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Flights from Boston to Chicago – Direct & connecting routes

Non-stop airlines Connecting flights Show map Price search

BOS to ORD flights and routes map BOS to ORD – All flight route options from Boston Logan International Airport, Massachusetts, USA to Chicago O Hare International, Illinois, USA. These flights are operated by 11 different airlines. Fly non-stop or choose from 35 different connecting flights. The shortest flight time is 2 hours and 51 minutes. See the full flight schedule and time table, including departure times, airlines and stopover details to find the best option for you.

From
To
USA BOS Boston Logan Airport Boston, MA, USA
USA ORD Chicago O Hare , IL, USA
BOS
Boston Logan Airport
USABoston, MA, USA
Chicago O Hare
USAChicago, IL, USA
ORD
4 direct routes found »
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70 routes with 1 stop found »
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Non-stop route options:

Duration

United Airlines
Non-stop with United Airlines. 7-14 flights per day.

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2h 51m

United Airlines
Non-stop with United Airlines.
2h 51m
7-14 flights per day.
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JetBlue Airways
Non-stop with JetBlue Airways. 1-2 flights per day.

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2h 54m

JetBlue Airways
Non-stop with JetBlue Airways.
2h 54m
1-2 flights per day.
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Delta Air Lines
Non-stop with Delta Air Lines. 3-4 flights per day.

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2h 58m

Delta Air Lines
Non-stop with Delta Air Lines.
2h 58m
3-4 flights per day.
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American Airlines
Non-stop with American Airlines. 8-9 flights per day.

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2h 59m

American Airlines
Non-stop with American Airlines.
2h 59m
8-9 flights per day.
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1 stop route options with the same airline:

Duration

Via Baltimore BWI
1 stop with Spirit Airlines. 0-1 flights per day.
Thu & Sun

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4h 23m

Thu & Sun
Via Baltimore BWI
1 stop with Spirit Airlines.
4h 23m
0-1 flights per day.
Thu & Sun
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Via Detroit DTW
1 stop with Delta Air Lines. 3 flights per day.

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4h 45m

Via Detroit DTW
1 stop with Delta Air Lines.
4h 45m
3 flights per day.
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Via Dulles IAD
1 stop with United Airlines. 5 flights per day.

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5h 13m

Via Dulles IAD
1 stop with United Airlines.
5h 13m
5 flights per day.
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Via Baltimore BWI
1 stop with Southwest Airlines. 1-2 flights per day.

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5h 20m

Via Baltimore BWI
1 stop with Southwest Airlines.
5h 20m
1-2 flights per day.
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Via Myrtle Beach MYR
1 stop with American Airlines. 0-1 flights per day.
Only saturdays

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5h 20m

Only saturdays
Via Myrtle Beach MYR
1 stop with American Airlines.
5h 20m
0-1 flights per day.
Only saturdays
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Via Wilmington ILM
1 stop with American Airlines. 0-1 flights per day.
Fri & Sat

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5h 26m

Fri & Sat
Via Wilmington ILM
1 stop with American Airlines.
5h 26m
0-1 flights per day.
Fri & Sat
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Via Columbus CMH
1 stop with American Airlines. 1-2 flights per day.

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5h 27m

Via Columbus CMH
1 stop with American Airlines.
5h 27m
1-2 flights per day.
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Via New York JFK
1 stop with Delta Air Lines. 1-2 flights per day.

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5h 31m

Via New York JFK
1 stop with Delta Air Lines.
5h 31m
1-2 flights per day.
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Via Traverse City TVC
1 stop with American Airlines.

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5h 32m

Via Traverse City TVC
1 stop with American Airlines.
5h 32m
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Via New York JFK
1 stop with American Airlines. 1-2 flights per day.
Begins in 3/9

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5h 36m

Begins in 3/9
Via New York JFK
1 stop with American Airlines.
5h 36m
1-2 flights per day.
Begins in 3/9
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Via Philadelphia PHL
1 stop with American Airlines. 5-7 flights per day.

