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Cheap flights from Chicago O'Hare Intl Airport to Boston from $50

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 1/14. 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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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.
3:00 pm - 12:30 amORD-BOS
8h 30m1 stop
6:00 am - 11:47 amBOS-ORD
6h 47m1 stop
$100Frontier
Find Deal
Tue, Jan 14 - Wed, Jan 15
3:00 pm - 12:30 amORD-BOS
8h 30m1 stop
6:00 am - 11:47 amBOS-ORD
6h 47m1 stop
$101Frontier
Find Deal
Tue, Jan 14 - Wed, Jan 15
7:00 am - 10:15 amORD-BOS
2h 15mnonstop
6:10 am - 8:14 amBOS-ORD
3h 04mnonstop
$157JetBlue
Find Deal
Tue, Jan 14 - Wed, Jan 15
8:05 am - 11:26 amORD-BOS
2h 21mnonstop
6:00 am - 8:08 amBOS-ORD
3h 08mnonstop
$158American Airlines
Find Deal
Thu, Jan 9 - Mon, Jan 13
9:05 am - 12:23 pmORD-BOS
2h 18mnonstop
11:28 am - 3:44 pmBOS-ORD
5h 16m1 stop
$166JetBlue
Find Deal
Thu, Jan 16 - Thu, Jan 23
1:55 pm - 5:17 pmORD-BOS
2h 22mnonstop
6:00 am - 8:04 amBOS-ORD
3h 04mnonstop
$177United Airlines
Find Deal
Wed, Mar 5 - Sun, Mar 9
10:00 am - 1:16 pmORD-BOS
2h 16mnonstop
6:00 am - 8:15 amBOS-ORD
3h 15mnonstop
$183American Airlines
Find Deal
Sat, Feb 15 - Wed, Feb 19
7:10 am - 10:47 amORD-BOS
2h 37mnonstop
11:45 am - 1:50 pmBOS-ORD
3h 05mnonstop
$184Delta
Find Deal
Mon, Jan 20 - Fri, Jan 24
7:10 am - 10:47 amORD-BOS
2h 37mnonstop
3:30 pm - 5:36 pmBOS-ORD
3h 06mnonstop
$187Delta
Find Deal
Mon, Jan 20 - Wed, Jan 22
6:00 am - 12:45 pmORD-BOS
5h 45m1 stop
11:01 am - 1:03 pmBOS-ORD
3h 02mnonstop
$209United Airlines
Find Deal
Fri, Mar 14 - Sun, Mar 23
3:00 pm - 12:30 amORD-BOS
8h 30m1 stop
$50Frontier
Find Deal
Tue, Jan 14
3:00 pm - 12:30 amORD-BOS
8h 30m1 stop
$51Frontier
Find Deal
Tue, Jan 14
7:00 am - 10:15 amORD-BOS
2h 15mnonstop
$79JetBlue
Find Deal
Wed, Jan 29
5:05 pm - 12:18 amORD-BOS
6h 13m1 stop
$88JetBlue
Find Deal
Fri, Jan 17
7:10 am - 10:43 amORD-BOS
2h 33mnonstop
$100Delta
Find Deal
Thu, Feb 20
9:30 pm - 12:50 amORD-BOS
2h 20mnonstop
$108United Airlines
Find Deal
Fri, Mar 21
7:10 am - 10:47 amORD-BOS
2h 37mnonstop
$109Delta
Find Deal
Mon, Jan 20
9:20 am - 12:46 pmORD-BOS
2h 26mnonstop
$114United Airlines
Find Deal
Fri, Feb 7
7:25 am - 10:59 amORD-BOS
2h 34mnonstop
$115American Airlines
Find Deal
Wed, Dec 25
1:34 pm - 7:01 pmORD-BOS
4h 27m1 stop
$128American Airlines
Find Deal
Wed, Mar 19
10:14 pm - 7:33 amORD-BOS
8h 19m1 stop
6:00 am - 1:34 pmBOS-ORD
8h 34m1 stop
$218Frontier
Find Deal
Sun, Dec 22 - Tue, Jan 7
10:14 pm - 7:33 amORD-BOS
8h 19m1 stop
12:35 pm - 7:51 pmBOS-ORD
8h 16m1 stop
Sun, Dec 22 - Tue, Dec 31
11:53 am - 5:04 pmORD-BOS
4h 11m1 stop
6:45 am - 8:49 amBOS-ORD
3h 04mnonstop
$248American Airlines
Find Deal
Mon, Dec 23 - Tue, Dec 31
5:02 am - 11:03 amORD-BOS
5h 01m1 stop
8:45 am - 10:45 amBOS-ORD
3h 00mnonstop
$262American Airlines
Find Deal
Fri, Dec 20 - Sun, Jan 19
6:25 pm - 9:54 pmORD-BOS
2h 29mnonstop
12:12 pm - 2:10 pmBOS-ORD
2h 58mnonstop
$277United Airlines
Find Deal
Thu, Dec 19 - Thu, Jan 16
6:00 am - 12:11 pmORD-BOS
5h 11m1 stop
6:02 am - 8:05 amBOS-ORD
3h 03mnonstop
$283United Airlines
Find Deal
Fri, Dec 20 - Thu, Jan 2
10:11 am - 3:59 pmORD-BOS
4h 48m1 stop
6:00 am - 8:07 amBOS-ORD
3h 07mnonstop
$306JetBlue
Find Deal
Mon, Dec 23 - Thu, Jan 2
1:59 pm - 10:40 pmORD-BOS
7h 41m1 stop
9:00 am - 11:03 amBOS-ORD
3h 03mnonstop
$307Delta
Find Deal
Fri, Dec 20 - Wed, Dec 25
8:55 am - 12:18 pmORD-BOS
2h 23mnonstop
9:00 am - 11:03 amBOS-ORD
3h 03mnonstop
$322Delta
Find Deal
Thu, Dec 19 - