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Cheap flights from Chicago to Boston (CHI - BOS)

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The best prices from Chicago to Boston are usually found in February or September, booked 60 days in advance, depart on a Saturday or Wednesday and return on a Saturday

CHI - BOS
Price
$144 - $219
BOS
Temperature
39.2 - 84.2 °F
BOS
Rainfall
2.8 - 3.9 inches
Popular in July High demand for flights, 19% potential price rise
Cheapest in February Best time to find cheap flights, 18% potential price drop
Average price $191 Average for round-trip flights in April 2020
Round-trip from $144 From Chicago to Boston

Cheap flights from Chicago to Boston in April 2020

The best prices found for ORD to BOS flights for April
23 Apr - 28 Apr
$33pp
ORD
Chicago O'Hare Intl
Spirit Airlines
Non-Stop
BOS
Boston Logan Intl
BOS
Boston Logan Intl
Spirit Airlines
Non-Stop
ORD
Chicago O'Hare Intl
22 Apr - 29 Apr
$35pp
ORD
Chicago O'Hare Intl
Spirit Airlines
Non-Stop
BOS
Boston Logan Intl
BOS
Boston Logan Intl
Spirit Airlines
Non-Stop
ORD
Chicago O'Hare Intl
24 Apr - 27 Apr
$38pp
ORD
Chicago O'Hare Intl
Spirit Airlines
Non-Stop
BOS
Boston Logan Intl
BOS
Boston Logan Intl
Spirit Airlines
Non-Stop
ORD
Chicago O'Hare Intl

Chicago to Boston 2020 flight deals

Cheap flights to Boston from Chicago found for this year
4 Jun - 8 Jun
$28pp
ORD
Chicago O'Hare Intl
Spirit Airlines
Non-Stop
BOS
Boston Logan Intl
BOS
Boston Logan Intl
Spirit Airlines
Non-Stop
ORD
Chicago O'Hare Intl
15 May - 18 May
$30pp
ORD
Chicago O'Hare Intl
Spirit Airlines
Non-Stop
BOS
Boston Logan Intl
BOS
Boston Logan Intl
Spirit Airlines
Non-Stop
ORD
Chicago O'Hare Intl
5 May - 10 May
$33pp
ORD
Chicago O'Hare Intl
Spirit Airlines
Non-Stop
BOS
Boston Logan Intl
BOS
Boston Logan Intl
Spirit Airlines
Non-Stop
ORD
Chicago O'Hare Intl

Non-stop flights to Boston from Chicago

Save time with Chicago to Boston direct flight deals
4 Jun - 8 Jun
$28pp
ORD
Chicago O'Hare Intl
Spirit Airlines
Non-Stop
BOS
Boston Logan Intl
BOS
Boston Logan Intl
Spirit Airlines
Non-Stop
ORD
Chicago O'Hare Intl
15 May - 18 May
$30pp
ORD
Chicago O'Hare Intl
Spirit Airlines
Non-Stop
BOS
Boston Logan Intl
BOS
Boston Logan Intl
Spirit Airlines
Non-Stop
ORD
Chicago O'Hare Intl
23 Apr - 28 Apr
$33pp
ORD
Chicago O'Hare Intl
Spirit Airlines
Non-Stop
BOS
Boston Logan Intl
BOS
Boston Logan Intl
Spirit Airlines
Non-Stop
ORD
Chicago O'Hare Intl

Last minute flights from Chicago to Boston

Late deals on round-trip flights to Boston from Chicago, departing today and this week
4 Apr - 30 Apr
$46pp
ORD
Chicago O'Hare Intl
Multiple Airlines
Non-Stop
BOS
Boston Logan Intl
BOS
Boston Logan Intl
Multiple Airlines
Non-Stop
ORD
Chicago O'Hare Intl
3 Apr - 3 May
$47pp
ORD
Chicago O'Hare Intl
Spirit Airlines
 
