
Flights from Chicago to Milton
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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, Oct 7 - Wed, Oct 15
ORD
O'Hare Intl.
BOS
Logan Intl.
$91 Roundtrip, just found
$91
Roundtrip
just found

Wed, Oct 15 - Mon, Oct 20
ORD
O'Hare Intl.
BOS
Logan Intl.
$91 Roundtrip, found 20 hours ago
$91
Roundtrip
found 20 hours ago

Fri, Sep 26 - Wed, Oct 1
ORD
O'Hare Intl.
BOS
Logan Intl.
$98 Roundtrip, just found
$98
Roundtrip
just found

Fri, Sep 26 - Mon, Sep 29
ORD
O'Hare Intl.
BOS
Logan Intl.
$98 Roundtrip, just found
$98
Roundtrip
just found

Tue, Oct 7 - Thu, Oct 16
ORD
O'Hare Intl.
BOS
Logan Intl.
$114 Roundtrip, just found
$114
Roundtrip
just found

Fri, Sep 26 - Mon, Sep 29
ORD
O'Hare Intl.
BOS
Logan Intl.
$116 Roundtrip, just found
$116
Roundtrip
just found

Fri, Sep 26 - Mon, Sep 29
ORD
O'Hare Intl.
BOS
Logan Intl.
$120 Roundtrip, just found
$120
Roundtrip
just found

Fri, Sep 26 - Sun, Sep 28
ORD
O'Hare Intl.
BOS
Logan Intl.
$121 Roundtrip, just found
$121
Roundtrip
just found

Wed, Oct 15 - Mon, Oct 20
ORD
O'Hare Intl.
BOS
Logan Intl.
$124 Roundtrip, found 20 hours ago
$124
Roundtrip
found 20 hours ago

Fri, Sep 26 - Mon, Sep 29
ORD
O'Hare Intl.
BOS
Logan Intl.
$126 Roundtrip, just found
$126
Roundtrip
just found

Mon, Sep 15 - Mon, Sep 22
ORD
O'Hare Intl.
BOS
Logan Intl.
$127 Roundtrip, found 2 days ago
$127
Roundtrip
found 2 days ago

Fri, Sep 26 - Mon, Sep 29
ORD
O'Hare Intl.
BOS
Logan Intl.
$128 Roundtrip, just found
$128
Roundtrip
just found

Mon, Sep 15 - Mon, Sep 22
ORD
O'Hare Intl.
BOS
Logan Intl.
$132 Roundtrip, found 2 days ago
$132
Roundtrip
found 2 days ago

Fri, Sep 26 - Mon, Sep 29
ORD
O'Hare Intl.
BOS
Logan Intl.
$133 Roundtrip, just found
$133
Roundtrip
just found

Fri, Sep 26 - Mon, Sep 29
ORD
O'Hare Intl.
BOS
Logan Intl.
$135 Roundtrip, just found
$135
Roundtrip
just found

Thu, Oct 9 - Thu, Oct 16
ORD
O'Hare Intl.
BOS
Logan Intl.
$137 Roundtrip, just found
$137
Roundtrip
just found

Sat, Sep 27 - Sat, Sep 27
ORD
O'Hare Intl.
BOS
Logan Intl.
$137 Roundtrip, just found
$137
Roundtrip
just found

Tue, Aug 5 - Fri, Aug 8
ORD
O'Hare Intl.
BOS
Logan Intl.
$155 Roundtrip, found 4 days ago
$155
Roundtrip
found 4 days ago

Fri, Sep 26 - Mon, Sep 29
ORD
O'Hare Intl.
BOS
Logan Intl.
$281 Roundtrip, just found
$281
Roundtrip
just found

Mon, Aug 4 - Tue, Aug 12
MDW
Midway Intl.
BOS
Logan Intl.
$368 Roundtrip, found 5 days ago
$368
Roundtrip
found 5 days ago