Cheap flights from Chicago (CHI) to Boston (BOS) from $44
This is the cheapest one-way flight price, found on 12/7. Prices may vary by date and flight preferences.
The best prices from Chicago to Boston Logan Intl are usually found in February or January, booked 84 days in advance, depart on a Tuesday or Wednesday and return on a Tuesday
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How to find the cheapest flight from Chicago (CHI) to Boston (BOS)
Discover tips and strategies to find the most affordable flight options for your journey from Chicago (CHI) to Boston (BOS). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated December 7, 2023.
Popular in | June |
|---|---|
Cheapest in | February |
Round-trip from | $198 |
One-way from | $73 |
What is the cheapest day to fly round-trip from Chicago to Boston?
Flying to your destination on a Saturday 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.
How far in advance should I book a flight from Chicago to Boston?
Travelers have found it’s best to book a flight 33 days in advance to save up to 34% 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 33 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 $228, or $316 for flights within the next 24 hours.
What is the cheapest month to fly from Chicago to Boston?
February is one of the best times of the year to fly to Boston from Chicago. Prices for February average $250 per person but you can even find prices for as low as $76. The most expensive prices can be found in the month of June. Opting for a February flight can save you 34% on your journey compared to booking in June
When is the cheapest time to fly from Chicago to Boston (CHI - BOS)?
It’s typically best to fly out from Chicago to Boston in the evening. Doing so could potentially save you 20% on the flight price compared to flying at noon, which is usually more expensive.
Cheap Frontier flights from Chicago to Boston
Explore cheap flight options specifically provided by Frontier for the route between Chicago and Boston. Find affordable fares and compare prices with other airlines to secure the best deal for your journey. Over the last 7 days, Cheapflights users made 2,618,515 searches. Data last updated December 7, 2023.
Find some of the cheapest Frontier flights traveling from Chicago to Boston. Be sure to come back soon if the deals available don't appeal to you at this time.
One of the most popular airlines traveling from Chicago to Boston is Frontier. Flights from Frontier traveling this route typically cost $215.85 RT. This price is typically 46% 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.
Cheap Spirit Airlines flights from Chicago to Boston
Explore cheap flight options specifically provided by Spirit Airlines for the route between Chicago and Boston. Find affordable fares and compare prices with other airlines to secure the best deal for your journey. Over the last 7 days, Cheapflights users made 2,618,515 searches. Data last updated December 7, 2023.
Some of the best deals we've found on Spirit Airlines flights traveling from Chicago to Boston. Make sure to examine the flight information before completing your reservation.
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 37% cheaper than other airlines traveling the same route. Flights from Spirit Airlines typically cost $306.11 RT. The cheapest Spirit Airlines flight found for this route was $89. 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 8% more popular than any other airline flying that same route.
Cheap Chicago to Boston flights in December & January 2023
Find cheap flight options from Chicago to Boston specifically for the months of December and January 2023. Explore affordable fares based on user searches. Over the last 7 days, Cheapflights users made 2,618,515 searches. Prices were last updated on December 7, 2023.
Check out some of the best flight deals from Chicago to Boston in 2023. More deals are always being added, so be sure to check back regularly.
Chicago to Boston 2023 flight deals
Discover exclusive flight deals for travel between Chicago and Boston in 2023. Find excellent offers based on user searches. Over the last 7 days, Cheapflights users made 2,618,515 searches. Data last updated December 7, 2023.
Check out some of the best flight deals from Chicago to Boston in 2023. More deals are always being added, so be sure to check back regularly.
Non-stop flights to Boston from Chicago
Discover non-stop flight options from Chicago to Boston. Find direct flights with no layovers, providing a convenient travel experience. Explore non-stop flight options based on user searches, and compare prices and availability for your desired travel dates. Over the last 7 days, Cheapflights users made 2,618,515 searches. Data last updated December 7, 2023.
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
Find last-minute flight options from Chicago to Boston for spontaneous travel. Discover available flights and compare prices based on user searches. Secure great deals and offers for spontaneous trips with quick booking options. Over the last 7 days, Cheapflights users made 2,618,515 searches. Data last updated December 7, 2023.
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
Search for one-way flight options from Chicago to Boston. Find affordable one-way fares based on user searches. Compare prices and availability to plan your one-way journey according to your preferred dates and budget. Over the last 7 days, Cheapflights users made 2,618,515 searches. Data last updated December 7, 2023.