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5h 38m

Via Philadelphia PHL
1 stop with American Airlines.
5h 38m
5-7 flights per day.
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Via Rochester ROC
1 stop with American Airlines. 0-2 flights per day.

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5h 42m

Via Rochester ROC
1 stop with American Airlines.
5h 42m
0-2 flights per day.
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Via Nashville BNA
1 stop with Southwest Airlines. 0-1 flights per day.
Mon,Thu & Fri

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5h 45m

Mon,Thu & Fri
Via Nashville BNA
1 stop with Southwest Airlines.
5h 45m
0-1 flights per day.
Mon,Thu & Fri
SHOW SCHEDULE
Via Madison MSN
1 stop with American Airlines.
Begins in 17/8

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5h 49m

Begins in 17/8
Via Madison MSN
1 stop with American Airlines.
5h 49m
Begins in 17/8
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Via New York LGA
1 stop with American Airlines. 2-6 flights per day.

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5h 50m

Via New York LGA
1 stop with American Airlines.
5h 50m
2-6 flights per day.
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Via Washington DCA
1 stop with American Airlines. 4-9 flights per day.

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5h 52m

Via Washington DCA
1 stop with American Airlines.
5h 52m
4-9 flights per day.
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Via Indianapolis IND
1 stop with American Airlines. 1-2 flights per day.

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5h 53m

Via Indianapolis IND
1 stop with American Airlines.
5h 53m
1-2 flights per day.
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Via New York JFK
1 stop with JetBlue Airways. 2 flights per day.

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5h 58m

Via New York JFK
1 stop with JetBlue Airways.
5h 58m
2 flights per day.
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Via Nashville BNA
1 stop with Spirit Airlines. 0-1 flights per day.
Mon & Fri

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5h 59m

Mon & Fri
Via Nashville BNA
1 stop with Spirit Airlines.
5h 59m
0-1 flights per day.
Mon & Fri
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Via New York EWR
1 stop with United Airlines. 6-7 flights per day.

SHOW SCHEDULE
5h 59m

Via New York EWR
1 stop with United Airlines.
5h 59m
6-7 flights per day.
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Via Charlotte CLT
1 stop with American Airlines. 7-9 flights per day.

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6h 01m

Via Charlotte CLT
1 stop with American Airlines.
6h 01m
7-9 flights per day.
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Via Cincinnati CVG
1 stop with American Airlines. 0-1 flights per day.

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6h 09m

Via Cincinnati CVG
1 stop with American Airlines.
6h 09m
0-1 flights per day.
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Via New York LGA
1 stop with Delta Air Lines. 2-11 flights per day.

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6h 10m

Via New York LGA
1 stop with Delta Air Lines.
6h 10m
2-11 flights per day.
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Via Syracuse SYR
1 stop with American Airlines. 0-1 flights per day.
Begins in 6/8

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6h 18m

Begins in 6/8
Via Syracuse SYR
1 stop with American Airlines.
6h 18m
0-1 flights per day.
Begins in 6/8
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Via Saint Louis STL
1 stop with American Airlines. 0-1 flights per day.

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6h 20m

Via Saint Louis STL
1 stop with American Airlines.
6h 20m
0-1 flights per day.
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Via Middletown MDT
1 stop with American Airlines. 0-1 flights per day.
Only saturdays

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6h 25m

Only saturdays
Via Middletown MDT
1 stop with American Airlines.
6h 25m
0-1 flights per day.
Only saturdays
SHOW SCHEDULE
Via Nashville BNA
1 stop with American Airlines.
Begins in 17/10

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6h 29m

Begins in 17/10
Via Nashville BNA
1 stop with American Airlines.
6h 29m
Begins in 17/10
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Via Louisville SDF
1 stop with American Airlines. 0-1 flights per day.
Fri & Sat

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6h 31m

Fri & Sat
Via Louisville SDF
1 stop with American Airlines.
6h 31m
0-1 flights per day.
Fri & Sat
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Via Myrtle Beach MYR
1 stop with Spirit Airlines. 0-1 flights per day.

