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.

Tue, Jul 1 - Fri, Jul 4

MCO

Orlando Intl.

ORD

O'Hare Intl.

$140 Roundtrip, found 2 days ago

$140

Roundtrip

found 2 days ago

Select Spirit Airlines flight, departing Tue, Jul 1 from Orlando Intl. to O'Hare Intl., returning Fri, Jul 4, priced at $140 found 2 days ago

Tue, Jul 1 - Sun, Jul 6

MCO

Orlando Intl.

ORD

O'Hare Intl.

$170 Roundtrip, found 2 days ago

$170

Roundtrip

found 2 days ago

Select Spirit Airlines flight, departing Tue, Jul 1 from Orlando Intl. to O'Hare Intl., returning Sun, Jul 6, priced at $170 found 2 days ago

Thu, Jul 3 - Sat, Jul 5

MCO

Orlando Intl.

ORD

O'Hare Intl.

$183 Roundtrip, found 2 days ago

$183

Roundtrip

found 2 days ago

Select Spirit Airlines flight, departing Thu, Jul 3 from Orlando Intl. to O'Hare Intl., returning Sat, Jul 5, priced at $183 found 2 days ago

Thu, Jul 3 - Tue, Jul 8

MCO

Orlando Intl.

ORD

O'Hare Intl.

$183 Roundtrip, found 4 days ago

$183

Roundtrip

found 4 days ago

Select Spirit Airlines flight, departing Thu, Jul 3 from Orlando Intl. to O'Hare Intl., returning Tue, Jul 8, priced at $183 found 4 days ago

Wed, Jul 2 - Sun, Jul 13

MCO

Orlando Intl.

ORD

O'Hare Intl.

$188 Roundtrip, found 4 days ago

$188

Roundtrip

found 4 days ago

Select Spirit Airlines flight, departing Wed, Jul 2 from Orlando Intl. to O'Hare Intl., returning Sun, Jul 13, priced at $188 found 4 days ago

Mon, Jun 30 - Sun, Jul 6

MCO

Orlando Intl.

ORD

O'Hare Intl.

$200 Roundtrip, found 2 days ago

$200

Roundtrip

found 2 days ago

Select Spirit Airlines flight, departing Mon, Jun 30 from Orlando Intl. to O'Hare Intl., returning Sun, Jul 6, priced at $200 found 2 days ago

Tue, Jun 24 - Sat, Jun 28

MCO

Orlando Intl.

ORD

O'Hare Intl.

$216 Roundtrip, found 1 day ago

$216

Roundtrip

found 1 day ago

Select Spirit Airlines flight, departing Tue, Jun 24 from Orlando Intl. to O'Hare Intl., returning Sat, Jun 28, priced at $216 found 1 day ago

Tue, Jun 24 - Sat, Jun 28

MCO

Orlando Intl.

ORD

O'Hare Intl.

$220 Roundtrip, found 1 day ago

$220

Roundtrip

found 1 day ago

Select Spirit Airlines flight, departing Tue, Jun 24 from Orlando Intl. to O'Hare Intl., returning Sat, Jun 28, priced at $220 found 1 day ago

Fri, Jul 4 - Fri, Jul 4

MCO

Orlando Intl.

ORD

O'Hare Intl.

$226 Roundtrip, found 2 days ago

$226

Roundtrip

found 2 days ago

Select Spirit Airlines flight, departing Fri, Jul 4 from Orlando Intl. to O'Hare Intl., returning Fri, Jul 4, priced at $226 found 2 days ago

Tue, Jun 24 - Sat, Jun 28

MCO

Orlando Intl.

ORD

O'Hare Intl.

$229 Roundtrip, found 1 day ago

$229

Roundtrip

found 1 day ago

Select Frontier Airlines flight, departing Tue, Jun 24 from Orlando Intl. to O'Hare Intl., returning Sat, Jun 28, priced at $229 found 1 day ago

Mon, Jun 30 - Thu, Jul 3

MCO

Orlando Intl.

ORD

O'Hare Intl.

$230 Roundtrip, found 2 days ago

$230

Roundtrip

found 2 days ago

Select Spirit Airlines flight, departing Mon, Jun 30 from Orlando Intl. to O'Hare Intl., returning Thu, Jul 3, priced at $230 found 2 days ago

Tue, Jun 24 - Sat, Jun 28

MCO

Orlando Intl.

ORD

O'Hare Intl.

$243 Roundtrip, found 1 day ago

$243

Roundtrip

found 1 day ago

Select Spirit Airlines flight, departing Tue, Jun 24 from Orlando Intl. to O'Hare Intl., returning Sat, Jun 28, priced at $243 found 1 day ago

Tue, Jun 24 - Sat, Jun 28

MCO

Orlando Intl.

ORD

O'Hare Intl.

$245 Roundtrip, found 1 day ago

$245

Roundtrip

found 1 day ago

Select Spirit Airlines flight, departing Tue, Jun 24 from Orlando Intl. to O'Hare Intl., returning Sat, Jun 28, priced at $245 found 1 day ago

Tue, Jun 24 - Sat, Jun 28

MCO

Orlando Intl.

ORD

O'Hare Intl.

$247 Roundtrip, found 1 day ago

$247

Roundtrip

found 1 day ago

Select Spirit Airlines flight, departing Tue, Jun 24 from Orlando Intl. to O'Hare Intl., returning Sat, Jun 28, priced at $247 found 1 day ago

Tue, Jun 24 - Sat, Jun 28

MCO

Orlando Intl.

ORD

O'Hare Intl.

$249 Roundtrip, found 1 day ago

$249

Roundtrip

found 1 day ago

Select Spirit Airlines flight, departing Tue, Jun 24 from Orlando Intl. to O'Hare Intl., returning Sat, Jun 28, priced at $249 found 1 day ago

Tue, Jun 24 - Sat, Jun 28

MCO

Orlando Intl.

ORD

O'Hare Intl.

$258 Roundtrip, found 1 day ago

$258

Roundtrip

found 1 day ago

Select Spirit Airlines flight, departing Tue, Jun 24 from Orlando Intl. to O'Hare Intl., returning Sat, Jun 28, priced at $258 found 1 day ago

Sun, Jun 29 - Thu, Jul 3

MCO

Orlando Intl.

ORD

O'Hare Intl.

$260 Roundtrip, found 2 days ago

$260

Roundtrip

found 2 days ago

Select Spirit Airlines flight, departing Sun, Jun 29 from Orlando Intl. to O'Hare Intl., returning Thu, Jul 3, priced at $260 found 2 days ago

Tue, Jun 24 - Sat, Jun 28

MCO

Orlando Intl.

ORD

O'Hare Intl.

$264 Roundtrip, found 1 day ago

$264

Roundtrip

found 1 day ago

Select United flight, departing Tue, Jun 24 from Orlando Intl. to O'Hare Intl., returning Sat, Jun 28, priced at $264 found 1 day ago

Thu, Jul 3 - Thu, Jul 3

MCO

Orlando Intl.

ORD

O'Hare Intl.

$271 Roundtrip, found 2 days ago

$271

Roundtrip

found 2 days ago

Select Spirit Airlines flight, departing Thu, Jul 3 from Orlando Intl. to O'Hare Intl., returning Thu, Jul 3, priced at $271 found 2 days ago

Sat, Jul 5 - Sat, Jul 5

MCO

Orlando Intl.

ORD

O'Hare Intl.

$279 Roundtrip, found 2 days ago

$279

Roundtrip

found 2 days ago

Select Delta flight, departing Sat, Jul 5 from Orlando Intl. to O'Hare Intl., returning Sat, Jul 5, priced at $279 found 2 days ago