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Top Deals on flights from Chicago to Boston
Chicago, US (CHI) - Boston, US (BOS)
Sep 8
ORD
3h 34m
Direct
Sep 8
BOS
Sep 9
BOS
1h 55m
Direct
Sep 9
ORD
as low as
$116
Chicago, US (CHI) - Boston, US (BOS)
Sep 19
ORD
3h 34m
Direct
Sep 19
BOS
Sep 21
BOS
1h 54m
Direct
Sep 21
ORD
as low as
$151
Chicago, US (CHI) - Boston, US (BOS)
Sep 19
ORD
7h 44m
JFK
Sep 19
BOS
Sep 21
BOS
1h 54m
Direct
Sep 21
ORD
as low as
$164
Chicago, US (CHI) - Boston, US (BOS)
Sep 17
ORD
8h 20m
MCO
Sep 17
BOS
Sep 20
BOS
11h 27m
FLL
Sep 20
ORD
as low as
$166
Chicago, US (CHI) - Boston, US (BOS)
Sep 25
ORD
3h 26m
Direct
Sep 25
BOS
Sep 29
BOS
1h 56m
Direct
Sep 29
ORD
as low as
$186
Chicago, US (CHI) - Boston, US (BOS)
Sep 24
ORD
3h 24m
Direct
Sep 24
BOS
Sep 28
BOS
1h 58m
Direct
Sep 28
ORD
as low as
$186
Chicago, US (CHI) - Boston, US (BOS)
Sep 13
ORD
9h 10m
FLL
Sep 14
BOS
Sep 15
BOS
7h 44m
MYR
Sep 15
ORD
as low as
$213
Chicago, US (CHI) - Boston, US (BOS)
Sep 16
MDW
5h 35m
DTW
Sep 16
BOS
Sep 24
BOS
1h 52m
Direct
Sep 24
MDW
as low as
$216
Chicago, US (CHI) - Boston, US (BOS)
Sep 8
ORD
3h 34m
Direct
Sep 8
BOS
Sep 9
BOS
4h 44m
LGA
Sep 9
ORD
as low as
$216
Chicago, US (CHI) - Boston, US (BOS)
Oct 2
ORD
3h 30m
Direct
Oct 3
BOS
Oct 5
BOS
4h 6m
IAD
Oct 5
ORD
as low as
$236
Chicago, US (CHI) - Boston, US (BOS)
Sep 19
ORD
3h 31m
Direct
Sep 19
BOS
Sep 22
BOS
4h 38m
EWR
Sep 22
ORD
as low as
$236
Chicago, US (CHI) - Boston, US (BOS)
Sep 17
ORD
6h 53m
DCA
Sep 17
BOS
Sep 21
BOS
1h 58m
Direct
Sep 21
ORD
as low as
$253
Top Deals on flights from Chicago to Nantucket
Chicago, US (CHI) - Nantucket, US (ACK)
Jul 7
ORD
5h 53m
JFK
Jul 7
ACK
Jul 15
ACK
6h 51m
JFK
Jul 15
ORD
as low as
$189
Chicago, US (CHI) - Nantucket, US (ACK)
Jul 4
ORD
8h 20m
PHL
Jul 4
ACK
Jul 12
ACK
6h 24m
DCA
Jul 12
ORD
as low as
$287
Chicago, US (CHI) - Nantucket, US (ACK)
Jul 4
ORD
5h 38m
LGA
Jul 4
ACK
Jul 12
ACK
2h
Direct
Jul 12
ORD
as low as
$388
Chicago, US (CHI) - Nantucket, US (ACK)
Jul 4
ORD
6h 40m
LGA
Jul 4
ACK
Jul 12
ACK
25h 9m
LGA
Jul 13
ORD
as low as
$439
Chicago, US (CHI) - Nantucket, US (ACK)
Jul 4
ORD
7h 55m
EWR
Jul 4
ACK
Jul 12
ACK
2h 23m
Direct
Jul 12
ORD
as low as
$536
Chicago, US (CHI) - Nantucket, US (ACK)
Jul 4
ORD
7h 55m
EWR
Jul 4
ACK
Jul 12
ACK
5h 36m
EWR
Jul 12
ORD
as low as
$545
Chicago, US (CHI) - Nantucket, US (ACK)
Jul 1
ORD
6h 38m
LGA
Jul 1
ACK
Jul 6
ACK
4h 2m
PHL
Jul 6
ORD
as low as
$751
Chicago, US (CHI) - Nantucket, US (ACK)
Jul 1
ORD
7h 40m
JFK
Jul 1
ACK
Jul 6
ACK
14h 47m
LGA
Jul 7
ORD
as low as
$823
Chicago, US (CHI) - Nantucket, US (ACK)
Jul 2
ORD
5h 21m
DCA
Jul 2
ACK
Jul 6
ACK
6h 31m
PHL
Jul 6
ORD
as low as
