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Cheap flights from Illinois to Boston from $45

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 12/17. 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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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.

Cheap one-way flights

Flying one-way? These are some of the best deals recently discovered on momondo for flights from Illinois to Boston.

Cheap last minute flights

Planning a quick getaway from Illinois to Boston? These are the last-minute flight deals available now.

Cheap direct flights

If you prefer a non-stop journey, check out our latest direct flight deals to Boston, so you can enjoy a seamless trip without layovers.

Cheap bus & train deals from Illinois to Boston

Find recent round-trip train or bus tickets from Illinois to Boston.

All round-trip flight deals to Boston

The cheapest plane tickets to Boston found on KAYAK recently.
9:58 am - 12:38 amORD-BOS
13h 40m1 stop
5:00 am - 4:06 pmBOS-ORD
12h 06m1 stop
$101Spirit Airlines
Find Deal
Tue, Dec 10 - Wed, Dec 11
12:57 pm - 12:30 amMDW-BOS
10h 33m1 stop
5:45 am - 1:24 pmBOS-MDW
8h 39m1 stop
$103Frontier
Find Deal
Wed, Dec 11 - Wed, Dec 18
4:53 pm - 12:30 amORD-BOS
6h 37m1 stop
11:31 am - 8:13 pmBOS-ORD
9h 42m1 stop
Mon, Jan 13 - Tue, Jan 14
12:09 pm - 11:50 pmORD-BOS
10h 41m1 stop
11:47 am - 9:16 pmBOS-ORD
10h 29m1 stop
Wed, Jan 8 - Fri, Jan 10
2:05 pm - 5:34 pmORD-BOS
2h 29mnonstop
7:25 am - 9:28 amBOS-ORD
3h 03mnonstop
$155Delta
Find Deal
Tue, Dec 10 - Thu, Dec 12
8:50 am - 12:12 pmORD-BOS
2h 22mnonstop
6:00 am - 8:06 amBOS-ORD
3h 06mnonstop
$157JetBlue
Find Deal
Thu, Dec 5 - Sun, Dec 8
8:05 am - 11:20 amMDW-BOS
2h 15mnonstop
6:40 am - 8:25 amBOS-MDW
2h 45mnonstop
$158Southwest
Find Deal
Sat, Dec 7 - Sun, Dec 8
10:14 am - 6:45 pmORD-BOS
7h 31m1 stop
6:00 am - 8:06 amBOS-ORD
3h 06mnonstop
$166JetBlue
Find Deal
Tue, Dec 10 - Fri, Dec 13
7:35 am - 11:03 amORD-BOS
2h 28mnonstop
3:30 pm - 5:36 pmBOS-ORD
3h 06mnonstop
$173Delta
Find Deal
Wed, Dec 25 - Tue, Jan 7
8:00 am - 11:15 amMDW-BOS
2h 15mnonstop
12:05 pm - 1:50 pmBOS-MDW
2h 45mnonstop
$178Southwest
Find Deal
Sun, Dec 8 - Sat, Dec 14
9:58 am - 12:38 amORD-BOS
13h 40m1 stop
$45Spirit Airlines
Find Deal
Tue, Dec 17
5:24 pm - 12:30 amMDW-BOS
6h 06m1 stop
$52Frontier
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Tue, Jan 14
2:35 pm - 6:10 pmORD-BOS
2h 35mnonstop
$79Delta
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Mon, Feb 3
10:05 am - 1:20 pmMDW-BOS
2h 15mnonstop
$79Southwest
Find Deal
Mon, Feb 3
11:53 am - 5:28 pmORD-BOS
4h 35m1 stop
$88United Airlines
Find Deal
Sun, Feb 16
4:25 pm - 7:49 pmORD-BOS
2h 24mnonstop
$89JetBlue
Find Deal
Wed, Mar 5
8:10 am - 11:25 amMDW-BOS
2h 15mnonstop
$95Southwest
