Flights from Chicago to Rockaway

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, Jun 28 - Tue, Jul 1

ORD

O'Hare Intl.

EWR

Newark Liberty Intl. Airport

$101 Roundtrip, found 12 hours ago

$101

Roundtrip

found 12 hours ago

Select Spirit Airlines flight, departing Sat, Jun 28 from O'Hare Intl. to Newark Liberty Intl. Airport, returning Tue, Jul 1, priced at $101 found 12 hours ago

Tue, Jun 17 - Sat, Jun 21

ORD

O'Hare Intl.

EWR

Newark Liberty Intl. Airport

$111 Roundtrip, found 4 days ago

$111

Roundtrip

found 4 days ago

Select Spirit Airlines flight, departing Tue, Jun 17 from O'Hare Intl. to Newark Liberty Intl. Airport, returning Sat, Jun 21, priced at $111 found 4 days ago

Tue, Jun 24 - Tue, Jul 1

ORD

O'Hare Intl.

EWR

Newark Liberty Intl. Airport

$122 Roundtrip, found 12 hours ago

$122

Roundtrip

found 12 hours ago

Select Spirit Airlines flight, departing Tue, Jun 24 from O'Hare Intl. to Newark Liberty Intl. Airport, returning Tue, Jul 1, priced at $122 found 12 hours ago

Sun, Aug 24 - Sun, Aug 31

ORD

O'Hare Intl.

EWR

Newark Liberty Intl. Airport

$129 Roundtrip, found 1 day ago

$129

Roundtrip

found 1 day ago

Select Spirit Airlines flight, departing Sun, Aug 24 from O'Hare Intl. to Newark Liberty Intl. Airport, returning Sun, Aug 31, priced at $129 found 1 day ago

Sat, Jun 28 - Mon, Jun 30

ORD

O'Hare Intl.

EWR

Newark Liberty Intl. Airport

$130 Roundtrip, found 12 hours ago

$130

Roundtrip

found 12 hours ago

Select Spirit Airlines flight, departing Sat, Jun 28 from O'Hare Intl. to Newark Liberty Intl. Airport, returning Mon, Jun 30, priced at $130 found 12 hours ago

Tue, Jun 24 - Sat, Jun 28

ORD

O'Hare Intl.

EWR

Newark Liberty Intl. Airport

$140 Roundtrip, found 12 hours ago

$140

Roundtrip

found 12 hours ago

Select Spirit Airlines flight, departing Tue, Jun 24 from O'Hare Intl. to Newark Liberty Intl. Airport, returning Sat, Jun 28, priced at $140 found 12 hours ago

Sat, Jun 28 - Tue, Jul 1

ORD

O'Hare Intl.

EWR

Newark Liberty Intl. Airport

$144 Roundtrip, found 12 hours ago

$144

Roundtrip

found 12 hours ago

Select United flight, departing Sat, Jun 28 from O'Hare Intl. to Newark Liberty Intl. Airport, returning Tue, Jul 1, priced at $144 found 12 hours ago

Wed, Aug 27 - Sun, Aug 31

ORD

O'Hare Intl.

EWR

Newark Liberty Intl. Airport

$145 Roundtrip, found 1 day ago

$145

Roundtrip

found 1 day ago

Select Spirit Airlines flight, departing Wed, Aug 27 from O'Hare Intl. to Newark Liberty Intl. Airport, returning Sun, Aug 31, priced at $145 found 1 day ago

Sat, Jun 28 - Tue, Jul 1

ORD

O'Hare Intl.

EWR

Newark Liberty Intl. Airport

$150 Roundtrip, found 12 hours ago

$150

Roundtrip

found 12 hours ago

Select American Airlines flight, departing Sat, Jun 28 from O'Hare Intl. to Newark Liberty Intl. Airport, returning Tue, Jul 1, priced at $150 found 12 hours ago

Sat, Jun 28 - Mon, Jun 30

ORD

O'Hare Intl.

EWR

Newark Liberty Intl. Airport

$150 Roundtrip, found 12 hours ago

$150

Roundtrip

found 12 hours ago

Select Spirit Airlines flight, departing Sat, Jun 28 from O'Hare Intl. to Newark Liberty Intl. Airport, returning Mon, Jun 30, priced at $150 found 12 hours ago

Sun, Aug 24 - Wed, Sep 3

ORD

O'Hare Intl.

