Flights from Chicago to Bridgeport

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.

PHL

Philadelphia Intl.

$139 Roundtrip, found 3 hours ago

$139

Roundtrip

found 3 hours ago

Select American Airlines flight, departing Sat, Sep 20 from O'Hare Intl. to Philadelphia Intl., returning Tue, Sep 23, priced at $139 found 3 hours ago

Sat, Sep 20 - Tue, Sep 23

ORD

O'Hare Intl.

PHL

Philadelphia Intl.

$139 Roundtrip, found 3 hours ago

$139

Roundtrip

found 3 hours ago

Select United flight, departing Sat, Sep 20 from O'Hare Intl. to Philadelphia Intl., returning Tue, Sep 23, priced at $139 found 3 hours ago

Sat, Sep 20 - Tue, Sep 23

ORD

O'Hare Intl.

PHL

Philadelphia Intl.

$168 Roundtrip, found 3 hours ago

$168

Roundtrip

found 3 hours ago

Select Delta flight, departing Sat, Sep 20 from O'Hare Intl. to Philadelphia Intl., returning Tue, Sep 23, priced at $168 found 3 hours ago

Sat, Sep 20 - Tue, Sep 23

ORD

O'Hare Intl.

PHL

Philadelphia Intl.

$174 Roundtrip, found 3 hours ago

$174

Roundtrip

found 3 hours ago

Select United flight, departing Sat, Sep 20 from O'Hare Intl. to Philadelphia Intl., returning Tue, Sep 23, priced at $174 found 3 hours ago

Sat, Sep 20 - Tue, Sep 23

ORD

O'Hare Intl.

PHL

Philadelphia Intl.

$179 Roundtrip, found 3 hours ago

$179

Roundtrip

found 3 hours ago

Select Spirit Airlines flight, departing Sat, Sep 20 from O'Hare Intl. to Philadelphia Intl., returning Tue, Sep 23, priced at $179 found 3 hours ago

Sat, Sep 20 - Tue, Sep 23

ORD

O'Hare Intl.

PHL

Philadelphia Intl.

$180 Roundtrip, found 3 hours ago

$180

Roundtrip

found 3 hours ago

Select JetBlue Airways flight, departing Sat, Sep 20 from O'Hare Intl. to Philadelphia Intl., returning Tue, Sep 23, priced at $180 found 3 hours ago

Sat, Sep 20 - Tue, Sep 23

ORD

O'Hare Intl.

PHL

Philadelphia Intl.

$181 Roundtrip, found 3 hours ago

$181

Roundtrip

found 3 hours ago

Select American Airlines flight, departing Sat, Sep 20 from O'Hare Intl. to Philadelphia Intl., returning Tue, Sep 23, priced at $181 found 3 hours ago

Wed, Sep 17 - Fri, Sep 26

ORD

O'Hare Intl.

PHL

Philadelphia Intl.

$187 Roundtrip, found 4 days ago

$187

Roundtrip

found 4 days ago

Select Delta flight, departing Wed, Sep 17 from O'Hare Intl. to Philadelphia Intl., returning Fri, Sep 26, priced at $187 found 4 days ago

Sat, Sep 20 - Tue, Sep 23

ORD

O'Hare Intl.

PHL

Philadelphia Intl.

$193 Roundtrip, found 3 hours ago

$193

Roundtrip

found 3 hours ago

Select American Airlines flight, departing Sat, Sep 20 from O'Hare Intl. to Philadelphia Intl., returning Tue, Sep 23, priced at $193 found 3 hours ago

Sat, Sep 20 - Tue, Sep 23

ORD

O'Hare Intl.

PHL

Philadelphia Intl.

$197 Roundtrip, found 3 hours ago

$197

Roundtrip

found 3 hours ago

Select Delta flight, departing Sat, Sep 20 from O'Hare Intl. to Philadelphia Intl., returning Tue, Sep 23, priced at $197 found 3 hours ago

Wed, Sep 17 - Fri, Sep 26

ORD

O'Hare Intl.

