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Flights from Boston to Chicago
Need cheap flights from Boston to Chicago? Select dates to start a search or take a look at tips on airfares, airports, weather, and other useful information.
Route details
1366 km
Distance
Direct flights to Chicago
and 6 more airlines
Weather now
☁️
+43°F
Broken clouds
Airports
DPA
52km
ORD
25km
PWK
35km
Flight Prices
Direct Flights
Airports
Weather
FAQ
Guide
About
Other destinations
Select dates to see flight prices to Chicago
Pick your travel dates to get the cheapest live flight prices to Chicago:
Specific Dates
Flexible Dates
Trip Period
Weekend trip
November
2026
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December
2026
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Flight prices from Boston to Chicago
Typically the return flight from Boston to Chicago costs about that much:
From:
Stockholm
Frankfurt
Munich
Berlin
No data yet
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Cheap
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Average price
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Expensive
We don’t have sufficient data yet to display price ranges. Make a search to get live prices instead.
Which is the cheapest month to fly to Chicago?
Here are approximate min and max prices for Boston to Chicago flight (one-way) at the moment:
We don’t have data for this route yet. Try searching different months by clicking on them below and get a feeling of when it’s best to fly for you.
Is Chicago an expensive destination?
We have compared flights from Boston to Chicago with other routes:
Not enough data
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$ / km
Price per kilometer
Unfortunately we don’t yet have enough data for this route to tell if it’s expensive or not.
Direct flights from Boston to Chicago
There are 10 airlines that fly directly from Boston to Chicago: American Airlines, Air Canada, Air France, Air India, Alaska Airlines, AVIANCA, Finnair, , JetBlue Airways, British Airways if you are departing from Boston. Most airlines that have direct connections are departing from General Edward Lawrence Logan International Airport. Most airlines arrive to Chicago O'Hare International Airport. Most flights depart on Friday, Thursday.
Airlines that have direct flights from Boston to Chicago
American Airlines
BOS
ORD
SU
MO
TU
WE
TH
FR
SA
Alaska Airlines
BOS
ORD
SU
MO
TU
WE
TH
FR
SA
BOS
ORD
SU
MO
TU
WE
TH
FR
SA
JetBlue Airways
BOS
ORD
SU
MO
TU
WE
TH
FR
SA
The above ratings are provided by Trustpilot.
Airlines that have connecting flights from Boston to Chicago
There are 8 other airlines that fly from Boston to Chicago, including Hawaiian Airlines, Frontier Airlines, United Airlines, Delta Air Lines and others.
Hawaiian Airlines
Frontier Airlines
United Airlines
Delta Air Lines
American Airlines
Southwest Airlines
Airports in Chicago and Boston
Chicago has 5 airports and Boston has 1 airport.
Chicago
Boston
DuPage Airport (DPA)
52 km from Chicago city center.
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Taxi--
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Bus--
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Train--
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Shuttle--
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Subway--
Chicago O'Hare International Airport (ORD)
http://www.flychicago.com/ohare/home/pages/default.aspx25 km from Chicago city center.
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Taxi~25 min.
🚌
Bus~55 min.
🚆
Train--
🚍
Shuttle~25 min.
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Subway~45 min.
Chicago Executive Airport (PWK)
35 km from Chicago city center.
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Taxi--
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Bus--
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Train--
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Shuttle--
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Subway--
Chicago Midway International Airport (MDW)
http://www.flychicago.com/midway/14 km from Chicago city center.
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Taxi~15 min.
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Bus~35 min.
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Train--
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Shuttle--
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Subway~20 min.
Chicago Merrill C Meigs (CGX)
3 km from Chicago city center.
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Taxi--
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Bus--
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Train--
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Shuttle--
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Subway--
Which airport in Chicago is better?
The closest airport to Chicago city center is Chicago Merrill C Meigs (CGX) with 3 km distance. The quickest way to get to city center is to take a bus from Chicago O'Hare International Airport (ORD), trip will take 55 min. Most airlines like American Airlines, Air Canada, Air France, Air India, Alaska Airlines, AVIANCA, Finnair, , JetBlue Airways, British Airways with direct flights are flying to Chicago O'Hare International Airport (ORD).
Planning a trip from Boston to Chicago? Check the weather
9 Days Weather Forecast
Here’s how the weather in Chicago looks currently:
Today, 11 November
+43°F
☁️
Broken clouds
2 m/s
89 %
Thu, 12 November
+41°F
🌧
Shower rain
10 m/s
83 %
Fri, 13 November
+36°F
☁️
Scattered clouds
5 m/s
73 %
Sat, 14 November
+32°F
☀️
Clear sky
3 m/s
85 %
Sun, 15 November
+34°F
⛅️
Few clouds
1 m/s
87 %
Mon, 16 November
+36°F
⛅️
Few clouds
2 m/s
88 %
Tue, 17 November
+37°F
☀️
Clear sky
2 m/s
82 %
Wed, 18 November
+39°F
⛅️
Few clouds
3 m/s
81 %
Thu, 19 November
+41°F
☁️
Broken clouds
3 m/s
80 %
FAQ
Flying from Boston to Chicago? Here are some useful things to know:
🛬
What airports does Chicago has?
There are 5 of airports in Chicago: DuPage Airport, Chicago O'Hare International Airport, Chicago Executive Airport, Chicago Midway International Airport, Chicago Merrill C Meigs. The closest one is Chicago Merrill C Meigs which is 3 km away.
✈️
How far is it to fly between Boston and Chicago?
A passenger flying direct from Boston to Chicago will travel around 1366 km.
⏰
How long does it take to travel from Boston to Chicago?
You should expect a flight time of around ∞h NaNm – -∞h NaNm.
🌤️
What’s the weather like in Chicago?
On average you could expect +25°F in January to +75°F in July. Currently, it is Broken clouds and +43°F in Chicago.
🛬
Is there a direct connection between Boston and Chicago?
Yes, there are direct flights from Boston to Chicago. You can fly to Chicago 7 days a week: Friday, Thursday, Saturday, Wednesday, Tuesday, Monday, Sunday.
🛬
Which airlines offer direct flights from Boston to Chicago?
Here are the airlines that have direct connections from Boston to Chicago: American Airlines, Air Canada, Air France, Air India, Alaska Airlines, AVIANCA, Finnair, , JetBlue Airways, British Airways.
Chicago guide
Chicago themes
This is what Chicago is known for:
Location
Chicago is located in USA, 1366 km away from Boston:
Chicago time zone
Chicago jest o 1 godzinę za Boston, gdzie teraz jest 23:00
🕒
23:00 (EST -5)Time in Chicago right now
Currency and exchange rate
Both Boston and Chicago have the same currency: United States Dollar.
🤑
$1Exchange rate
Visa to USA
No visa is required for US citizens. Allowed stay is - days¹.
✅
Visa-freeFor US citizens
Language in USA
Official language in USA is English. People knowledge of English is native/fluent².
English
Official language
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Knowledge of English
Safety
Some areas of Chicago might be sketchy³. Consider a moderate level of caution.
😳
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🤔
😃
😇
Be careful
Air Quality
Chicago generally has a low level of air pollution⁴.
Air pollution: low
Chicago pros and cons
About Avionero
Avionero is a Swedish travel planning startup located in Malmo, founded by Lars Kristensson and Anton Tyulenev.
Using our smart AI Search engine, we combine millions of flight, hotel, and activity options for your trip to Chicago.
Read more about the company.
4 things to know about Avionero:
We provide the most flexible search
We have the largest inventory of flights
We are not the sellers, but aggregators of flights, hotels & activities
We do not track you to raise prices
Read more about our features.
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