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Route details
1366 km
Distance
Airports
DPA
52km
ORD
25km
PWK
35km
Select dates to see flight prices to Chicago
Pick your travel dates to get the cheapest live flight prices to Chicago:
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Trip Period
Weekend trip
November
2026
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Flight prices from Boston to Chicago
Typically the return flight from Boston to Chicago costs about that much:
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Average price
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Expensive
We donβt 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 donβt have data for this route yet. Try searching different months by clicking on them below and get a feeling of when itβs best to fly for you.
Is Chicago an expensive destination?
We have compared flights from Boston to Chicago with other routes:
Not enough data
Price per kilometer: -- Β£ / km
Unfortunately we donβt yet have enough data for this route to tell if itβs expensive or not.
Direct flights from Boston to Chicago
We could not found any direct flights to Chicago, if you are flying from Boston. Perhaps try selecting a different origin or search for direct flights to the whole country (USA).
Not enought data yet
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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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.
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Bus~55 min.
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Train--
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Shuttle~25 min.
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Subway~45 min.
Chicago Executive Airport (PWK)
35 km from Chicago city center.
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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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Subway~20 min.
Chicago Merrill C Meigs (CGX)
3 km from Chicago city center.
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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.
FAQ
Flying from Boston to Chicago? Here are some useful things to know:
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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.
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How far is it to fly between Boston and Chicago?
A passenger flying direct from Boston to Chicago will travel around 1366 km.
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How long does it take to travel from Boston to Chicago?
You should expect a flight time of around βh NaNm β -βh NaNm.
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Is there a direct connection between Boston and Chicago?
No, there are no direct flights to Chicago if you are flying from Boston.
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 godzinΔ za Boston, gdzie teraz jest 17:49
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17:49 (EST -5)Time in Chicago right now
Currency and exchange rate
100 United States Dollar equals 74.61 British Pound Sterling. 100 British Pound Sterling equals 134.03 United States Dollar.
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$100 = Β£74.61Exchange rate
Safety
Some areas of Chicago might be sketchyΒ³. Consider a moderate level of caution.
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Be careful
Air Quality
Chicago generally has a low level of air pollutionβ΄.
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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