Get more for your budget and save up to 50% off select Secret Bargain hotels
Get even more value with CheapTickets Price Guarantee!
Change your flight without a fee on select flights
Lowest round trip fares by airline from Chicago and Boston
Cheapest prices ($32 One Way, $63 Round Trip) found within past 7 days. Prices and availability subject to change. Additional terms may apply.
Fly From Chicago to Boston
Origin | Chicago |
|---|---|
Destination | Boston |
Number of Daily Flights | 71 |
Earliest Flight Departure Date | Jun 6 |
Latest Flight Departure Date | Jun 7 |
Popular Airlines | JetBlue |
On a budget? Book a flight with CheapTickets to get affordable Chicago to Boston flights with a couple of well-aimed clicks.
Flights from Chicago to Boston depart from the Chicago O'Hare International Airport (ORD), the second-largest airport in the United States. One can get from the Chicago Loop to the airport in only thirty minutes, paying an affordable taxi fare of about $30. However, in heavy traffic it is best to take the Chicago Transit Authority (CTA) bus to ORD to bypass such traffic, and you can get an unlimited pass for the day for just under $6, or pay a single ride fare for $2.25. Needless to say, taking the bus is definitely cost efficient.
After arriving safely to ORD and boarding your plane, you can relax and rest easy for just two hours and thirty minutes as you traverse over 800 miles to Boston, Massachusetts. You will arrive at the Logan International Airport (BOS), also known as the General Edward Lawrence International Airport. Boston experiences all the seasons, with winter and summer getting extreme. In the winter months, it's best to pack some winter clothes and boots because it is located so far towards the north. Of course, if you're coming from Chicago, you might already be prepared. After your arrival, you can catch a taxi or bus to your hotel immediately. Or, if you are more interested in checking out the city, you can travel by taxi to anywhere within the 5 mile radius affordably using the MBTA subways.