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Cheap flights from Massachusetts to Illinois from $47

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 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.
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0 bags

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Find the cheapest flights from Massachusetts to Illinois

Cheap round-trip flights

KAYAK's recommended round-trip deals from the most popular airlines that fly from Massachusetts to Illinois.
Southwest Logo
5:45 am - 7:20 amBOS-MDW
2h 35mnonstop
Southwest Logo
6:25 pm - 9:45 pmMDW-BOS
2h 20mnonstop
$117Southwest
Find Deal
Thu, May 29 - Wed, Jun 4
JetBlue Logo
6:00 am - 8:00 amBOS-ORD
3h 00mnonstop
JetBlue Logo
10:50 am - 2:18 pmORD-BOS
2h 28mnonstop
$117JetBlue
Find Deal
Thu, May 8 - Wed, May 14
American Airlines Logo
8:00 am - 10:07 amBOS-ORD
3h 07mnonstop
American Airlines Logo
6:35 pm - 10:07 pmORD-BOS
2h 32mnonstop
$118American Airlines
Find Deal
Sat, May 3 - Mon, May 5
Spirit Airlines Logo
3:49 pm - 11:04 pmBOS-ORD
8h 15m1 stop
Spirit Airlines Logo
5:05 am - 2:44 pmORD-BOS
8h 39m1 stop
$120Spirit Airlines
Find Deal
Wed, Jun 4 - Wed, Jun 11
Spirit Airlines Logo
6:10 am - 2:34 pmBOS-ORD
9h 24m1 stop
Spirit Airlines Logo
10:48 am - 2:14 pmORD-BOS
2h 26mnonstop
$126Spirit Airlines
Find Deal
Tue, Oct 7 - Thu, Oct 16
American Airlines Logo
5:00 am - 6:54 amBOS-ORD
2h 54mnonstop
American Airlines Logo
6:45 am - 10:08 amORD-BOS
2h 23mnonstop
$147American Airlines
Find Deal
Fri, Jun 13 - Wed, Jun 18
United Airlines Logo
5:30 am - 9:44 amBOS-ORD
5h 14m1 stop
United Airlines Logo
4:20 pm - 7:48 pmORD-BOS
2h 28mnonstop
$157United Airlines
Find Deal
Wed, May 7 - Fri, May 9
Delta Logo
7:00 am - 8:59 amBOS-ORD
2h 59mnonstop
Delta Logo
7:00 am - 10:28 amORD-BOS
2h 28mnonstop
$177Delta
Find Deal
Mon, Jul 14 - Sat, Jul 19
United Airlines Logo
6:00 am - 7:57 amBOS-ORD
2h 57mnonstop
United Airlines Logo
6:25 pm - 9:57 pmORD-BOS
2h 32mnonstop
$187United Airlines
Find Deal
Thu, May 8 - Mon, May 12
Delta Logo
8:10 pm - 10:10 pmBOS-ORD
3h 00mnonstop
Delta Logo
10:10 am - 1:40 pmORD-BOS
2h 30mnonstop
$208Delta
Find Deal
Thu, Jul 17 - Wed, Jul 23

Spirit Airlines flights from Massachusetts to Illinois

Our best Spirit Airlines deals on Massachusetts to Illinois flight tickets
Spirit Airlines
Jun 4
BOS3:49 pmBoston Logan Intl
8h 15m
1 stop
ORD11:04 pmChicago O'Hare Intl
Jun 11
ORD5:05 amChicago O'Hare Intl
8h 39m
1 stop
BOS2:44 pmBoston Logan Intl
Spirit Airlines
Oct 7
BOS6:10 amBoston Logan Intl
9h 24m
1 stop
ORD2:34 pmChicago O'Hare Intl
Oct 16
ORD10:48 amChicago O'Hare Intl
2h 26m
BOS2:14 pmBoston Logan Intl
Spirit Airlines
Oct 7
BOS11:56 amBoston Logan Intl
9h 44m
1 stop
ORD8:40 pmChicago O'Hare Intl
Oct 22
ORD3:29 pmChicago O'Hare Intl
8h 10m
1 stop
BOS12:39 amBoston Logan Intl

American Airlines flights from Massachusetts to Illinois

Our best American Airlines deals on Massachusetts to Illinois flight tickets
American Airlines
May 3
BOS8:00 amBoston Logan Intl
3h 07m
ORD10:07 amChicago O'Hare Intl
May 5
ORD6:35 pmChicago O'Hare Intl
2h 32m
BOS10:07 pmBoston Logan Intl
American Airlines
May 1
BOS6:10 amBoston Logan Intl
3h 08m
ORD8:18 amChicago O'Hare Intl
May 6
ORD4:40 pmChicago O'Hare Intl
2h 21m
BOS8:01 pmBoston Logan Intl
American Airlines
Jun 13
BOS5:00 amBoston Logan Intl
2h 54m
ORD6:54 amChicago O'Hare Intl
Jun 18
ORD6:45 amChicago O'Hare Intl
2h 23m
BOS10:08 amBoston Logan Intl

See travel insights to Illinois from

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 $248 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.

Cheap Massachusetts to Illinois flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Massachusetts to Illinois

Best Price Found

$47

Fastest flight time

2h 10m

Direct flights

Every day

Airports in Illinois

3 airports
The best one-way flight to Illinois from Massachusetts in the past 72 hours is $47. The best round-trip flight deal from Massachusetts to Illinois found on momondo in the last 72 hours is $117.
The fastest flight from Massachusetts to Illinois takes 2h 10m
Direct flights go from Massachusetts to Illinois every day.
There are 3 airports near Illinois: Chicago O'Hare Intl (ORD), Chicago Midway (MDW), Lambert-St Louis (STL)

  • 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?

  • 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?


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
Spirit AirlinesPriceFrom $39Free CancellationRating
6.3
7,940 reviews
Search Spirit Airlines flights
JetBluePriceFrom $83Free CancellationRating
7.3
2,924 reviews
Search JetBlue flights
DeltaPriceFrom $93Free CancellationRating
8.0
7,920 reviews
Search Delta flights
United AirlinesPriceFrom $97Free CancellationRating
7.4
8,685 reviews
Search United Airlines flights
FrontierPriceFrom $100Free CancellationRating
5.9
3,283 reviews
Search Frontier flights
SouthwestPriceFrom $139Free CancellationRating
8.0
4,287 reviews
Search Southwest flights
American AirlinesPriceFrom $139Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights

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.


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