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Cheap Flights from Boston to Chicago - BOS to CHI (reverse)

Popular Flights from Boston to Chicago

  • Airfare from Boston to Chicago on Continental Airlines from $78 round trip
  • Airfare from Boston to Chicago on United Airlines from $78 round trip
  • Airfare from Boston to Chicago on Spirit Airlines from $88 round trip
  • Airfare from Boston to Chicago on Us Airways from $124 round trip
  • Airfare from Boston to Chicago on Jetblue Airways Corporation from $160 round trip

Recent Alerts from Boston to Chicago

Market
Rating
Date
Price
Boston to Chicago on Spirit Airlines
Dec 13, 2011
20111213
$97
Boston to Chicago on American Airlines
Dec 13, 2011
20111213
$143
Boston to Chicago on Jetblue Airways Corporation
Dec 12, 2011
20111212
$143
Boston to Chicago on Continental Airlines
Dec 13, 2011
20111213
$143
Boston to Chicago on United Airlines
Dec 13, 2011
20111213
$143

Did You Know?

  • 14 airlines operate between Boston, MA and Chicago, IL
  • Continental has the most nonstop flights between Boston, MA and Chicago, IL.
  • The shortest flight between Boston, MA and Chicago, IL on Virgin America is 4,344 miles.
  • 168,107 seats are available per day to fly out of Boston, MA connecting to Chicago, IL
  • New York, NY is the most popular connection for one stop flights between Boston, MA and Chicago, IL.
  • The largest aircraft operated by WestJet flying between Boston, MA and Chicago, IL is a ERJ with 37 seats.
  • The smallest aircraft operated by Copa flying between Boston, MA and Chicago, IL is a 737 with 114 seats.
  • All Nippon has 3 nonstop flights between Boston, MA and Chicago, IL.
As seen in...
Expert Travel Advice Provided by Farecompare

Advance Purchase Prices from Boston to Chicago

  • Carrier
    0 Days
    1 Day
    3 Days
    7 Days
    10 Days
    14 Days
    21 Days
  • AirTran
    $532
    $532
    $370
    $208
    $208
    $212
    $212
  • Alaska
    $2995
    $2995
    $2995
    $2995
    $2995
    $2995
    $2995
  • American
    $175
    $175
    $341
    $179
    $179
    $183
    $183
  • Continental
    $175
    $175
    $431
    $179
    $179
    $183
    $183
  • Delta
    $381
    $381
    $453
    $393
    $393
    $205
    $205
  • JetBlue
    $175
    $175
    $341
    $179
    $179
    $183
    $183
  • Spirit
    $123
    $123
    $123
    $85
    $85
    $85
    $85
  • US Airways
    $269
    $269
    $431
    $179
    $179
    $183
    $183
  • United
    $175
    $175
    $341
    $179
    $179
    $183
    $183

Daily Non-stop Flight Schedules from Logan International to Chicago Midway

  • Airline
    Mon
    Tue
    Wed
    Thu
    Fri
    Sat
    Sun
    Earliest Flight
    Latest Flight
    Average Duration
  • Southwest Airlines
    5
    5
    5
    5
    5
    4
    5
    6:00 AM
    8:00 PM
    2:46

Daily Non-stop Flight Schedules from Logan International to O Hare

  • Airline
    Mon
    Tue
    Wed
    Thu
    Fri
    Sat
    Sun
    Earliest Flight
    Latest Flight
    Average Duration
  • American Airlines
    7
    7
    7
    8
    8
    7
    8
    6:00 AM
    7:30 PM
    2:54
  • Jetblue Airways Corporation
    4
    4
    4
    4
    4
    3
    4
    6:35 AM
    5:15 PM
    2:54
  • Spirit Airlines
    1
    1
    1
    1
    1
    1
    1
    1:30 PM
    1:30 PM
    2:50
  • United Airlines
    13
    11
    9
    14
    15
    6
    8
    6:00 AM
    8:05 PM
    2:52

Cheap Domestic Flights from Boston - BOS

Flights
Airline
Lowest Price
AirTran, Delta
$205
Continental, United, JetBlue, American, Virgin America
$220
JetBlue
$238
American, JetBlue, US Airways, Delta
$134
Continental, Delta, JetBlue, United, US Airways
$114
US Airways
$161
Continental, Virgin America, JetBlue, United
$220
United, Frontier, JetBlue
$199
American
$251
Continental, United
$198
AirTran, JetBlue, Delta
$270
AirTran, JetBlue
$130
Spirit, American, JetBlue
$168
Continental, JetBlue, United
$100
Alaska, JetBlue
$230
Sun Ctry, Delta
$183
JetBlue
$241
JetBlue, Spirit
$152
JetBlue, US Airways
$220
Delta
$183

Cheap Domestic Flights to Chicago - CHI

Flights
Airline
Lowest Price
Delta, JetBlue, American, Spirit, Continental, United
$88
United, American, Delta, AirTran, Continental
$182
American, Continental, United, Virgin America, Spirit
$130
Continental, US Airways, American, United
$221
United, Continental, American, Spirit
$128
United, Continental, American
$268
Continental, American, United, Virgin America
$198
United, US Airways, American
$241
American, United, Continental
$190
Continental, American, Alaska, United
$230
American, United, Continental
$140
Continental, American, United, Delta, Spirit
$72
United, Continental, American, Frontier
$148
United, American
$138
United, American, Continental
$236
Continental, American, Spirit
$188
United, American, Spirit, AirTran, Continental
$168
American, United
$270
United, Alaska, Continental
$290
United, American, Continental
$230
United, American
$270
US Airways, United, American
$219
United, American
$694
American, United, Spirit
$108
United, American
$138
United, Continental, Delta, American
$138
United, American, Continental
$138
United, Continental
$300

Cheap International Flights from Boston - BOS

Flights
Airline
Lowest Price
American, British Airways, Delta, Virgin Atlantic
$686
Air France, American
$645
Lufthansa
$543
Alitalia
$718
Porter, Delta, Air Canada
$303
SWISS
$789

Cheap International Flights to Chicago - CHI

Flights
Airline
Lowest Price
British Airways, American, United, Virgin Atlantic
£372
Porter, United, Air Canada, American
CAD261
United, Continental
CAD472
United
CAD439
American, Air India
₨51808
Aer Lingus, American
€477
United, Aeromexico, American, Volaris
$161
Jet India, American, Air France, Air India, British Airways, Air China, Continental, Cathay, Delta, Etihad, Japan, Korean, Lufthansa, SWISS, All Nippon, Asiana, Qantas, Singapore, Turkish, United
SGD1769
Cheap Flights from Boston to Chicago, from $78 Round trip from BOS to CHI