Question 1

What days are direct flights available from Chicago to Boston?

Accepted Answer

Direct flights are available for this route on the following days: Sunday, Monday, Tuesday, Wednesday, Friday, Saturday.

Question 2

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

Accepted Answer

On average 28 flights depart from Chicago to Boston per day.
Early Morning (Midnight to 6am) - 11% of flight departures
Morning (6am - Midday) - 14% of flight departures
Afternoon (Midday - 6pm) - 39% of flight departures
Evening (6pm - Midnight) - 36% of flight departures

Question 3

How long is the flight from Chicago to Boston?

Accepted Answer

Departing from Chicago to Boston will take you 2h 25m. Chicago and Boston are separated by a distance of 869 mi. Generally, flights for this route are direct.

Question 4

What are the cheapest airlines flying from Chicago to Boston round-trip?

Accepted Answer

Flying on Spirit Airlines is currently your cheapest option to Boston, with prices starting at £68. Additional return tickets that might be worth considering are offered by JetBlue and Delta, with the lowest prices starting at £91 and £99, respectively. You may be able to fly from Chicago to Boston for 65% less than the average price by searching for these airlines.

Question 5

What are the cheapest airlines to fly from Chicago to Boston one-way?

Accepted Answer

One-way options have recently been found by users for as low as £50 on JetBlue. Other airlines that offer cheap prices include Delta from £54 and United Airlines from £101 one-way.

Question 6

How recently were the Chicago to Boston flight deals updated?

Accepted Answer

The Chicago to Boston flight deals you see on this page were last updated on 26/7.

Question 7

How far ahead should I book a flight from Chicago to Boston?

Accepted Answer

Booking 75 days in advance of your planned departure date is, on average, the best time to get cheap flights from Chicago to Boston. The general trend is that the closer you book to the departure date, the more expensive your flight will be.

Question 8

What is the cheapest month to book a flight from Chicago to Boston?

Accepted Answer

Currently, November is the cheapest month in which you can book a flight from Chicago to Boston (average of £500). Flying from Chicago to Boston in July is currently the most expensive (average of £661). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

Question 9

What is the cheapest day to fly from Chicago to Boston?

Accepted Answer

Travellers seeking maximum savings on their Chicago to Boston flight should consider departing on Thursday at midday when fares are most often at their lowest. Monday mornings flights should be avoided if possible as fares are typically the most expensive at this time.

Question 10

E

Accepted Answer

In terms of precipitation, rainfall in Boston ranges from 78.0 - 101.0 inches per month. March is typically the wettest month, when rainfall can reach 101.0 mm. July is typically the driest time to visit Boston when rainfall is around 78.0 mm.

Question 11

E

Accepted Answer

If weather is an important factor for your trip to Boston, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 23.0 C. Travellers hoping to avoid the cold should look outside of January, when temperatures are typically at their lowest (around -1.0 C).

Question 12

What are the cheapest flights from Chicago to Boston?

Accepted Answer

The cheapest flight price from Chicago to Boston is £170. On average you can expect to pay £480. The most popular route, (Chicago O'Hare Intl - Boston Logan Intl), can usually be booked for £411.

Question 13

What are the most reliable airlines from Chicago to Boston?

Accepted Answer

No one likes to see their flight delayed. When booking a flight from Chicago to Boston consider choosing Etihad Airways (97%), Envoy Air (95%) or Republic Airways (93%) as they are the most reliable in getting you off to your destination on time.

Question 14

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

Accepted Answer

Yes, there are multiple flights from Chicago to Boston for under £100. The cheapest flight booked recently is on Spirit Airlines for just £68, but on average you can expect to pay £101.

Question 15

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

Accepted Answer

Cheapflights has at least 20 direct flights from Chicago to Boston under £100. A good price for a nonstop flight from Chicago to Boston is less than £117.

Question 16

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

Accepted Answer

There are currently 20+ open flights from Chicago to Boston within the next 7 days for less than £100.

Question 17

What is the cheapest day to fly round-trip from Chicago to Boston?

Accepted Answer

Departing on a Thursday is a good option for securing a great price. You can expect to save up to 5% when planning your travel around this day of the week.

Question 18

How far in advance should I book a flight from Chicago to Boston?

Accepted Answer

Travelers have found it’s best to book a flight 31 days in advance to save up to 35% compared to booking the same week of travel. As your travel date approaches, the cost of this flight route may potentially increase. While opting to book 31 days out may not be an option for all, there are still additional ways to secure a deal in the near future. You might find a flight from Chicago to Boston 1-2 weeks in advance for as low as £198, or £269 for flights within the next 24 hours.

Question 19

What is the cheapest month to fly from Chicago to Boston?

Accepted Answer

Flights from Chicago to Boston lean towards being more expensive in April. Prices are generally better when you fly from Chicago to Boston in January, with the cheapest ticket starting at £77.

