Cheap flights from Illinois to Boston from $48
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 Boston departing on 5/14. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
Discover deals from 900+ travel sites with momondo.
Save money when you book flights with momondo
Big names and deals
Big names and deals
Search 100s of travel sites to compare prices.Filter for what you want
Filter for what you want
Free Wi-Fi? Stopover? Instantly customize your results.Trusted and free
Trusted and free
We’re completely free to use - no hidden charges or fees.Price Alerts
Price Alerts
Not ready to book? to track prices.Find the cheapest flights from Illinois to Boston
Cheap round-trip flights
Cheap one-way flights
Cheap last minute flights
Cheap direct flights
Spirit Airlines flights from Illinois to Boston
Our best Spirit Airlines deals on Illinois to Boston flight tickets
Southwest flights from Illinois to Boston
Our best Southwest deals on Illinois to Boston flight tickets
See travel insights to Boston from
How to get the cheapest flight ticket from Illinois to Boston
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 Boston?
In general, September is the cheapest month to fly from Illinois to Boston. Due to it being the ‘off-season’ during this time, you can expect flight prices to be around $191. If you aren’t able to travel during the month of September, then book flights to Boston from Illinois during August instead. Flights to Boston in August, while not as cheap as those in September, still average around $207.
What is the cheapest day to depart on your flight to Boston?
The cheapest day to depart from Illinois to Boston is on a Wednesday when prices can be found for as low as $250. Be sure to avoid booking your departure on a Sunday as prices are generally higher than usual. According to our data, the average ticket price to Boston on Sunday is $326.
What is the cheapest time of day to depart on your flight to Boston?
According to our data, the cheapest time of day to fly to Boston is in the evening. momondo users have found flights departing from Illinois to Boston in the evening for as low as $199. Keep in mind that these prices may fluctuate based on what airline you choose and the time of year you plan to travel. In the afternoon is when there is more demand to fly to Boston, so prices are often more expensive at around $297 per ticket.
What is the cheapest Illinois to Boston Logan Intl flight route?
Fly from Chicago Midway to Boston Logan Intl for the best Illinois - Boston Logan Intl flight prices
How far in advance should I book a flight to Boston?
You are more likely to see cheaper flights to Boston from Illinois when booking 6 weeks ahead of your departure date. In general, you can expect to find flights to Boston for around $239 when searching 6 weeks out.However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Boston from Illinois for as low as $198 on momondo.
What cabin class options are available on Illinois to Boston Logan Intl flights?
There are 4 cabin classes available to choose from on Illinois to Boston Logan Intl 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 Boston Logan Intl?
Spirit Airlines, JetBlue, and Southwest are the most popular carriers operating from Illinois to Boston Logan Intl
What airlines fly to Boston?
American Airlines, United Airlines and Delta are the top three most popular airlines that fly to Boston from Illinois according to our data. American Airlines is the first choice among our users, with 43% of people opting to fly with this airline when traveling to Boston. Keep in mind that there are 7 different airlines that fly to Boston on a routine basis, so you have a few additional options to choose from.
How many flights depart from Illinois to Boston on average per day?
The number of flights available between Illinois and Boston is 50 per day as of April 2025. The most frequent departure time is 6:00PM, with 41% of daily flights leaving at noon.
How many flights depart from Illinois to Boston on average per week?
As of April 2025, 353 flights take off from Illinois and land in Boston each week. The most common flight departure day for this route is Thu, with 23% of weekly flights taking off on this day.
Cheap Illinois to Boston flight deals and tips
Find info about flight duration, direct flights, and airports for your flight from Illinois to Boston
When did momondo last update prices for flights from Illinois to Boston Logan Intl Airport?
Prices for flights from Illinois to Boston Logan Intl Airport were last updated today.
How many operators does momondo search for flights from Illinois to Boston Logan Intl Airport?
As of April 2025, there are 7 operators available to choose from for flights from Illinois to Boston Logan Intl Airport.
How old do you have to be to fly from Illinois to Boston Logan Intl Airport?
The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from Illinois to Boston Logan Intl Airport.
What documentation or ID do you need to fly to Boston Logan Intl Airport?
The travel and health documents you'll need for your trip to Boston Logan Intl Airport 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 Boston Logan Intl Airport. 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 Boston?
Based on momondo bookings for this flight route, the most popular plane model on flight routes from Illinois to Boston is Boeing 737-800 (22.19% of total bookings). The next most popular plane models are Embraer 175 (16.97%), Boeing 737 MAX 8 (11.78%), and Boeing 737-900 (8.24%).
Best airlines flying from Illinois to Boston
Compare and see reviews for airlines that fly from Illinois to Boston with momondo
| Airline | Rating | Free Cancellation | Price | ||
|---|---|---|---|---|---|
| PriceFrom $38 | Free Cancellation | Rating 6.3 7,926 reviews | |||
| PriceFrom $63 | Free Cancellation | Rating 8.0 7,916 reviews | |||
| PriceFrom $69 | Free Cancellation | Rating 6.0 3,281 reviews | |||
| PriceFrom $80 | Free Cancellation | Rating 7.3 2,926 reviews | |||
| PriceFrom $137 | Free Cancellation | Rating 7.2 10,000 reviews | |||
| PriceFrom $145 | Free Cancellation | Rating 7.4 8,667 reviews | |||
| PriceFrom $157 | Free Cancellation | Rating 8.0 4,280 reviews |
Traveling to a place near Boston?
Book flights to Boston if you plan to visit one of these locationsWhy use momondo?
Why should I use momondo to find a flight deal from Illinois to Boston?
momondo compares prices from hundreds of airlines and agents so you can find and book the best deal on flights from Illinois to Boston. Millions of users trust and use momondo every year so you are in good hands.
Can I find flights from Illinois to Boston with flexible booking policies on momondo?
momondo does allow users to show only those flights to Boston from Illinois which offer a flexible booking policy as well as other useful filters and features.
How can momondo help me find flights from Illinois to Boston?
Once all potential Illinois to Boston 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 Illinois to Boston right now. Can momondo alert me if prices change?
Yes momondo offers price alerts on flights to Boston from Illinois. After performing a search on this page you should be able to see the price alert set up feature. Simply provide a valid email address and momondo will instantly alert you when prices change.