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Did you mean flights from Boston to Chicago?

Cheap Flights from Chicago to Boston, MA, United States - CHI to BOS Last modified: Aug 25, 2016 12:46 AM

Popular flights from Chicago to Boston Last modified: Aug 25, 2016 12:46 AM

We’ve got the inside scoop on finding the best time to fly for the best price. Not sure when to travel for your next vacation? Find details below on when-to-fly and when-to-buy.

American
CHIBOS
Sat 10/29
nonstop
BOSCHI
Wed 11/9
nonstop
$77
Select
United
CHIBOS
Wed 10/12
nonstop
BOSCHI
Wed 10/19
nonstop
$77
Select
Spirit
CHIBOS
Thu 10/13
nonstop
BOSCHI
Tue 10/18
nonstop
$86
Select
JetBlue
CHIBOS
Wed 9/7
nonstop
BOSCHI
Tue 9/13
nonstop
$177
Select
JetBlue
CHIBOS
Wed 9/7
nonstop
BOSCHI
Wed 9/21
nonstop
$177
Select
JetBlue
CHIBOS
Thu 9/8
nonstop
BOSCHI
Wed 9/14
nonstop
$177
Select
JetBlue
CHIBOS
Thu 9/8
nonstop
BOSCHI
Tue 9/13
nonstop
$177
Select
JetBlue
CHIBOS
Thu 9/8
nonstop
BOSCHI
Sat 9/10
nonstop
$177
Select
Alaska
CHIBOS
Sun 11/20
1 stop
BOSCHI
Thu 11/24
1 stop
$742
Select

How Much Does it Cost to Fly from Chicago to Boston (CHI to BOS)?

We have collected flight cost data from across the web for travel from Chicago to Boston, and have found the average flight price for this trip to be $92.

When Can I Buy the Cheapest Flight from Chicago to Boston (CHI to BOS)?

Airlines can adjust prices for plane tickets from Chicago to Boston based on the day and time that you decide to book your flight. We have collected data from all airlines, and have discovered that the best days to book flights are Tuesdays, Wednesdays, and Saturdays. Read our article to find more information about the best time to buy airline tickets.

How far in advance should you book flights from Chicago to Boston

The chart below shows up-to-date information regarding how far in advance a flight from Chicago to Boston should be booked.

Non Stop versus 1-Stop
Advanced PurchaseNon StopOne Stop
< 7 days $117 $262
7-14 days $97 $229
14-21 days $87 $190
21-30 days $87 $175
30-60 days $77 $175
60-90 days $77 $175
90+ days $177 $237

Cheapest Day To Fly from Chicago to Boston

The chart below shows up-to-date information regarding the cheapest days to fly from Chicago to Boston.

Monday Tuesday Wednesday Thursday Friday Saturday Sunday
$87 $87 $77 $86 $107 $77 $117

Lowest Fares Chart By Month from Chicago to Boston

The chart below shows the lowest fare by month when flying from Chicago to Boston.

Month Origin Destination Carrier Depart Date Return Date Stops Price
August Chicago Boston Spirit 8/31/16 9/7/16 0 $117
September Chicago Boston Spirit 9/14/16 9/17/16 0 $87
October Chicago Boston American 10/29/16 11/9/16 0 $77
November Chicago Boston Spirit 11/1/16 11/2/16 0 $87
December Chicago Boston American 12/1/16 12/5/16 0 $177
January Chicago Boston American 1/7/17 1/12/17 0 $177
February Chicago Boston American 2/2/17 2/6/17 0 $177
March Chicago Boston American 3/2/17 3/6/17 0 $177

Cheapest Weekend Non-Stop Flights for the Next 30 Days from Chicago to Boston

If you're ready to take a trip in the next 30 days and want to fly on the weekend, you might be wondering which weekend is the cheapest to fly. The chart below shows up-to-date data regarding weekend flight prices from Chicago to Boston.

Next 30 Days

SunMonTueWedThuFriSat
28 29 30 31 1 2 3
$147
4 5 6 7 8 9 10
$147 $107
11 12 13 14 15 16 17
$107 $87
18 19 20 21 22 23 24
$87 $87
25 26 27 28 29 30 1
$87 $87
2 3 4 5 6 7 8
$87

Non-Stop vs Connecting Flights from Chicago to Boston (CHI to BOS)

Your Chicago to Boston flight can be significantly cheaper by choosing a multi-stop airline ticket. Although these connecting flights sacrifice some convenience, on average, travelers save 20%-60% when they choose to fly multi-stop versus a direct flight.

