Flights from Chicago to Greenwich

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, Sep 20 - Tue, Sep 23

ORD

O'Hare Intl.

LGA

LaGuardia

$100 Roundtrip, found 5 days ago

$100

Roundtrip

found 5 days ago

Select Spirit Airlines flight, departing Sat, Sep 20 from O'Hare Intl. to LaGuardia, returning Tue, Sep 23, priced at $100 found 5 days ago

Tue, Sep 23 - Sat, Sep 27

ORD

O'Hare Intl.

LGA

LaGuardia

$110 Roundtrip, found 5 days ago

$110

Roundtrip

found 5 days ago

Select Spirit Airlines flight, departing Tue, Sep 23 from O'Hare Intl. to LaGuardia, returning Sat, Sep 27, priced at $110 found 5 days ago

Sat, Nov 15 - Wed, Nov 19

ORD

O'Hare Intl.

LGA

LaGuardia

$114 Roundtrip, found 5 hours ago

$114

Roundtrip

found 5 hours ago

Select Spirit Airlines flight, departing Sat, Nov 15 from O'Hare Intl. to LaGuardia, returning Wed, Nov 19, priced at $114 found 5 hours ago

Wed, Aug 20 - Wed, Aug 27

ORD

O'Hare Intl.

LGA

LaGuardia

$117 Roundtrip, found 1 hour ago

$117

Roundtrip

found 1 hour ago

Select United flight, departing Wed, Aug 20 from O'Hare Intl. to LaGuardia, returning Wed, Aug 27, priced at $117 found 1 hour ago

Sat, Sep 20 - Tue, Sep 23

ORD

O'Hare Intl.

LGA

LaGuardia

$119 Roundtrip, found 5 days ago

$119

Roundtrip

found 5 days ago

Select Spirit Airlines flight, departing Sat, Sep 20 from O'Hare Intl. to LaGuardia, returning Tue, Sep 23, priced at $119 found 5 days ago

Tue, Nov 11 - Sat, Nov 15

ORD

O'Hare Intl.

LGA

LaGuardia

$120 Roundtrip, found 23 hours ago

$120

Roundtrip

found 23 hours ago

Select Spirit Airlines flight, departing Tue, Nov 11 from O'Hare Intl. to LaGuardia, returning Sat, Nov 15, priced at $120 found 23 hours ago

Sat, Sep 20 - Tue, Sep 23

ORD

O'Hare Intl.

LGA

LaGuardia

$124 Roundtrip, found 5 days ago

$124

Roundtrip

found 5 days ago

Select Delta flight, departing Sat, Sep 20 from O'Hare Intl. to LaGuardia, returning Tue, Sep 23, priced at $124 found 5 days ago

Wed, Nov 12 - Tue, Nov 18

ORD

O'Hare Intl.

LGA

LaGuardia

$124 Roundtrip, found 5 hours ago

$124

Roundtrip

found 5 hours ago

Select Spirit Airlines flight, departing Wed, Nov 12 from O'Hare Intl. to LaGuardia, returning Tue, Nov 18, priced at $124 found 5 hours ago

Wed, Sep 10 - Mon, Sep 15

ORD

O'Hare Intl.

LGA

LaGuardia

$125 Roundtrip, found 4 hours ago

$125

Roundtrip

found 4 hours ago

Select Spirit Airlines flight, departing Wed, Sep 10 from O'Hare Intl. to LaGuardia, returning Mon, Sep 15, priced at $125 found 4 hours ago

Sat, Nov 15 - Wed, Nov 19

ORD

O'Hare Intl.

LGA

LaGuardia

$127 Roundtrip, found 5 hours ago

$127

Roundtrip

found 5 hours ago

Select United flight, departing Sat, Nov 15 from O'Hare Intl. to LaGuardia, returning Wed, Nov 19, priced at $127 found 5 hours ago

Tue, Sep 2 - Sun, Sep 7

ORD

O'Hare Intl.

LGA

LaGuardia

$128 Roundtrip, found 4 days ago

$128

Roundtrip

found 4 days ago

Select Spirit Airlines flight, departing Tue, Sep 2 from O'Hare Intl. to LaGuardia, returning Sun, Sep 7, priced at $128 found 4 days ago

Sat, Sep 20 - Tue, Sep 23

ORD

O'Hare Intl.

LGA

LaGuardia

$129 Roundtrip, found 5 days ago

$129

Roundtrip

found 5 days ago

Select United flight, departing Sat, Sep 20 from O'Hare Intl. to LaGuardia, returning Tue, Sep 23, priced at $129 found 5 days ago

Thu, Nov 13 - Sun, Nov 16

ORD

O'Hare Intl.

LGA

LaGuardia

$130 Roundtrip, found 23 hours ago

$130

Roundtrip

found 23 hours ago

Select Spirit Airlines flight, departing Thu, Nov 13 from O'Hare Intl. to LaGuardia, returning Sun, Nov 16, priced at $130 found 23 hours ago

Wed, Sep 10 - Sun, Sep 14

ORD

O'Hare Intl.

LGA

LaGuardia

$132 Roundtrip, found 6 days ago

$132

Roundtrip

found 6 days ago

Select Spirit Airlines flight, departing Wed, Sep 10 from O'Hare Intl. to LaGuardia, returning Sun, Sep 14, priced at $132 found 6 days ago

Sat, Nov 15 - Wed, Nov 19

ORD

O'Hare Intl.

LGA

LaGuardia

$133 Roundtrip, found 5 hours ago

$133

Roundtrip

found 5 hours ago

Select Spirit Airlines flight, departing Sat, Nov 15 from O'Hare Intl. to LaGuardia, returning Wed, Nov 19, priced at $133 found 5 hours ago

Tue, Sep 16 - Wed, Sep 24

ORD

O'Hare Intl.

JFK

John F. Kennedy Intl.

$139 Roundtrip, found 1 day ago

$139

Roundtrip

found 1 day ago

Select JetBlue Airways flight, departing Tue, Sep 16 from O'Hare Intl. to John F. Kennedy Intl., returning Wed, Sep 24, priced at $139 found 1 day ago

Sat, Nov 15 - Wed, Nov 19

ORD

O'Hare Intl.

LGA

LaGuardia

$139 Roundtrip, found 5 hours ago

$139

Roundtrip

found 5 hours ago

Select American Airlines flight, departing Sat, Nov 15 from O'Hare Intl. to LaGuardia, returning Wed, Nov 19, priced at $139 found 5 hours ago

Sat, Nov 15 - Wed, Nov 19

ORD

O'Hare Intl.

LGA

LaGuardia

$139 Roundtrip, found 5 hours ago

$139

Roundtrip

found 5 hours ago

Select United flight, departing Sat, Nov 15 from O'Hare Intl. to LaGuardia, returning Wed, Nov 19, priced at $139 found 5 hours ago

Wed, Sep 3 - Tue, Sep 9

ORD

O'Hare Intl.

LGA

LaGuardia

$147 Roundtrip, found 4 days ago

$147

Roundtrip

found 4 days ago

Select Delta flight, departing Wed, Sep 3 from O'Hare Intl. to LaGuardia, returning Tue, Sep 9, priced at $147 found 4 days ago

Sat, Sep 20 - Tue, Sep 23

ORD

O'Hare Intl.

JFK

John F. Kennedy Intl.

$174 Roundtrip, found 5 days ago

$174

Roundtrip

found 5 days ago

Select Frontier Airlines flight, departing Sat, Sep 20 from O'Hare Intl. to John F. Kennedy Intl., returning Tue, Sep 23, priced at $174 found 5 days ago