Question 1

What days are nonstop flights available from Chicago to Boston?

Accepted Answer

Days when nonstop flights are available for this flight are: Sunday, Monday, Tuesday, Friday, Saturday.

Question 2

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

Accepted Answer

On average, you can expect to see 16 flights from Chicago to Boston a day.
Morning (6am - Noon) - 19% of flight departures
Afternoon (Noon - 6pm) - 25% of flight departures
Evening (6pm - Midnight) - 56% of flight departures

Question 3

How long is the flight from Chicago to Boston?

Accepted Answer

A quick flight from Chicago to Boston can take about 2h 18m. Spirit Airlines provides one of the quickest options available for as low as $61. Airlines will cover a distance of 869 mi. Generally, flights for this route are nonstop.

Question 4

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

Accepted Answer

Cheapflights users have booked flights from Chicago to Boston round-trip from $61. This flight start at 77% lower than the current average price 3 months from now.

Question 5

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

Accepted Answer

For one-way options, check prices for Spirit Airlines. According to our data, you can fly for as low as $30. Users have also found prices from $51 and $69 on Frontier and JetBlue, respectively.

Question 6

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

Accepted Answer

Currently, January is the cheapest month in which you can book a flight from Chicago to Boston (average of $218). Flying from Chicago to Boston in July is currently the most expensive (average of $328). 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.

January

$218

February

$220

March

$263

April

$286

May

$275

June

$316

July

$328

August

$285

September

$258

October

$259

November

$258

December

$233

Question 7

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

Accepted Answer

The price you pay for your flight from Chicago to Boston may vary depending on when you book. For the best chance of a lower fare, look to book 84 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.

Question 8

When is the cheapest time to fly from Chicago to Boston?

Accepted Answer

Travelers seeking maximum savings on their Chicago to Boston flight should consider departing on Wednesday evenings when fares are most often at their lowest. Sunday at noon flights should be avoided if possible as fares are typically the most expensive at this time.

Question 9

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 5/16.

Question 10

What are the most popular airlines that fly from Chicago to Boston?

Accepted Answer

Before booking your flight from Chicago to Boston check out the most popular airlines for this route: Undisclosed Carrier, American Airlines or Alaska Airlines.

Question 11

What are the cheapest flights from Chicago to Boston?

Accepted Answer

On average you can expect to pay $915 for a flight from Chicago to Boston. The cheapest flight overall is $89 while the most popular route, (Chicago O'Hare Intl - Boston Logan Intl) is currently priced at $58.

Question 12

What are the most reliable airlines from Chicago to Boston?

Accepted Answer

Before booking your flight to Boston from Chicago, check out the most reliable airlines to get you to your destination on time: Republic Airways (93%), Envoy Air (91%), EL AL( 89%).

Question 13

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 $61, but on average you can expect to pay $74.

Question 14

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 $79.

Question 15

Are there last-minute flights available from Chicago to Boston for under $200?

Accepted Answer

There are currently 20+ open flights from Chicago to Boston within the next 7 days for less than $200.

Question 16

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

Accepted Answer

Flying to your destination on a Sunday can be more expensive, but this shouldn’t discourage you from finding affordable options to get to Boston. Check prices with Cheapflights to find a great deal for your trip.

Question 17

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 51 days in advance to save up to 46% 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 51 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 $263, or $346 for flights within the next 24 hours.

Question 18

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

Accepted Answer

January is one of the best times of the year to fly to Boston from Chicago. Prices for January average $269 per person but you can even find prices for as low as $99. The most expensive prices can be found in the month of June. Opting for a January flight can save you 20% on your journey compared to booking in June

Question 19

When is the cheapest time to fly from Chicago to Boston (CHI - BOS)?

Accepted Answer

It’s typically best to fly out from Chicago to Boston in the evening. Doing so could potentially save you 17% on the flight price compared to flying at noon, which is usually more expensive.

