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Business Class Flight Deals from Massachusetts to Illinois from $413

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Top Deals on Business Class Flights from Boston to Chicago

Boston, US (BOS) - Chicago, US (CHI)

American Airlines Logo
American Airlines

May 30

BOS
6h 30m
IND

May 30

ORD
American Airlines Logo
American Airlines

Jun 6

ORD
2h 40m
Direct

Jun 7

BOS

as low as

$413

Boston, US (BOS) - Chicago, US (CHI)

American Airlines Logo
American Airlines

May 30

BOS
6h 30m
IND

May 30

ORD
American Airlines Logo
American Airlines

Jun 6

ORD
2h 23m
Direct

Jun 6

BOS

as low as

$431

Boston, US (BOS) - Chicago, US (CHI)

American Airlines Logo
American Airlines

May 30

BOS
6h 13m
PHL

May 30

ORD
American Airlines Logo
American Airlines

Jun 6

ORD
2h 40m
Direct

Jun 7

BOS

as low as

$436

Boston, US (BOS) - Chicago, US (CHI)

American Airlines Logo
American Airlines

May 30

BOS
5h 41m
CLT

May 30

ORD
American Airlines Logo
American Airlines

Jun 6

ORD
2h 40m
Direct

Jun 7

BOS

as low as

$436

Boston, US (BOS) - Chicago, US (CHI)

American Airlines Logo
American Airlines

May 30

BOS
6h 30m
IND

May 30

ORD
American Airlines Logo
American Airlines

Jun 6

ORD
2h 26m
Direct

Jun 6

BOS

as low as

$453

Boston, US (BOS) - Chicago, US (CHI)

American Airlines Logo
American Airlines

May 30

BOS
5h 41m
CLT

May 30

ORD
American Airlines Logo
American Airlines

Jun 6

ORD
2h 23m
Direct

Jun 6

BOS

as low as

$453

Boston, US (BOS) - Chicago, US (CHI)

American Airlines Logo
American Airlines

May 30

BOS
6h 13m
PHL

May 30

ORD
American Airlines Logo
American Airlines

Jun 6

ORD
2h 23m
Direct

Jun 6

BOS

as low as

$453

Boston, US (BOS) - Chicago, US (CHI)

American Airlines Logo
American Airlines

May 30

BOS
3h
Direct

May 30

ORD
American Airlines Logo
American Airlines

Jun 6

ORD
2h 40m
Direct

Jun 7

BOS

as low as

$463

Boston, US (BOS) - Chicago, US (CHI)

American Airlines Logo
American Airlines

May 30

BOS
5h 14m
PHL

May 30

ORD
American Airlines Logo
American Airlines

Jun 6

ORD
2h 40m
Direct

Jun 7

BOS

as low as

$471

Boston, US (BOS) - Chicago, US (CHI)

American Airlines Logo
American Airlines

May 30

BOS
5h 41m
CLT

May 30

ORD
American Airlines Logo
American Airlines

Jun 6

ORD
2h 26m
Direct

Jun 6

BOS

as low as

$476

Boston, US (BOS) - Chicago, US (CHI)

American Airlines Logo
American Airlines

May 30

BOS
3h
Direct

May 30

ORD
American Airlines Logo
American Airlines

Jun 6

ORD
2h 23m
Direct

Jun 6

BOS

as low as

$480

Boston, US (BOS) - Chicago, US (CHI)

American Airlines Logo
American Airlines

May 30

BOS
3h
Direct

May 30

ORD
American Airlines Logo
American Airlines

Jun 6

ORD
2h 26m
Direct

Jun 6

BOS

as low as

$503

Top Deals on Business Class Flights from Worcester to Chicago

Worcester, US (ORH) - Chicago, US (CHI)

American Airlines Logo
American Airlines

May 30

ORH
4h 48m
JFK

May 30

ORD
American Airlines Logo
American Airlines

Jun 6

ORD
15h 7m
PIT
JFK

Jun 7

ORH

as low as

$648

Worcester, US (ORH) - Chicago, US (CHI)

American Airlines Logo
American Airlines

May 30

ORH
4h 48m
JFK

May 30

ORD
American Airlines Logo
American Airlines

Jun 6

ORD
16h 57m
RDU
JFK

Jun 7

ORH

as low as

$716

Worcester, US (ORH) - Chicago, US (CHI)

American Airlines Logo
American Airlines

May 30

ORH
4h 48m
JFK

May 30

ORD
American Airlines Logo
American Airlines

Jun 6

ORD
14h 59m
RDU
JFK

Jun 7

ORH

as low as

$716

Worcester, US (ORH) - Chicago, US (CHI)

