Latest deals
Insights
When to book
FAQs
Reviews
Price Alerts

Cheap flights from Chicago O'Hare Intl Airport 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 Chicago O'Hare Intl Airport 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.
1 adult
0 bags

Deals available from 900+ travel sites.

"This year, momondo is the #1 place for airfares on the internet."
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 Chicago O'Hare Intl Airport to Boston

Cheap round-trip flights

These are some of the best round-trip flight deals from Chicago O'Hare Intl Airport 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 Chicago O'Hare Intl Airport to Boston.

Cheap last minute flights

Planning a quick getaway from Chicago O'Hare Intl Airport 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 Chicago O'Hare Intl Airport to Boston

Find recent round-trip train or bus tickets from Chicago O'Hare Intl Airport 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
9:58 am - 12:38 amORD-BOS
13h 40m1 stop
9:57 am - 8:15 pmBOS-ORD
11h 18m1 stop
$107Spirit Airlines
Find Deal
Tue, Dec 10 - Tue, Dec 17
8:51 am - 12:13 pmORD-BOS
2h 22mnonstop
6:00 am - 8:06 amBOS-ORD
3h 06mnonstop
$157JetBlue
Find Deal
Tue, Dec 10 - Sun, Dec 15
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
6:05 pm - 9:30 pmORD-BOS
2h 25mnonstop
5:45 am - 9:34 amBOS-ORD
4h 49m1 stop
$167United Airlines
Find Deal
Fri, Dec 6 - Sun, Dec 8
6:30 am - 10:00 amORD-BOS
2h 30mnonstop
7:25 am - 9:28 amBOS-ORD
3h 03mnonstop
$177Delta
Find Deal
Sun, Dec 15 - Wed, Dec 18
7:35 am - 11:03 amORD-BOS
2h 28mnonstop
3:30 pm - 5:36 pmBOS-ORD
3h 06mnonstop
$178Delta
Find Deal
Sat, Jan 4 - Thu, Jan 9
8:30 pm - 12:15 amORD-BOS
2h 45mnonstop
6:00 am - 8:08 amBOS-ORD
3h 08mnonstop
$182American Airlines
Find Deal
Sun, Jan 5 - Fri, Jan 10
7:25 am - 10:59 amORD-BOS
2h 34mnonstop
6:45 am - 8:49 amBOS-ORD
3h 04mnonstop
$198American Airlines
Find Deal
Wed, Dec 25 - Thu, Jan 2
10:55 am - 2:22 pmORD-BOS
2h 27mnonstop
6:02 am - 8:05 amBOS-ORD
3h 03mnonstop
$218United Airlines
Find Deal
Wed, Dec 25 - Sat, Dec 28
5:38 pm - 12:35 amORD-BOS
5h 57m1 stop
$53Frontier
Find Deal
Tue, Dec 17
4:28 pm - 12:41 amORD-BOS
7h 13m1 stop
$54Frontier
Find Deal
Mon, Jan 6
2:35 pm - 6:10 pmORD-BOS
2h 35mnonstop
$79Delta
Find Deal
Mon, Feb 3
6:00 am - 12:05 pmORD-BOS
5h 05m1 stop
$88United Airlines
Find Deal
Fri, Feb 14
6:40 am - 10:04 amORD-BOS
2h 24mnonstop
$95Delta
Find Deal
Fri, Nov 29
5:40 pm - 12:18 amORD-BOS
5h 38m1 stop
$98JetBlue
Find Deal
Wed, Feb 19
8:42 am - 12:11 pmORD-BOS
2h 29mnonstop
$99JetBlue
Find Deal
Wed, Dec 25
6:00 am - 12:06 pmORD-BOS
5h 06m1 stop
$113United Airlines
Find Deal
Sun, Dec 8
1:39 pm - 8:32 pmORD-BOS
5h 53m1 stop
$128American Airlines
Find Deal
Fri, Feb 21
10:29 am - 4:07 pmORD-BOS
4h 38m1 stop
$133American Airlines
Find Deal
Wed, Nov 27
2:46 pm - 11:37 amORD-BOS
19h 51m1 stop
5:30 am - 7:37 amBOS-ORD
3h 07mnonstop
Tue, Nov 26 - Fri, Nov 29
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
5:30 am - 7:37 amBOS-ORD
3h 07mnonstop
$196Spirit Airlines
Find Deal
Sun, Nov 24 - Fri, Nov 29
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
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
6:40 am - 10:00 amORD-BOS
2h 20mnonstop
3:10 pm - 7:48 pmBOS-ORD
5h 38m1 stop
$258Delta
Find Deal
Tue, Nov 26 - Wed, Nov 27
8:09 am - 11:22 amORD-BOS
2h 13mnonstop
6:45 am - 8:49 amBOS-ORD
3h 04mnonstop
$277American Airlines
Find Deal
Mon, Nov 25 - Mon, Dec 30
7:00 am - 10:19 amORD-BOS
2h 19mnonstop
7:00 am - 11:47 amBOS-ORD
5h 47m1 stop
$308American Airlines
Find Deal
Sat, Nov 23 - Wed, Nov 27
6:00 am - 9:17 amORD-BOS
2h 17mnonstop
8:55 pm - 10:42 pmBOS-ORD
2h 47mnonstop
$312JetBlue
Find Deal
Sat, Nov 23 - Wed, Nov 27
9:46 am - 6:25 pmORD-BOS
7h 39m1 stop
8:55 pm - 10:42 pmBOS-ORD
2h 47mnonstop
$321JetBlue
Find Deal
Mon, Nov 25 - Wed, Nov 27
10:25 am - 1:55 pmORD-BOS
2h 30mnonstop
3:45 pm - 5:46 pmBOS-ORD
3h 01mnonstop
$155Delta
Find Deal
Wed, Dec 4 - Thu, Dec 5
8:51 am - 12:13 pmORD-BOS
2h 22mnonstop
6:00 am - 8:06 amBOS-ORD
3h 06mnonstop
$157JetBlue
Find Deal
Tue, Dec 10 - Sun, Dec 15
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
8:51 am - 12:13 pmORD-BOS
2h 22mnonstop
6:00 am - 8:06 amBOS-ORD
3h 06mnonstop
$167JetBlue
Find Deal
Wed, Dec 11 - Wed, Dec 18
7:35 am - 11:03 amORD-BOS
2h 28mnonstop
11:45 am - 1:50 pmBOS-ORD
3h 05mnonstop
$173Delta
Find Deal
Wed, Dec 25 - Tue, Jan 7
8:30 pm - 12:15 amORD-BOS
2h 45mnonstop
6:00 am - 8:08 amBOS-ORD
3h 08mnonstop
$182American Airlines
Find Deal
Sun, Jan 5 - Fri, Jan 10
7:25 am - 10:59 amORD-BOS
2h 34mnonstop
6:45 am - 8:49 amBOS-ORD
3h 04mnonstop
$198American Airlines
Find Deal
Wed, Dec 25 - Thu, Jan 2
9:20 am - 12:46 pmORD-BOS
2h 26mnonstop
6:02 am - 8:05 amBOS-ORD
3h 03mnonstop
$213United Airlines
Find Deal
Tue, Dec 24 - Mon, Dec 30
9:30 pm - 12:54 amORD-BOS
2h 24mnonstop
6:02 am - 8:05 amBOS-ORD
3h 03mnonstop
$215United Airlines
Find Deal
Mon, Dec 23 - Wed, Dec 25
4:45 pm - 8:04 pmORD-BOS
2h 19mnonstop
8:10 am - 10:21 amBOS-ORD
3h 11mnonstop
$265Spirit Airlines
Find Deal
Mon, Dec 2 - Tue, Dec 3