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6h 32m

Via Myrtle Beach MYR
1 stop with Spirit Airlines.
6h 32m
0-1 flights per day.
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Via Minneapolis MSP
1 stop with Delta Air Lines. 4-5 flights per day.

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6h 35m

Via Minneapolis MSP
1 stop with Delta Air Lines.
6h 35m
4-5 flights per day.
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Via Minneapolis MSP
1 stop with Sun Country Airlines. 0-1 flights per day.

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6h 43m

Via Minneapolis MSP
1 stop with Sun Country Airlines.
6h 43m
0-1 flights per day.
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Via Pittsburgh PIT
1 stop with United Airlines.
Begins in 25/9

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7h 17m

Begins in 25/9
Via Pittsburgh PIT
1 stop with United Airlines.
7h 17m
Begins in 25/9
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Via Nashville BNA
1 stop with United Airlines.
Only sundays

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9h 12m

Only sundays
Via Nashville BNA
1 stop with United Airlines.
9h 12m
Only sundays
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Via Raleigh/Durham RDU
1 stop with United Airlines.
Begins in 26/10

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9h 30m

Begins in 26/10
Via Raleigh/Durham RDU
1 stop with United Airlines.
9h 30m
Begins in 26/10
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Via Charlotte CLT
1 stop with United Airlines.
Begins in 19/8

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10h 19m

Begins in 19/8
Via Charlotte CLT
1 stop with United Airlines.
10h 19m
Begins in 19/8
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1 stop route options with codeshare or different airlines:

Duration

Via Norfolk ORF With Delta Air Lines & United Airlines 0-1 flights per day.

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4h 59m

Via Norfolk ORF
4h 59m
With Delta Air Lines & United Airlines 0-1 flights per day.
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Via Traverse City TVC With American Airlines & United Airlines

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5h 07m

Via Traverse City TVC
5h 07m
With American Airlines & United Airlines
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Via Rochester ROC With American Airlines & United Airlines 1-2 flights per day.

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5h 10m

Via Rochester ROC
5h 10m
With American Airlines & United Airlines 1-2 flights per day.
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Via Dulles IAD 1 stop with EgyptAir. 0-1 flights per day.
Tue,Thu & Sat
CODESHARE

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5h 12m

Tue,Thu & Sat
Via Dulles IAD
5h 12m
1 stop with EgyptAir. 0-1 flights per day.
Tue,Thu & Sat
CODESHARE
SHOW SCHEDULE
Via Cleveland CLE With Delta Air Lines & American Airlines 0-1 flights per day.

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5h 13m

Via Cleveland CLE
5h 13m
With Delta Air Lines & American Airlines 0-1 flights per day.
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Via Asheville AVL With JetBlue Airways & American Airlines 0-1 flights per day.

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5h 15m

Via Asheville AVL
5h 15m
With JetBlue Airways & American Airlines 0-1 flights per day.
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Via Columbus CMH With American Airlines & United Airlines 1-2 flights per day.

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5h 20m

Via Columbus CMH
5h 20m
With American Airlines & United Airlines 1-2 flights per day.
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Via Cincinnati CVG With American Airlines & United Airlines 0-1 flights per day.

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5h 25m

Via Cincinnati CVG
5h 25m
With American Airlines & United Airlines 0-1 flights per day.
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Via Martha's Vineyard MVY With Cape Air & American Airlines 0-2 flights per day.
Only saturdays

SHOW SCHEDULE
5h 25m

Only saturdays
Via Martha's Vineyard MVY
5h 25m
With Cape Air & American Airlines 0-2 flights per day.
Only saturdays
SHOW SCHEDULE
Via Middletown MDT With American Airlines & United Airlines 0-1 flights per day.
Only saturdays

SHOW SCHEDULE
5h 34m

Only saturdays
Via Middletown MDT
5h 34m
With American Airlines & United Airlines 0-1 flights per day.
Only saturdays
SHOW SCHEDULE
Via Baltimore BWI With Delta Air Lines & American Airlines 1-2 flights per day.