Find Deal
Thu, Nov 28
9:30 pm - 12:54 amORD-BOS
2h 24mnonstop
$95United Airlines
Find Deal
Wed, Dec 25
5:40 pm - 12:18 amORD-BOS
5h 38m1 stop
$98JetBlue
Find Deal
Mon, Feb 17
2:35 pm - 6:10 pmORD-BOS
2h 35mnonstop
$100Delta
Find Deal
Mon, Jan 6
11:51 am - 7:29 pmORD-BOS
6h 38m1 stop
8:54 am - 3:43 pmBOS-ORD
7h 49m1 stop
Tue, Nov 26 - Mon, Dec 9
4:45 pm - 8:04 pmORD-BOS
2h 19mnonstop
8:54 am - 11:19 pmBOS-ORD
15h 25m1 stop
Mon, Nov 25 - Fri, Dec 6
4:45 pm - 8:04 pmORD-BOS
2h 19mnonstop
8:10 am - 10:21 amBOS-ORD
3h 11mnonstop
$200Spirit Airlines
Find Deal
Mon, Nov 25 - Tue, Dec 3
11:51 am - 7:29 pmORD-BOS
6h 38m1 stop
8:10 am - 10:21 amBOS-ORD
3h 11mnonstop
$207Spirit Airlines
Find Deal
Tue, Nov 26 - Tue, Dec 3
6:48 pm - 12:31 amMDW-BOS
4h 43m1 stop
6:00 am - 11:42 amBOS-MDW
6h 42m1 stop
$208Frontier
Find Deal
Tue, Nov 26 - Tue, Dec 10
6:48 pm - 12:31 amMDW-BOS
4h 43m1 stop
12:38 pm - 9:02 pmBOS-MDW
9h 24m1 stop
$218Frontier
Find Deal
Tue, Nov 26 - Fri, Dec 6
2:05 pm - 5:30 pmORD-BOS
2h 25mnonstop
7:50 pm - 9:51 pmBOS-ORD
3h 01mnonstop
$252Delta
Find Deal
Tue, Nov 26 - Wed, Dec 4
10:25 am - 1:55 pmORD-BOS
2h 30mnonstop
7:25 am - 9:28 amBOS-ORD
3h 03mnonstop
$273Delta
Find Deal
Tue, Nov 26 - Fri, Dec 6
9:45 am - 1:08 pmORD-BOS
2h 23mnonstop
6:45 am - 8:49 amBOS-ORD
3h 04mnonstop
$277American Airlines
Find Deal
Mon, Nov 25 - Mon, Dec 30
1:25 pm - 4:38 pmORD-BOS
2h 13mnonstop
8:00 am - 12:25 pmBOS-ORD
5h 25m1 stop
$307American Airlines
Find Deal
Sun, Nov 24 - Wed, Nov 27
6:30 am - 10:00 amORD-BOS
2h 30mnonstop
11:05 am - 1:00 pmBOS-ORD
2h 55mnonstop
$155Delta
Find Deal
Mon, Dec 9 - Wed, Dec 11
8:50 am - 12:12 pmORD-BOS
2h 22mnonstop
6:00 am - 8:06 amBOS-ORD
3h 06mnonstop
$157JetBlue
Find Deal
Thu, Dec 5 - Thu, Dec 12
8:05 am - 11:20 amMDW-BOS
2h 15mnonstop
6:40 am - 8:25 amBOS-MDW
2h 45mnonstop
$158Southwest
Find Deal
Sat, Dec 7 - Sun, Dec 8
6:40 am - 10:00 amORD-BOS
2h 20mnonstop
7:25 am - 9:28 amBOS-ORD
3h 03mnonstop
$158Delta
Find Deal
Thu, Dec 5 - Sun, Dec 8
8:00 am - 11:15 amMDW-BOS
2h 15mnonstop
12:05 pm - 1:50 pmBOS-MDW
2h 45mnonstop
$178Southwest
Find Deal
Sun, Dec 8 - Sat, Dec 14
8:30 pm - 12:15 amORD-BOS
2h 45mnonstop
2:52 pm - 4:52 pmBOS-ORD
3h 00mnonstop
$183American Airlines
Find Deal
Sun, Jan 5 - Sun, Jan 12
7:25 am - 10:59 amORD-BOS
2h 34mnonstop
6:45 am - 8:49 amBOS-ORD
3h 04mnonstop
$189American Airlines
Find Deal
Wed, Dec 25 - Wed, Jan 1
1:55 pm - 5:16 pmORD-BOS
2h 21mnonstop
6:02 am - 8:05 amBOS-ORD
3h 03mnonstop
$197United Airlines
Find Deal
Sat, Dec 14 - Sat, Jan 4
9:37 pm - 1:09 amORD-BOS
2h 32mnonstop
6:00 am - 7:50 amBOS-ORD
2h 50mnonstop
$207United Airlines
Find Deal
Mon, Mar 31 - Sun, Apr 6
4:45 pm - 8:04 pmORD-BOS
2h 19mnonstop
8:10 am - 10:21 amBOS-ORD
3h 11mnonstop
$284Spirit Airlines
Find Deal
Mon, Dec 2 - Tue, Dec 3

