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Flight Deals (Round-trip)
Route Details
United Airlines
ORDBOS
15 Aug - 18 Aug
Direct, 2h 30m
$128
8 days ago
United Airlines
ORDBOS
15 Aug - 18 Aug
Direct, 2h 30m
$128
8 days ago
United Airlines
ORDBOS
15 Aug - 18 Aug
Direct, 2h 30m
$128
8 days ago
Flight prices from Chicago to Boston
Typically the return flight from Chicago to Boston costs about that much:
~$128
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Cheap
$128
Average price
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Expensive
Our users typically choose flights from Chicago to Boston within this price range. If you come across prices over $128, they are likely to be more expensive than usual. To find cheap flights at the best price, we recommend searching early, using our flexible dates feature.
Lars
Founder, CEO
We don't have much price data on this route, so $128 is an average estimation.
If you are flexible, it’s worth using the flexible dates feature to check multiple dates. You could possibly save a lot.
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Flight examples
Here are different examples (return flights) for those prices:
United Airlines
In a month
ORD
BOS
Direct, 2h 30m
$128
8 days ago
1366 km
Distance
2h 30m
Duration
Which is the cheapest month to fly to Boston?
Here are approximate min and max prices for Chicago to Boston flight (one-way) at the moment:
We have analyzed the prices and it seems that January might be the cheapest month to go, with approximate prices from $140 to $140. Meanwhile, the most expensive month will probably be January with a price range of $140 – $140.
Lars
Founder, CEO
Based on our estimations, the cheapest month is likely to be January. Did you know that you can search for a whole month? Try it.
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Is Boston an expensive destination?
We have compared flights from Chicago to Boston with other routes:
Cheap
Price per kilometer: 0.09 $ / km
Flight prices to Boston ($128 – $128) are pretty cheap compared to other destinations.
Select dates to search flights to Boston
Pick your travel dates to get the cheapest live flight prices to Boston:
Specific Dates
Flexible Dates
Trip Period
Weekend trip
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2025
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Recently found flights
Return
One-Way
15 Aug (Fri) - 18 Aug (Mon)15 Aug (Fri) + nights
20:48
ORDDirect
23:18
BOS00:20
BOSDirect
03:12
ORD$128
Found 8 days ago
Direct flights from Chicago to Boston
We could not found any direct flights to Boston, if you are flying from Chicago. Perhaps try selecting a different origin or search for direct flights to the whole country (USA).
Not enought data yet
Lars
Founder, CEO
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Airports in Boston and Chicago
Boston has 1 airport and Chicago has 2 airports.
Boston
Chicago
General Edward Lawrence Logan International Airport (BOS)
4 km from Boston city center.
🚕
Taxi~10 Min.
🚌
Bus~25 Min.
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Train--
🚍
Shuttle~10 Min.
🚇
Subway~10 Min.
Which airport in Boston is better?
The closest airport to Boston city center is General Edward Lawrence Logan International Airport (BOS) with 4 km distance. The quickest way to get to city center is to take a bus from General Edward Lawrence Logan International Airport (BOS), trip will take 25 min.
Lars
Founder, CEO
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Where to stay in Boston
Find the right accommodation in Boston with Avionero:
8.8
The College Club of Boston
44 Commonwealth Avenue
WiFi • Multilingual Staff • Hair Dryer • Air Conditioned
9.0
Mandarin Oriental Boston
776 Boylston Street
WiFi • Parking • 24-Hour Reception • Fitness Room/Gym • Airport shuttle
8.4
Boston Marriott Long Wharf
296 State Street
Parking • 24-Hour Reception • Swimming pool • Fitness Room/Gym • Elevator / Lift
8.0
DoubleTree by Hilton Hotel Boston Bayside
240 Mount Vernon Street
WiFi • 24-Hour Reception • Airport shuttle • Elevator / Lift • Coffee Shop/Cafeteria
9.3
The Kendall Hotel
350 Main Street
24-Hour Reception • Elevator / Lift • Multilingual Staff • Dry Cleaning • Restaurant
Things to do in Boston
Some of the activities you can do while travelling to Boston:
1386 reviews
Boston Freedom Trail Daily Walking Tour
Historical Tours • Walking Tours • City Tours • Viator Plus
8502 reviews
Boston Duck Boat Sightseeing City Tour with Cruise Along Charles River
Day Cruises • Private and Luxury • Audio Guides • Duck Boat Tours • City Tours
1896 reviews
Tour of Historic Fenway Park, America's Most Beloved Ballpark
Private and Luxury • Cultural Tours • Historical Tours • Walking Tours
