Cheap Flights Boston (BOS) to Chicago (CHI)
The cheapest price from Boston to Chicago is €42.41 with return on July 24, 2026. The average price is €110.94. The average flight time is 5 hours 25 minutes. There are 7 airports in Chicago and 8 direct flights from Boston.
Cheapest prices for Chicago flights by month
July
€151.00
August
€155.00
September
€159.00
October
€163.00
November
€180.00
December
€180.00
January
€180.00
February
€180.00
March
€180.00
April
€180.00
May
€180.00
June
€180.00
The cheapest month to book a flight from Boston to Chicago is July and the most expensive months to fly are November, December, January, February, March, April, May and June.
The cheapest day to travel from Boston (BOS) to Chicago (CHI)
The cheapest day to travel by plane from Boston to Chicago seems to be Tuesday while the most expensive flights day is Monday.
Boston (BOS) to Chicago (CHI) Flight Information
The average flight time from Boston to Chicago is 5 hours 25 minutes with average flight price €110.94 and total distance 0 km.
| Avg. Flight Duration: | 5 hours 25 minutes | |
|---|---|---|
| Flight Price: | €42.41 | |
| Flight Depart from: | Boston | |
| Flight Arrive in: | Chicago | |
| Distance: | 1,385.667 km |
Frequently Asked Questions
How many airports are in Chicago?
There are 7 airports in Chicago: Chicago Midway International Airport, Chicago Union Railway Station, Chicago Executive Airport, DuPage Airport, O'Hare International Airport, Chicago Rockford International Airport and Merrill C Meigs.
How many airlines fly directly from Boston to Chicago?
There are 7 airlines that directly fly from Boston to Chicago: American Airlines, Alaska Airlines, jetBlue, Spirit Airlines, United Airlines, Silk Avia and Southwest Airlines.
Popular destinations from Boston
From Boston (BOS) to Atlanta (ATL)
From €187.00
From Boston (BOS) to Orlando (ORL)
From €129.00
From Boston (BOS) to Fort Lauderdale (FLL)
From €127.00
From Boston (BOS) to Los Angeles (LAX)
From €220.00
From Boston (BOS) to Santo Domingo (SDQ)
From €220.00
From Boston (BOS) to Buffalo (BUF)
From €218.00
From Boston (BOS) to Cairo (CAI)
From €701.00
From Boston (BOS) to Miami (MIA)
From €200.00
From Boston (BOS) to Moscow (MOW)
From €1,002.00
From Boston (BOS) to Las Vegas (LAS)
From €246.00
From Boston (BOS) to San Diego (SAN)
From €195.00
From Boston (BOS) to Santiago (STI)
From €212.00
From Boston (BOS) to Dallas (DFW)
From €324.00
From Boston (BOS) to Istanbul (IST)
From €507.00
From Boston (BOS) to Houston (HOU)
From €361.00
From Boston (BOS) to Praia (RAI)
From €640.00
From Boston (BOS) to Washington (WAS)
From €178.00
From Boston (BOS) to Sacramento (SAC)
From €320.00
From Boston (BOS) to Seattle (SEA)
From €300.00
From Boston (BOS) to Baku (BAK)
From €800.00
From Boston (BOS) to San Francisco (SFO)
From €258.00
From Boston (BOS) to Bridgetown (BGI)
From €471.00
From Boston (BOS) to Yerevan (EVN)
From €646.00
From Boston (BOS) to Manila (MNL)
From €651.00
From Boston (BOS) to San Juan (SJU)
From €273.00
From Boston (BOS) to Tirana (TIA)
From €441.00
From Boston (BOS) to Baltimore (BWI)
From €250.00
From Boston (BOS) to Chicago (CHI)
From €151.00
From Boston (BOS) to Casablanca (CMN)
From €713.00
From Boston (BOS) to Cancun (CUN)
From €362.00
Popular destinations from Chicago
From Chicago (CHI) to Fort Lauderdale (FLL)
From €81.00
From Chicago (CHI) to Las Vegas (LAS)
From €124.00
From Chicago (CHI) to Los Angeles (LAX)
From €113.00
From Chicago (CHI) to New York (NYC)
From €122.00
From Chicago (CHI) to Tashkent (TAS)
From €677.00
From Chicago (CHI) to Atlanta (ATL)
From €119.00
From Chicago (CHI) to Bishkek (BSZ)
From €938.00
From Chicago (CHI) to Dallas (DFW)
From €146.00
From Chicago (CHI) to Mexico City (MEX)
From €124.00
From Chicago (CHI) to Miami (MIA)
From €129.00
From Chicago (CHI) to Orlando (ORL)
From €97.00
From Chicago (CHI) to Istanbul (IST)
From €596.00
From Chicago (CHI) to Houston (HOU)
From €96.00
From Chicago (CHI) to Moscow (MOW)
From €998.00
From Chicago (CHI) to Cairo (CAI)
From €517.00
From Chicago (CHI) to Samarkand (SKD)
From €926.00
From Chicago (CHI) to Morelia (MLM)
From €230.00
From Chicago (CHI) to Tampa (TPA)
From €143.00
From Chicago (CHI) to Leon/Guanajuato (BJX)
From €311.00
From Chicago (CHI) to Philadelphia (PHL)
From €163.00
From Chicago (CHI) to Guadalajara (GDL)
From €252.00
From Chicago (CHI) to Cancun (CUN)
From €326.00
From Chicago (CHI) to Toronto (YTO)
From €179.00
From Chicago (CHI) to Denver (DEN)
From €102.00
From Chicago (CHI) to Washington (WAS)
From €232.00
From Chicago (CHI) to Warsaw (WAW)
From €473.00
From Chicago (CHI) to Athens (ATH)
From €386.00
From Chicago (CHI) to Phoenix (PHX)
From €175.00
From Chicago (CHI) to Astana (NQZ)
From €956.00
From Chicago (CHI) to Seattle (SEA)
From €213.00