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Cheap flights from Boston to Chicago from US$88
United Airlines, American Airlines, Southwest Airlines and 2 more airlines fly nonstop from Boston to Chicago, about 179 flights a week. The flight takes around 2h 45m, and the cheapest one-way fare we found recently is US$88 on 4 Nov.
Direct flights available ~179 flights a week 2h 45m Cheapest in November Prices checked 13 days ago
Boston to Chicago at a glance
Cheapest one-wayUS$88JetBlue Airways · nonstop · Wed 4 NovCheapest returnUS$204Fri 20 Nov – Sun 22 NovFastest flight2h 45mSouthwest Airlines · nonstop
Nonstop flights179/wkUnited Airlines, American Airlines, Southwest Airlines
Airlines flying nonstop from Boston to Chicago
5 airlines on this route, about 179 flights a week in total (observed over the last 4 weeks).
Cheapest dates from Boston to Chicago
The lowest one-way fares found recently, cheapest first. Prices change; click through for the live fare.
JetBlue AirwaysNonstopWed 4 Nov
One-way fromUS$88
JetBlue AirwaysNonstopMon 9 Nov
One-way fromUS$88
Southwest AirlinesNonstopSat 14 Nov
One-way fromUS$97
UAUnited AirlinesNonstop
Sun 15 Nov
One-way fromUS$117
Frontier Airlines1 stop via ATLTue 3 Nov
One-way fromUS$131
Frontier Airlines1 stop via ATLMon 2 Nov
One-way fromUS$134
Cheapest month to fly from Boston to Chicago
Lowest one-way fare found for each month: November is cheapest, December the most expensive.
Good to know
- Distance
- 1,390 km863 miles
- Flight time
- 2h 45mfastest found
- Time difference
- -1hChicago vs Boston
- Currency in Chicago
- USD
- Airports
- BOS, PSM → ORD, MDW, RFD
Flights from Boston to Chicago: questions answered
How much is a flight from Boston to Chicago?
The cheapest one-way fare we found recently is US$88, nonstop, departing in November. Return trips start from US$204. Prices change constantly, so search your dates for the live fare.
Are there direct flights from Boston to Chicago?
Yes. United Airlines, American Airlines, Southwest Airlines, Delta Air Lines and JetBlue Airways fly this route nonstop, with about 179 flights a week in each direction.
How long is the flight from Boston to Chicago?
A nonstop flight covers 1,390 km and takes around 2h 45m.
Which airlines fly from Boston to Chicago?
United Airlines, American Airlines, Southwest Airlines, Delta Air Lines and JetBlue Airways operate nonstop flights on this route.
Which airports serve Boston and Chicago?
Boston: Boston Logan International Airport (BOS) and Portsmouth International Airport at Pease (PSM). Chicago: Chicago O'Hare International Airport (ORD), Chicago Midway International Airport (MDW) and Chicago Rockford International Airport (RFD).
What is the time difference between Boston and Chicago?
Chicago is 1 hour behind Boston.
