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 13 - Mon, Sep 15

ORD

O'Hare Intl.

SYR

Hancock Intl.

$209 Roundtrip, found 1 day ago

$209

Roundtrip

found 1 day ago

Select American Airlines flight, departing Sat, Sep 13 from O'Hare Intl. to Hancock Intl., returning Mon, Sep 15, priced at $209 found 1 day ago

Sat, Sep 13 - Mon, Sep 15

ORD

O'Hare Intl.

SYR

Hancock Intl.

$209 Roundtrip, found 1 day ago

$209

Roundtrip

found 1 day ago

Select United flight, departing Sat, Sep 13 from O'Hare Intl. to Hancock Intl., returning Mon, Sep 15, priced at $209 found 1 day ago

Sat, Sep 13 - Mon, Sep 15

ORD

O'Hare Intl.

SYR

Hancock Intl.

$219 Roundtrip, found 1 day ago

$219

Roundtrip

found 1 day ago

Select United flight, departing Sat, Sep 13 from O'Hare Intl. to Hancock Intl., returning Mon, Sep 15, priced at $219 found 1 day ago

Mon, Sep 15 - Fri, Sep 19

ORD

O'Hare Intl.

SYR

Hancock Intl.

$228 Roundtrip, found 1 day ago

$228

Roundtrip

found 1 day ago

Select Frontier Airlines flight, departing Mon, Sep 15 from O'Hare Intl. to Hancock Intl., returning Fri, Sep 19, priced at $228 found 1 day ago

Wed, Sep 10 - Wed, Sep 17

ORD

O'Hare Intl.

SYR

Hancock Intl.

$229 Roundtrip, found 1 day ago

$229

Roundtrip

found 1 day ago

Select Delta flight, departing Wed, Sep 10 from O'Hare Intl. to Hancock Intl., returning Wed, Sep 17, priced at $229 found 1 day ago

Sat, Sep 13 - Mon, Sep 15

ORD

O'Hare Intl.

SYR

Hancock Intl.

$249 Roundtrip, found 1 day ago

$249

Roundtrip

found 1 day ago

Select American Airlines flight, departing Sat, Sep 13 from O'Hare Intl. to Hancock Intl., returning Mon, Sep 15, priced at $249 found 1 day ago

Fri, Sep 12 - Tue, Sep 16

ORD

O'Hare Intl.

SYR

Hancock Intl.

$253 Roundtrip, found 1 day ago

$253

Roundtrip

found 1 day ago

Select JetBlue Airways flight, departing Fri, Sep 12 from O'Hare Intl. to Hancock Intl., returning Tue, Sep 16, priced at $253 found 1 day ago

Sat, Sep 13 - Mon, Sep 15

ORD

O'Hare Intl.

SYR

Hancock Intl.

$259 Roundtrip, found 1 day ago

$259

Roundtrip

found 1 day ago

Select American Airlines flight, departing Sat, Sep 13 from O'Hare Intl. to Hancock Intl., returning Mon, Sep 15, priced at $259 found 1 day ago

Wed, Sep 10 - Sun, Sep 21

ORD

O'Hare Intl.

SYR

Hancock Intl.

$264 Roundtrip, found 1 day ago

$264

Roundtrip

found 1 day ago

Select Delta flight, departing Wed, Sep 10 from O'Hare Intl. to Hancock Intl., returning Sun, Sep 21, priced at $264 found 1 day ago

Mon, Sep 15 - Tue, Sep 16

ORD

O'Hare Intl.

SYR

Hancock Intl.

$264 Roundtrip, found 1 day ago

$264

Roundtrip

found 1 day ago

Select JetBlue Airways flight, departing Mon, Sep 15 from O'Hare Intl. to Hancock Intl., returning Tue, Sep 16, priced at $264 found 1 day ago

Tue, Sep 16 - Wed, Sep 17

ORD

O'Hare Intl.

SYR

Hancock Intl.

$265 Roundtrip, found 1 day ago

$265

Roundtrip

found 1 day ago

Select JetBlue Airways flight, departing Tue, Sep 16 from O'Hare Intl. to Hancock Intl., returning Wed, Sep 17, priced at $265 found 1 day ago

Sat, Sep 13 - Mon, Sep 15

ORD

O'Hare Intl.

SYR

Hancock Intl.

$266 Roundtrip, found 1 day ago

$266

Roundtrip

found 1 day ago

Select Delta flight, departing Sat, Sep 13 from O'Hare Intl. to Hancock Intl., returning Mon, Sep 15, priced at $266 found 1 day ago

Sat, Sep 13 - Mon, Sep 15

ORD

O'Hare Intl.

SYR

Hancock Intl.

$276 Roundtrip, found 1 day ago

$276

Roundtrip

found 1 day ago

Select American Airlines flight, departing Sat, Sep 13 from O'Hare Intl. to Hancock Intl., returning Mon, Sep 15, priced at $276 found 1 day ago

Wed, Sep 10 - Fri, Sep 19

ORD

O'Hare Intl.

SYR

Hancock Intl.

$279 Roundtrip, found 1 day ago

$279

Roundtrip

found 1 day ago

Select American Airlines flight, departing Wed, Sep 10 from O'Hare Intl. to Hancock Intl., returning Fri, Sep 19, priced at $279 found 1 day ago

Mon, Sep 15 - Wed, Sep 17

ORD

O'Hare Intl.

SYR

Hancock Intl.

$281 Roundtrip, found 1 day ago

$281

Roundtrip

found 1 day ago

Select JetBlue Airways flight, departing Mon, Sep 15 from O'Hare Intl. to Hancock Intl., returning Wed, Sep 17, priced at $281 found 1 day ago

Sat, Sep 13 - Mon, Sep 15

ORD

O'Hare Intl.

SYR

Hancock Intl.

$286 Roundtrip, found 1 day ago

$286

Roundtrip

found 1 day ago

Select Delta flight, departing Sat, Sep 13 from O'Hare Intl. to Hancock Intl., returning Mon, Sep 15, priced at $286 found 1 day ago

Sat, Sep 13 - Mon, Sep 15

ORD

O'Hare Intl.

SYR

Hancock Intl.

$286 Roundtrip, found 1 day ago

$286

Roundtrip

found 1 day ago

Select United flight, departing Sat, Sep 13 from O'Hare Intl. to Hancock Intl., returning Mon, Sep 15, priced at $286 found 1 day ago

Sat, Sep 13 - Mon, Sep 15

ORD

O'Hare Intl.

SYR

Hancock Intl.

$287 Roundtrip, found 1 day ago

$287

Roundtrip

found 1 day ago

Select Delta flight, departing Sat, Sep 13 from O'Hare Intl. to Hancock Intl., returning Mon, Sep 15, priced at $287 found 1 day ago

Sat, Sep 13 - Mon, Sep 15

ORD

O'Hare Intl.

SYR

Hancock Intl.

$289 Roundtrip, found 1 day ago

$289

Roundtrip

found 1 day ago

Select United flight, departing Sat, Sep 13 from O'Hare Intl. to Hancock Intl., returning Mon, Sep 15, priced at $289 found 1 day ago

Sat, Sep 13 - Mon, Sep 15

ORD

O'Hare Intl.

SYR

Hancock Intl.

$290 Roundtrip, found 1 day ago

$290

Roundtrip

found 1 day ago

Select United flight, departing Sat, Sep 13 from O'Hare Intl. to Hancock Intl., returning Mon, Sep 15, priced at $290 found 1 day ago