Flights from Windsor Locks to Chicago

Cheapest flights from Windsor Locks

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.

Tue, Jun 17 - Fri, Jun 20

BDL

Bradley Intl.

ORD

O'Hare Intl.

$139 Roundtrip, just found

$139

Roundtrip

just found

Select American Airlines flight, departing Tue, Jun 17 from Bradley Intl. to O'Hare Intl., returning Fri, Jun 20, priced at $139 just found

Tue, Jun 17 - Fri, Jun 20

BDL

Bradley Intl.

ORD

O'Hare Intl.

$139 Roundtrip, just found

$139

Roundtrip

just found

Select United flight, departing Tue, Jun 17 from Bradley Intl. to O'Hare Intl., returning Fri, Jun 20, priced at $139 just found

Tue, Jun 17 - Fri, Jun 20

BDL

Bradley Intl.

ORD

O'Hare Intl.

$155 Roundtrip, just found

$155

Roundtrip

just found

Select United flight, departing Tue, Jun 17 from Bradley Intl. to O'Hare Intl., returning Fri, Jun 20, priced at $155 just found

Tue, Jun 17 - Fri, Jun 20

BDL

Bradley Intl.

ORD

O'Hare Intl.

$165 Roundtrip, just found

$165

Roundtrip

just found

Select United flight, departing Tue, Jun 17 from Bradley Intl. to O'Hare Intl., returning Fri, Jun 20, priced at $165 just found

Tue, Jun 17 - Fri, Jun 20

BDL

Bradley Intl.

ORD

O'Hare Intl.

$169 Roundtrip, just found

$169

Roundtrip

just found

Select United flight, departing Tue, Jun 17 from Bradley Intl. to O'Hare Intl., returning Fri, Jun 20, priced at $169 just found

Tue, Jun 17 - Fri, Jun 20

BDL

Bradley Intl.

ORD

O'Hare Intl.

$170 Roundtrip, just found

$170

Roundtrip

just found

Select Delta flight, departing Tue, Jun 17 from Bradley Intl. to O'Hare Intl., returning Fri, Jun 20, priced at $170 just found

Tue, Jun 17 - Fri, Jun 20

BDL

Bradley Intl.

ORD

O'Hare Intl.

$174 Roundtrip, just found

$174

Roundtrip

just found

Select American Airlines flight, departing Tue, Jun 17 from Bradley Intl. to O'Hare Intl., returning Fri, Jun 20, priced at $174 just found

Tue, Jun 17 - Fri, Jun 20

BDL

Bradley Intl.

ORD

O'Hare Intl.

$184 Roundtrip, just found

$184

Roundtrip

just found

Select Spirit Airlines flight, departing Tue, Jun 17 from Bradley Intl. to O'Hare Intl., returning Fri, Jun 20, priced at $184 just found

Tue, Jun 17 - Fri, Jun 20

BDL

Bradley Intl.

ORD

O'Hare Intl.

$185 Roundtrip, just found

$185

Roundtrip

just found

Select United flight, departing Tue, Jun 17 from Bradley Intl. to O'Hare Intl., returning Fri, Jun 20, priced at $185 just found

Tue, Jun 17 - Fri, Jun 20

BDL

Bradley Intl.

ORD

O'Hare Intl.

$192 Roundtrip, just found

$192

Roundtrip

just found

Select American Airlines flight, departing Tue, Jun 17 from Bradley Intl. to O'Hare Intl., returning Fri, Jun 20, priced at $192 just found

Tue, Jun 17 - Fri, Jun 20

BDL

Bradley Intl.

ORD

O'Hare Intl.

$192 Roundtrip, just found

$192

Roundtrip

just found

Select American Airlines flight, departing Tue, Jun 17 from Bradley Intl. to O'Hare Intl., returning Fri, Jun 20, priced at $192 just found

Tue, Jun 17 - Fri, Jun 20

BDL

Bradley Intl.

ORD

O'Hare Intl.

$195 Roundtrip, just found

$195

Roundtrip

just found

Select United flight, departing Tue, Jun 17 from Bradley Intl. to O'Hare Intl., returning Fri, Jun 20, priced at $195 just found

Fri, Sep 5 - Sat, Sep 6

BDL

Bradley Intl.

MDW

Midway Intl.

$197 Roundtrip, found 1 day ago

$197

Roundtrip

found 1 day ago

Select Delta flight, departing Fri, Sep 5 from Bradley Intl. to Midway Intl., returning Sat, Sep 6, priced at $197 found 1 day ago

Tue, Jun 17 - Fri, Jun 20

BDL

Bradley Intl.

ORD

O'Hare Intl.

$200 Roundtrip, just found

$200

Roundtrip

just found

Select American Airlines flight, departing Tue, Jun 17 from Bradley Intl. to O'Hare Intl., returning Fri, Jun 20, priced at $200 just found

Tue, Jun 17 - Fri, Jun 20

BDL

Bradley Intl.

ORD

O'Hare Intl.

$200 Roundtrip, just found

$200

Roundtrip

just found

Select American Airlines flight, departing Tue, Jun 17 from Bradley Intl. to O'Hare Intl., returning Fri, Jun 20, priced at $200 just found

Tue, Jun 17 - Fri, Jun 20

BDL

Bradley Intl.

ORD

O'Hare Intl.

$204 Roundtrip, just found

$204

Roundtrip

just found

Select United flight, departing Tue, Jun 17 from Bradley Intl. to O'Hare Intl., returning Fri, Jun 20, priced at $204 just found

Tue, Jun 17 - Fri, Jun 20

BDL

Bradley Intl.

ORD

O'Hare Intl.

$205 Roundtrip, just found

$205

Roundtrip

just found

Select Delta flight, departing Tue, Jun 17 from Bradley Intl. to O'Hare Intl., returning Fri, Jun 20, priced at $205 just found

Tue, Jun 17 - Fri, Jun 20

BDL

Bradley Intl.

ORD

O'Hare Intl.

$209 Roundtrip, just found

$209

Roundtrip

just found

Select American Airlines flight, departing Tue, Jun 17 from Bradley Intl. to O'Hare Intl., returning Fri, Jun 20, priced at $209 just found

Tue, Jun 17 - Fri, Jun 20

BDL

Bradley Intl.

ORD

O'Hare Intl.

$218 Roundtrip, just found

$218

Roundtrip

just found

Select United flight, departing Tue, Jun 17 from Bradley Intl. to O'Hare Intl., returning Fri, Jun 20, priced at $218 just found

Tue, Jun 17 - Fri, Jun 20

BDL

Bradley Intl.

ORD

O'Hare Intl.

$220 Roundtrip, just found

$220

Roundtrip

just found

Select American Airlines flight, departing Tue, Jun 17 from Bradley Intl. to O'Hare Intl., returning Fri, Jun 20, priced at $220 just found