Flights from Chicago to Suntree

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.

Fri, Sep 5 - Sat, Sep 6

ORD

O'Hare Intl.

MCO

Orlando Intl.

$100 Roundtrip, found 2 days ago

$100

Roundtrip

found 2 days ago

Select Spirit Airlines flight, departing Fri, Sep 5 from O'Hare Intl. to Orlando Intl., returning Sat, Sep 6, priced at $100 found 2 days ago

Tue, Oct 28 - Sat, Nov 1

ORD

O'Hare Intl.

MCO

Orlando Intl.

$110 Roundtrip, found 2 days ago

$110

Roundtrip

found 2 days ago

Select Spirit Airlines flight, departing Tue, Oct 28 from O'Hare Intl. to Orlando Intl., returning Sat, Nov 1, priced at $110 found 2 days ago

Fri, Sep 5 - Sat, Sep 6

ORD

O'Hare Intl.

MCO

Orlando Intl.

$114 Roundtrip, found 2 days ago

$114

Roundtrip

found 2 days ago

Select Spirit Airlines flight, departing Fri, Sep 5 from O'Hare Intl. to Orlando Intl., returning Sat, Sep 6, priced at $114 found 2 days ago

Mon, Jun 9 - Tue, Jun 17

ORD

O'Hare Intl.

MCO

Orlando Intl.

$122 Roundtrip, found 4 days ago

$122

Roundtrip

found 4 days ago

Select Frontier Airlines flight, departing Mon, Jun 9 from O'Hare Intl. to Orlando Intl., returning Tue, Jun 17, priced at $122 found 4 days ago

Fri, Aug 1 - Fri, Aug 8

ORD

O'Hare Intl.

MCO

Orlando Intl.

$124 Roundtrip, found 1 day ago

$124

Roundtrip

found 1 day ago

Select Spirit Airlines flight, departing Fri, Aug 1 from O'Hare Intl. to Orlando Intl., returning Fri, Aug 8, priced at $124 found 1 day ago

Wed, Jun 25 - Tue, Jul 1

ORD

O'Hare Intl.

MCO

Orlando Intl.

$128 Roundtrip, found 2 hours ago

$128

Roundtrip

found 2 hours ago

Select Frontier Airlines flight, departing Wed, Jun 25 from O'Hare Intl. to Orlando Intl., returning Tue, Jul 1, priced at $128 found 2 hours ago

Wed, Jun 11 - Wed, Jun 18

ORD

O'Hare Intl.

MCO

Orlando Intl.

$129 Roundtrip, found 1 day ago

$129

Roundtrip

found 1 day ago

Select Frontier Airlines flight, departing Wed, Jun 11 from O'Hare Intl. to Orlando Intl., returning Wed, Jun 18, priced at $129 found 1 day ago

Fri, Aug 1 - Fri, Aug 8

ORD

O'Hare Intl.

MCO

Orlando Intl.

$130 Roundtrip, found 1 day ago

$130

Roundtrip

found 1 day ago

Select Spirit Airlines flight, departing Fri, Aug 1 from O'Hare Intl. to Orlando Intl., returning Fri, Aug 8, priced at $130 found 1 day ago

Tue, Jun 10 - Thu, Jun 12

ORD

O'Hare Intl.

MCO

Orlando Intl.

$132 Roundtrip, found 6 days ago

$132

Roundtrip

found 6 days ago

Select Spirit Airlines flight, departing Tue, Jun 10 from O'Hare Intl. to Orlando Intl., returning Thu, Jun 12, priced at $132 found 6 days ago

Wed, Jun 11 - Wed, Jun 18

ORD

O'Hare Intl.

MCO

Orlando Intl.

$135 Roundtrip, found 1 day ago

$135

Roundtrip

found 1 day ago

Select Spirit Airlines flight, departing Wed, Jun 11 from O'Hare Intl. to Orlando Intl., returning Wed, Jun 18, priced at $135 found 1 day ago

Thu, Jun 26 - Sun, Jun 29

ORD

O'Hare Intl.

