Flights from Boston to Addison

Cheapest flights from Boston

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 24 - Tue, Jul 1

BOS

Logan Intl.

ORD

O'Hare Intl.

$137 Roundtrip, found 2 days ago

$137

Roundtrip

found 2 days ago

Select Delta flight, departing Tue, Jun 24 from Logan Intl. to O'Hare Intl., returning Tue, Jul 1, priced at $137 found 2 days ago

Tue, Sep 9 - Tue, Sep 16

BOS

Logan Intl.

ORD

O'Hare Intl.

$160 Roundtrip, found 4 days ago

$160

Roundtrip

found 4 days ago

Select Spirit Airlines flight, departing Tue, Sep 9 from Logan Intl. to O'Hare Intl., returning Tue, Sep 16, priced at $160 found 4 days ago

Wed, Jun 25 - Sat, Jun 28

BOS

Logan Intl.

ORD

O'Hare Intl.

$165 Roundtrip, found 1 day ago

$165

Roundtrip

found 1 day ago

Select United flight, departing Wed, Jun 25 from Logan Intl. to O'Hare Intl., returning Sat, Jun 28, priced at $165 found 1 day ago

Wed, Jun 25 - Sat, Jun 28

BOS

Logan Intl.

ORD

O'Hare Intl.

$167 Roundtrip, found 1 day ago

$167

Roundtrip

found 1 day ago

Select Spirit Airlines flight, departing Wed, Jun 25 from Logan Intl. to O'Hare Intl., returning Sat, Jun 28, priced at $167 found 1 day ago

Tue, Jun 24 - Thu, Jun 26

BOS

Logan Intl.

ORD

O'Hare Intl.

$172 Roundtrip, found 2 days ago

$172

Roundtrip

found 2 days ago

Select Delta flight, departing Tue, Jun 24 from Logan Intl. to O'Hare Intl., returning Thu, Jun 26, priced at $172 found 2 days ago

Wed, Jun 25 - Sat, Jun 28

BOS

Logan Intl.

ORD

O'Hare Intl.

$175 Roundtrip, found 1 day ago

$175

Roundtrip

found 1 day ago

Select United flight, departing Wed, Jun 25 from Logan Intl. to O'Hare Intl., returning Sat, Jun 28, priced at $175 found 1 day ago

Wed, Jun 25 - Sat, Jun 28

BOS

Logan Intl.

ORD

O'Hare Intl.

$177 Roundtrip, found 1 day ago

$177

Roundtrip

found 1 day ago

Select Spirit Airlines flight, departing Wed, Jun 25 from Logan Intl. to O'Hare Intl., returning Sat, Jun 28, priced at $177 found 1 day ago

Wed, Jun 25 - Sat, Jun 28

BOS

Logan Intl.

ORD

O'Hare Intl.

$181 Roundtrip, found 1 day ago

$181

Roundtrip

found 1 day ago

Select United flight, departing Wed, Jun 25 from Logan Intl. to O'Hare Intl., returning Sat, Jun 28, priced at $181 found 1 day ago

Wed, Jun 25 - Sat, Jun 28

BOS

Logan Intl.

ORD

O'Hare Intl.

$183 Roundtrip, found 1 day ago

$183

Roundtrip

found 1 day ago

Select United flight, departing Wed, Jun 25 from Logan Intl. to O'Hare Intl., returning Sat, Jun 28, priced at $183 found 1 day ago

Wed, Jun 25 - Sat, Jun 28

BOS

Logan Intl.

ORD

O'Hare Intl.

$191 Roundtrip, found 1 day ago

$191

Roundtrip

found 1 day ago

Select United flight, departing Wed, Jun 25 from Logan Intl. to O'Hare Intl., returning Sat, Jun 28, priced at $191 found 1 day ago

Wed, Jun 25 - Sat, Jun 28

BOS

Logan Intl.

ORD

O'Hare Intl.

$193 Roundtrip, found 1 day ago

$193

Roundtrip

found 1 day ago

Select United flight, departing Wed, Jun 25 from Logan Intl. to O'Hare Intl., returning Sat, Jun 28, priced at $193 found 1 day ago

Wed, Jun 25 - Sat, Jun 28

BOS

Logan Intl.

ORD

O'Hare Intl.

$194 Roundtrip, found 1 day ago

$194

Roundtrip

found 1 day ago

Select Delta flight, departing Wed, Jun 25 from Logan Intl. to O'Hare Intl., returning Sat, Jun 28, priced at $194 found 1 day ago

Mon, Sep 8 - Mon, Sep 15

BOS

Logan Intl.

ORD

O'Hare Intl.

$194 Roundtrip, found 4 days ago

$194

Roundtrip

found 4 days ago

Select Spirit Airlines flight, departing Mon, Sep 8 from Logan Intl. to O'Hare Intl., returning Mon, Sep 15, priced at $194 found 4 days ago

Mon, Sep 8 - Mon, Sep 15

BOS

Logan Intl.

ORD

O'Hare Intl.

$196 Roundtrip, found 4 days ago

$196

Roundtrip

found 4 days ago

Select American Airlines flight, departing Mon, Sep 8 from Logan Intl. to O'Hare Intl., returning Mon, Sep 15, priced at $196 found 4 days ago

Mon, Sep 8 - Mon, Sep 15

BOS

Logan Intl.

ORD

O'Hare Intl.

$197 Roundtrip, found 4 days ago

$197

Roundtrip

found 4 days ago

Select American Airlines flight, departing Mon, Sep 8 from Logan Intl. to O'Hare Intl., returning Mon, Sep 15, priced at $197 found 4 days ago

Wed, Jun 25 - Sun, Jun 29

BOS

Logan Intl.

ORD

O'Hare Intl.

$198 Roundtrip, found 2 days ago

$198

Roundtrip

found 2 days ago

Select Delta flight, departing Wed, Jun 25 from Logan Intl. to O'Hare Intl., returning Sun, Jun 29, priced at $198 found 2 days ago

Wed, Jun 25 - Sat, Jun 28

BOS

Logan Intl.

ORD

O'Hare Intl.

$199 Roundtrip, found 1 day ago

$199

Roundtrip

found 1 day ago

Select United flight, departing Wed, Jun 25 from Logan Intl. to O'Hare Intl., returning Sat, Jun 28, priced at $199 found 1 day ago

Wed, Jun 25 - Sat, Jun 28

BOS

Logan Intl.

ORD

O'Hare Intl.

$201 Roundtrip, found 1 day ago

$201

Roundtrip

found 1 day ago

Select United flight, departing Wed, Jun 25 from Logan Intl. to O'Hare Intl., returning Sat, Jun 28, priced at $201 found 1 day ago

Thu, Jun 26 - Wed, Jul 2

BOS

Logan Intl.

ORD

O'Hare Intl.

$205 Roundtrip, found 2 days ago

$205

Roundtrip

found 2 days ago

Select JetBlue Airways flight, departing Thu, Jun 26 from Logan Intl. to O'Hare Intl., returning Wed, Jul 2, priced at $205 found 2 days ago

Wed, Jun 25 - Sat, Jun 28

BOS

Logan Intl.

MDW

Midway Intl.

$324 Roundtrip, found 1 day ago

$324

Roundtrip

found 1 day ago

Select Delta flight, departing Wed, Jun 25 from Logan Intl. to Midway Intl., returning Sat, Jun 28, priced at $324 found 1 day ago