Cheap Flights from Boston to Chicago - BOS to CHI (reverse)
Popular Flights from Boston to Chicago
- Airfare from Boston to Chicago on Spirit from $138 round trip
- Airfare from Boston to Chicago on American from $196 round trip
- Airfare from Boston to Chicago on JetBlue from $196 round trip
- Airfare from Boston to Chicago on United from $196 round trip
- Airfare from Boston to Chicago on US Airways from $196 round trip
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.
Farecompare Research Tools
Advance Purchase Prices from Boston to Chicago
- Carrier0 Days1 Day3 Days7 Days10 Days14 Days21 Days
- AirTran$533$533$371$209$209$213$213
- Alaska$2996$2996$2996$2996$2996$2996$2996
- American$176$176$342$180$180$184$184
- Continental$176$176$432$180$180$184$184
- Delta$381$381$453$393$393$205$205
- JetBlue$176$176$342$180$180$184$184
- Spirit$124$124$124$86$86$86$86
- US Airways$270$270$432$180$180$184$184
- United$176$176$342$180$180$184$184
Daily Non-stop Flight Schedules from Logan International to Chicago Midway
- AirlineMonTueWedThuFriSatSunEarliest FlightLatest Flight
- Southwest55555446:00 AM7:15 PM
Daily Non-stop Flight Schedules from Logan International to O Hare
- AirlineMonTueWedThuFriSatSunEarliest FlightLatest Flight
- American88888666:25 AM7:45 PM
- JetBlue32233236:30 AM5:05 PM
- Spirit11111111:35 PM1:35 PM
- United98699585:35 AM6:32 PM
Cheap Domestic Flights from Boston - BOS
Flights
Airline
Lowest Price
Spirit, AirTran, Alaska, United, Delta, American, US Airways, Sun Ctry, Hawaiian, JetBlue, Virgin America
$250
United, AirTran, Virgin America, JetBlue, Hawaiian, Sun Ctry, US Airways, American, Delta, Alaska
$310
Spirit, JetBlue, Alaska, United, AirTran, Delta, US Airways, Virgin America, American, Sun Ctry
$228
United, AirTran, Virgin America, Alaska, Delta, US Airways, American, Sun Ctry, JetBlue
$316
JetBlue, Delta, United, Alaska, Spirit, Virgin America, AirTran, US Airways, Sun Ctry, American
$220
JetBlue, Alaska, United, Delta, AirTran, Virgin America, Spirit, US Airways, American
$266
United, Delta, US Airways, AirTran, American, Virgin America, Alaska, JetBlue
$308