The average price for connecting flights from Chicago to Boston is $337.

The average price for non-stop flights from Chicago to Boston is $113.

The chart below shows up to date information regarding non-stop flights from Chicago to Boston.

Nonstop Flight Details from Chicago to Boston
CarrierMonTueWedThuFriSatSunEarliest FlightLatest Flight
American 10 9 9 10 10 8 10 06:00 20:30
JetBlue 3 3 3 3 3 2 3 10:24 19:15
Spirit 1 1 1 1 1 1 1 13:57 13:57
United 9 9 9 8 9 5 9 06:05 21:25

Chicago to Boston Flight Questions

Below are some common questions that asked about this flight route:

Question: How long is a direct flight from Chicago to Boston?
Answer: The average Chicago to Boston flight time is 2 hours and 20 minutes.
Question: How many miles are there between Chicago and Boston?
Answer: The distance from Chicago to Boston is 864 miles.
Question: How common are direct flights from Chicago to Boston?
Answer: There are 151 direct flights from Chicago to Boston.
Question: What is the most popular airline for non-stop flights from Chicago to Boston?
Answer: American Airlines provides 43% of the non-stop flights between Chicago and Boston.
Question: What are the most popular connecting cities when flying from Chicago to Boston?
Answer: Atlanta, GA

Airlines Flying from Chicago to Boston (CHI to BOS) Number of flights searched: 206Last modified: Aug 25, 2016 12:46 AM

Below are the different airlines that fly from Chicago to Boston with the average price of their plane tickets. Just remember that different airlines offer different levels of comfort and service, so consider convenience when choosing your airline.

Below is the full flight schedule summary of the next 30 days for flights from Chicago to Boston.

Chicago to Boston
Airline Connections Mon Tue Wed Thu Fri Sat Sun
American - X X X X X X X
American PHL X
JetBlue - X X X X X X X
JetBlue JFK X X X X X X X
Delta MSP X X X X X X X
Spirit - X X X X X X X
United - X X X X X X X
United IAD X X X X X X X
Southwest - X X X X X X X
Southwest IND X X X X X X X

Airports for Your Route

These pages contain information about the major airports in Chicago and Boston, so you can feel comfortable knowing how to get around whether you are about to take off or you just landed.

Cheap Domestic Flights from Chicago - CHI

FlightsAirlineLowest Price
Chicago to New York American, Alaska, JetBlue, Delta, Spirit, United $77
Chicago to Providence American, Delta, United $175
Chicago to Manchester American, Delta, United $185
Chicago to Newark American, Alaska, JetBlue, Delta, United $117
Chicago to Washington American, Alaska, JetBlue, Delta, Frontier, United $82
Chicago to Orlando American, Alaska, JetBlue, Delta, Frontier, Spirit, United $92
Chicago to Hartford American, Delta, United $307
Chicago to Las Vegas American, Alaska, Delta, Frontier, Spirit, United, Virgin America $87
Chicago to Los Angeles American, Alaska, Delta, Frontier, Spirit, United, Virgin America $81
Chicago to Philadelphia American, JetBlue, Delta, Frontier, United $97
Chicago to Atlanta American, Alaska, Delta, Frontier, Spirit, United $70
Chicago to Portland American, JetBlue, Delta, United $230

Cheap International Flights from Chicago - CHI

FlightsAirlineLowest Price
Chicago to Toronto American, Air Canada, Delta, Porter, United, WestJet $215

Cheap Domestic Flights to Boston - BOS

FlightsAirlineLowest Price
Indianapolis to Boston American, Alaska, Delta, United $177
Milwaukee to Boston American, Alaska, Delta, United $198
Madison to Boston American, Alaska, Delta, United $322
Green Bay to Boston American, Delta, United $331
Moline to Boston American, Alaska, Delta, United $256
Lansing to Boston American, Alaska, Delta, United $248
Appleton to Boston Delta, United $328
Grand Rapids to Boston American, Delta, United $213
Kalamazoo to Boston American, Delta, United $287
Peoria to Boston American, Delta, United $256
Bloomington - Normal to Boston American, Delta $244
South Bend to Boston Delta, United $284
Champaign to Boston American $271
Ft Wayne to Boston American, Delta, United $319
Dubuque to Boston American $304
Springfield to Boston American, United $256
Toledo to Boston American $248
Cheap Flights from Chicago to Boston, MA, United States, from $77 Round trip from CHI to BOS