The prices shown on this page were available within the last 20 days for the specified periods and should not be considered the final price offered. Please note that availability and prices are subject to change.

Cheapest time to fly from Chicago to Boston

If you’re planning to fly this route soon, keep in mind that the lowest fares are usually available at the beginning of December. Take advantage of this period to save on your flight tickets and make the most of your trip. Please note that prices may change after your search.

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week: 7 Dec - 13 Dec

Flights from just £79

£163

£112

£85

£153

£169

£79

£84

£97

£134

£97

£125

£108

NovemberDecemberJanuary

Flight Duration2 h and 27 mFlights between Chicago and Boston take, on average, 2 h and 27 m minutes, but the time can vary according to other factors

Cheapest flight£80Cheapest price for a flight between Chicago and Boston found by our customers in the last 72 hours

Destination airportLogan International AirportFor the route from Chicago to Boston

High seasonMarchAccording to search data from our customers, March is the busiest time to fly from Chicago to Boston

Airlines flying this routeAmerican AirlinesAirline(s) with flights between Chicago to Boston

One-way average Price£117The average price for a flight Chicago - Boston at Opodo is £117, based on the price of last 6 months

Best time to bookMarchAccording to real data March is the most popular time to book a flight to Boston when departing from Chicago

Distance: 854 mi

Chicago airports

O'hare International Airport (ORD)How far from city centre: 13 mi

Boston airports

Logan International Airport (BOS)How far from city centre: 3 mi

Book your Chicago to Boston flight

Search direct and connecting flights from Chicago to Boston (United States) with Opodo. When your results appear, sort them by timing or fare and book whichever option fits your plans best.

The cheapest fare booked on this route in recent days was £80, although the price you're shown will vary with your travel dates and departure times.

Flying non-stop from Chicago to Boston takes roughly 2 h and 29 m, whereas journeys with a layover will take longer.

Airports and airlines on the Chicago–Boston route

Plan your trip with confidence by checking the relevant airports and comparing the airlines that fly this route.

Departure airport: O'hare International Airport (ORD)
Arrival airport: Logan International Airport (BOS)

The weather in Boston

The best time to go may come down to the kind of weather you most enjoy. In Boston, temperatures average around 26ºC in the warmest months and roughly -4ºC in the coldest. Bear this in mind when deciding what to pack and planning time outdoors.

Highs: up to 27ºC
Lows: down to -5ºC
Hottest month: July
Coldest month: January
Driest month: February
Wettest month: March

Tips for cheaper flights from Chicago to Boston

A few ways to bring down the cost of your flight from Chicago to Boston:

Flexible dates: check fares across two or three departure days. Going a day earlier or later can make a real difference to what you pay.
Baggage allowance: see what's included in each fare before booking, so you're not stung by unexpected charges at the airport.
Airports on your route: double-check which airports you'll fly from and into, particularly if the city has more than one. It makes it easier to plan transfers and work out the full cost of getting around.

After a bigger saving? Book a Flight + Hotel package to combine the two in a single booking and unlock exclusive discounts on your stay in Boston. Adding car hire to the same booking can save you money too.

Frequently asked questions about flights from Chicago to Boston

On average, how much is the price of a flight from Chicago to Boston?

When you fly from Chicago to Boston the average price is £117. However, this price depends on many other factors such as seasonality or how far in advance the route has been booked.

How can I find cheap flights from Chicago to Boston at Opodo?

The cheapest price for a flight from Chicago to Boston is 80 £. At Opodo we use different machine learned based methodologies to find our costumers the best option available, considering airline combinations, stopovers and direct flights as well as different criteria for inbound and outbound journeys.

When is the best time to book a flight from Chicago to Boston?

The most popular months to book a flight from Chicago to Boston are July, August and January, based on the searches of our customers.

When is the best time to travel from Chicago to Boston?

The best time of the year to go to Boston when flying from Chicago depends on several preference factors like climate, seasonality and, of course, price. When it comes to popularity, June is the top 1º month to fly to Boston from Chicago in terms of searches from our customer, followed by October and September. If you prefer to avoid high peaks of turism, however, and escape a crowded period, April, May and January are the months with less volume of searchs for the route Chicago - Boston.

How long does the flight take to go from Chicago to Boston?

The total flight time between Chicago and Boston is of around 2 h and 27 m on average, considering an average distance of 854.07 mi, for both direct and indirect flights for the route (which may have 1 or more stops in other cities in between).

How is the weather in Boston compared to Chicago?

While in Chicago temperatures can reach an average of 22º ºC in summer, Boston can experience temperatures up to 22º ºC during the hot season. In winter, however, the weather shows around 0º ºC in Boston, compared to the -3º ºC average in Chicago.

Which airports have flights between Chicago and Boston?

The main airport route flying between Chicago and Boston is: O'hare International Airport (ORD) to Logan International Airport(BOS). This route is covered by the following airline(s):

Which are the airlines with flights from Chicago to Boston?

Airlines with direct flights departing from Chicago to Boston are:

American Airlines.
JetBlue Airways.

Frontier Airlines

Frontier Airlines

Plan your trip

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