SHOW SCHEDULE
5h 34m

Via Baltimore BWI
5h 34m
With Delta Air Lines & American Airlines 1-2 flights per day.
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Via Pittsburgh PIT With Delta Air Lines & American Airlines 0-3 flights per day.

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5h 34m

Via Pittsburgh PIT
5h 34m
With Delta Air Lines & American Airlines 0-3 flights per day.
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Via Myrtle Beach MYR With Delta Air Lines & United Airlines 0-1 flights per day.
Begins in 16/8

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5h 40m

Begins in 16/8
Via Myrtle Beach MYR
5h 40m
With Delta Air Lines & United Airlines 0-1 flights per day.
Begins in 16/8
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Via Hyannis HYA With Cape Air & American Airlines 0-1 flights per day.
Only saturdays

SHOW SCHEDULE
5h 40m

Only saturdays
Via Hyannis HYA
5h 40m
With Cape Air & American Airlines 0-1 flights per day.
Only saturdays
SHOW SCHEDULE
Via Richmond RIC With Delta Air Lines & American Airlines 2 flights per day.

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5h 44m

Via Richmond RIC
5h 44m
With Delta Air Lines & American Airlines 2 flights per day.
SHOW SCHEDULE
Via Buffalo BUF With JetBlue Airways & American Airlines 1-2 flights per day.

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5h 49m

Via Buffalo BUF
5h 49m
With JetBlue Airways & American Airlines 1-2 flights per day.
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Via Philadelphia PHL With American Airlines & United Airlines 3-5 flights per day.

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5h 52m

Via Philadelphia PHL
5h 52m
With American Airlines & United Airlines 3-5 flights per day.
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Via Washington DCA With American Airlines & United Airlines 2-8 flights per day.

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5h 56m

Via Washington DCA
5h 56m
With American Airlines & United Airlines 2-8 flights per day.
SHOW SCHEDULE
Via New York LGA With Delta Air Lines & American Airlines 2-12 flights per day.

SHOW SCHEDULE
5h 56m

Via New York LGA
5h 56m
With Delta Air Lines & American Airlines 2-12 flights per day.
SHOW SCHEDULE
Via Milwaukee MKE With Delta Air Lines & American Airlines 0-1 flights per day.

SHOW SCHEDULE
6h 05m

Via Milwaukee MKE
6h 05m
With Delta Air Lines & American Airlines 0-1 flights per day.
SHOW SCHEDULE
Via Nantucket ACK With Cape Air & American Airlines 0-5 flights per day.
Only saturdays

SHOW SCHEDULE
6h 08m

Only saturdays
Via Nantucket ACK
6h 08m
With Cape Air & American Airlines 0-5 flights per day.
Only saturdays
SHOW SCHEDULE
Via Indianapolis IND With American Airlines & United Airlines 1-2 flights per day.

SHOW SCHEDULE
6h 18m

Via Indianapolis IND
6h 18m
With American Airlines & United Airlines 1-2 flights per day.
SHOW SCHEDULE
Via Wilmington ILM With Delta Air Lines & American Airlines 0-1 flights per day.

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6h 20m

Via Wilmington ILM
6h 20m
With Delta Air Lines & American Airlines 0-1 flights per day.
SHOW SCHEDULE
Via Madison MSN With American Airlines & United Airlines
Begins in 22/8

SHOW SCHEDULE
6h 21m

Begins in 22/8
Via Madison MSN
6h 21m
With American Airlines & United Airlines
Begins in 22/8
SHOW SCHEDULE
Via Louisville SDF With American Airlines & United Airlines 0-1 flights per day.

SHOW SCHEDULE
6h 22m

Via Louisville SDF
6h 22m
With American Airlines & United Airlines 0-1 flights per day.
SHOW SCHEDULE
Via Detroit DTW With Delta Air Lines & American Airlines 1-2 flights per day.

