$64 Cheap Delta flights Chicago (ORD) to Boston (BOS)

View $64 flight on Tue, Jan 20, 2026Opens in a new window

$64 Cheap Delta flights Chicago (ORD) to Boston (BOS)

Prices were available within the past 7 days and start at $64 for one-way flights and $137 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Delta
Tue, Aug 25 - Tue, Sep 8
ORD
Chicago
BOS
Boston
$137 Roundtrip, found 2 days ago
$137
Roundtrip
found 2 days ago
Select Delta flight, departing Tue, Aug 25 from Chicago to Boston, returning Tue, Sep 8, priced at $137 found 2 days ago
Delta
Sat, Jan 31 - Sun, Feb 1
ORD
Chicago
BOS
Boston
$142 Roundtrip, found 2 days ago
$142
Roundtrip
found 2 days ago
Select Delta flight, departing Sat, Jan 31 from Chicago to Boston, returning Sun, Feb 1, priced at $142 found 2 days ago
Delta
Wed, Dec 24 - Wed, Dec 31
ORD
Chicago
BOS
Boston
$182 Roundtrip, found 3 days ago
$182
Roundtrip
found 3 days ago
Select Delta flight, departing Wed, Dec 24 from Chicago to Boston, returning Wed, Dec 31, priced at $182 found 3 days ago

Find the cheapest month to fly from Chicago (ORD) to Boston (BOS)

January is typically the cheapest month to fly

From $91 - $157 per traveler.

Alternative airports near Boston

Prices were available within the past 7 days. Prices and availability are subject to change.

Select flight to Logan Intl. BOS. Cheapest and Closest option available. Average driving time to city center is 7 minutes. Flights from $330
BOS
Logan Intl.
CheapestClosest
Average driving time to city center7 min
Flights from $330
Flights from Chicago (ORD) to Boston (BOS)
Origin airport
O'Hare Intl.
Destination airport
Logan Intl.
Distance
1381 km
Average flight time
3 hours 21 mins