$861
Chicago, US (CHI) - Nantucket, US (ACK)
Jul 1
ORD
7h 55m
EWR
Jul 1
ACK
Jul 6
ACK
2h 23m
Direct
Jul 6
ORD
as low as
$862
Chicago, US (CHI) - Nantucket, US (ACK)
Jul 2
ORD
6h 40m
LGA
Jul 2
ACK
Jul 6
ACK
2h 23m
Direct
Jul 6
ORD
as low as
$867
Chicago, US (CHI) - Nantucket, US (ACK)
Jul 1
ORD
7h 55m
EWR
Jul 1
ACK
Jul 6
ACK
15h 28m
EWR
Jul 7
ORD
as low as
$954
Top Deals on flights from Chicago to Worcester
Chicago, US (CHI) - Worcester, US (ORH)
May 29
ORD
19h 32m
JFK
May 30
ORH
Jun 5
ORH
20h 27m
JFK
Jun 6
ORD
as low as
$223
Chicago, US (CHI) - Worcester, US (ORH)
May 29
ORD
24h 31m
JFK
May 30
ORH
Jun 5
ORH
20h 27m
JFK
Jun 6
ORD
as low as
$372
Top Deals on flights from Chicago to West Tisbury
Chicago, US (CHI) - West Tisbury, US (MVY)
May 27
ORD
16h 49m
BOS
May 28
MVY
Jun 3
MVY
6h 31m
BOS
Jun 3
ORD
as low as
$674
Chicago, US (CHI) - West Tisbury, US (MVY)
May 27
ORD
6h 5m
JFK
BOS
May 27
MVY
Jun 3
MVY
16h 10m
BOS
Jun 4
ORD
as low as
$678
Chicago, US (CHI) - West Tisbury, US (MVY)
May 27
ORD
6h 5m
JFK
BOS
May 27
MVY
Jun 3
MVY
6h 31m
BOS
Jun 3
ORD
as low as
$678
Chicago, US (CHI) - West Tisbury, US (MVY)
May 27
ORD
6h 5m
JFK
BOS
May 27
MVY
Jun 3
MVY
9h 16m
BOS
Jun 3
ORD
as low as
$678
Chicago, US (CHI) - West Tisbury, US (MVY)
May 27
ORD
6h 5m
JFK
BOS
May 27
MVY
Jun 3
MVY
17h 25m
BOS
Jun 4
ORD
as low as
$678
Chicago, US (CHI) - West Tisbury, US (MVY)
May 27
ORD
16h 49m
BOS
May 28
MVY
Jun 3
MVY
9h 16m
BOS
Jun 3
ORD
as low as
$694
Chicago, US (CHI) - West Tisbury, US (MVY)
May 27
ORD
16h 49m
BOS
May 28
MVY
Jun 3
MVY
17h 25m
BOS
Jun 4
ORD
as low as
$694
Chicago, US (CHI) - West Tisbury, US (MVY)
May 27
ORD
16h 14m
BOS
May 28
MVY
Jun 3
MVY
6h 31m
BOS
Jun 3
ORD
as low as
$694
Chicago, US (CHI) - West Tisbury, US (MVY)
May 27
ORD
16h 49m
BOS
May 28
MVY
Jun 3
MVY
5h 21m
BOS
Jun 3
ORD
as low as
$694
Chicago, US (CHI) - West Tisbury, US (MVY)
May 27
ORD
16h 49m
BOS
May 28
MVY
Jun 3
MVY
6h 31m
BOS
Jun 3
ORD
as low as
$694
Chicago, US (CHI) - West Tisbury, US (MVY)
May 27
ORD
16h 49m
BOS
May 28
MVY
Jun 3
MVY
16h 10m
BOS
Jun 4
ORD
as low as
$694
Chicago, US (CHI) - West Tisbury, US (MVY)
May 27
ORD
6h 5m
JFK
BOS
May 27
MVY
Jun 3
MVY
5h 21m
BOS
Jun 3
ORD
as low as
$698
Top Deals on flights from Chicago to Hyannis
Chicago, US (CHI) - Hyannis, US (HYA)
May 27
ORD
18h 9m
BOS
May 28
HYA
Jun 3
HYA
13h 36m
ACK
BOS
Jun 3
ORD
as low as
$497
Chicago, US (CHI) - Hyannis, US (HYA)
May 27
ORD
13h 39m
BOS
May 28
HYA
Jun 3
HYA
13h 36m
ACK
BOS
Jun 3
ORD
as low as
$537
Chicago, US (CHI) - Hyannis, US (HYA)
May 27
ORD
18h 9m
BOS
May 28
HYA
Jun 3
HYA
27h
ACK
BOS
Jun 4
ORD
as low as
$571
Chicago, US (CHI) - Hyannis, US (HYA)
May 27
