Flights from Chicago to Teaticket

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.

Tue, Aug 5 - Tue, Aug 12

ORD

O'Hare Intl.

BOS

Logan Intl.

$107 Roundtrip, found 5 days ago

$107

Roundtrip

found 5 days ago

Select JetBlue Airways flight, departing Tue, Aug 5 from O'Hare Intl. to Logan Intl., returning Tue, Aug 12, priced at $107 found 5 days ago

Fri, Aug 8 - Tue, Aug 12

ORD

O'Hare Intl.

BOS

Logan Intl.

$112 Roundtrip, found 5 days ago

$112

Roundtrip

found 5 days ago

Select JetBlue Airways flight, departing Fri, Aug 8 from O'Hare Intl. to Logan Intl., returning Tue, Aug 12, priced at $112 found 5 days ago

Sat, Aug 23 - Tue, Aug 26

ORD

O'Hare Intl.

BOS

Logan Intl.

$129 Roundtrip, found 8 hours ago

$129

Roundtrip

found 8 hours ago

Select United flight, departing Sat, Aug 23 from O'Hare Intl. to Logan Intl., returning Tue, Aug 26, priced at $129 found 8 hours ago

Thu, Oct 16 - Tue, Oct 21

ORD

O'Hare Intl.

BOS

Logan Intl.

$130 Roundtrip, found 3 days ago

$130

Roundtrip

found 3 days ago

Select Spirit Airlines flight, departing Thu, Oct 16 from O'Hare Intl. to Logan Intl., returning Tue, Oct 21, priced at $130 found 3 days ago

Sat, Aug 23 - Tue, Aug 26

ORD

O'Hare Intl.

BOS

Logan Intl.

$137 Roundtrip, found 8 hours ago

$137

Roundtrip

found 8 hours ago

Select United flight, departing Sat, Aug 23 from O'Hare Intl. to Logan Intl., returning Tue, Aug 26, priced at $137 found 8 hours ago

Thu, Aug 21 - Sat, Aug 23

ORD

O'Hare Intl.

BOS

Logan Intl.

$137 Roundtrip, found 8 hours ago

$137

Roundtrip

found 8 hours ago

Select Delta flight, departing Thu, Aug 21 from O'Hare Intl. to Logan Intl., returning Sat, Aug 23, priced at $137 found 8 hours ago

Sat, Aug 23 - Tue, Aug 26

ORD

O'Hare Intl.

BOS

Logan Intl.

$137 Roundtrip, found 8 hours ago

$137

Roundtrip

found 8 hours ago

Select American Airlines flight, departing Sat, Aug 23 from O'Hare Intl. to Logan Intl., returning Tue, Aug 26, priced at $137 found 8 hours ago

Thu, Aug 7 - Mon, Aug 11

ORD

O'Hare Intl.

BOS

Logan Intl.

$143 Roundtrip, found 9 hours ago

$143

Roundtrip

found 9 hours ago

Select American Airlines flight, departing Thu, Aug 7 from O'Hare Intl. to Logan Intl., returning Mon, Aug 11, priced at $143 found 9 hours ago

Fri, Aug 8 - Sun, Aug 10

ORD

O'Hare Intl.

BOS

Logan Intl.

$145 Roundtrip, found 5 days ago

$145

Roundtrip

found 5 days ago

Select JetBlue Airways flight, departing Fri, Aug 8 from O'Hare Intl. to Logan Intl., returning Sun, Aug 10, priced at $145 found 5 days ago

Tue, Aug 5 - Thu, Aug 7

ORD

O'Hare Intl.

BOS

Logan Intl.

$147 Roundtrip, found 5 days ago

$147

Roundtrip

found 5 days ago

Select JetBlue Airways flight, departing Tue, Aug 5 from O'Hare Intl. to Logan Intl., returning Thu, Aug 7, priced at $147 found 5 days ago

Fri, Aug 8 - Fri, Aug 8

ORD

O'Hare Intl.

BOS

Logan Intl.

$150 Roundtrip, found 9 hours ago

$150

Roundtrip

found 9 hours ago

Select Delta flight, departing Fri, Aug 8 from O'Hare Intl. to Logan Intl., returning Fri, Aug 8, priced at $150 found 9 hours ago

Sat, May 31 - Sun, Aug 10

ORD

O'Hare Intl.

BOS

Logan Intl.

$150 Roundtrip, found 6 days ago

$150

Roundtrip

found 6 days ago

Select United flight, departing Sat, May 31 from O'Hare Intl. to Logan Intl., returning Sun, Aug 10, priced at $150 found 6 days ago

Wed, Oct 15 - Sun, Oct 19

ORD

O'Hare Intl.

BOS

Logan Intl.

$155 Roundtrip, found 2 days ago

$155

Roundtrip

found 2 days ago

Select Spirit Airlines flight, departing Wed, Oct 15 from O'Hare Intl. to Logan Intl., returning Sun, Oct 19, priced at $155 found 2 days ago

Thu, Aug 21 - Thu, Aug 28

ORD

O'Hare Intl.

BOS

Logan Intl.

$155 Roundtrip, found 8 hours ago

$155

Roundtrip

found 8 hours ago

Select Delta flight, departing Thu, Aug 21 from O'Hare Intl. to Logan Intl., returning Thu, Aug 28, priced at $155 found 8 hours ago

Sat, Aug 23 - Tue, Aug 26

ORD

O'Hare Intl.

BOS

Logan Intl.

$157 Roundtrip, found 8 hours ago

$157

Roundtrip

found 8 hours ago

Select United flight, departing Sat, Aug 23 from O'Hare Intl. to Logan Intl., returning Tue, Aug 26, priced at $157 found 8 hours ago

Tue, Aug 5 - Mon, Aug 11

ORD

O'Hare Intl.

BOS

Logan Intl.

$160 Roundtrip, found 5 days ago

$160

Roundtrip

found 5 days ago

Select JetBlue Airways flight, departing Tue, Aug 5 from O'Hare Intl. to Logan Intl., returning Mon, Aug 11, priced at $160 found 5 days ago

Thu, Aug 7 - Mon, Aug 11

ORD

O'Hare Intl.

BOS

Logan Intl.

$161 Roundtrip, found 9 hours ago

$161

Roundtrip

found 9 hours ago

Select Spirit Airlines flight, departing Thu, Aug 7 from O'Hare Intl. to Logan Intl., returning Mon, Aug 11, priced at $161 found 9 hours ago

Sat, May 31 - Sun, Aug 10

ORD

O'Hare Intl.

BOS

Logan Intl.

$163 Roundtrip, found 6 days ago

$163

Roundtrip

found 6 days ago

Select United flight, departing Sat, May 31 from O'Hare Intl. to Logan Intl., returning Sun, Aug 10, priced at $163 found 6 days ago

Mon, Aug 4 - Thu, Aug 7

ORD

O'Hare Intl.

BOS

Logan Intl.

$223 Roundtrip, found 9 hours ago

$223

Roundtrip

found 9 hours ago

Select Frontier Airlines flight, departing Mon, Aug 4 from O'Hare Intl. to Logan Intl., returning Thu, Aug 7, priced at $223 found 9 hours ago

Sat, Aug 23 - Tue, Aug 26

MDW

Midway Intl.

BOS

Logan Intl.

$313 Roundtrip, found 8 hours ago

$313

Roundtrip

found 8 hours ago

Select Delta flight, departing Sat, Aug 23 from Midway Intl. to Logan Intl., returning Tue, Aug 26, priced at $313 found 8 hours ago