Cheap flights from Massachusetts to Illinois from $53
This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Massachusetts to Illinois departing on 10/16. 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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American Airlines flights from Massachusetts to Illinois
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Spirit Airlines flights from Massachusetts to Illinois
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How to get the cheapest flight ticket from Massachusetts to Illinois
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 Illinois?
The cheapest month to fly to Illinois from Massachusetts is in September. Flight prices, which tend to average around $180, are often lower during this time because this is during the off-season. If you aren’t able to travel to Illinois during the month of September, then flying in January is also cheap. Prices for this month can be found on momondo for an average of $194.
What is the cheapest day to depart on your flight to Illinois?
The cheapest day to depart from Massachusetts to Illinois is on a Wednesday when prices can be found for as low as $320. Flights from Massachusetts to Illinois on a Sunday will generally be more expensive and average around $433. Keep in mind that these prices on both days could fluctuate depending on the season and the demand.
What is the cheapest time of day to depart on your flight to Illinois?
Our most recent data shows that the best time of day to fly to Illinois is in the evening. Flights from Massachusetts to Illinois during this time can be as low as $263. Flights in the afternoon are often more expensive with an average ticket price of $370.
What is the cheapest Massachusetts to Illinois flight route?
Fly from Boston Logan Intl to Chicago Midway for the best Massachusetts - Illinois flight prices
How far in advance should I book a flight to Illinois?
You are more likely to see cheaper flights to Illinois from Massachusetts when booking 23 weeks ahead of your departure date. In general, you can expect to find flights to Illinois for around $247 when searching 23 weeks out.However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Illinois from Massachusetts for as low as $198 on momondo.
What cabin class options are available on Massachusetts to Illinois flights?
There are 4 cabin classes available to choose from on Massachusetts to Illinois 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 Massachusetts to Illinois?
Spirit Airlines, Southwest, and JetBlue are the most popular carriers operating from Massachusetts to Illinois
What airlines fly to Illinois?
American Airlines, United Airlines and Delta are the top three most popular airlines that fly to Illinois from Massachusetts according to our data. American Airlines is the first choice among our users, with 38% of people opting to fly with this airline when traveling to Illinois. Keep in mind that there are 7 different airlines that fly to Illinois on a routine basis, so you have a few additional options to choose from.
How many flights depart from Massachusetts to Illinois on average per day?
As of April 2025, there are 49 flights per day flying from Massachusetts to Illinois. The most common time of day flights depart is 5:00PM, with 45% of flights taking off at noon.
How many flights depart from Massachusetts to Illinois on average per week?
345 flights are operational weekly from Massachusetts to Illinois as of April 2025. The most popular departure day for this route is Wed, with 31% of flights per week taking off on this day.
Cheap Massachusetts to Illinois flight deals and tips
Find info about flight duration, direct flights, and airports for your flight from Massachusetts to Illinois
When did momondo last update prices for flights from Massachusetts to Illinois?
Prices for flights from Massachusetts to Illinois refresh daily.
How many operators does momondo search for flights from Massachusetts to Illinois?
The number of operators available for flights from Massachusetts to Illinois is 7 as of April 2025.
How old do you have to be to fly from Massachusetts to Illinois?
The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Massachusetts to Illinois.
What documentation or ID do you need to fly to Illinois?
The travel and health documents required for your trip to Illinois can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Illinois. We always recommend checking with your airline or a trusted third party such as IATA to get advice.
What is the most popular plane model from Massachusetts to Illinois?
momondo data reveals that the most frequently booked plane model on the route from Massachusetts to Illinois is Boeing 737-800, representing 24.25% of all bookings. The subsequent popular models are Embraer 175 at 14.33%, Boeing 737 MAX 8 at 12.39%, and Boeing 737-900 at 9.27%.
Best airlines flying from Massachusetts to Illinois
Compare and see reviews for airlines that fly from Massachusetts to Illinois with momondo
| Airline | Rating | Free Cancellation | Price | ||
|---|---|---|---|---|---|
| PriceFrom $39 | Free Cancellation | Rating 6.3 7,962 reviews | |||
| PriceFrom $80 | Free Cancellation | Rating 7.3 2,922 reviews | |||
| PriceFrom $93 | Free Cancellation | Rating 8.0 7,934 reviews | |||
| PriceFrom $97 | Free Cancellation | Rating 7.4 8,696 reviews | |||
| PriceFrom $100 | Free Cancellation | Rating 5.9 3,287 reviews | |||
| PriceFrom $136 | Free Cancellation | Rating 8.0 4,294 reviews | |||
| PriceFrom $140 | Free Cancellation | Rating 7.2 10,000 reviews |
Why use momondo?
Why should I use momondo to find a flight deal from Massachusetts to Illinois?
It is quick and easy to find Massachusetts to Illinois flights on momondo. We search and return numerous flight options from various airlines and agents. You can then use our filters to narrow your search until you have found the most convenient flight to Illinois that suits you.
Can I find flights from Massachusetts to Illinois with flexible booking policies on momondo?
momondo does allow users to show only those flights to Illinois from Massachusetts which offer a flexible booking policy as well as other useful filters and features.
How can momondo help me find flights from Massachusetts to Illinois?
Once all potential Massachusetts to Illinois flight options are in front of you, momondo lets you sort and filter flights based on preferences such as airline, price and flight times amongst many other options.
I’m not ready to book a flight from Massachusetts to Illinois right now. Can momondo alert me if prices change?
Yes. momondo can track prices for Massachusetts to Illinois flights and alert you when they change. Perform a search to set up the price alert. All that is required is a valid email address.