ORD
7h 25m
JFK
BOS
May 27
HYA
Jun 3
HYA
13h 36m
ACK
BOS
Jun 3
ORD
as low as
$571
Chicago, US (CHI) - Hyannis, US (HYA)
May 27
ORD
23h 7m
BOS
ACK
May 28
HYA
Jun 3
HYA
13h 36m
ACK
BOS
Jun 3
ORD
as low as
$591
Chicago, US (CHI) - Hyannis, US (HYA)
May 27
ORD
18h 9m
BOS
May 28
HYA
Jun 3
HYA
8h 11m
BOS
Jun 3
ORD
as low as
$635
Chicago, US (CHI) - Hyannis, US (HYA)
May 27
ORD
13h 39m
BOS
May 28
HYA
Jun 3
HYA
17h 10m
BOS
Jun 4
ORD
as low as
$635
Chicago, US (CHI) - Hyannis, US (HYA)
May 27
ORD
13h 39m
BOS
May 28
HYA
Jun 3
HYA
21h 35m
BOS
Jun 4
ORD
as low as
$635
Chicago, US (CHI) - Hyannis, US (HYA)
May 27
ORD
18h 9m
BOS
May 28
HYA
Jun 3
HYA
17h 10m
BOS
Jun 4
ORD
as low as
$635
Chicago, US (CHI) - Hyannis, US (HYA)
May 27
ORD
7h 25m
JFK
BOS
May 27
HYA
Jun 3
HYA
27h
ACK
BOS
Jun 4
ORD
as low as
$645
Chicago, US (CHI) - Hyannis, US (HYA)
May 27
ORD
13h 39m
BOS
May 28
HYA
Jun 3
HYA
9h 1m
BOS
Jun 3
ORD
as low as
$655
Chicago, US (CHI) - Hyannis, US (HYA)
May 27
ORD
18h 9m
BOS
May 28
HYA
Jun 3
HYA
12h 19m
BOS
JFK
Jun 3
ORD
as low as
$703
Top Deals on flights from Chicago to Provincetown
Chicago, US (CHI) - Provincetown, US (PVC)
May 29
ORD
5h 35m
BOS
May 29
PVC
Jun 5
PVC
6h 1m
BOS
Jun 5
ORD
as low as
$594
Chicago, US (CHI) - Provincetown, US (PVC)
May 29
ORD
10h 25m
BOS
May 30
PVC
Jun 5
PVC
4h 33m
BOS
Jun 5
ORD
as low as
$594
Chicago, US (CHI) - Provincetown, US (PVC)
May 29
ORD
5h 35m
BOS
May 29
PVC
Jun 5
PVC
4h 33m
BOS
Jun 5
ORD
as low as
$594
Chicago, US (CHI) - Provincetown, US (PVC)
May 29
ORD
10h 25m
BOS
May 30
PVC
Jun 5
PVC
6h 1m
BOS
Jun 5
ORD
as low as
$594
Chicago, US (CHI) - Provincetown, US (PVC)
May 29
ORD
6h 5m
BOS
May 29
PVC
Jun 5
PVC
16h 40m
BOS
Jun 6
ORD
as low as
$610
Chicago, US (CHI) - Provincetown, US (PVC)
May 29
ORD
6h 5m
BOS
May 29
PVC
Jun 5
PVC
23h 40m
BOS
Jun 6
ORD
as low as
$610
Chicago, US (CHI) - Provincetown, US (PVC)
May 29
ORD
6h 5m
BOS
May 29
PVC
Jun 5
PVC
10h 16m
BOS
Jun 5
ORD
as low as
$611
Chicago, US (CHI) - Provincetown, US (PVC)
May 29
ORD
5h 35m
BOS
May 29
PVC
Jun 5
PVC
4h 56m
BOS
Jun 5
ORD
as low as
$629
Chicago, US (CHI) - Provincetown, US (PVC)
May 29
ORD
12h 24m
BOS
May 30
PVC
Jun 5
PVC
23h 40m
BOS
Jun 6
ORD
as low as
$630
Chicago, US (CHI) - Provincetown, US (PVC)
May 29
ORD
6h 5m
BOS
May 29
PVC
Jun 5
PVC
25h 30m
BOS
Jun 6
ORD
as low as
$630
Chicago, US (CHI) - Provincetown, US (PVC)
May 29
ORD
8h 35m
JFK
BOS
May 29
PVC
Jun 5
PVC
23h 40m
BOS
Jun 6
ORD
as low as
$637
Chicago, US (CHI) - Provincetown, US (PVC)
May 29
ORD
5h 50m
JFK
BOS
May 29
PVC
Jun 5
PVC
23h 40m
BOS
Jun 6
ORD
as low as
$637
Flights to Massachusetts
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