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
Customize your flight search to find flights from Chicago to Boston that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,618,515 searches. Data last updated December 7, 2023.
Fly from
Fly to
Budget
$98 - $201
Route
Depart
Return
Price
Chicago MidwayBoston Logan Intl
MDW - BOS
MDWBOS
Chicago Midway
Sat 1/27
1 stop11h 08m
Boston Logan Intl
Mon 1/29
1 stop22h 22m
Chicago MidwayBoston Logan Intl
MDW - BOS
MDWBOS
Chicago Midway
Wed 1/24
1 stop13h 49m
Boston Logan Intl
Sun 1/28
1 stop22h 50m
Chicago O'Hare IntlBoston Logan Intl
ORD - BOS
ORDBOS
Chicago O'Hare Intl
Sun 2/4
1 stop26h 37m
Boston Logan Intl
Thu 2/8
1 stop16h 00m
Chicago O'Hare IntlBoston Logan Intl
ORD - BOS
ORDBOS
Chicago O'Hare Intl
Wed 2/28
1 stop15h 35m
Boston Logan Intl
Mon 3/4
1 stop19h 26m
Chicago O'Hare IntlBoston Logan Intl
ORD - BOS
ORDBOS
Chicago O'Hare Intl
Fri 1/5
1 stop27h 10m
Boston Logan Intl
Tue 1/9
1 stop24h 23m
Chicago O'Hare IntlBoston Logan Intl
ORD - BOS
ORDBOS
Chicago O'Hare Intl
Sat 2/3
Nonstop2h 26m
Boston Logan Intl
Wed 2/7
Nonstop3h 14m
Chicago O'Hare IntlBoston Logan Intl
ORD - BOS
ORDBOS
Chicago O'Hare Intl
Sat 1/20
Nonstop2h 18m
Boston Logan Intl
Wed 1/24
Nonstop3h 00m
Chicago O'Hare IntlBoston Logan Intl
ORD - BOS
ORDBOS
Chicago O'Hare Intl
Fri 1/5
Nonstop2h 18m
Boston Logan Intl
Fri 1/12
Nonstop3h 01m
Chicago O'Hare IntlBoston Logan Intl
ORD - BOS
ORDBOS
Chicago O'Hare Intl
Mon 1/15
Nonstop2h 20m
Boston Logan Intl
Fri 1/19
Nonstop3h 02m
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 54.78 USD while a round-trip flight costs 136.78 USD. Price data was last updated on December 3, 2023.
Currently, January is the cheapest month in which you can book a flight from Chicago to Boston (average of $198). Flying from Chicago to Boston in June is currently the most expensive (average of $331). 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
$198
February
$201
March
$258
April
$298
May
$288
June
$331
July
$329
August
$286
September
$258
October
$263
November
$257
December
$233
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 December 7, 2023.
Peruse reviews from past customers who have flown with Frontier, Spirit Airlines and Delta 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.
Overall
Boarding
Crew
Food
Comfort
Entertainment
Reviews
There were no major issues. A bit of delay but it was understandable. It was a good experience otherwise.
Overall
Boarding
Crew
Food
Comfort
Entertainment
Reviews
There were no major issues. A bit of delay but it was understandable. It was a good experience otherwise.
Overall
Boarding
Crew
Food
Comfort
Entertainment
Reviews
There were no major issues. A bit of delay but it was understandable. It was a good experience otherwise.
Overall
Boarding
Crew
Food
Comfort
Entertainment
Reviews
There were no major issues. A bit of delay but it was understandable. It was a good experience otherwise.
Overall
Boarding
Crew
Food
Comfort
Entertainment
Reviews
There were no major issues. A bit of delay but it was understandable. It was a good experience otherwise.
Overall
Boarding
Crew
Food
Comfort
Entertainment
Reviews
There were no major issues. A bit of delay but it was understandable. It was a good experience otherwise.
Average temperature in Boston by month
Plan your trip to Boston by selecting the month that matches your preferred temperature. July sees the highest average temperature while January sees the lowest average temperature. Temperature data was last updated on December 3, 2023.
BOS Temperature | 30.2 - 73.4 °F |
|---|
Average rainfall in Boston by month
Keep in mind the precipitation totals in Boston when planning your trip. Boston sees an average of 3.52 precipitation per year with the most occurring in March. Precipitation data was last updated on December 3, 2023.
