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Cheap flights from Illinois to Boston 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 Illinois to Boston 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.
1 adult
0 bags

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Find the cheapest flights from Illinois to Boston

Cheap round-trip flights

These are some of the best round-trip flight deals from Illinois to Boston that have been recently found on momondo from popular airlines, departing in the coming months.
Spirit Airlines Logo
7:37 am - 9:50 pmORD-BOS
13h 13m1 stop
Spirit Airlines Logo
3:49 pm - 11:04 pmBOS-ORD
8h 15m1 stop
$109Spirit Airlines
Find Deal
mié., jun. 4 - mié., jun. 11
Spirit Airlines Logo
9:55 am - 11:29 pmORD-BOS
12h 34m1 stop
Spirit Airlines Logo
3:49 pm - 11:04 pmBOS-ORD
8h 15m1 stop
$116Spirit Airlines
Find Deal
jue., may. 29 - mar., jun. 3
United Airlines Logo
4:20 pm - 7:48 pmORD-BOS
2h 28mnonstop
United Airlines Logo
12:15 pm - 2:12 pmBOS-ORD
2h 57mnonstop
$117United Airlines
Find Deal
sáb., may. 10 - mar., may. 13
Southwest Logo
6:30 pm - 9:45 pmMDW-BOS
2h 15mnonstop
Southwest Logo
5:50 am - 7:30 amBOS-MDW
2h 40mnonstop
$117Southwest
Find Deal
sáb., may. 10 - mar., may. 13
JetBlue Logo
10:50 am - 2:18 pmORD-BOS
2h 28mnonstop
JetBlue Logo
6:00 am - 8:00 amBOS-ORD
3h 00mnonstop
$118JetBlue
Find Deal
sáb., may. 10 - dom., may. 11
American Airlines Logo
6:45 am - 10:08 amORD-BOS
2h 23mnonstop
American Airlines Logo
5:00 am - 6:54 amBOS-ORD
2h 54mnonstop
$119American Airlines
Find Deal
lun., jun. 9 - jue., jun. 12
United Airlines Logo
7:53 pm - 11:20 pmORD-BOS
2h 27mnonstop
United Airlines Logo
6:59 pm - 11:37 pmBOS-ORD
5h 38m1 stop
$123United Airlines
Find Deal
mar., jun. 3 - mar., ago. 12
Southwest Logo
2:50 pm - 10:45 pmMDW-BOS
6h 55m1 stop
Southwest Logo
5:25 am - 7:00 amBOS-MDW
2h 35mnonstop
$127Southwest
Find Deal
jue., jun. 12 - mar., jun. 24
JetBlue Logo
4:03 pm - 12:17 amORD-BOS
7h 14m1 stop
JetBlue Logo
6:00 am - 8:00 amBOS-ORD
3h 00mnonstop
$140JetBlue
Find Deal
mié., may. 21 - dom., may. 25
American Airlines Logo
6:30 am - 9:52 amORD-BOS
2h 22mnonstop
American Airlines Logo
5:00 am - 6:54 amBOS-ORD
2h 54mnonstop
$149American Airlines
Find Deal
dom., jun. 8 - jue., jun. 12

Spirit Airlines flights from Illinois to Boston

Our best Spirit Airlines deals on Illinois to Boston flight tickets
Spirit Airlines
Jun 4
ORD7:37 amChicago O'Hare Intl
13h 13m
1 stop
BOS9:50 pmBoston Logan Intl
Jun 11
BOS3:49 pmBoston Logan Intl
8h 15m
1 stop
ORD11:04 pmChicago O'Hare Intl
Spirit Airlines
May 29
ORD9:55 amChicago O'Hare Intl
12h 34m
1 stop
BOS11:29 pmBoston Logan Intl
Jun 3
BOS3:49 pmBoston Logan Intl
8h 15m
1 stop
ORD11:04 pmChicago O'Hare Intl
Spirit Airlines
Jun 4
ORD7:37 amChicago O'Hare Intl
13h 13m
1 stop
BOS9:50 pmBoston Logan Intl
Jun 11
BOS3:49 pmBoston Logan Intl
8h 15m
1 stop
ORD11:04 pmChicago O'Hare Intl

Delta flights from Illinois to Boston

Our best Delta deals on Illinois to Boston flight tickets
Delta
May 8
ORD7:00 amChicago O'Hare Intl
2h 25m
BOS10:25 amBoston Logan Intl
May 13
BOS7:15 amBoston Logan Intl
2h 54m
ORD9:09 amChicago O'Hare Intl
Delta
Jul 4
ORD7:00 amChicago O'Hare Intl
2h 31m
BOS10:31 amBoston Logan Intl
Jul 11
BOS7:20 amBoston Logan Intl
2h 58m
ORD9:18 amChicago O'Hare Intl
Delta
May 8
ORD7:00 amChicago O'Hare Intl
2h 25m
BOS10:25 amBoston Logan Intl
May 11
BOS7:15 amBoston Logan Intl
2h 54m
ORD9:09 amChicago O'Hare Intl

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 $200 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.

Cheap Illinois to Boston flight deals and tips

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

Best Price Found

$53

Fastest flight time

2h 10m

Direct flights

Every day

Airports in Boston

1 airport
The best one-way flight to Boston from Illinois in the past 72 hours is $53. The best round-trip flight deal from Illinois to Boston found on momondo in the last 72 hours is $109.
The fastest flight from Illinois to Boston takes 2h 10m
Direct flights go from Illinois to Boston every day.
There is 1 airport near Boston: Boston Logan Intl (BOS)

  • 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?

  • 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?


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
Spirit AirlinesPriceFrom $38Free CancellationRating
6.3
7,963 reviews
Search Spirit Airlines flights
DeltaPriceFrom $63Free CancellationRating
8.0
7,936 reviews
Search Delta flights
FrontierPriceFrom $69Free CancellationRating
5.9
3,287 reviews
Search Frontier flights
JetBluePriceFrom $79Free CancellationRating
7.3
2,924 reviews
Search JetBlue flights
American AirlinesPriceFrom $137Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
United AirlinesPriceFrom $138Free CancellationRating
7.4
8,696 reviews
Search United Airlines flights
SouthwestPriceFrom $157Free CancellationRating
8.0
4,294 reviews
Search Southwest flights

Traveling to a place near Boston?

Book flights to Boston if you plan to visit one of these locations
Hampton Beach
Salem
Ogunquit
Hampton
Old Orchard Beach
Nashua
York Beach
Cambridge
Plymouth
Brockton
Laconia
Concord
Everett
Narragansett
Warwick
Middletown
Kennebunkport
Wells
Revere
Gloucester

Why 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.


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