Flights from Boston to Prospect Heights

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.

$117 Roundtrip, found 1 day ago

$117

Roundtrip

found 1 day ago

Select United flight, departing Sun, Sep 7 from Logan Intl. to O'Hare Intl., returning Wed, Sep 10, priced at $117 found 1 day ago

Sun, Sep 7 - Wed, Sep 10

BOS

Logan Intl.

ORD

O'Hare Intl.

$117 Roundtrip, found 1 day ago

$117

Roundtrip

found 1 day ago

Select United flight, departing Sun, Sep 7 from Logan Intl. to O'Hare Intl., returning Wed, Sep 10, priced at $117 found 1 day ago

Sun, Sep 7 - Wed, Sep 10

BOS

Logan Intl.

ORD

O'Hare Intl.

$130 Roundtrip, found 1 day ago

$130

Roundtrip

found 1 day ago

Select United flight, departing Sun, Sep 7 from Logan Intl. to O'Hare Intl., returning Wed, Sep 10, priced at $130 found 1 day ago

Sun, Sep 7 - Wed, Sep 10

BOS

Logan Intl.

ORD

O'Hare Intl.

$137 Roundtrip, found 1 day ago

$137

Roundtrip

found 1 day ago

Select JetBlue Airways flight, departing Sun, Sep 7 from Logan Intl. to O'Hare Intl., returning Wed, Sep 10, priced at $137 found 1 day ago

Sun, Sep 7 - Wed, Sep 10

BOS

Logan Intl.

ORD

O'Hare Intl.

$145 Roundtrip, found 1 day ago

$145

Roundtrip

found 1 day ago

Select American Airlines flight, departing Sun, Sep 7 from Logan Intl. to O'Hare Intl., returning Wed, Sep 10, priced at $145 found 1 day ago

Sun, Sep 7 - Wed, Sep 10

BOS

Logan Intl.

ORD

O'Hare Intl.

$151 Roundtrip, found 1 day ago

$151

Roundtrip

found 1 day ago

Select JetBlue Airways flight, departing Sun, Sep 7 from Logan Intl. to O'Hare Intl., returning Wed, Sep 10, priced at $151 found 1 day ago

Sun, Sep 7 - Wed, Sep 10

BOS

Logan Intl.

ORD

O'Hare Intl.

$152 Roundtrip, found 1 day ago

$152

Roundtrip

found 1 day ago

Select United flight, departing Sun, Sep 7 from Logan Intl. to O'Hare Intl., returning Wed, Sep 10, priced at $152 found 1 day ago

Sun, Sep 7 - Wed, Sep 10

BOS

Logan Intl.

ORD

O'Hare Intl.

$155 Roundtrip, found 1 day ago

$155

Roundtrip

found 1 day ago

Select United flight, departing Sun, Sep 7 from Logan Intl. to O'Hare Intl., returning Wed, Sep 10, priced at $155 found 1 day ago

Sun, Sep 7 - Wed, Sep 10

BOS

Logan Intl.

ORD

O'Hare Intl.

$155 Roundtrip, found 1 day ago

$155

Roundtrip

found 1 day ago

Select JetBlue Airways flight, departing Sun, Sep 7 from Logan Intl. to O'Hare Intl., returning Wed, Sep 10, priced at $155 found 1 day ago

Sun, Sep 7 - Wed, Sep 10

BOS

Logan Intl.

ORD

O'Hare Intl.

$161 Roundtrip, found 1 day ago

$161

Roundtrip

found 1 day ago

Select United flight, departing Sun, Sep 7 from Logan Intl. to O'Hare Intl., returning Wed, Sep 10, priced at $161 found 1 day ago

Sun, Sep 7 - Wed, Sep 10

BOS

Logan Intl.

ORD

O'Hare Intl.

$165 Roundtrip, found 1 day ago

$165

Roundtrip

found 1 day ago

Select Delta flight, departing Sun, Sep 7 from Logan Intl. to O'Hare Intl., returning Wed, Sep 10, priced at $165 found 1 day ago

Sun, Sep 7 - Wed, Sep 10

BOS

Logan Intl.

ORD

O'Hare Intl.

$168 Roundtrip, found 1 day ago

$168

Roundtrip

found 1 day ago

Select United flight, departing Sun, Sep 7 from Logan Intl. to O'Hare Intl., returning Wed, Sep 10, priced at $168 found 1 day ago

Sun, Sep 7 - Wed, Sep 10

BOS

Logan Intl.

ORD

O'Hare Intl.

$171 Roundtrip, found 1 day ago

$171

Roundtrip

found 1 day ago

Select Frontier Airlines flight, departing Sun, Sep 7 from Logan Intl. to O'Hare Intl., returning Wed, Sep 10, priced at $171 found 1 day ago

Sun, Sep 7 - Wed, Sep 10

BOS

Logan Intl.

ORD

O'Hare Intl.

$173 Roundtrip, found 1 day ago

$173

Roundtrip

found 1 day ago

Select American Airlines flight, departing Sun, Sep 7 from Logan Intl. to O'Hare Intl., returning Wed, Sep 10, priced at $173 found 1 day ago

Sun, Sep 7 - Wed, Sep 10

BOS

Logan Intl.

ORD

O'Hare Intl.

$175 Roundtrip, found 1 day ago

$175

Roundtrip

found 1 day ago

Select United flight, departing Sun, Sep 7 from Logan Intl. to O'Hare Intl., returning Wed, Sep 10, priced at $175 found 1 day ago

Sun, Sep 7 - Wed, Sep 10

BOS

Logan Intl.

ORD

O'Hare Intl.

$176 Roundtrip, found 1 day ago

$176

Roundtrip

found 1 day ago

Select JetBlue Airways flight, departing Sun, Sep 7 from Logan Intl. to O'Hare Intl., returning Wed, Sep 10, priced at $176 found 1 day ago

Sun, Sep 7 - Wed, Sep 10

BOS

Logan Intl.

ORD

O'Hare Intl.

$182 Roundtrip, found 1 day ago

$182

Roundtrip

found 1 day ago

Select United flight, departing Sun, Sep 7 from Logan Intl. to O'Hare Intl., returning Wed, Sep 10, priced at $182 found 1 day ago

Sun, Sep 7 - Wed, Sep 10

BOS

Logan Intl.

ORD

O'Hare Intl.

$186 Roundtrip, found 1 day ago

$186

Roundtrip

found 1 day ago

Select American Airlines flight, departing Sun, Sep 7 from Logan Intl. to O'Hare Intl., returning Wed, Sep 10, priced at $186 found 1 day ago

Sun, Sep 7 - Wed, Sep 10

BOS

Logan Intl.

ORD

O'Hare Intl.

$190 Roundtrip, found 1 day ago

$190

Roundtrip

found 1 day ago

Select Delta flight, departing Sun, Sep 7 from Logan Intl. to O'Hare Intl., returning Wed, Sep 10, priced at $190 found 1 day ago

Sun, Sep 7 - Wed, Sep 10

BOS

Logan Intl.

ORD

O'Hare Intl.

$203 Roundtrip, found 1 day ago

$203

Roundtrip

found 1 day ago

Select Spirit Airlines flight, departing Sun, Sep 7 from Logan Intl. to O'Hare Intl., returning Wed, Sep 10, priced at $203 found 1 day ago