CHI to BOS (Chicago to Boston) Flights

Last Minute Flights from CHI to BOS

Price found within the past 7 days for the specified period. Click for updated prices.

OriginDestinationTravel DatesFlights From*
ORDBostonJune 20 to July 1$248
*Prices include taxes and fees

Cheapest CHI to BOS Flights

Price found within the past 7 days for the specified period. Click for updated prices.

OriginDestinationTravel DatesFlights From*
RFDBostonJuly 7 to July 14$149
ORDBostonAugust 19 to August 22$149
MDWBostonJuly 11 to July 15$149
ORDBostonAugust 22 to August 31$157
ORDBostonAugust 22 to August 31$167
*Prices include taxes and fees
CHI to BOS Flight Details
Origin airport
Greater Rockford
Origin airport IATA code
RFD
Destination airport
Logan Intl.
Destination airport IATA code
BOS
Distance
922 mi

Frequently asked questions

How many flights are there from Chicago, IL (CHI-All Airports) to BOS?
Around 22 each day. If you're in a hurry to fly to Boston, see if you can nab a last-minute deal from Chicago, IL (CHI-All Airports) to Boston, MA (BOS-Logan Intl.) and then secure it pronto!
How many morning flights are there from Chicago, IL (CHI-All Airports) to BOS?
With 68 morning flights from Chicago, IL (CHI-All Airports) to BOS per week, you have a nice range of options to select from.

  • United Airlines (UA) has 20 weekly services that leave the gate before midday. The earliest one departs at 7:15AM.
  • As another option, reserve a ticket with American Airlines (AA) and leave the runway as early as 7:05AM. This carrier lists 19 morning flights every week between Chicago, IL (CHI-All Airports) and BOS.

How many afternoon flights are there from Chicago, IL (CHI-All Airports) to BOS?
With 90 afternoon and evening flights from Chicago, IL (CHI-All Airports) to BOS per week, you can forget about setting your alarm early.

  • Book an airfare with United Airlines (UA), which has 26 flights each week that jet off after noon. 12:31PM is the earliest of those flights.
  • You can also choose from the 23 afternoon and evening flights with American Airlines (AA) every week. 1:35PM is the first departure from Chicago, IL (CHI-All Airports).
  • Or else reserve a flight from 12:30PM onward with Delta Air Lines (DL). This carrier has 20 afternoon and evening flights a week.

What is the earliest departure time out of Illinois to Boston?
Fly out of Chicago, IL (CHI-All Airports) at 5:40AM and land at BOS at 7:55AM. This is the earliest service you can take on this route.
What is the latest departure time out of Illinois to Boston?
The last flight jets out from Chicago, IL (CHI-All Airports) at 9:45PM and arrives at 12:06AM at BOS. You'll have plenty of time to prepare for this flight.
What is the average price from Illinois to Boston?
On average, the most competitive price for round-trip flights from Chicago, IL (CHI-All Airports) to BOS is $149. Score your own deal by securing your seats soon. This price was available on Flights.com within the past 7 days, for flights departing within the next year. Prices and availability are subject to change. Additional terms apply.

Chicago to Boston Flights

Whether it’s for an obligation or the sake of your sanity, sometimes you need to get away. Maybe you need flights from Chicago to Boston to attend your cousin’s wedding, to pitch a business idea to your boss, or simply treat yourself to a mini vacation. Regardless of the reasons behind packing your bags and needing to find our cheapest flights from CHI to BOS, we’ve got you covered here at Flights.com.

We present you with some of the most affordable deals on airfare, so stop that Google flights search. We want you to spend less on your flight from Chicago to Boston, so you can spend more during your getaway. With Flights.com, you’ll find it simple to land airline tickets with itineraries matching your travel schedule. What’s more, we provide you with all the information you need to confidently make reservations on your family, business, or personal trip.

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