$59+ Cheap flights from Illinois to Boston (BOS)
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 6/17. Fares are subject to change and may not be available on all flights or dates of travel.
Find cheap flights from Illinois to Boston with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.3. Compare prices and book
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheap flight deals from Illinois to Boston
Keep the following information in mind while searching for Illinois to Boston flight deals. Data was last updated May 1, 2025.
Most accurate provider | CheapOair 3 stars |
|---|---|
Most trusted provider | CheapOair 3 stars |
Round-trip from | $116 (Cheapflightsfares) |
One-way from | $59 (JetBlue) |
Popular in | April |
Cheapest in | September |
Average price | $266 |
Good round-trip deal | $157 or less |
Good one-way deal | $58 or less |
Find flight deals from Illinois to Boston
Cheapest flights from Illinois to BostonExplore the most affordable flight options available from Illinois to Boston. Find the lowest fares from popular airlines and budget airlines, with prices last updated on May 1, 2025.
Explore the most affordable flight options available from Illinois to Boston. Find the lowest fares from popular airlines and budget airlines, with prices last updated on May 1, 2025.
This Cheapflightsfares deal was found by Cheapflights users on 4/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This JetBlue deal was found by Cheapflights users on 4/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This Southwest deal was found by Cheapflights users on 4/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This American Airlines deal was found by Cheapflights users on 4/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This United Airlines deal was found by Cheapflights users on 4/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This Delta deal was found by Cheapflights users on 4/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This Southwest deal was found by Cheapflights users on 4/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This Mytrip deal was found by Cheapflights users on 4/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This Mytrip deal was found by Cheapflights users on 4/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This Frontier deal was found by Cheapflights users on 4/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This Frontier deal was found by Cheapflights users on 5/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This Mytrip deal was found by Cheapflights users on 4/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Cheapflights Fare Finder
Customize your flight search to find flights from Illinois 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 2,558,603 searches. Data last updated May 1, 2025.
Use the filters below to find and compare flights from Illinois to Boston that are best for you.
Fly from
Fly to
Route
Depart
Return
Price
ChicagoBoston
ORD - BOS
ORDBOS
Chicago O'Hare Intl
Thu 10/16
10:48 am-2:14 pm
Nonstop2h 26m
Boston Logan Intl
Tue 10/21
6:10 am-5:37 pm
1 stop12h 27m
ChicagoBoston
ORD - BOS
ORDBOS
Chicago O'Hare Intl
Sat 5/10
4:20 pm-7:48 pm
Nonstop2h 28m
Boston Logan Intl
Tue 5/13
12:15 pm-2:12 pm
Nonstop2h 57m
ChicagoBoston
MDW - BOS
MDWBOS
Chicago Midway
Sat 5/10
6:30 pm-9:45 pm
Nonstop2h 15m
Boston Logan Intl
Sun 5/11
7:40 am-9:15 am
Nonstop2h 35m
ChicagoBoston
ORD - BOS
ORDBOS
Chicago O'Hare Intl
Wed 6/4
8:20 pm-11:44 pm
Nonstop2h 24m
Boston Logan Intl
Wed 6/11
5:00 am-6:54 am
Nonstop2h 54m
ChicagoBoston
ORD - BOS
ORDBOS
Chicago O'Hare Intl
Sat 5/31
7:00 am-10:25 am
Nonstop2h 25m
Boston Logan Intl
Mon 6/9
7:20 am-9:18 am
Nonstop2h 58m
ChicagoBoston
ORD - BOS
ORDBOS
Chicago O'Hare Intl
Wed 5/21
4:03 pm-12:17 am
1 stop7h 14m
Boston Logan Intl
Sun 5/25
6:00 am-8:00 am
Nonstop3h 00m
ChicagoBoston
ORD - BOS
ORDBOS
Chicago O'Hare Intl
Wed 5/28
1:50 pm-7:10 pm
1 stop4h 20m
Boston Logan Intl
Fri 5/30
5:00 am-12:45 pm
1 stop8h 45m
ChicagoBoston
ORD - BOS
ORDBOS
Chicago O'Hare Intl
Sat 5/17
4:15 pm-12:44 am
1 stop7h 29m
Boston Logan Intl
Wed 5/21
3:49 pm-11:04 pm
1 stop8h 15m
ChicagoBoston
ORD - BOS
ORDBOS
Chicago O'Hare Intl
Sat 5/10
4:15 pm-12:44 am
1 stop7h 29m
Boston Logan Intl
Sun 5/11
6:00 am-11:32 pm
1 stop18h 32m
ChicagoBoston
MDW - BOS
MDWBOS
Chicago Midway
Mon 6/9
2:53 pm-9:17 am
1 stop17h 24m
Boston Logan Intl
Thu 6/12
11:31 am-7:15 am
1 stop20h 44m
Best time to book a flight from Illinois to Boston
Have a flexible travel schedule? Discover the best time to fly to Boston from Illinois with our price prediction graph.
Cheapflights Insights
Everything you need to know about your flight from Illinois to Boston
What is the cheapest month to book a flight from Illinois to Boston?
Currently, January is the cheapest month in which you can book a flight from Illinois to Boston (average of $218). Flying from Illinois to Boston in July is currently the most expensive (average of $310). 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.
What is the cheapest time of day to fly from IL to BOS?
Find hourly flight availability from Illinois 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 1, 2025.
Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Illinois to Boston as you normally would.
Weekly flight availability from Illinois to Boston
Explore weekly flight availability from Illinois 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 1, 2025.
The most flights from USIL to BOS are scheduled on a Wednesday (61 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (8 on average).
Rainfall in Boston by month
Plan your trip to Boston by taking into account the average rainfall totals by month.
In terms of precipitation, rainfall in Boston ranges from 3.1 - 4.0 inches per month. March is typically the wettest month, when rainfall can reach 4.0 in. July is typically the driest time to visit Boston when rainfall is around 3.1 in.
Temperature in Boston by month
Plan your trip to Boston by taking into account the average temperature totals by month.
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 73.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 30.2 F).
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 1, 2025.
Read reviews from past customers who have flown Alaska Airlines, Southwest and Delta from Illinois to Boston. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Comfort
Overall
Entertainment
Food
Boarding
Crew
Reviews
James,Apr 2025
LAX - SFO
Comfort
Overall
Entertainment
Food
Boarding
Crew
Reviews
James,Apr 2025
LAX - SFO
Comfort
Overall
Entertainment
Food
Boarding
Crew
Reviews
James,Apr 2025
LAX - SFO
Comfort
Overall
Entertainment
Food
Boarding
Crew
Reviews
James,Apr 2025
LAX - SFO
Comfort
Overall
Entertainment
Food
Boarding
Crew
Reviews
James,Apr 2025
LAX - SFO
Comfort
Overall
Entertainment
Food
Boarding
Crew
Reviews
James,Apr 2025
LAX - SFO
Related info for your journey
Find useful and relevant information for your journey from Illinois to Boston. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
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Alternative routes for Illinois to Boston
See prices for flight routes from nearby airports that may be better suited for you.
Top 7 airlines flying from Illinois to Boston
Discover the top 7 airlines that operate flights from Illinois 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 2,558,603 searches. Data last updated May 1, 2025.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$38 | Average$94 | FlexibilityNo cancel fee | On-time65% | |
| Cheapest$63 | Average$298 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$69 | Average$118 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$79 | Average$205 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$137 | Average$480 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$138 | Average$430 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$157 | Average$293 | FlexibilityNo cancel fee | On-time63% |