Frontier flights from Chicago O'Hare Intl Airport to Boston

Our best Frontier deals on Chicago O'Hare Intl Airport to Boston flight tickets
Frontier
Jan 9
ORD5:02 pmChicago O'Hare Intl
6h 28m
1 stop
BOS12:30 amBoston Logan Intl
Jan 14
BOS6:00 amBoston Logan Intl
8h 34m
1 stop
ORD1:34 pmChicago O'Hare Intl
Frontier
Jan 21
ORD2:59 pmChicago O'Hare Intl
8h 40m
1 stop
BOS12:39 amBoston Logan Intl
Jan 22
BOS6:00 amBoston Logan Intl
7h 45m
1 stop
ORD12:45 pmChicago O'Hare Intl
Frontier
Jan 6
ORD4:28 pmChicago O'Hare Intl
7h 13m
1 stop
BOS12:41 amBoston Logan Intl
Jan 11
BOS6:00 amBoston Logan Intl
28h 54m
1 stop
ORD9:54 amChicago O'Hare Intl

Spirit Airlines flights from Chicago O'Hare Intl Airport to Boston

Our best Spirit Airlines deals on Chicago O'Hare Intl Airport 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 6
ORD11:45 amChicago O'Hare Intl
11h 53m
1 stop
BOS12:38 amBoston Logan Intl
Dec 10
BOS5:00 amBoston Logan Intl
12h 06m
1 stop
ORD4:06 pmChicago O'Hare Intl

See travel insights to Boston from

How to get the cheapest flight ticket from Chicago O'Hare Intl Airport 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 from Chicago O'Hare Intl Airport to Boston?

January. The cheapest time of year to fly to Boston from Chicago O'Hare Intl Airport is January. Most expensive is April

What is the cheapest day to depart Chicago O'Hare Intl Airport for Boston?

Wednesday. The cheapest day of the week is typically Wednesday. The most expensive is typically Sunday

When is the cheapest time to fly from Chicago O'Hare Intl Airport to Boston?

In the evening. Chicago O'Hare Intl Airport to Boston flights are approximately 21% more expensive at noon than in the evening

How far in advance should you book Chicago O'Hare Intl Airport to Boston flights?

35 days before. The cheapest time to buy a flight from Chicago O'Hare Intl Airport to Boston is approximately 35 days to departure

What cabin class options are available on Chicago O'Hare Intl Airport to Boston flights?

