Flights from Boston to DeKalb

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.

Sun, Sep 7 - Wed, Sep 10

BOS

Logan Intl.

ORD

O'Hare Intl.

$137 Roundtrip, found 4 days ago

$137

Roundtrip

found 4 days ago

Select American Airlines flight, departing Sun, Sep 7 from Logan Intl. to O'Hare Intl., returning Wed, Sep 10, priced at $137 found 4 days ago

Sun, Sep 7 - Wed, Sep 10

BOS

Logan Intl.

ORD

O'Hare Intl.

$137 Roundtrip, found 4 days ago

$137

Roundtrip

found 4 days ago

Select United flight, departing Sun, Sep 7 from Logan Intl. to O'Hare Intl., returning Wed, Sep 10, priced at $137 found 4 days ago

Sun, Sep 7 - Wed, Sep 10

BOS

Logan Intl.

ORD

O'Hare Intl.

$137 Roundtrip, found 4 days ago

$137

Roundtrip

found 4 days ago

Select JetBlue Airways flight, departing Sun, Sep 7 from Logan Intl. to O'Hare Intl., returning Wed, Sep 10, priced at $137 found 4 days ago

Tue, Jun 24 - Tue, Jul 1

BOS

Logan Intl.

ORD

O'Hare Intl.

$155 Roundtrip, found 3 days ago

$155

Roundtrip

found 3 days ago

Select Delta flight, departing Tue, Jun 24 from Logan Intl. to O'Hare Intl., returning Tue, Jul 1, priced at $155 found 3 days ago

Wed, Jun 25 - Wed, Jul 2

BOS

Logan Intl.

ORD

O'Hare Intl.

$160 Roundtrip, found 3 days ago

$160

Roundtrip

found 3 days ago

Select Spirit Airlines flight, departing Wed, Jun 25 from Logan Intl. to O'Hare Intl., returning Wed, Jul 2, priced at $160 found 3 days ago

Sun, Sep 7 - Wed, Sep 10

BOS

Logan Intl.

ORD

O'Hare Intl.

$172 Roundtrip, found 4 days ago

$172

Roundtrip

found 4 days ago

Select United flight, departing Sun, Sep 7 from Logan Intl. to O'Hare Intl., returning Wed, Sep 10, priced at $172 found 4 days ago

Mon, Jun 16 - Fri, Jun 20

BOS

Logan Intl.

ORD

O'Hare Intl.

$173 Roundtrip, found 4 days ago

$173

Roundtrip

found 4 days ago

Select Delta flight, departing Mon, Jun 16 from Logan Intl. to O'Hare Intl., returning Fri, Jun 20, priced at $173 found 4 days ago

Mon, Jun 30 - Thu, Jul 3

BOS

Logan Intl.

ORD

O'Hare Intl.

$175 Roundtrip, found 3 days ago

$175

Roundtrip

found 3 days ago

Select JetBlue Airways flight, departing Mon, Jun 30 from Logan Intl. to O'Hare Intl., returning Thu, Jul 3, priced at $175 found 3 days ago

Sun, Sep 7 - Wed, Sep 10

BOS

Logan Intl.

ORD

O'Hare Intl.

$177 Roundtrip, found 4 days ago

$177

Roundtrip

found 4 days ago

Select United flight, departing Sun, Sep 7 from Logan Intl. to O'Hare Intl., returning Wed, Sep 10, priced at $177 found 4 days ago

Fri, Jun 13 - Tue, Jun 17

BOS

Logan Intl.

ORD

O'Hare Intl.

$178 Roundtrip, found 4 days ago

$178

Roundtrip

found 4 days ago

Select Delta flight, departing Fri, Jun 13 from Logan Intl. to O'Hare Intl., returning Tue, Jun 17, priced at $178 found 4 days ago

Sun, Sep 7 - Wed, Sep 10

BOS

Logan Intl.

ORD

O'Hare Intl.

$181 Roundtrip, found 4 days ago

$181

Roundtrip

found 4 days ago

Select Frontier Airlines flight, departing Sun, Sep 7 from Logan Intl. to O'Hare Intl., returning Wed, Sep 10, priced at $181 found 4 days ago

Mon, Jun 30 - Wed, Jul 2

BOS

Logan Intl.

ORD

O'Hare Intl.

$187 Roundtrip, found 3 days ago

$187

Roundtrip

found 3 days ago

Select JetBlue Airways flight, departing Mon, Jun 30 from Logan Intl. to O'Hare Intl., returning Wed, Jul 2, priced at $187 found 3 days ago

Sun, Sep 7 - Wed, Sep 10

BOS

Logan Intl.

ORD

O'Hare Intl.

$192 Roundtrip, found 4 days ago

$192

Roundtrip

found 4 days ago

Select United flight, departing Sun, Sep 7 from Logan Intl. to O'Hare Intl., returning Wed, Sep 10, priced at $192 found 4 days ago

Thu, Jun 26 - Thu, Jul 3

BOS

Logan Intl.

ORD

O'Hare Intl.

$196 Roundtrip, found 3 days ago

$196

Roundtrip

found 3 days ago

Select Delta flight, departing Thu, Jun 26 from Logan Intl. to O'Hare Intl., returning Thu, Jul 3, priced at $196 found 3 days ago

Sun, Sep 7 - Wed, Sep 10

BOS

Logan Intl.

ORD

O'Hare Intl.

$197 Roundtrip, found 4 days ago

$197

Roundtrip

found 4 days ago

Select American Airlines flight, departing Sun, Sep 7 from Logan Intl. to O'Hare Intl., returning Wed, Sep 10, priced at $197 found 4 days ago

Sun, Sep 7 - Wed, Sep 10

BOS

Logan Intl.

ORD

O'Hare Intl.

$202 Roundtrip, found 4 days ago

$202

Roundtrip

found 4 days ago

Select American Airlines flight, departing Sun, Sep 7 from Logan Intl. to O'Hare Intl., returning Wed, Sep 10, priced at $202 found 4 days ago

Sun, Sep 7 - Wed, Sep 10

BOS

Logan Intl.

ORD

O'Hare Intl.

$204 Roundtrip, found 4 days ago

$204

Roundtrip

found 4 days ago

Select Spirit Airlines flight, departing Sun, Sep 7 from Logan Intl. to O'Hare Intl., returning Wed, Sep 10, priced at $204 found 4 days ago

Sun, Sep 7 - Wed, Sep 10

BOS

Logan Intl.

ORD

O'Hare Intl.

$206 Roundtrip, found 4 days ago

$206

Roundtrip

found 4 days ago

Select Spirit Airlines flight, departing Sun, Sep 7 from Logan Intl. to O'Hare Intl., returning Wed, Sep 10, priced at $206 found 4 days ago

Tue, Jun 24 - Sun, Jun 29

BOS

Logan Intl.

ORD

O'Hare Intl.

$208 Roundtrip, found 3 days ago

$208

Roundtrip

found 3 days ago

Select Delta flight, departing Tue, Jun 24 from Logan Intl. to O'Hare Intl., returning Sun, Jun 29, priced at $208 found 3 days ago

Sun, Jun 15 - Sat, Jun 21

BOS

Logan Intl.

ORD

O'Hare Intl.

$220 Roundtrip, found 4 days ago

$220

Roundtrip

found 4 days ago

Select Frontier Airlines flight, departing Sun, Jun 15 from Logan Intl. to O'Hare Intl., returning Sat, Jun 21, priced at $220 found 4 days ago