Spirit Airlines flights from Illinois to Boston

Our best Spirit Airlines deals on Illinois to Boston flight tickets
Spirit Airlines
Dec 10
ORD9:58 amChicago O'Hare Intl
13h 40m
1 stop
BOS12:38 amBoston Logan Intl
Dec 11
BOS5:00 amBoston Logan Intl
12h 06m
1 stop
ORD4:06 pmChicago O'Hare Intl
Spirit Airlines
Dec 10
ORD9:58 amChicago O'Hare Intl
13h 40m
1 stop
BOS12:38 amBoston Logan Intl
Dec 17
BOS9:57 amBoston Logan Intl
11h 18m
1 stop
ORD8:15 pmChicago O'Hare Intl
Spirit Airlines
Dec 5
STL4:26 pmLambert-St Louis
7h 12m
1 stop
BOS12:38 amBoston Logan Intl
Dec 8
BOS5:00 amBoston Logan Intl
11h 21m
1 stop
STL3:21 pmLambert-St Louis

Frontier flights from Illinois to Boston

Our best Frontier deals on Illinois to Boston flight tickets
Frontier
Dec 11
MDW12:57 pmChicago Midway
10h 33m
1 stop
BOS12:30 amBoston Logan Intl
Dec 18
BOS5:45 amBoston Logan Intl
8h 39m
1 stop
MDW1:24 pmChicago Midway
Frontier
Jan 21
MDW5:31 pmChicago Midway
6h 08m
1 stop
BOS12:39 amBoston Logan Intl
Jan 28
BOS6:00 amBoston Logan Intl
11h 16m
1 stop
MDW4:16 pmChicago Midway
Frontier
Jan 14
MDW5:24 pmChicago Midway
6h 06m
1 stop
BOS12:30 amBoston Logan Intl
Jan 28
BOS6:00 amBoston Logan Intl
11h 16m
1 stop
MDW4:16 pmChicago Midway

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 January instead. Flights to Boston in January, while not as cheap as those in September, still average around $198.

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 $223. 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 $291.

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 $205. Keep in mind that these prices may fluctuate based on what airline you choose and the time of year you plan to travel. At noon is when there is more demand to fly to Boston, so prices are often more expensive at around $258 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 35 days ahead of your departure date. In general, you can expect to find flights to Boston for around $243 when searching 35 days 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 $177 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.

Can stopping save me money on Illinois to Boston flights?

You could potentially save up to 38% on your flight if you consider stops on a Illinois to Boston flight.

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

$45

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 $45. The best round-trip flight deal from Illinois to Boston found on momondo in the last 72 hours is $101.
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
8,169 reviews
Search Spirit Airlines flights
DeltaPriceFrom $63Free CancellationRating
8.0
8,755 reviews
Search Delta flights
FrontierPriceFrom $69Free CancellationRating
6.1
3,536 reviews
Search Frontier flights
JetBluePriceFrom $83Free CancellationRating
7.4
3,389 reviews
Search JetBlue flights
American AirlinesPriceFrom $137Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
United AirlinesPriceFrom $148Free CancellationRating
7.4
9,172 reviews
Search United Airlines flights
SouthwestPriceFrom $153Free CancellationRating
8.1
5,005 reviews
Search Southwest flights

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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