SHOW SCHEDULE
6h 29m

Via Detroit DTW
6h 29m
With Delta Air Lines & American Airlines 1-2 flights per day.
SHOW SCHEDULE
Via Syracuse SYR With American Airlines & United Airlines 0-1 flights per day.
Begins in 6/9

SHOW SCHEDULE
6h 31m

Begins in 6/9
Via Syracuse SYR
6h 31m
With American Airlines & United Airlines 0-1 flights per day.
Begins in 6/9
SHOW SCHEDULE
Via Nashville BNA With Delta Air Lines & American Airlines 0-1 flights per day.

SHOW SCHEDULE
6h 35m

Via Nashville BNA
6h 35m
With Delta Air Lines & American Airlines 0-1 flights per day.
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Via New York EWR With Delta Air Lines & American Airlines 0-1 flights per day.

SHOW SCHEDULE
6h 40m

Via New York EWR
6h 40m
With Delta Air Lines & American Airlines 0-1 flights per day.
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Via Saint Louis STL With American Airlines & United Airlines 1-2 flights per day.

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6h 44m

Via Saint Louis STL
6h 44m
With American Airlines & United Airlines 1-2 flights per day.
SHOW SCHEDULE
Via Minneapolis MSP With Delta Air Lines & American Airlines 2-4 flights per day.

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6h 46m

Via Minneapolis MSP
6h 46m
With Delta Air Lines & American Airlines 2-4 flights per day.
SHOW SCHEDULE
Via Charlotte CLT With American Airlines & United Airlines 2-4 flights per day.

SHOW SCHEDULE
6h 46m

Via Charlotte CLT
6h 46m
With American Airlines & United Airlines 2-4 flights per day.
SHOW SCHEDULE
Via New York JFK With American Airlines & Delta Air Lines 1-2 flights per day.

SHOW SCHEDULE
6h 52m

Via New York JFK
6h 52m
With American Airlines & Delta Air Lines 1-2 flights per day.
SHOW SCHEDULE
Via Raleigh/Durham RDU With Delta Air Lines & American Airlines 1-3 flights per day.

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7h 10m

Via Raleigh/Durham RDU
7h 10m
With Delta Air Lines & American Airlines 1-3 flights per day.
SHOW SCHEDULE
Via Greenville GSP With Delta Air Lines & United Airlines
Begins in 12/10

SHOW SCHEDULE
7h 55m

Begins in 12/10
Via Greenville GSP
7h 55m
With Delta Air Lines & United Airlines
Begins in 12/10
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Boston to Chicago flights

There are over 39 airlines and as many as 1548 flights every week to this destination. You can fly non-stop to Chicago (ORD) from Boston (BOS) with American Airlines, JetBlue Airways, United Airlines or Delta Air Lines but if a stopover option suits you better you can choose to fly via Norfolk, Dulles or any other of the 35 alternatives with connectiing airports.

Boston to Chicago with American Airlines

You can fly non-stop every weekday with flights departing from 5:00 am to 8:00 pm. You can also catch a transit flight via Myrtle Beach or Wilmington. American Airlines is a member of the air alliance OneWorld.

With Delta Air Lines

You can fly non-stop every weekday with flights departing from 6:00 am to 8:00 pm. You can also catch a transit flight via Detroit or New York. Delta Air Lines is a member of SkyTeam.

Distance & flight times: Logan Airport to Chicago O'Hare

The shortest flight time between BOS and ORD is 2 hours and 59 minutes.

