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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: Jul 24, 2016 12:58 AM

Popular flights from Chicago to Boston Last modified: Jul 24, 2016 12:58 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.

United
CHIBOS
Sat 9/10
nonstop
BOSCHI
Tue 9/13
nonstop
$77
Select
United
CHIBOS
Sat 9/10
nonstop
BOSCHI
Sat 9/17
nonstop
$77
Select
United
CHIBOS
Wed 9/14
nonstop
BOSCHI
Sat 9/17
nonstop
$77
Select
United
CHIBOS
Tue 9/20
nonstop
BOSCHI
Sat 9/24
nonstop
$77
Select
United
CHIBOS
Tue 10/4
nonstop
BOSCHI
Sat 10/22
nonstop
$77
Select
Spirit
CHIBOS
Wed 9/7
nonstop
BOSCHI
Tue 9/13
nonstop
$87
Select
Spirit
CHIBOS
Wed 9/7
nonstop
BOSCHI
Wed 9/14
nonstop
$87
Select
Spirit
CHIBOS
Wed 9/7
nonstop
BOSCHI
Wed 9/21
nonstop
$87
Select
Spirit
CHIBOS
Thu 9/8
nonstop
BOSCHI
Tue 9/13
nonstop
$87
Select
Spirit
CHIBOS
Thu 9/8
nonstop
BOSCHI
Wed 9/14
nonstop
$87
Select
American
CHIBOS
Sun 9/25
nonstop
BOSCHI
Thu 9/29
nonstop
$117
Select
JetBlue
CHIBOS
Wed 9/7
nonstop
BOSCHI
Sat 9/10
nonstop
$187
Select
JetBlue
CHIBOS
Wed 9/7
nonstop
BOSCHI
Mon 9/12
nonstop
$187
Select
JetBlue
CHIBOS
Wed 9/7
nonstop
BOSCHI
Tue 9/13
nonstop
$187
Select
JetBlue
CHIBOS
Wed 9/7
nonstop
BOSCHI
Wed 9/14
nonstop
$187
Select
JetBlue
CHIBOS
Thu 9/8
nonstop
BOSCHI
Sat 9/10
nonstop
$187
Select
Alaska
CHIBOS
Sat 11/19
1 stop
BOSCHI
Mon 11/28
1 stop
$2,058
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 $87.

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 $177 $320
7-14 days $187 $297
14-21 days $177 $267
21-30 days $97 $267
30-60 days $77 $219
60-90 days $77 $239
90+ days $77 $219

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 $77 $77 $87 $107 $77 $97

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
July Chicago Boston United 7/26/16 8/2/16 0 $177
August Chicago Boston United 8/22/16 8/31/16 0 $97
September Chicago Boston United 9/10/16 9/13/16 0 $77
October Chicago Boston United 10/4/16 10/22/16 0 $77
November Chicago Boston United 11/1/16 11/8/16 0 $77
December Chicago Boston United 12/31/16 1/17/17 0 $197
January Chicago Boston JetBlue 1/19/17 1/22/17 0 $197
February Chicago Boston United 2/10/17 2/12/17 0 $197

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
24 25 26 27 28 29 30
$217
31 1 2 3 4 5 6
$217 $263
7 8 9 10 11 12 13
$263 $197
14 15 16 17 18 19 20
$197 $147
21 22 23 24 25 26 27
$147 $157
28 29 30 31 1 2 3
$157

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 $237.

The average price for non-stop flights from Chicago to Boston is $117.

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 11 10 11 10 11 9 11 06:00 20:30
JetBlue 4 4 4 4 4 2 4 07:10 19:15
Spirit 1 1 1 1 1 1 1 14:04 14:04
United 9 9 9 9 9 5 8 06:05 21:05

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 21 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 155 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

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, Spirit, United $77
Chicago to Providence American, United $187
Chicago to Manchester American, United $187
Chicago to Newark American, JetBlue, United $117
Chicago to Washington American, Alaska, JetBlue, Frontier, United $77
Chicago to Orlando American, JetBlue, Frontier, Spirit, United $97
Chicago to Hartford American, United $328
Chicago to Las Vegas American, Alaska, Frontier, Spirit, United, Virgin America $136
Chicago to Los Angeles American, Alaska, Frontier, Spirit, United, Virgin America $81
Chicago to Philadelphia American, Alaska, JetBlue, Frontier, United $112
Chicago to Atlanta American, Alaska, Frontier, Spirit, United $77
Chicago to Portland American, JetBlue, United $224

Cheap International Flights from Chicago - CHI

FlightsAirlineLowest Price
Chicago to Toronto Air Choice One, American, Air Canada, Alaska, JetBlue, Porter, United, WestJet $226

Cheap Domestic Flights to Boston - BOS

FlightsAirlineLowest Price
Indianapolis to Boston American, Alaska, United $177
Milwaukee to Boston American, Alaska, United $164
Madison to Boston American, Alaska, United $325
Green Bay to Boston American, United $372
Moline to Boston American, United $250
Lansing to Boston American, Alaska, United $255
Appleton to Boston United $372
Grand Rapids to Boston American, Alaska, United $210
Kalamazoo to Boston American, United $315
Peoria to Boston American, United $250
Bloomington - Normal to Boston American $244
South Bend to Boston United $403
Champaign to Boston American $300
Ft Wayne to Boston American, Alaska, United $366
Dubuque to Boston American $330
Springfield to Boston American, United $250
Toledo to Boston American $274
Cheap Flights from Chicago to Boston, MA, United States, from $77 Round trip from CHI to BOS