PHL

Philadelphia Intl.

$199 Roundtrip, found 4 days ago

$199

Roundtrip

found 4 days ago

Select JetBlue Airways flight, departing Wed, Sep 17 from O'Hare Intl. to Philadelphia Intl., returning Fri, Sep 26, priced at $199 found 4 days ago

Wed, Sep 17 - Fri, Sep 26

ORD

O'Hare Intl.

PHL

Philadelphia Intl.

$200 Roundtrip, found 4 days ago

$200

Roundtrip

found 4 days ago

Select United flight, departing Wed, Sep 17 from O'Hare Intl. to Philadelphia Intl., returning Fri, Sep 26, priced at $200 found 4 days ago

Sat, Sep 20 - Tue, Sep 23

ORD

O'Hare Intl.

PHL

Philadelphia Intl.

$202 Roundtrip, found 3 hours ago

$202

Roundtrip

found 3 hours ago

Select Spirit Airlines flight, departing Sat, Sep 20 from O'Hare Intl. to Philadelphia Intl., returning Tue, Sep 23, priced at $202 found 3 hours ago

Sat, Sep 20 - Tue, Sep 23

ORD

O'Hare Intl.

PHL

Philadelphia Intl.

$203 Roundtrip, found 3 hours ago

$203

Roundtrip

found 3 hours ago

Select American Airlines flight, departing Sat, Sep 20 from O'Hare Intl. to Philadelphia Intl., returning Tue, Sep 23, priced at $203 found 3 hours ago

Sat, Sep 20 - Tue, Sep 23

ORD

O'Hare Intl.

PHL

Philadelphia Intl.

$208 Roundtrip, found 3 hours ago

$208

Roundtrip

found 3 hours ago

Select Spirit Airlines flight, departing Sat, Sep 20 from O'Hare Intl. to Philadelphia Intl., returning Tue, Sep 23, priced at $208 found 3 hours ago

Thu, Jul 3 - Fri, Jul 4

ORD

O'Hare Intl.

PHL

Philadelphia Intl.

$208 Roundtrip, found 2 days ago

$208

Roundtrip

found 2 days ago

Select Frontier Airlines flight, departing Thu, Jul 3 from O'Hare Intl. to Philadelphia Intl., returning Fri, Jul 4, priced at $208 found 2 days ago

Sat, Sep 20 - Tue, Sep 23

ORD

O'Hare Intl.

PHL

Philadelphia Intl.

$209 Roundtrip, found 3 hours ago

$209

Roundtrip

found 3 hours ago

Select American Airlines flight, departing Sat, Sep 20 from O'Hare Intl. to Philadelphia Intl., returning Tue, Sep 23, priced at $209 found 3 hours ago

Wed, Sep 17 - Fri, Sep 26

ORD

O'Hare Intl.

PHL

Philadelphia Intl.

$212 Roundtrip, found 4 days ago

$212

Roundtrip

found 4 days ago

Select American Airlines flight, departing Wed, Sep 17 from O'Hare Intl. to Philadelphia Intl., returning Fri, Sep 26, priced at $212 found 4 days ago

Sat, Sep 20 - Tue, Sep 23

ORD

O'Hare Intl.

PHL

Philadelphia Intl.

$219 Roundtrip, found 3 hours ago

$219

Roundtrip

found 3 hours ago

Select Spirit Airlines flight, departing Sat, Sep 20 from O'Hare Intl. to Philadelphia Intl., returning Tue, Sep 23, priced at $219 found 3 hours ago

Wed, Sep 17 - Fri, Sep 26

ORD

O'Hare Intl.

PHL

Philadelphia Intl.

$226 Roundtrip, found 4 days ago

$226

Roundtrip

found 4 days ago

Select JetBlue Airways flight, departing Wed, Sep 17 from O'Hare Intl. to Philadelphia Intl., returning Fri, Sep 26, priced at $226 found 4 days ago