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Cheap flights from Chicago to Boston from US$88
United Airlines, American Airlines, Southwest Airlines and 2 more airlines fly nonstop from Chicago to Boston, about 179 flights a week. The flight takes around 2h 15m, and the cheapest one-way fare we found recently is US$88 on 4 Nov.
Direct flights available ~179 flights a week 2h 15m Cheapest in November Prices checked 13 days ago
Chicago to Boston at a glance
Cheapest one-wayUS$88JetBlue Airways · nonstop · Wed 4 NovCheapest returnUS$244Thu 26 Nov – Mon 30 NovFastest flight2h 15mSouthwest Airlines · nonstop
Nonstop flights179/wkUnited Airlines, American Airlines, Southwest Airlines
Airlines flying nonstop from Chicago to Boston
5 airlines on this route, about 179 flights a week in total (observed over the last 4 weeks).
Cheapest dates from Chicago to Boston
The lowest one-way fares found recently, cheapest first. Prices change; click through for the live fare.
Cheapest month to fly from Chicago to Boston
Lowest one-way fare found for each month: November is cheapest, March the most expensive.
Good to know
- Distance
- 1,390 km863 miles
- Flight time
- 2h 15mfastest found
- Time difference
- +1hBoston vs Chicago
- Currency in Boston
- USD
- Airports
- ORD, MDW, RFD → BOS, PSM
Flights from Chicago to Boston: questions answered
How much is a flight from Chicago to Boston?
The cheapest one-way fare we found recently is US$88, nonstop, departing in November. Return trips start from US$244. Prices change constantly, so search your dates for the live fare.
Are there direct flights from Chicago to Boston?
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 Chicago to Boston?
A nonstop flight covers 1,390 km and takes around 2h 15m.
Which airlines fly from Chicago to Boston?
United Airlines, American Airlines, Southwest Airlines, Delta Air Lines and JetBlue Airways operate nonstop flights on this route.
Which airports serve Chicago and Boston?
Chicago: Chicago O'Hare International Airport (ORD), Chicago Midway International Airport (MDW) and Chicago Rockford International Airport (RFD). Boston: Boston Logan International Airport (BOS) and Portsmouth International Airport at Pease (PSM).
What is the time difference between Chicago and Boston?
Boston is 1 hour ahead of Chicago.





