ago

Tue, Jul 1 - Tue, Jul 8

MCO

Orlando Intl.

ORD

O'Hare Intl.

$173 Roundtrip, found 5 days ago

$173

Roundtrip

found 5 days ago

Select United flight, departing Tue, Jul 1 from Orlando Intl. to O'Hare Intl., returning Tue, Jul 8, priced at $173 found 5 days ago

Tue, Jun 17 - Tue, Jun 24

MCO

Orlando Intl.

ORD

O'Hare Intl.

$183 Roundtrip, found 4 days ago

$183

Roundtrip

found 4 days ago

Select American Airlines flight, departing Tue, Jun 17 from Orlando Intl. to O'Hare Intl., returning Tue, Jun 24, priced at $183 found 4 days ago

Wed, Jun 11 - Wed, Jun 18

MCO

Orlando Intl.

ORD

O'Hare Intl.

$205 Roundtrip, found 5 days ago

$205

Roundtrip

found 5 days ago

Select Delta flight, departing Wed, Jun 11 from Orlando Intl. to O'Hare Intl., returning Wed, Jun 18, priced at $205 found 5 days ago

Tue, Jul 1 - Thu, Jul 10

MCO

Orlando Intl.

ORD

O'Hare Intl.

$279 Roundtrip, found 6 days ago

$279

Roundtrip

found 6 days ago

Select JetBlue Airways flight, departing Tue, Jul 1 from Orlando Intl. to O'Hare Intl., returning Thu, Jul 10, priced at $279 found 6 days ago