$159 Cheap Delta flights Boston (BOS) to Chicago (MDW)

View $159 flight on Wed, Jul 15, 2026Opens in a new window

$159 Cheap Delta flights Boston (BOS) to Chicago (MDW)

Prices were available within the past 7 days and start at $159 for one-way flights and $317 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Delta
Fri, Sep 18 - Thu, Sep 24
BOS
Boston
MDW
Chicago
$317 Roundtrip, found 4 days ago
$317
Roundtrip
found 4 days ago
Select Delta flight, departing Fri, Sep 18 from Boston to Chicago, returning Thu, Sep 24, priced at $317 found 4 days ago

Alternative airports near Chicago

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

Select flight to O'Hare Intl. ORD. Cheapest option available. Average driving time to city center is 23 minutes. Flights from $170
ORD
O'Hare Intl.
Cheapest
Average driving time to city center23 min
Flights from $170

Travel information

Origin airport
Logan Intl.
Destination airport
Midway Intl.
Airlines serving
Delta
Popular airline
Delta
Distance
1371 km
Average flight time
1 hour 42 mins

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