1 STOP
BOS
Boston Logan Intl
BOS
Boston Logan Intl
Spirit Airlines
Non-Stop
ORD
Chicago O'Hare Intl
9 Apr - 12 Apr
$50pp
ORD
Chicago O'Hare Intl
Spirit Airlines
 
1 STOP
BOS
Boston Logan Intl
BOS
Boston Logan Intl
Spirit Airlines
 
1 STOP
ORD
Chicago O'Hare Intl

One-way flights to Boston from Chicago

The cheapest one-way flights from Chicago to Boston
6:00 am - 9:25 am
Major Airline
Nonstop
2h 25m
ORD - BOS
Major Airline
$26
StudentUniverse
4:00 am - 7:29 am
Delta
Nonstop
2h 29m
ORD - BOS
Delta
$45
Delta
1:00 pm - 4:33 pm
Spirit Airlines
Nonstop
2h 33m
ORD - BOS
Spirit Airlines
$58
FlyFar

Alternative routes for Chicago to Boston

Destination information for Boston

Things to know before you go. Useful info for your trip from Chicago to Boston
Flight duration
2h 41m
Average temperature for April in Boston
59.0 °F
Avg rainfall for April in Boston
3.7 ″

Airports servicing Chicago

Chicago-O'Hare Intl (ORD)
Rockford (RFD)

Airports servicing Boston

Weekly flight availability
from Chicago to Boston
Sunday
47 daily flights
Monday
64 daily flights
Tuesday
61 daily flights
Wednesday
52 daily flights
Thursday
68 daily flights
Friday
60 daily flights
Saturday
28 daily flights

Related info for your journey

Useful info, stats and facts about Chicago to Boston flights.

Flight FAQs

From Chicago to Boston

Are flight prices decreasing from Chicago to Boston due to COVID-19 (coronavirus)?

At this time, Cheapflights has noticed price decreases for many domestic flights due to COVID-19. Travel is not necessarily recommended at this time, and flights may be prone to cancellation: please check with local authorities in both Chicago and Boston for travel alerts, and be sure to review the airline's cancellation policy and travel advisories before booking. For more information, please view our post on what to know about COVID-19 (coronavirus) and travel.

Can I find flights from Chicago to Boston for under $100 on Cheapflights?

Yes, there are multiple flights from Chicago to Boston for under $100. The cheapest flight booked recently is on Spirit Airlines for just $33, but on average you can expect to pay $35.

Are there nonstop flights from Chicago to Boston for under $100 on Cheapflights?

Cheapflights has 3 direct flights from Chicago to Boston under $100. A good price for a nonstop flight from Chicago to Boston is less than $35.

Are there last-minute flights available from Chicago to Boston for under $100?

There are currently just 3 open flights from Chicago to Boston within the next 7 days for less than $100.

What days are nonstop flights available from Chicago to Boston?

Nonstop flights can be found on the following days: Sunday, Monday, Tuesday, Wednesday, Thursday, Friday, Saturday.

How popular is this flight route?

Flights from Chicago to Boston Logan Intl have been viewed 159 times in the past calendar month.

What percent of flights are delayed?

When booking remember that flights Chicago to Boston are typically delayed by 60min. so prepare as needed.

What is the cheapest airline for this route?

While looking for the best option consider American Airlines Inc., our data currently shows that they have the cheapest flight available for the flight path. When traveling from Chicago to Boston, generally 206 flights depart for this route daily.

How long does the flight from Chicago to Boston take?

Your journey will take you approximately 3 hours. Your flight will cover a distance of about 536 miles.

How many flights depart from Chicago to Boston on average per day?

172 flight departures from Chicago to Boston Logan Intl per day on average.
Early Morning (Midnight to 6am) - 5% of flight departures
Morning (6am - Noon) - 40% of flight departures
Afternoon (Noon - 6pm) - 37% of flight departures
Evening (6pm - Midnight) - 18% of flight departures

Is Chicago weather warmer or cooler than Boston?

We forecast the temperature to be around the 84 °F's in July, on average. The temperature in Boston is generally the same as in Chicago. Book flights in a timely manner in correlation to your departure date.