American Airlines Logo
American Airlines

May 30

ORH
4h 48m
JFK

May 30

ORD
American Airlines Logo
American Airlines

Jun 6

ORD
28h 47m
CLT
JFK

Jun 7

ORH

as low as

$768

Worcester, US (ORH) - Chicago, US (CHI)

American Airlines Logo
American Airlines

May 30

ORH
4h 48m
JFK

May 30

ORD
American Airlines Logo
American Airlines

Jun 6

ORD
30h 23m
CLT
JFK

Jun 7

ORH

as low as

$768

Worcester, US (ORH) - Chicago, US (CHI)

American Airlines Logo
American Airlines

May 30

ORH
4h 48m
JFK

May 30

ORD
American Airlines Logo
American Airlines

Jun 6

ORD
15h 2m
CLT
JFK

Jun 7

ORH

as low as

$840

Worcester, US (ORH) - Chicago, US (CHI)

American Airlines Logo
American Airlines

May 30

ORH
4h 48m
JFK

May 30

ORD
American Airlines Logo
American Airlines

Jun 6

ORD
17h 27m
CLT
JFK

Jun 7

ORH

as low as

$840

Worcester, US (ORH) - Chicago, US (CHI)

American Airlines Logo
American Airlines

May 30

ORH
4h 48m
JFK

May 30

ORD
American Airlines Logo
American Airlines

Jun 6

ORD
27h 17m
CLT
JFK

Jun 7

ORH

as low as

$855

Worcester, US (ORH) - Chicago, US (CHI)

American Airlines Logo
American Airlines

May 30

ORH
4h 48m
JFK

May 30

ORD
American Airlines Logo
American Airlines

Jun 6

ORD
15h 12m
BOS
JFK

Jun 7

ORH

as low as

$1018

Worcester, US (ORH) - Chicago, US (CHI)

American Airlines Logo
American Airlines

May 30

ORH
4h 48m
JFK

May 30

ORD
American Airlines Logo
American Airlines

Jun 6

ORD
18h 53m
JFK

Jun 7

ORH

as low as

$1038

Worcester, US (ORH) - Chicago, US (CHI)

American Airlines Logo
American Airlines

May 30

ORH
4h 48m
JFK

May 30

ORD
American Airlines Logo
American Airlines

Jun 6

ORD
25h 49m
JFK

Jun 7

ORH

as low as

$1141

Top Deals on Business Class Flights from Boston to Peoria

Boston, US (BOS) - Peoria, US (PIA)

American Airlines Logo
American Airlines

May 30

BOS
9h 46m
DFW

May 30

PIA
American Airlines Logo
American Airlines

Jun 6

PIA
6h 18m
ORD

Jun 6

BOS

as low as

$667

Boston, US (BOS) - Peoria, US (PIA)

American Airlines Logo
American Airlines

May 30

BOS
9h 46m
DFW

May 30

PIA
American Airlines Logo
American Airlines

Jun 6

PIA
5h 41m
CLT

Jun 6

BOS

as low as

$667

Boston, US (BOS) - Peoria, US (PIA)

American Airlines Logo
American Airlines

May 30

BOS
9h 46m
DFW

May 30

PIA
American Airlines Logo
American Airlines

Jun 6

PIA
4h 54m
ORD

Jun 7

BOS

as low as

$667

Boston, US (BOS) - Peoria, US (PIA)

American Airlines Logo
American Airlines

May 30

BOS
9h 46m
DFW

May 30

PIA
American Airlines Logo
American Airlines

Jun 6

PIA
4h 33m
ORD

Jun 6

BOS

as low as

$667

Boston, US (BOS) - Peoria, US (PIA)

American Airlines Logo
American Airlines

May 30

BOS
6h 30m
ORD

May 30

PIA
American Airlines Logo
American Airlines

Jun 6

PIA
4h 33m
ORD

Jun 6

BOS

as low as

$711

Boston, US (BOS) - Peoria, US (PIA)

American Airlines Logo
American Airlines

May 30

BOS
6h 30m
ORD

May 30

PIA
American Airlines Logo
American Airlines

Jun 6

PIA
4h 54m
ORD

Jun 7

BOS

as low as

$711

Boston, US (BOS) - Peoria, US (PIA)

American Airlines Logo
American Airlines

May 30

BOS
6h 30m
ORD

May 30

PIA
American Airlines Logo
American Airlines

Jun 6

PIA
5h 41m
CLT

Jun 6

BOS

as low as

$711

Boston, US (BOS) - Peoria, US (PIA)