Question 20

What is the cheapest time of day to fly from CHI to BOS?

Accepted Answer

When flying from Chicago to Boston, the time of day you fly usually plays a role in the price. Save by searching for a flight in the afternoon, which can drop the price by up to 35% versus a flight in the morning.

Question 21

What airport do you fly into for flights to Boston from Chicago?

Accepted Answer

Most people fly into Boston Logan Intl (BOS) if they book a flight to Boston from Chicago. On average, Logan Intl has 57 inbound flights from Chicago per day from 0 airlines. Boston Logan Intl is conveniently located just 2.6 mi from Boston’s city center.

Question 22

What does ORD to BOS mean?

Accepted Answer

Great question - ORD to BOS just means Chicago O'Hare Intl Airport to Boston Logan Intl Airport. Now you’ll know what these unique codes when you look for flights! Ready for more IATA code knowledge? These are related airports for your current travel destination: Chicago Midway Airport (MDW), Chicago Greater Rockford Airport (RFD).

Question 23

Can I find deals for flights from Chicago to Boston that include extra baggage allowance?

Accepted Answer

The amount of baggage you can bring on your Chicago to Boston flight depends on the airline and the type of fare you've chosen. After entering your flight details, you'll be able to view the specific baggage policies for each deal in the search results. Keep in mind that certain deals may offer additional baggage allowance.

Question 24

Can I find deals on flights from Chicago to Boston with specific airlines?

Accepted Answer

Yes, Cheapflights allows you to browse and filter Chicago to Boston flight deals by airline. After entering your origin and destination, use the available filters to view flights offered by airlines.

Question 25

Can I find deals for flights from Chicago to Boston that include hotel bookings?

Accepted Answer

Yes. In addition to deals on Chicago to Boston flights, Cheapflights offers holiday packages that include both flights and hotel.

Question 26

How can I find direct flights from Chicago to Boston?

Accepted Answer

After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Chicago to Boston.

Question 27

Can I find deals for business class flights from Chicago to Boston?

Accepted Answer

Yes. Cheapflights offers flight deals from Chicago to Boston by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

Question 28

Can I find deals for flights from Chicago to Boston that allow pets onboard?

Accepted Answer

Many airlines flying from Chicago to Boston offer the option to travel with pets. After selecting a flight deal, you can find more information about the airline's pet policy on their official website or by contacting the airline directly. Please note that additional fees and restrictions may apply.

Question 29

Can I find deals on last-minute flights from Chicago to Boston?

Accepted Answer

Yes, you can often find last-minute deals on Chicago to Boston flights on Cheapflights. However, these deals can vary and may not always be available. We recommend checking back frequently or signing up for price alerts for the most up-to-date deals.

Question 30

How does Cheapflights help users find flights from Chicago to Boston?

Accepted Answer

Deals for Chicago to Boston flights are sourced from 900+ travel sites when you use Cheapflights. When all flight results come back, Cheapflights lets you sort and filter flights using different criteria to choose better, like price, airport, cabin class, and plenty of other options.

Question 31

Why should you use Cheapflights to find cheap flight tickets from Chicago to Boston?

Accepted Answer

It’s simple! Cheapflights, which is free to use for everyone, saves millions of users time and money every year by helping them find the cheapest and most suitable flights from Chicago to Boston.

Question 32

Can Cheapflights find flights from Chicago to Boston with no change fees?

Accepted Answer

Cheapflights does show flights with no change fees to all users. To see these options for flights from Chicago to Boston, users can toggle the no change fees filter when performing a flight search.

Question 33

Can Cheapflights notify me if prices for flights from Chicago to Boston become cheaper?

Accepted Answer

Yes! Start tracking prices for Chicago to Boston flights today and get alerted whenever prices for these flights change. To access this feature, click the bell icon next to the flight deals above, which will prompt you for a valid email address to receive your alerts.

1%of flight departures	Early morningMidnight to 6 am
38%of flight departures	Morning6 am to noon
28%of flight departures	AfternoonNoon to 6 pm
33%of flight departures	Evening6 pm to midnight

Round-trip from	£68
One-way from	£50
Popular in	April
Cheapest in	January

Monday	65daily flights
Tuesday	57daily flights
Wednesday	57daily flights
Thursday	60daily flights
Friday	58daily flights
Saturday	44daily flights
Sunday	60daily flights

Cheap flights from Chicago to Boston from £50

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 31/10. Fares are subject to change and may not be available on all flights or dates of travel.

The best prices from Chicago to Boston Logan Intl are usually found in January or February, booked 75 days in advance, depart on a Tuesday or Monday and return on a Monday

Cheap flight deals from Chicago to Boston

Round-trip from

One-way from

Popular in

Cheapest in

What is the cheapest day to fly round-trip from Chicago to Boston?

How far in advance should I book a flight from Chicago to Boston?

What is the cheapest month to fly from Chicago to Boston?

