Cheap flights from Chicago to Boston

Find cheap Chicago United States to Boston United States flights with our free search service. Compare all available fares for direct or connection flights from Chicago to Boston.

1 travelers, Economy class
1 (12+)
0 (2-11)
0 (<2yrs)
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Flight Departure Date Arrival Date Price Duration Number Stops Updated
What is the distance between Chicago and Boston?

The average distance from Chicago to Boston is 1371 kilometers (equals to 852 miles or 740 nautical miles). Your flight will departure from Chicago, United States and arrive on Boston, United States.

How long is the flight from Chicago to Boston?

The average flight time between Chicago to Boston is 26 hours 31 minutes

How much is the fare for flight between Chicago and Boston?

The average price for one-way airfare from Chicago to Boston is 651 USD (none-taxes) for economy class.

How many flights fly from Chicago to Boston on the daily basis?

Around 16 flights are flying daily from Chicago to Boston. Some major airlines between this route are Southwest Airlines, AirAsia, AirTran, ...

Flight Origin Destination Departure Arrival Equip
WN598 Chicago (MDW) Boston (BOS) 1:30 p.m. 4:40 p.m. B737
WN615 Chicago (MDW) Boston (BOS) 6:40 a.m. 10:25 a.m. B38M
WN1808 Chicago (MDW) Boston (BOS) 7 p.m. 8:25 p.m. B737
WN3375 Chicago (MDW) Boston (BOS) 8:55 a.m. 10:25 a.m. B738
WN1238 Chicago (MDW) Boston (BOS) 7:45 p.m. 10:55 p.m. B737
WN164 Chicago (MDW) Boston (BOS) 6:20 a.m. 7:50 a.m. B737
WN338 Chicago (MDW) Boston (BOS) 12:55 p.m. 2:25 p.m. B737
WN6188 Chicago (MDW) Boston (BOS) 6:20 p.m. 7 p.m. B737
WN6151 Chicago (MDW) Boston (BOS) 9:05 a.m. 12:20 p.m. B738
WN5826 Chicago (MDW) Boston (BOS) noon 2:20 p.m. B737
WN5175 Chicago (MDW) Boston (BOS) 7:45 a.m. 9:20 a.m. B737
WN6955 Chicago (MDW) Boston (BOS) 11:30 a.m. 2:45 p.m. B737
WN5806 Chicago (MDW) Boston (BOS) 4:20 p.m. 10:15 p.m. B738
WN9056 Chicago (MDW) Boston (BOS) None None B738
AK1087 Chicago (MDW) Boston (BOS) 11:05 a.m. 12:50 p.m.
FL1821 Chicago (MDW) Boston (BOS) 7:10 a.m. 7:50 a.m.