American Airlines Logo
American Airlines

May 30

BOS
8h 4m
DFW

May 30

PIA
American Airlines Logo
American Airlines

Jun 6

PIA
4h 33m
ORD

Jun 6

BOS

as low as

$750

Boston, US (BOS) - Peoria, US (PIA)

American Airlines Logo
American Airlines

May 30

BOS
6h 20m
CLT

May 30

PIA
American Airlines Logo
American Airlines

Jun 6

PIA
4h 33m
ORD

Jun 6

BOS

as low as

$750

Boston, US (BOS) - Peoria, US (PIA)

American Airlines Logo
American Airlines

May 30

BOS
6h 37m
CLT

May 30

PIA
American Airlines Logo
American Airlines

Jun 6

PIA
5h 41m
CLT

Jun 6

BOS

as low as

$750

Boston, US (BOS) - Peoria, US (PIA)

American Airlines Logo
American Airlines

May 30

BOS
9h 4m
DFW

May 30

PIA
American Airlines Logo
American Airlines

Jun 6

PIA
4h 33m
ORD

Jun 6

BOS

as low as

$750

Boston, US (BOS) - Peoria, US (PIA)

American Airlines Logo
American Airlines

May 30

BOS
6h 20m
CLT

May 30

PIA
American Airlines Logo
American Airlines

Jun 6

PIA
5h 41m
CLT

Jun 6

BOS

as low as

$750

Top Deals on Business Class Flights from Worcester to Peoria

Worcester, US (ORH) - Peoria, US (PIA)

American Airlines Logo
American Airlines

May 30

ORH
26h 18m
JFK
DFW

May 31

PIA
American Airlines Logo
American Airlines

Jun 6

PIA
30h 52m
CLT
JFK

Jun 7

ORH

as low as

$682

Worcester, US (ORH) - Peoria, US (PIA)

American Airlines Logo
American Airlines

May 30

ORH
26h 18m
JFK
DFW

May 31

PIA
American Airlines Logo
American Airlines

Jun 6

PIA
19h 46m
CLT
JFK

Jun 7

ORH

as low as

$737

Worcester, US (ORH) - Peoria, US (PIA)

American Airlines Logo
American Airlines

May 30

ORH
32h 33m
JFK
DFW

May 31

PIA
American Airlines Logo
American Airlines

Jun 6

PIA
30h 52m
CLT
JFK

Jun 7

ORH

as low as

$820

Worcester, US (ORH) - Peoria, US (PIA)

American Airlines Logo
American Airlines

May 30

ORH
21h 59m
JFK
ORD

May 31

PIA
American Airlines Logo
American Airlines

Jun 6

PIA
19h 46m
CLT
JFK

Jun 7

ORH

as low as

$1085

Worcester, US (ORH) - Peoria, US (PIA)

American Airlines Logo
American Airlines

May 30

ORH
21h 59m
JFK
ORD

May 31

PIA
American Airlines Logo
American Airlines

Jun 6

PIA
30h 52m
CLT
JFK

Jun 7

ORH

as low as

$1087

Top Deals on Business Class Flights from Boston to Moline

Boston, US (BOS) - Moline, US (MLI)

American Airlines Logo
American Airlines

May 30

BOS
10h 19m
DFW

May 30

MLI
American Airlines Logo
American Airlines

Jun 6

MLI
5h 27m
CLT

Jun 6

BOS

as low as

$681

Boston, US (BOS) - Moline, US (MLI)

American Airlines Logo
American Airlines

May 30

BOS
10h 19m
DFW

May 30

MLI
American Airlines Logo
American Airlines

Jun 6

MLI
6h 13m
ORD

Jun 6

BOS

as low as

$681

Boston, US (BOS) - Moline, US (MLI)

American Airlines Logo
American Airlines

May 30

BOS
9h 51m
DFW

May 30

MLI
American Airlines Logo
American Airlines

Jun 6

MLI
4h 46m
ORD

Jun 7

BOS

as low as

$681

Boston, US (BOS) - Moline, US (MLI)

American Airlines Logo
American Airlines

May 30

BOS
10h 19m
DFW

May 30

MLI
American Airlines Logo
American Airlines

Jun 6

MLI
4h 46m
ORD

Jun 7

BOS

as low as

$681

Boston, US (BOS) - Moline, US (MLI)

American Airlines Logo
American Airlines

May 30

BOS
9h 51m
DFW

May 30

MLI
American Airlines Logo
American Airlines

Jun 6

MLI
6h 13m
ORD

Jun 6

BOS

as low as

$681

Boston, US (BOS) - Moline, US (MLI)