MCO

Orlando Intl.

$138 Roundtrip, found 2 hours ago

$138

Roundtrip

found 2 hours ago

Select Spirit Airlines flight, departing Thu, Jun 26 from O'Hare Intl. to Orlando Intl., returning Sun, Jun 29, priced at $138 found 2 hours ago

Wed, Jun 11 - Wed, Jun 18

ORD

O'Hare Intl.

MCO

Orlando Intl.

$140 Roundtrip, found 1 day ago

$140

Roundtrip

found 1 day ago

Select Spirit Airlines flight, departing Wed, Jun 11 from O'Hare Intl. to Orlando Intl., returning Wed, Jun 18, priced at $140 found 1 day ago

Tue, Jul 29 - Tue, Aug 5

ORD

O'Hare Intl.

MCO

Orlando Intl.

$143 Roundtrip, found 1 day ago

$143

Roundtrip

found 1 day ago

Select Frontier Airlines flight, departing Tue, Jul 29 from O'Hare Intl. to Orlando Intl., returning Tue, Aug 5, priced at $143 found 1 day ago

Mon, Nov 3 - Thu, Nov 13

MDW

Midway Intl.

MCO

Orlando Intl.

$174 Roundtrip, found 5 days ago

$174

Roundtrip

found 5 days ago

Select Frontier Airlines flight, departing Mon, Nov 3 from Midway Intl. to Orlando Intl., returning Thu, Nov 13, priced at $174 found 5 days ago

Tue, Oct 21 - Thu, Oct 23

MDW

Midway Intl.

MCO

Orlando Intl.

$197 Roundtrip, found 1 day ago

$197

Roundtrip

found 1 day ago

Select Delta flight, departing Tue, Oct 21 from Midway Intl. to Orlando Intl., returning Thu, Oct 23, priced at $197 found 1 day ago

Fri, Sep 5 - Sat, Sep 6

ORD

O'Hare Intl.

MCO

Orlando Intl.

$268 Roundtrip, found 2 days ago

$268

Roundtrip

found 2 days ago

Select JetBlue Airways flight, departing Fri, Sep 5 from O'Hare Intl. to Orlando Intl., returning Sat, Sep 6, priced at $268 found 2 days ago

Thu, Jun 26 - Sun, Jun 29

ORD

O'Hare Intl.

MCO

Orlando Intl.

$277 Roundtrip, found 2 hours ago

$277

Roundtrip

found 2 hours ago

Select American Airlines flight, departing Thu, Jun 26 from O'Hare Intl. to Orlando Intl., returning Sun, Jun 29, priced at $277 found 2 hours ago

Thu, Jun 26 - Sun, Jun 29

ORD

O'Hare Intl.

MCO

Orlando Intl.

$327 Roundtrip, found 2 hours ago

$327

Roundtrip

found 2 hours ago

Select United flight, departing Thu, Jun 26 from O'Hare Intl. to Orlando Intl., returning Sun, Jun 29, priced at $327 found 2 hours ago

Fri, Jun 20 - Tue, Jun 24

MDW

Midway Intl.

DAB

Daytona Beach Intl.

$424 Roundtrip, found 2 days ago

$424

Roundtrip

found 2 days ago

Select Delta flight, departing Fri, Jun 20 from Midway Intl. to Daytona Beach Intl., returning Tue, Jun 24, priced at $424 found 2 days ago

Tue, Jun 17 - Wed, Jun 25

ORD

O'Hare Intl.

DAB

Daytona Beach Intl.

$424 Roundtrip, found 2 days ago

$424

Roundtrip

found 2 days ago

Select Delta flight, departing Tue, Jun 17 from O'Hare Intl. to Daytona Beach Intl., returning Wed, Jun 25, priced at $424 found 2 days ago