Question 20

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

Accepted Answer

Boston Logan Intl (BOS) is the airport you will fly into if you book a flight from Chicago to Boston. You should not have trouble finding flights to Logan Intl from Chicago; the airport handles an average of 57 inbound flights from Chicago per day. You should also have plenty of airline options to choose from since 8 airlines have flights to the Boston airport from Chicago. It is only a 2.6 mi journey from Logan Intl (BOS) to Boston’s city center.

Question 21

Accepted Answer

If you’re traveling from Chicago to Boston, one of the more common airlines traveling that route is Spirit Airlines. Chicago to Boston flights are typically 18% cheaper than other airlines traveling the same route. Flights from Spirit Airlines typically cost $335.17 RT. The cheapest Spirit Airlines flight found for this route was $63. When traveling from Chicago to Boston on Spirit Airlines, the most popular airport to depart from is Chicago O'Hare Intl Airport and the most popular airport to arrive at is Boston Logan Intl Airport. When flying from Chicago to Boston, Spirit Airlines flights are 11% more popular than any other airline flying that same route.

Question 22

Accepted Answer

One of the most popular airlines traveling from Chicago to Boston is Frontier. Flights from Frontier traveling this route typically cost $147.79 RT. This price is typically 68% cheaper than other airlines that offer Chicago to Boston flights. When booking this route, the cheapest RT price found was $69. Chicago O'Hare Intl Airport is the most common Chicago airport to take off from when flying to Boston. Boston Logan Intl Airport is the most popular arrival airport in Boston. When flying from Chicago to Boston, Frontier flights are 11% more popular than any other airline flying that same route.

Question 23

What does ORD to BOS mean?

Accepted Answer

This is defined as Chicago O'Hare Intl Airport (ORD) and Boston Logan Intl Airport (BOS). Codes like Boston Logan Intl Airport are often used to just call airports uniquely. Chicago Midway Airport (MDW), Chicago Greater Rockford Airport (RFD) are other airports near this flight route and their unique identifiers/IATA codes.

Question 24

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 25

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 26

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 vacation packages that include both flights and hotel.

Question 27

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 28

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 29

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 30

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 31

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

Accepted Answer

Cheapflights helps you search for flights from Chicago to Boston via 900+ travel sites so you don’t have to. After performing a flight search, users can also filter their flight selection by filtering for price, number of stops, airlines, and so on.

Question 32

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

Accepted Answer

Cheapflights taps into our reliable network of hundreds of airlines and travel agencies to find the best deals for flights from Chicago to Boston for you. Better yet — we are completely free to use.

Question 33

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

Accepted Answer

Yes! Cheapflights helps users easily find flights from Chicago to Boston with no change fees.

Question 34

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

Accepted Answer

Yes, Cheapflights has a feature called Price Alert, which notifies users when flight prices change. Track prices for your flight to Boston from Chicago today and book when prices fit your budget.

Popular in	June
Cheapest in	January
Round-trip from	$218
One-way from	$67

Airline	Cheapest	Average	Flexibility	On-time
Delta	Cheapest$63	Average$335	FlexibilityNo cancel fee	On-timeN/A	Search Delta flights
Alaska Airlines	Cheapest$69	Average$148	FlexibilityNo cancel fee	On-time75%	Search Alaska Airlines flights
JetBlue	Cheapest$73	Average$223	FlexibilityNo cancel fee	On-time62%	Search JetBlue flights
Spirit Airlines	Cheapest$73	Average$173	FlexibilityNo cancel fee	On-time65%	Search Spirit Airlines flights
United Airlines	Cheapest$84	Average$319	FlexibilityNo cancel fee	On-time69%	Search United Airlines flights
Frontier	Cheapest$84	Average$168	FlexibilityNo cancel fee	On-time62%	Search Frontier flights
American Airlines	Cheapest$117	Average$279	FlexibilityNo cancel fee	On-time71%	Search American Airlines flights

4%of flight departures	Early morningMidnight to 6 am
42%of flight departures	Morning6 am to noon
36%of flight departures	AfternoonNoon to 6 pm
18%of flight departures	Evening6 pm to midnight

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

Cheap flights from Chicago (CHI) to Boston (BOS) from $30

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 9/9. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.

