$55+ Cheap flights from Massachusetts to Illinois
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 2/27. Fares are subject to change and may not be available on all flights or dates of travel.
Find cheap flights from Massachusetts to Illinois 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 Massachusetts to Illinois
Discover tips and strategies to find the most affordable flight options for your journey from Massachusetts (USMA) to Illinois (USIL). 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 enero 21, 2025.
Round-trip from | $136 (CheapOair) |
|---|---|
One-way from | $60 (Trip.com) |
Good round-trip deal | $240 or less |
Good one-way deal | $156 or less |
Find flight deals from Massachusetts to Illinois
Cheapest flights from Massachusetts to IllinoisExplore the most affordable flight options available from Massachusetts to Illinois. Find the lowest fares from popular airlines and budget airlines, with prices last updated on enero 21, 2025.
Explore the most affordable flight options available from Massachusetts to Illinois. Find the lowest fares from popular airlines and budget airlines, with prices last updated on enero 21, 2025.
This CheapOair deal was found by Cheapflights users on 1/20. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This CheapOair deal was found by Cheapflights users on 1/21. 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 CheapOair 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 1/21. 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 Trip.com deal was found by Cheapflights users on 1/21. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This Kiwi.com deal was found by Cheapflights users on 1/21. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This CheapOair deal was found by Cheapflights users on 1/21. 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 CheapOair 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 1/21. 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 Delta deal was found by Cheapflights users on 1/21. 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 JetBlue deal was found by Cheapflights users on 1/21. 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 CheapOair deal was found by Cheapflights users on 1/21. 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 CheapOair 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 1/21. 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 American Airlines deal was found by Cheapflights users on 1/21. 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.
Find flights from Massachusetts to Illinois within your budget
Customize your flight search to find flights from Massachusetts to Illinois 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 enero 21, 2025.
Fly from
Fly to
Route
Depart
Return
Price
HartfordSt. Louis
BDL - STL
BDLSTL
Hartford Bradley Intl
mié. 3/5
11:36 am-4:42 pm
1 stop30h 06m
Lambert-St Louis
mié. 3/12
5:24 pm-11:02 am
1 stop16h 38m
HartfordSt. Louis
BDL - STL
BDLSTL
Hartford Bradley Intl
jue. 4/3
12:04 pm-11:46 pm
1 stop12h 42m
Lambert-St Louis
lun. 4/7
4:57 pm-11:39 am
1 stop17h 42m
BostonChicago
BOS - ORD
BOSORD
Boston Logan Intl
lun. 3/10
10:21 pm-1:39 pm
2 stops16h 18m
Chicago O'Hare Intl
mié. 3/12
6:45 am-4:10 pm
1 stop8h 25m
BostonChicago
BOS - ORD
BOSORD
Boston Logan Intl
lun. 2/24
5:10 am-4:51 pm
1 stop12h 41m
Chicago O'Hare Intl
jue. 2/27
12:59 pm-11:54 am
1 stop21h 55m
BostonChicago
BOS - ORD
BOSORD
Boston Logan Intl
lun. 3/10
5:10 am-4:31 pm
1 stop12h 21m
Chicago O'Hare Intl
lun. 3/17
6:45 am-4:10 pm
1 stop8h 25m
BostonChicago
BOS - MDW
BOSMDW
Boston Logan Intl
vie. 2/21
11:11 am-9:25 pm
1 stop11h 14m
Chicago Midway
jue. 2/27
4:04 pm-10:21 am
1 stop17h 17m
BostonChicago
BOS - MDW
BOSMDW
Boston Logan Intl
jue. 2/13
6:50 am-8:45 am
Nonstop2h 55m
Chicago Midway
dom. 2/16
8:20 pm-11:35 pm
Nonstop2h 15m
BostonChicago
BOS - ORD
BOSORD
Boston Logan Intl
vie. 2/21
8:20 pm-10:19 pm
Nonstop2h 59m
Chicago O'Hare Intl
mar. 2/25
2:35 pm-6:06 pm
Nonstop2h 31m
BostonChicago
BOS - ORD
BOSORD
Boston Logan Intl
lun. 2/24
10:00 am-12:00 pm
Nonstop3h 00m
Chicago O'Hare Intl
sáb. 3/1
12:38 pm-3:58 pm
Nonstop2h 20m
BostonSt. Louis
BOS - STL
BOSSTL
Boston Logan Intl
mié. 4/9
6:00 am-11:46 pm
1 stop18h 46m
Lambert-St Louis
dom. 4/13
4:57 pm-12:47 am
1 stop6h 50m
Best time to book a flight from Massachusetts to Illinois
Have a flexible travel schedule? Discover the best time to fly to Illinois from Massachusetts with our price prediction graph.
Travel insights for flights from Massachusetts to Illinois
Get recent, data-driven insights about flights from Massachusetts to Illinois including ideal travel times, pricing trends, and more.
What is the cheapest month to book a flight from Massachusetts to Illinois?
Currently, August is the cheapest month in which you can book a flight from Massachusetts to Illinois (average of $245). Flying from Massachusetts to Illinois in March is currently the most expensive (average of $320). 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 MA to IL?
Find hourly flight availability from Massachusetts to Illinois. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated enero 21, 2025.
When flying from Massachusetts to Illinois, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.
Weekly flight availability from Massachusetts to Illinois
Explore weekly flight availability from Massachusetts to Illinois. 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 enero 21, 2025.
The most flights from USMA to USIL are scheduled on a Monday (49 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (35 on average).
Rainfall in Illinois by month
Plan your trip to Illinois by taking into account the average rainfall totals by month.
In terms of precipitation, rainfall in Illinois ranges from 1.7 - 4.9 inches per month. August is typically the wettest month, when rainfall can reach 4.9 in. January is typically the driest time to visit Illinois when rainfall is around 1.7 in.
Temperature in Illinois by month
Plan your trip to Illinois by taking into account the average temperature totals by month.
If weather is an important factor for your trip to Illinois, 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 23.0 F).
Reviews of airlines servicing Illinois
Get insights into the airlines that provide service to Illinois. 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 Illinois. Reviews last updated enero 21, 2025.
To help decide which airline to fly from Massachusetts to Illinois, see what other customers have to say about American Airlines, Delta and United Airlines. In addition to providing an overall rating, users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Comfort
Boarding
Crew
Entertainment
Overall
Food
Reviews
We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.
Comfort
Boarding
Crew
Entertainment
Overall
Food
Reviews
We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.
Comfort
Boarding
Crew
Entertainment
Overall
Food
Reviews
We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.
Comfort
Boarding
Crew
Entertainment
Overall
Food
Reviews
We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.
Comfort
Boarding
Crew
Entertainment
Overall
Food
Reviews
We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.
Comfort
Boarding
Crew
Entertainment
Overall
Food
Reviews
We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.
Related info for your journey
Find useful and relevant information for your journey from Massachusetts to Illinois. 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 Massachusetts to Illinois
See prices for flight routes from nearby airports that may be better suited for you.
Top 7 airlines flying from Massachusetts to Illinois
Discover the top 7 airlines that operate flights from Massachusetts to Illinois. 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 enero 21, 2025.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$39 | Average$106 | FlexibilityNo cancel fee | On-time65% | |
| Cheapest$81 | Average$239 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$93 | Average$356 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$98 | Average$144 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$139 | Average$487 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$147 | Average$510 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$149 | Average$239 | FlexibilityNo cancel fee | On-time63% |