Cheap flights from Illinois to Massachusetts from $55
This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Illinois to Massachusetts departing on 7/9. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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How to get the cheapest flight ticket from Illinois to Massachusetts
Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip
What is the cheapest month to fly to Massachusetts?
In general, August is the cheapest month to fly from Illinois to Massachusetts. Due to it being the ‘off-season’ during this time, you can expect flight prices to be around $187. If you aren’t able to travel to Massachusetts during the month of August, then flying in September is also cheap. Prices for this month can be found on momondo for an average of $189.
What is the cheapest day to depart on your flight to Massachusetts?
According to our data, Wednesday is the cheapest day to fly to Massachusetts from Illinois. The lowest ticket price found for a Wednesday departure recently was $233. Keep in mind that prices can always vary depending on your route and whether or not you are flying domestic or international. On the other hand, Sunday is the most expensive day to depart from Illinois because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $305.
What is the cheapest time of day to depart on your flight to Massachusetts?
Our data shows that the cheapest Illinois to Massachusetts flights are usually those with departure times in the evening. Our users have found flights to Massachusetts in the evening for as low as $197. If you have a flexible travel schedule, then try to avoid flying in the afternoon when prices are $289 on average. Flights to Massachusetts from Illinois in the afternoon are generally more expensive because this time of day is more convenient for travelers’ schedules.
What is the cheapest Illinois to Massachusetts flight route?
Fly from Chicago O'Hare Intl to Boston Logan Intl for the best Illinois - Massachusetts flight prices
How far in advance should I book a flight to Massachusetts?
You are more likely to see cheaper flights to Massachusetts from Illinois when booking 8 weeks ahead of your departure date. In general, you can expect to find flights to Massachusetts for around $230 when searching 8 weeks out.However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Massachusetts from Illinois for as low as $195 on momondo.
What cabin class options are available on Illinois to Massachusetts flights?
There are 4 cabin classes available to choose from on Illinois to Massachusetts flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.
What is the cheapest airline that flies from Illinois to Massachusetts?
Spirit Airlines, JetBlue, and Southwest are the most popular carriers operating from Illinois to Massachusetts
What airlines fly to Massachusetts?
American Airlines, United Airlines and Delta are the top three most popular airlines that fly to Massachusetts from Illinois according to our data. American Airlines is the first choice among our users, with 39% of people opting to fly with this airline when traveling to Massachusetts. Keep in mind that there are 7 different airlines that fly to Massachusetts on a routine basis, so you have a few additional options to choose from.
How many flights depart from Illinois to Massachusetts on average per day?
As of June 2025, 107 flights take off from Illinois and land in Massachusetts each day. The most common flight departure time for this route is 8:00AM, with 43% of daily flights taking off at noon.
How many flights depart from Illinois to Massachusetts on average per week?
As of June 2025, there are 749 flights per week flying from Illinois to Massachusetts. The most common day of the week flights depart is Mon, with 18% of flights taking off on this day.
Cheap Illinois to Massachusetts flight deals and tips
Find info about flight duration, direct flights, and airports for your flight from Illinois to Massachusetts
Best Price Found | $55 |
|---|---|
Fastest flight time | 1h 50m |
Direct flights | Every day |
Airports in Massachusetts | 3 airports |
When did momondo last update prices for flights from Illinois to Massachusetts?
Prices for flights from Illinois to Massachusetts were last updated today.
How many operators does momondo search for flights from Illinois to Massachusetts?
As of June 2025, there are 7 operators available to choose from for flights from Illinois to Massachusetts.
How old do you have to be to fly from Illinois to Massachusetts?
Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Illinois to Massachusetts.
What documentation or ID do you need to fly to Massachusetts?
The travel and health documents you'll need for your trip to Massachusetts may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Massachusetts. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.
What is the most popular plane model from Illinois to Massachusetts?
Based on momondo bookings for flights between Illinois and Massachusetts, the leading plane model is Boeing 737-800, making up 22.11% of the total bookings. Other popular models include Embraer 175 with 12.35%, Boeing 737 MAX 8 with 11.02%, and Airbus A220-300 with 9.99%.
Best airlines flying from Illinois to Massachusetts
Compare and see reviews for airlines that fly from Illinois to Massachusetts with momondo
| Airline | Rating | Free Cancellation | Price | ||
|---|---|---|---|---|---|
| PriceFrom $35 | Free Cancellation | Rating 6.3 8,065 reviews | |||
| PriceFrom $69 | Free Cancellation | Rating 5.9 3,301 reviews | |||
| PriceFrom $79 | Free Cancellation | Rating 7.3 2,923 reviews | |||
| PriceFrom $90 | Free Cancellation | Rating 8.0 7,965 reviews | |||
| PriceFrom $125 | Free Cancellation | Rating 7.2 10,000 reviews | |||
| PriceFrom $130 | Free Cancellation | Rating 7.4 8,809 reviews | |||
| PriceFrom $157 | Free Cancellation | Rating 8.0 4,280 reviews |
Why use momondo?
Why should I use momondo to find a flight deal from Illinois to Massachusetts?
Finding the right flight to Massachusetts from Illinois is quick and easy when you have a range of options in front of you, from reputable agents and recognisable airlines. Options that can then be filtered down to find the best fit. That is what momondo does. We make finding flights to Massachusetts quick and easy, saving you time and money.
Can I find flights from Illinois to Massachusetts with flexible booking policies on momondo?
Yes. momondo allows you to filter the results for Illinois to Massachusetts flights to just show those with flexible booking policies.
How can momondo help me find flights from Illinois to Massachusetts?
Once you have performed a search in the form on the page, momondo provides useful filters and insights. We can show you the cheapest days and times to fly as well as help filter your options to help you make an informed choice when booking flights to Massachusetts from Illinois.
I’m not ready to book a flight from Illinois to Massachusetts right now. Can momondo alert me if prices change?
Price alerts on flights to Massachusetts from Illinois are quick and easy to set up on momondo. Simply perform a search and select the price alert feature. It is as simple as that.