The best prices from Chicago to Boston Logan Intl are usually found in January or February, booked 84 days in advance, depart on a Tuesday or Wednesday and return on a Tuesday

Cheap flight deals from Chicago to Boston

Popular in

Cheapest in

Round-trip from

One-way from

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?

When is the cheapest time to fly from Chicago to Boston (CHI - BOS)?

Cheap Spirit Airlines flights from Chicago to Boston

Find some of the cheapest Spirit Airlines flights traveling from Chicago to Boston. Be sure to come back soon if the deals available don't appeal to you at this time.

Cheap Frontier flights from Chicago to Boston

Some of the best deals we've found on Frontier flights traveling from Chicago to Boston. Make sure to examine the flight information before completing your reservation.

Cheap Chicago to Boston flights in May & June 2024

Find cheap flight options from Chicago to Boston specifically for the months of May and June 2024. Explore affordable fares based on user searches. Over the last 7 days, Cheapflights users made 2,637,452 searches. Prices were last updated on May 16, 2024.

Check out some of the best flight deals from Chicago to Boston in 2024. More deals are always being added, so be sure to check back regularly.

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 2,637,452 searches. Data last updated May 16, 2024.

Check out some of the best flight deals from Chicago to Boston in 2024. More deals are always being added, so be sure to check back regularly.

Non-stop flights to Boston from Chicago

To help reduce your travel time, choose from one of these non-stop flights from Chicago to Boston. Those looking to potentially save on 1 or 2-stop flights from Chicago to Boston should utilize the search form at the the top of the page.

Chicago to Boston flights leaving soon

Have a look at some of the last-minute flights available departing from Chicago to Boston. Users should be sure to double check the price, date, and time of their last-minute flight.

One-way flights to Boston from Chicago

Users traveling one-way from Chicago to Boston can select one of these great deals. Users in need of a round-trip flight from Chicago to Boston instead should update the search form at the top of page.

Find flights from Chicago to Boston within your budget

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

Use this chart to determine the optimal time to book a round-trip flight from Chicago to Boston. Price data was last updated on May 10, 2024.

The price you pay for your flight from Chicago to Boston may vary depending on when you book. For the best chance of a lower fare, look to book 84 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.

When is the cheapest time to fly from Chicago to Boston?

Use this chart to determine the cheapest time to fly round-trip from Chicago to Boston. Price data was last updated on May 12, 2024.

Average price of flights to Boston by month

Plan your trip from Chicago to Boston by taking into account the cheapest months to travel. The average price of a one-way flight from Chicago to Boston is currently $36 while a round-trip flight costs $92. Price data was last updated on May 12, 2024.

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 May 16, 2024.

Peruse reviews from past customers who have flown with Spirit Airlines, Frontier and JetBlue from Chicago to Boston to help guide your decision. Users have also rated airlines 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 $200?

What days are nonstop 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 is the cheapest airline to fly from Chicago to Boston round-trip?

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

What are the most popular airlines that fly from Chicago to Boston?

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?

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.

Fly from Chicago to Boston on these airlinesChoose from the following airlines for your flight from Chicago to Boston. Flights are based on user searches made on Cheapflights and were last updated on May 16, 2024.

Choose from the following airlines for your flight from Chicago to Boston. Flights are based on user searches made on Cheapflights and were last updated on May 16, 2024.

Top 7 airlines flying from Chicago to Boston

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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 May 16, 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 May 16, 2024.

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Fly from Chicago to Boston on these airlines
Choose from the following airlines for your flight from Chicago to Boston. Flights are based on user searches made on Cheapflights and were last updated on May 16, 2024.