American Airlines Logo
American Airlines

May 30

BOS
9h 51m
DFW

May 30

MLI
American Airlines Logo
American Airlines

Jun 6

MLI
5h 27m
CLT

Jun 6

BOS

as low as

$681

Boston, US (BOS) - Moline, US (MLI)

American Airlines Logo
American Airlines

May 30

BOS
9h 51m
DFW

May 30

MLI
American Airlines Logo
American Airlines

Jun 6

MLI
4h 19m
ORD

Jun 6

BOS

as low as

$697

Boston, US (BOS) - Moline, US (MLI)

American Airlines Logo
American Airlines

May 30

BOS
10h 19m
DFW

May 30

MLI
American Airlines Logo
American Airlines

Jun 6

MLI
4h 19m
ORD

Jun 6

BOS

as low as

$697

Boston, US (BOS) - Moline, US (MLI)

American Airlines Logo
American Airlines

May 30

BOS
6h 27m
ORD

May 30

MLI
American Airlines Logo
American Airlines

Jun 6

MLI
5h 27m
CLT

Jun 6

BOS

as low as

$698

Boston, US (BOS) - Moline, US (MLI)

American Airlines Logo
American Airlines

May 30

BOS
6h 27m
ORD

May 30

MLI
American Airlines Logo
American Airlines

Jun 6

MLI
6h 54m
DFW

Jun 6

BOS

as low as

$698

Boston, US (BOS) - Moline, US (MLI)

American Airlines Logo
American Airlines

May 30

BOS
5h 7m
ORD

May 30

MLI
American Airlines Logo
American Airlines

Jun 6

MLI
5h 27m
CLT

Jun 6

BOS

as low as

$732

Boston, US (BOS) - Moline, US (MLI)

American Airlines Logo
American Airlines

May 30

BOS
5h 7m
ORD

May 30

MLI
American Airlines Logo
American Airlines

Jun 6

MLI
5h 27m
CLT

Jun 6

BOS

as low as

$732

Top Deals on Business Class Flights from Worcester to Moline

Worcester, US (ORH) - Moline, US (MLI)

American Airlines Logo
American Airlines

May 30

ORH
32h 38m
JFK
DFW

May 31

MLI
American Airlines Logo
American Airlines

Jun 6

MLI
30h 7m
DFW
JFK

Jun 7

ORH

as low as

$498

Worcester, US (ORH) - Moline, US (MLI)

American Airlines Logo
American Airlines

May 30

ORH
26h 8m
JFK
DFW

May 31

MLI
American Airlines Logo
American Airlines

Jun 6

MLI
30h 7m
DFW
JFK

Jun 7

ORH

as low as

$613

Worcester, US (ORH) - Moline, US (MLI)

American Airlines Logo
American Airlines

May 30

ORH
32h 38m
JFK
DFW

May 31

MLI
American Airlines Logo
American Airlines

Jun 6

MLI
28h 52m
CLT
JFK

Jun 7

ORH

as low as

$752

Worcester, US (ORH) - Moline, US (MLI)

American Airlines Logo
American Airlines

May 30

ORH
21h 56m
JFK
ORD

May 31

MLI
American Airlines Logo
American Airlines

Jun 6

MLI
30h 7m
DFW
JFK

Jun 7

ORH

as low as

$776

Worcester, US (ORH) - Moline, US (MLI)

American Airlines Logo
American Airlines

May 30

ORH
32h 38m
JFK
DFW

May 31

MLI
American Airlines Logo
American Airlines

Jun 6

MLI
19h 32m
CLT
JFK

Jun 7

ORH

as low as

$860

Worcester, US (ORH) - Moline, US (MLI)

American Airlines Logo
American Airlines

May 30

ORH
26h 8m
JFK
DFW

May 31

MLI
American Airlines Logo
American Airlines

Jun 6

MLI
28h 52m
CLT
JFK

Jun 7

ORH

as low as

$867

Worcester, US (ORH) - Moline, US (MLI)

American Airlines Logo
American Airlines

May 30

ORH
21h 56m
JFK
ORD

May 31

MLI
American Airlines Logo
American Airlines

Jun 6

MLI
19h 32m
CLT
JFK

Jun 7

ORH

as low as

$1138

Worcester, US (ORH) - Moline, US (MLI)

American Airlines Logo
American Airlines

May 30

ORH
21h 56m
JFK
ORD

May 31

MLI
American Airlines Logo
American Airlines

Jun 6

MLI
28h 52m
CLT
JFK

Jun 7

ORH

as low as

$1166