BOS Rainfall | 3.1 - 4 inches |
|---|
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?
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 7 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.
Can I find flights from Chicago to Boston for under $100 on Cheapflights?
Yes, there are multiple flights from Chicago to Boston for under $100. The cheapest flight booked recently is on Frontier for just $98, but on average you can expect to pay $127.
Are there nonstop flights from Chicago to Boston for under $200 on Cheapflights?
Cheapflights has at least 20 direct flights from Chicago to Boston under $200. A good price for a nonstop flight from Chicago to Boston is less than $177.
Are there last-minute flights available from Chicago to Boston for under $200?
There are currently 20+ open flights from Chicago to Boston within the next 7 days for less than $200.
What days are nonstop flights available from Chicago to Boston?
Days when nonstop flights are available for this flight are: Sunday, Monday, Tuesday, Thursday, Friday, Saturday.
How many flights depart from Chicago to Boston on average per day?
On average, you can expect to see 29 flights from Chicago to Boston a day.
Morning (6am - Noon) - 38% of flight departures
Afternoon (Noon - 6pm) - 28% of flight departures
Evening (6pm - Midnight) - 34% of flight departures
How long is the flight from Chicago to Boston?
A quick flight from Chicago to Boston can take about 2h 26m. Frontier provides one of the quickest options available for as low as $98. Airlines will cover a distance of 869 mi. Both multi-stop and nonstop flights can be found to your destination and back.
What are the cheapest airlines flying from Chicago to Boston round-trip?
Cheapflights users have booked flights from Chicago to Boston round-trip from $98. Other airlines that can offer you cheap pricing are Spirit Airlines, from $113, and Delta, from $146. These flights start at 60% lower than the current average price 3 months from now.
What are the cheapest airlines to fly from Chicago to Boston one-way?
For one-way options, check prices for Frontier. According to our data, you can fly for as low as $44. Users have also found prices from $59 and $73 on Spirit Airlines and Delta, respectively.
What are the most popular airlines that fly from Chicago to Boston?
Before booking your flight from Chicago to Boston check out the most popular airlines for this route: Undisclosed Carrier, American Airlines or Alaska Airlines.
What are the most reliable airlines from Chicago to Boston?
Before booking your flight to Boston from Chicago, check out the most reliable airlines to get you to your destination on time: SkyWest Airlines (100%), Aeromexico (100%), LATAM Airlines( 100%).
What are the cheapest flights from Chicago to Boston?
On average you can expect to pay $412 for a flight from Chicago to Boston. The cheapest flight overall is $74 while the most popular route, (Chicago O'Hare Intl - Boston Logan Intl) is currently priced at $113.
What does ORD to BOS mean?
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.
Browse thousands of different options on Cheapflights for your next trip
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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 December 7, 2023.
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 December 7, 2023.
Top 6 airlines flying from Chicago to Boston
Discover the top 6 airlines that operate flights from Chicago to Boston. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,618,515 searches. Data last updated December 7, 2023.
Search flights to Boston by cabin 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 December 7, 2023.
| 3%of flight departures | Early morningMidnight to 6 am |
|---|---|
| 55%of flight departures | Morning6 am to noon |
| 38%of flight departures | AfternoonNoon to 6 pm |
| 4%of flight departures | Evening6 pm to midnight |
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 December 7, 2023.
| Sunday | 60daily flights |
|---|---|
| Monday | 65daily flights |
| Tuesday | 57daily flights |
| Wednesday | 57daily flights |
| Thursday | 60daily flights |
| Friday | 58daily flights |
| Saturday | 44daily flights |
Book a flight to one of these trending destinations
User searches for flights to these destinations increased 20% or more in the past 90 days compared to other destinations
Fly with Cheapflights
Find the best flight deals on Cheapflights, where travelers can enjoy low prices and a wide availability of flights to their desired destinations.
How does Cheapflights help users find flights from Chicago to Boston?
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.
Why should you use Cheapflights to find cheap flight tickets from Chicago to Boston?
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.
Can Cheapflights find flights from Chicago to Boston with no change fees?
Yes! Cheapflights helps users easily find flights from Chicago to Boston with no change fees.
Can Cheapflights notify me if prices for flights from Chicago to Boston become cheaper?
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.