EWR

Newark Liberty Intl. Airport

$154 Roundtrip, found 1 day ago

$154

Roundtrip

found 1 day ago

Select Spirit Airlines flight, departing Sun, Aug 24 from O'Hare Intl. to Newark Liberty Intl. Airport, returning Wed, Sep 3, priced at $154 found 1 day ago

Thu, Jun 19 - Sun, Jun 22

ORD

O'Hare Intl.

EWR

Newark Liberty Intl. Airport

$155 Roundtrip, found 19 hours ago

$155

Roundtrip

found 19 hours ago

Select Spirit Airlines flight, departing Thu, Jun 19 from O'Hare Intl. to Newark Liberty Intl. Airport, returning Sun, Jun 22, priced at $155 found 19 hours ago

Sat, Jun 28 - Tue, Jul 1

ORD

O'Hare Intl.

EWR

Newark Liberty Intl. Airport

$157 Roundtrip, found 12 hours ago

$157

Roundtrip

found 12 hours ago

Select United flight, departing Sat, Jun 28 from O'Hare Intl. to Newark Liberty Intl. Airport, returning Tue, Jul 1, priced at $157 found 12 hours ago

Thu, Jun 19 - Mon, Jun 23

ORD

O'Hare Intl.

EWR

Newark Liberty Intl. Airport

$158 Roundtrip, found 4 days ago

$158

Roundtrip

found 4 days ago

Select Spirit Airlines flight, departing Thu, Jun 19 from O'Hare Intl. to Newark Liberty Intl. Airport, returning Mon, Jun 23, priced at $158 found 4 days ago

Wed, Aug 27 - Sun, Aug 31

ORD

O'Hare Intl.

EWR

Newark Liberty Intl. Airport

$160 Roundtrip, found 1 day ago

$160

Roundtrip

found 1 day ago

Select Spirit Airlines flight, departing Wed, Aug 27 from O'Hare Intl. to Newark Liberty Intl. Airport, returning Sun, Aug 31, priced at $160 found 1 day ago

Wed, Aug 27 - Sun, Aug 31

ORD

O'Hare Intl.

EWR

Newark Liberty Intl. Airport

$163 Roundtrip, found 1 day ago

$163

Roundtrip

found 1 day ago

Select United flight, departing Wed, Aug 27 from O'Hare Intl. to Newark Liberty Intl. Airport, returning Sun, Aug 31, priced at $163 found 1 day ago

Wed, Aug 27 - Sun, Aug 31

ORD

O'Hare Intl.

EWR

Newark Liberty Intl. Airport

$178 Roundtrip, found 1 day ago

$178

Roundtrip

found 1 day ago

Select American Airlines flight, departing Wed, Aug 27 from O'Hare Intl. to Newark Liberty Intl. Airport, returning Sun, Aug 31, priced at $178 found 1 day ago

Wed, Aug 27 - Wed, Sep 3

ORD

O'Hare Intl.

EWR

Newark Liberty Intl. Airport

$179 Roundtrip, found 1 day ago

$179

Roundtrip

found 1 day ago

Select Delta flight, departing Wed, Aug 27 from O'Hare Intl. to Newark Liberty Intl. Airport, returning Wed, Sep 3, priced at $179 found 1 day ago

Sat, Aug 30 - Wed, Sep 3

ORD

O'Hare Intl.

EWR

Newark Liberty Intl. Airport

$190 Roundtrip, found 1 day ago

$190

Roundtrip

found 1 day ago

Select Frontier Airlines flight, departing Sat, Aug 30 from O'Hare Intl. to Newark Liberty Intl. Airport, returning Wed, Sep 3, priced at $190 found 1 day ago

Wed, Aug 20 - Fri, Aug 22

MDW

Midway Intl.

EWR

Newark Liberty Intl. Airport

$199 Roundtrip, found 2 days ago

$199

Roundtrip

found 2 days ago

Select Delta flight, departing Wed, Aug 20 from Midway Intl. to Newark Liberty Intl. Airport, returning Fri, Aug 22, priced at $199 found 2 days ago