ViaTotal flight timeLayover timeDistance
Direct2h 59m-869 miles (1398 km)
ORF Norfolk4h 59m31m1189 miles (1913 km)
IAD Dulles5h 12m1h 21m1004 miles (1615 km)
CLE Cleveland5h 13m1h 28m880 miles (1416 km)
AVL Asheville5h 15m46m1325 miles (2132 km)
MVY Martha's Vineyard5h 25m1h 2m966 miles (1554 km)
CMH Columbus5h 27m2h 25m938 miles (1509 km)
TVC Traverse City5h 32m1h 37m975 miles (1569 km)
MDT Middletown5h 34m1h 43m932 miles (1500 km)
BWI Baltimore5h 34m44m994 miles (1599 km)
PIT Pittsburgh5h 34m2h 30m910 miles (1464 km)
PHL Philadelphia5h 38m2h 4m961 miles (1546 km)
HYA Hyannis5h 40m2h 40m972 miles (1564 km)
ROC Rochester5h 42m2h 42m872 miles (1403 km)
RIC Richmond5h 44m1h 15m1120 miles (1802 km)
MSN Madison5h 49m1h 8m1044 miles (1680 km)
BUF Buffalo5h 49m2h 30m870 miles (1400 km)
DCA Washington5h 52m2h 30m1014 miles (1632 km)
IND Indianapolis5h 53m34m998 miles (1606 km)
LGA New York5h 56m1h 49m920 miles (1480 km)
CLT Charlotte6h 1m46m1332 miles (2143 km)
MKE Milwaukee6h 5m2h 45m929 miles (1495 km)
ACK Nantucket6h 8m2h 30m1017 miles (1636 km)
CVG Cincinnati6h 9m2h 43m1019 miles (1640 km)
STL Saint Louis6h 20m2h 37m1308 miles (2105 km)
ILM Wilmington6h 20m55m1440 miles (2317 km)
DTW Detroit6h 29m2h 42m868 miles (1397 km)
SDF Louisville6h 31m2h 58m1119 miles (1800 km)
SYR Syracuse6h 31m2h 53m873 miles (1405 km)
MYR Myrtle Beach6h 32m56m1499 miles (2412 km)
BNA Nashville6h 35m1h 52m1357 miles (2183 km)
EWR New York6h 40m1h 19m922 miles (1483 km)
MSP Minneapolis6h 46m1h 20m1462 miles (2352 km)
JFK New York6h 52m2h 10m929 miles (1495 km)
RDU Raleigh/Durham7h 10m2h 39m1264 miles (2034 km)
GSP Greenville7h 55m2h 54m1377 miles (2216 km)
The flight times and layover times in the table above are approximate and may vary depending on flight number, aircraft, airline, weather, and time of day.BOS-ORD flight routesBoston to Chicago flight routes illustrated on a map.
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Show all destinations from BOS Show all destinations from ORD

You can fly non-stop from Boston (BOS) to Chicago (ORD) with American Airlines, JetBlue Airways, United Airlines or Delta Air Lines. The flight takes approximately 2 hours and 59 minutes. If you travel with a connecting flight instead, for example via Norfolk, the total flight time will be 4 hours and 59 minutes.

If you're interested in direct flights, American Airlines, JetBlue Airways, United Airlines or Delta Air Lines is available. For flights with stopovers, Delta Air Lines, United Airlines, EgyptAir, American Airlines, JetBlue Airways, Cape Air or Spirit Airlines is also an option.

The flight time between Boston Logan Airport (BOS) and Chicago O Hare International (ORD) is approximately 2 hours and 59 minutes. The distance between the two airports is 972 miles (or 1564 kilometers).

Yes, you can fly non-stop to ORD from BOS with American Airlines, JetBlue Airways, United Airlines or Delta Air Lines.

A codeshare agreement means that cooperating airlines are able to sell seats on each other’s flights. This means that you are able to travel to more destinations than your airline of choice normally offers. Codeshare flights are also beneficial because of the seamless transits you can get with connecting flights from the same airline. The downside of choosing a codeshare flight can be that you in some cases can’t upgrade codeshare flights or use elite benefits.

A connecting or transit flight means that you reach your final destination through two or more flights – in other words a non-direct flight. You will change to a new aircraft after your first flight, this may include moving to another terminal at the airport aswell. The time required to transfer passengers and luggage between flights is called Minimum Connecting Time (MCT) and are always taken into account here on Flightroutes.com.

If you bought your whole flight on a single ticket, the airline will book you on the next available connecting flight.

With connecting flights, checked in luggage is most commonly forwarded to your final destination when buying a single ticket for both flights.

If you miss your connecting flight due to circumstances outside your control such as your first flight being delayed, you should turn to your airline who will provide you with a seat on the next available flight. This is usually done free of charge, and only applies if you purchased your trip as one ticket. If the next connecting flight is the following day, the airline usually provides accommodation and meals.
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