1674 reviews
Boston Ghosts and Gravestones Trolley Tour
Night Tours • Ghost & Vampire Tours • Trolley Tours • Unique Experiences • Excellent Quality
4165 reviews
Boston Hop-On Hop-Off Trolley Tour with 14 Stops
Historical Tours • Hop on Hop Off • Trolley Tours • Excellent Quality
2151 reviews
Martha's Vineyard Daytrip from Boston with Round-Trip Ferry & Island Tour Option
Day Trips • Full-day Tours • Bus Tours • Private and Luxury • Likely to Sell Out
1495 reviews
Boston Tea Party Ships & Museum Admission
Museum Tickets & Passes • Historical Tours • Skip-the-Line Tours • Attractions & Museums • Likely to Sell Out
Planning a trip from Chicago to Boston? Check the weather
15 Days Weather Forecast
Here’s how the weather in Boston looks currently:
Sat, 19 July
☀️
+84°F
Clear sky
6 m/s
37 %
Sun, 20 July
🌦
+88°F
Rain
6 m/s
51 %
Mon, 21 July
🌦
+75°F
Rain
4 m/s
48 %
Tue, 22 July
☀️
+70°F
Clear sky
5 m/s
44 %
Wed, 23 July
☁️
+79°F
Broken clouds
6 m/s
41 %
Thu, 24 July
🌦
+84°F
Rain
7 m/s
45 %
Fri, 25 July
🌦
+72°F
Rain
4 m/s
98 %
Sat, 26 July
☀️
+86°F
Clear sky
2 m/s
45 %
Sun, 27 July
☁️
+73°F
Broken clouds
4 m/s
69 %
Mon, 28 July
☁️
+75°F
Broken clouds
3 m/s
67 %
Tue, 29 July
🌦
+82°F
Rain
5 m/s
56 %
Wed, 30 July
🌦
+77°F
Rain
3 m/s
62 %
Thu, 31 July
🌦
+79°F
Rain
4 m/s
60 %
Fri, 01 August
🌦
+73°F
Rain
3 m/s
64 %
Sat, 02 August
⛅️
+79°F
Few clouds
4 m/s
51 %
Monthly weather
Planning a trip and want to know what the weather in Boston will be like?
Boston in JanuaryBoston in FebruaryBoston in MarchBoston in AprilBoston in MayBoston in June
Boston in JulyBoston in AugustBoston in SeptemberBoston in OctoberBoston in NovemberBoston in December
Still thinking when to go? Read when is the best time to visit Boston.
CO₂-e emission on the Chicago – Boston route
Here are typical CO₂-e emissions on a return flight to Boston:
427 kg427 kg427 kg
From 427 kg to 427 kg is the approximate amount of CO₂ equivalents emitted on the Chicago to Boston route. The exact figure depends on the number of stops, the type of airplane and its capacity.
🌳
21 - 21 trees
are needed to absorb those emissions (approximation, source: Climate Neutral Group)
Offset CO2-e emission on Chicago – Boston flight
To reduce your own impact from flying to Boston, you can also compensate for it. This means that you sponsor projects that reduce the amount of carbon dioxide in the atmosphere by the same estimated amount that your flight emits:
Renewable Energy
Reforrestation
Solar energy in IndiaRead more on KlimatKompensera
FAQ
Flying from Chicago to Boston? Here are some useful things to know:
🛬
What airports does Boston has?
There are 1 of airport in Boston: General Edward Lawrence Logan International Airport. The closest one is General Edward Lawrence Logan International Airport which is 4 km away.
✈️
How far is it to fly between Chicago and Boston?
A passenger flying direct from Chicago to Boston will travel around 1366 km.
⏰
How long does it take to travel from Chicago to Boston?
You should expect a flight time of around 1h 15m – 2h 38m.
💵
How much does it cost to fly from Chicago to Boston?
Typically a return flight from Chicago to Boston costs $64 – $135.
🌤️
What’s the weather like in Boston?
On average you could expect +28°F in January to +77°F in July. Currently, it is Clear sky and +84°F in Boston.
🛬
Is there a direct connection between Chicago and Boston?
No, there are no direct flights to Boston if you are flying from Chicago.
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 Boston.
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.
What our users are saying
An outstanding travel site to find both interesting destinations as well as the lowest prices. I know of no other site that has that range of rflygesor world wide.
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Very flexible and easy to use. Avionero has great flexibility and I like the fact that you can search based on preferences, even when you're not sure where you wanna travel to.
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Avionero makes travel planning easier! Finding flights between unusal travel destinations is a part of my work and that has been a problem previously.
Magnus Bråth on
The most flexible travel search I have tried, and gives really relevant results. I like the user experience, very intuitive.
Hikmet Akgüc on
Best flights comparison site, good prices and very helpful suggestions.
Patric Blixt on
Easy to use interface with a lot of options around flexibility. Avionero shines when you not really certain when or where you like to go.
Frequent flyer on
Will be using this to search for cheaper flights, I've been using Skyscanner which doesn't store previous searches in session for me to go back to.
Vic on 
