Flights from Chicago to Dundee

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.

Sat, Aug 30 - Wed, Sep 3

ORD

O'Hare Intl.

MCO

Orlando Intl.

$106 Roundtrip, found 4 hours ago

$106

Roundtrip

found 4 hours ago

Select Spirit Airlines flight, departing Sat, Aug 30 from O'Hare Intl. to Orlando Intl., returning Wed, Sep 3, priced at $106 found 4 hours ago

Fri, Sep 5 - Fri, Sep 5

ORD

O'Hare Intl.

MCO

Orlando Intl.

$111 Roundtrip, found 4 days ago

$111

Roundtrip

found 4 days ago

Select Spirit Airlines flight, departing Fri, Sep 5 from O'Hare Intl. to Orlando Intl., returning Fri, Sep 5, priced at $111 found 4 days ago

Tue, Nov 4 - Sun, Nov 9

ORD

O'Hare Intl.

MCO

Orlando Intl.

$116 Roundtrip, found 1 day ago

$116

Roundtrip

found 1 day ago

Select Spirit Airlines flight, departing Tue, Nov 4 from O'Hare Intl. to Orlando Intl., returning Sun, Nov 9, priced at $116 found 1 day ago

Fri, Oct 31 - Mon, Nov 3

ORD

O'Hare Intl.

MCO

Orlando Intl.

$126 Roundtrip, found 2 days ago

$126

Roundtrip

found 2 days ago

Select Spirit Airlines flight, departing Fri, Oct 31 from O'Hare Intl. to Orlando Intl., returning Mon, Nov 3, priced at $126 found 2 days ago

Sat, Aug 30 - Wed, Sep 3

ORD

O'Hare Intl.

MCO

Orlando Intl.

$127 Roundtrip, found 4 hours ago

$127

Roundtrip

found 4 hours ago

Select Frontier Airlines flight, departing Sat, Aug 30 from O'Hare Intl. to Orlando Intl., returning Wed, Sep 3, priced at $127 found 4 hours ago

Sat, Aug 30 - Wed, Sep 3

ORD

O'Hare Intl.

MCO

Orlando Intl.

$132 Roundtrip, found 4 hours ago

$132

Roundtrip

found 4 hours ago

Select American Airlines flight, departing Sat, Aug 30 from O'Hare Intl. to Orlando Intl., returning Wed, Sep 3, priced at $132 found 4 hours ago

Sun, Sep 28 - Fri, Oct 3

ORD

O'Hare Intl.

MCO

Orlando Intl.

$133 Roundtrip, found 1 day ago

$133

Roundtrip

found 1 day ago

Select Spirit Airlines flight, departing Sun, Sep 28 from O'Hare Intl. to Orlando Intl., returning Fri, Oct 3, priced at $133 found 1 day ago

Tue, Oct 28 - Sun, Nov 2

ORD

O'Hare Intl.

MCO

Orlando Intl.

$136 Roundtrip, found 2 days ago

$136

Roundtrip

found 2 days ago

Select Spirit Airlines flight, departing Tue, Oct 28 from O'Hare Intl. to Orlando Intl., returning Sun, Nov 2, priced at $136 found 2 days ago

Sun, Sep 28 - Fri, Oct 3

ORD

O'Hare Intl.

MCO

Orlando Intl.

$137 Roundtrip, found 1 day ago

$137

Roundtrip

found 1 day ago

Select Frontier Airlines flight, departing Sun, Sep 28 from O'Hare Intl. to Orlando Intl., returning Fri, Oct 3, priced at $137 found 1 day ago

Mon, Jul 28 - Fri, Aug 1

MDW

Midway Intl.

MCO

Orlando Intl.

$138 Roundtrip, found 6 days ago

$138

Roundtrip

found 6 days ago

Select Frontier Airlines flight, departing Mon, Jul 28 from Midway Intl. to Orlando Intl., returning Fri, Aug 1, priced at $138 found 6 days ago

Sun, Aug 10 - Thu, Aug 14

ORD

O'Hare Intl.

MCO

Orlando Intl.

$140 Roundtrip, found 4 days ago

$140

Roundtrip

found 4 days ago

Select Frontier Airlines flight, departing Sun, Aug 10 from O'Hare Intl. to Orlando Intl., returning Thu, Aug 14, priced at $140 found 4 days ago

Mon, Jul 28 - Fri, Aug 15

MDW

Midway Intl.

MCO

Orlando Intl.

$142 Roundtrip, found 6 days ago

$142

Roundtrip

found 6 days ago

Select Frontier Airlines flight, departing Mon, Jul 28 from Midway Intl. to Orlando Intl., returning Fri, Aug 15, priced at $142 found 6 days ago

Sat, Aug 30 - Wed, Sep 3

ORD

O'Hare Intl.

MCO

Orlando Intl.

$144 Roundtrip, found 4 hours ago

$144

Roundtrip

found 4 hours ago

Select Spirit Airlines flight, departing Sat, Aug 30 from O'Hare Intl. to Orlando Intl., returning Wed, Sep 3, priced at $144 found 4 hours ago

Fri, Jul 25 - Fri, Aug 15

MDW

Midway Intl.

MCO

Orlando Intl.

$148 Roundtrip, found 6 days ago

$148

Roundtrip

found 6 days ago

Select Frontier Airlines flight, departing Fri, Jul 25 from Midway Intl. to Orlando Intl., returning Fri, Aug 15, priced at $148 found 6 days ago

Sat, Aug 30 - Wed, Sep 3

ORD

O'Hare Intl.

MCO

Orlando Intl.

$152 Roundtrip, found 4 hours ago

$152

Roundtrip

found 4 hours ago

Select Delta flight, departing Sat, Aug 30 from O'Hare Intl. to Orlando Intl., returning Wed, Sep 3, priced at $152 found 4 hours ago

Sat, Aug 30 - Wed, Sep 3

ORD

O'Hare Intl.

MCO

Orlando Intl.

$157 Roundtrip, found 4 hours ago

$157

Roundtrip

found 4 hours ago

Select United flight, departing Sat, Aug 30 from O'Hare Intl. to Orlando Intl., returning Wed, Sep 3, priced at $157 found 4 hours ago

Sat, Aug 30 - Wed, Sep 3

ORD

O'Hare Intl.

MCO

Orlando Intl.

$157 Roundtrip, found 4 hours ago

$157

Roundtrip

found 4 hours ago

Select American Airlines flight, departing Sat, Aug 30 from O'Hare Intl. to Orlando Intl., returning Wed, Sep 3, priced at $157 found 4 hours ago

Sat, Aug 30 - Wed, Sep 3

ORD

O'Hare Intl.

MCO

Orlando Intl.

$197 Roundtrip, found 4 hours ago

$197

Roundtrip

found 4 hours ago

Select Delta flight, departing Sat, Aug 30 from O'Hare Intl. to Orlando Intl., returning Wed, Sep 3, priced at $197 found 4 hours ago

Wed, Dec 3 - Sun, Dec 7

ORD

O'Hare Intl.

MCO

Orlando Intl.

$317 Roundtrip, found 5 hours ago

$317

Roundtrip

found 5 hours ago

Select JetBlue Airways flight, departing Wed, Dec 3 from O'Hare Intl. to Orlando Intl., returning Sun, Dec 7, priced at $317 found 5 hours ago

Mon, Oct 13 - Fri, Oct 24

ORD

O'Hare Intl.

MCO

Orlando Intl.

$443 Roundtrip, found 6 days ago

$443

Roundtrip

found 6 days 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 6 days ago