What is the cheapest time of day to fly from CHI to BOS?

Cheap Spirit Airlines flights from Chicago to Boston

Consider these cheap Spirit Airlines flights we've found departing from Chicago to Boston. Deals update often to give you more flight options matching your criteria

Cheap Southwest flights from Chicago to Boston

Browse through some of the cheapest Southwest flights travelling from Chicago to Boston. Ensure the flight price, dates, time, and airline match your criteria before you book.

Cheap Chicago to Boston flights in July & August 2024

Find cheap flight options from Chicago to Boston specifically for the months of July and August 2024. Explore affordable fares based on user searches. Over the last 7 days, Cheapflights users made 1,000,913 searches. Prices were last updated on 26 Juli 2024.

These are some of the best deals we've found on flights to Boston in 2024 at this time. If these deals don't appeal to you, be sure to come back soon for more options.

Chicago to Boston 2024 flight deals

Discover exclusive flight deals for travel between Chicago and Boston in 2024. Find excellent offers based on user searches. Over the last 7 days, Cheapflights users made 1,000,913 searches. Data last updated 26 Juli 2024.

These are some of the best deals we've found on flights to Boston in 2024 at this time. If these deals don't appeal to you, be sure to come back soon for more options.

Direct flights to Boston from Chicago

Consider booking one of these non-stop flights heading from Chicago to Boston. Select from other flights from Chicago to Boston by using the search form above.

Chicago to Boston flights leaving soon

Have a look at some of the last-minute flights available departing from Chicago to Boston. Users should double check the flight they book to ensure it matches the day, time, and destination they're looking for.

One-way flights to Boston from Chicago

If you're seeking multiple options on one-way flights from Chicago to Boston, be sure to check out these deals, which are updated often. Those needing a return flight from Chicago to Boston can use the search form above.

Find flights from Chicago to Boston within your budget

How far ahead should I book a flight from Chicago to Boston?

Use this chart to determine the optimal time to book a return flight from Chicago to Boston. Price data was last updated on 23 July 2024.

Booking 75 days in advance of your planned departure date is, on average, the best time to get cheap flights from Chicago to Boston. The general trend is that the closer you book to the departure date, the more expensive your flight will be.

What is the cheapest day to fly from Chicago to Boston?

Use this chart to determine the cheapest time to fly return from Chicago to Boston. Price data was last updated on 21 July 2024.

Best time to book a flight from Chicago to Boston

Have a flexible travel schedule? Discover the best time to fly to Boston from Chicago with our price prediction graph.

Temperature and rainfall in Boston by month

Plan your trip to Boston by taking into account the average temperature and rainfall totals by month.

Reviews of airlines servicing Boston

Get insights into the airlines that provide service to Boston. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Boston. Reviews last updated 26 Juli 2024.

Read through reviews of airlines operating flights from Chicago to Boston, such as Spirit Airlines, Southwest and Delta. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.

Related info for your journey

Find useful and relevant information for your journey from Chicago to Boston. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

What airport do you fly into for flights to Boston from Chicago?

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

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

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

What days are direct flights available from Chicago to Boston?

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

How long is the flight from Chicago to Boston?

What are the cheapest airlines flying from Chicago to Boston round-trip?

What are the cheapest airlines to fly from Chicago to Boston one-way?

What are the most reliable airlines from Chicago to Boston?

What are the cheapest flights from Chicago to Boston?

What does ORD to BOS mean?

Can I find deals for flights from Chicago to Boston that include extra baggage allowance?

Can I find deals on flights from Chicago to Boston with specific airlines?

Can I find deals for flights from Chicago to Boston that include hotel bookings?

How can I find direct flights from Chicago to Boston?

Can I find deals for business class flights from Chicago to Boston?

Can I find deals for flights from Chicago to Boston that allow pets onboard?

Can I find deals on last-minute flights from Chicago to Boston?

How recently were the Chicago to Boston flight deals updated?

What is the cheapest month to book a flight from Chicago to Boston?

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Chicago to BostonSee prices for flight routes from nearby airports that may be better suited for you.

See prices for flight routes from nearby airports that may be better suited for you.

Popular flight searches

Check out other popular destinations found by fellow travellers in 2024

Search flights from Chicago to Boston by cabin class

Find flights from Chicago to Boston, based on your preferred cabin class, be it economy, premium economy, business, or first class.

Hourly flight availability from Chicago to Boston

Find hourly flight availability from Chicago to Boston. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated 26 Juli 2024.

Weekly flight availability from Chicago to Boston

Explore weekly flight availability from Chicago to Boston. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated 26 Juli 2024.

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User searches for flights to these destinations increased 20% or more in the past 90 days compared to other destinations

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Find the best flight deals on Cheapflights, where travellers can enjoy low prices and a wide availability of flights to their desired destinations.

Alternative routes for Chicago to Boston
See prices for flight routes from nearby airports that may be better suited for you.