There are 2 cabin classes available to choose from on Chicago O'Hare Intl Airport to Boston 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 Chicago O'Hare Intl Airport to Boston flights?

You could potentially save up to 27% on your flight if you consider stops on a Chicago O'Hare Intl Airport to Boston flight.

How have Chicago O'Hare Intl Airport to Boston flight prices changed over time?

As of November 2024, prices for Chicago O'Hare Intl Airport to Boston flights are approximately 13% cheaper when compared to flights at the same time last year.

When to book flights from Chicago O'Hare Intl Airport to Boston

Are you open to changing your travel dates? Check out the ideal times to fly from Chicago O'Hare Intl Airport to Boston according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Chicago O'Hare Intl Airport to Boston (ORD to BOS) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Chicago O'Hare Intl Airport to Boston

Best Price Found

$53

Fastest flight time

2h 13m

Direct flights

Every day

Airports in Boston

1 airport
The best one-way flight to Boston from Chicago O'Hare Intl Airport in the past 72 hours is $53. The best round-trip flight deal from Chicago O'Hare Intl Airport to Boston found on momondo in the last 72 hours is $101.
The fastest flight from Chicago O'Hare Intl Airport to Boston takes 2h 13m
Direct flights go from Chicago O'Hare Intl Airport to Boston every day.
There is 1 airport near Boston: Boston Logan Intl (BOS)

  • How far is Chicago O'Hare Intl to Boston Logan Intl by plane?

    A flight from Chicago O'Hare Intl to Boston Logan Intl will travel around 861.0 mi. 2h 13m is a normal flight duration for this route.

  • When did momondo last update prices for flights from Chicago O'Hare Intl Airport to Boston Logan Intl Airport?

    Prices for flights from Chicago O'Hare Intl Airport to Boston Logan Intl Airport are updated daily.

  • How many operators does momondo search for flights from Chicago O'Hare Intl Airport to Boston Logan Intl Airport?

  • How old do you have to be to fly from Chicago O'Hare Intl Airport 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 Chicago O'Hare Intl Airport to Boston Logan Intl Airport.

  • What documentation or ID do you need to fly to Boston Logan Intl Airport?

    The required travel and health documents for your Boston Logan Intl Airport trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Boston Logan Intl Airport. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

  • What is the most popular plane model from Chicago O'Hare Intl Airport to Boston?

  • What is the most popular airline from Chicago O'Hare Intl Airport to Boston?


Best airlines flying from Chicago O'Hare Intl Airport to Boston

Compare and see reviews for airlines that fly from Chicago O'Hare Intl Airport to Boston with momondo
Airline
Rating
Free Cancellation
Price
Spirit AirlinesPriceFrom $38Free CancellationRating
6.3
8,175 reviews
Search Spirit Airlines flights
FrontierPriceFrom $69Free CancellationRating
6.1
3,539 reviews
Search Frontier flights
JetBluePriceFrom $83Free CancellationRating
7.4
3,395 reviews
Search JetBlue flights
DeltaPriceFrom $88Free CancellationRating
8.0
8,759 reviews
Search Delta flights
American AirlinesPriceFrom $137Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
United AirlinesPriceFrom $148Free CancellationRating
7.4
9,173 reviews
Search United Airlines flights
SouthwestPriceFrom $188Free CancellationRating
8.1
5,015 reviews
Search Southwest flights
  • Delta Flights From Chicago O'Hare Intl Airport to Boston

    Across 21 Delta flights from Chicago O'Hare Intl Airport to Boston this week, the average price was $236, with the best Delta deals starting from $88 round-trip. 8,758 users have rated Delta on momondo, with an average score of 8.0/10.

  • JetBlue Flights From Chicago O'Hare Intl Airport to Boston

    JetBlue is also a popular choice for this route. JetBlue flight deals for Chicago O'Hare Intl Airport to Boston start from as low as $83 round-trip, depending on your selected dates, with average JetBlue deals seen on momondo around $240. JetBlue operates 7 flights to Boston from Chicago O'Hare Intl Airport in an average week. Users have rated it 7.4/10 across 3,396 reviews.


Why use momondo?

Why should I use momondo to find a flight deal from Chicago to Boston?

momondo collates all your flight options in one place and lets you filter them to find the perfect flight from Chicago to Boston. momondo saves you time and could save you money on your trip.

Can I find flights from Chicago to Boston with flexible booking policies on momondo?

Yes. momondo enables you to select and highlight flights to Boston from Chicago with this policy.

How can momondo help me find flights from Chicago to Boston?

Once you have performed a search for Chicago to Boston flights, momondo helps you find the right one by offering useful filters to narrow down your flight selection. Flights can be filtered by multiple factors such as airline, airport and price; but also by other criteria like aircraft type and payment method.

I’m not ready to book a flight from Chicago to Boston right now. Can momondo alert me if prices change?

Yes momondo offers price alerts on flights to Boston from Chicago. 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.


An easier way to manage your Boston trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.
1 adult
From?
To?
Tue 11/26
Tue 12/3
Email me momondo's favorite deals

Find better results for your trip to the United States