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Cheap flights from Illinois to Boston from $55

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 8/5. 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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Cheap round-trip flights

Spirit Airlines Logo
5:05 am - 7:34 pmORD-BOS
13h 29m1 stop
Spirit Airlines Logo
8:39 pm - 8:55 amBOS-ORD
13h 16m1 stop
$112Spirit Airlines
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Tue, Aug 5 - Wed, Aug 6
Spirit Airlines Logo
5:05 am - 7:34 pmORD-BOS
13h 29m1 stop
Spirit Airlines Logo
8:39 pm - 8:55 amBOS-ORD
13h 16m1 stop
$114Spirit Airlines
Find Deal
Tue, Aug 5 - Wed, Aug 6
American Airlines Logo
8:25 pm - 11:59 pmORD-BOS
2h 34mnonstop
American Airlines Logo
11:00 am - 1:00 pmBOS-ORD
3h 00mnonstop
$117American Airlines
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Tue, Sep 2 - Wed, Sep 3
Southwest Logo
5:40 pm - 9:00 pmMDW-BOS
2h 20mnonstop
Southwest Logo
5:15 am - 6:45 amBOS-MDW
2h 30mnonstop
$117Southwest
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Sat, Aug 30 - Mon, Sep 1
JetBlue Logo
6:59 pm - 10:32 pmORD-BOS
2h 33mnonstop
JetBlue Logo
7:00 am - 8:57 amBOS-ORD
2h 57mnonstop
$126JetBlue
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Thu, Sep 4 - Sun, Sep 7
Southwest Logo
5:40 pm - 9:00 pmMDW-BOS
2h 20mnonstop
Southwest Logo
8:50 am - 10:25 amBOS-MDW
2h 35mnonstop
$127Southwest
Find Deal
Sat, Aug 30 - Sun, Aug 31
JetBlue Logo
9:42 am - 1:10 pmORD-BOS
2h 28mnonstop
JetBlue Logo
7:00 am - 8:57 amBOS-ORD
2h 57mnonstop
$127JetBlue
Find Deal
Thu, Sep 4 - Sun, Sep 7
American Airlines Logo
8:25 pm - 11:59 pmORD-BOS
2h 34mnonstop
American Airlines Logo
5:00 am - 6:51 amBOS-ORD
2h 51mnonstop
$132American Airlines
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Tue, Sep 2 - Sat, Sep 13
United Airlines Logo
3:48 pm - 7:18 pmORD-BOS
2h 30mnonstop
United Airlines Logo
7:04 pm - 11:41 pmBOS-ORD
5h 37m1 stop
$143United Airlines
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Wed, Aug 6 - Tue, Aug 12
United Airlines Logo
2:15 pm - 5:46 pmORD-BOS
2h 31mnonstop
United Airlines Logo
9:43 am - 11:33 amBOS-ORD
2h 50mnonstop
$145United Airlines
Find Deal
Sat, Aug 30 - Wed, Sep 3

Spirit Airlines flights from Illinois to Boston

Our best Spirit Airlines deals on Illinois to Boston flight tickets
Spirit Airlines
Aug 5
ORD5:05 amChicago O'Hare Intl
13h 29m
1 stop
BOS7:34 pmBoston Logan Intl
Aug 6
BOS8:39 pmBoston Logan Intl
13h 16m
1 stop
ORD8:55 amChicago O'Hare Intl
$112
Find similar
Spirit Airlines
Aug 5
ORD5:05 amChicago O'Hare Intl
13h 29m
1 stop
BOS7:34 pmBoston Logan Intl
Aug 6
BOS8:39 pmBoston Logan Intl
13h 16m
1 stop
ORD8:55 amChicago O'Hare Intl
$114
Find similar
Spirit Airlines
Aug 5
ORD10:00 amChicago O'Hare Intl
8h 30m
1 stop
BOS7:30 pmBoston Logan Intl
Aug 6
BOS8:39 pmBoston Logan Intl
13h 16m
1 stop
ORD8:55 amChicago O'Hare Intl
$115
Find similar

Southwest flights from Illinois to Boston

Our best Southwest deals on Illinois to Boston flight tickets
Southwest
Aug 30
MDW5:40 pmChicago Midway
2h 20m
BOS9:00 pmBoston Logan Intl
Sep 1
BOS5:15 amBoston Logan Intl
2h 30m
MDW6:45 amChicago Midway
$117
Find similar
Southwest
Aug 30
MDW5:40 pmChicago Midway
2h 20m
BOS9:00 pmBoston Logan Intl
Aug 31
BOS8:50 amBoston Logan Intl
2h 35m
MDW10:25 amChicago Midway
$127
Find similar
Southwest
Sep 17
MDW9:55 amChicago Midway
2h 25m
BOS1:20 pmBoston Logan Intl
Sep 22
BOS8:20 pmBoston Logan Intl
2h 35m
MDW9:55 pmChicago Midway
$137
Find similar

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 $189. 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 $193.

What is the cheapest day to depart on your flight to Boston?

The cheapest day to depart from Illinois to Boston is on a Saturday when prices can be found for as low as $237. 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 $299.

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 $210. 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 $278 per ticket.

What is the cheapest Illinois to Boston Logan Intl flight route?

Fly from Chicago O'Hare Intl 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 weeks ahead of your departure date. In general, you can expect to find flights to Boston for around $228 when searching 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 $190 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?

No. A direct flight is the cheapest option for a flight between Illinois to Boston.

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

$55

Fastest flight time

2h 13m

Direct flights

Every day

Airports in Boston

1 airport
The best one-way flight to Boston from Illinois in the past 72 hours is $55. The best round-trip flight deal from Illinois to Boston found on momondo in the last 72 hours is $112.
The fastest flight from Illinois to Boston takes 2h 13m
Direct flights go from Illinois to Boston every day.
There is 1 airport near Boston: Boston Logan Intl (BOS)
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  • 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 $35Free CancellationRating
6.3
8,043 reviews
Search Spirit Airlines flights
JetBluePriceFrom $78Free CancellationRating
7.3
2,909 reviews
Search JetBlue flights
DeltaPriceFrom $90Free CancellationRating
8.0
7,957 reviews
Search Delta flights
FrontierPriceFrom $100Free CancellationRating
5.9
3,256 reviews
Search Frontier flights
American AirlinesPriceFrom $125Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
United AirlinesPriceFrom $130Free CancellationRating
7.4
8,863 reviews
Search United Airlines flights
SouthwestPriceFrom $144Free CancellationRating
8.0
4,239 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
York Beach
Plymouth
Cambridge
Kennebunkport
Nashua
Narragansett
Laconia
Brockton
Concord
Gloucester
South Yarmouth
Everett
Wells
Falmouth
Warwick

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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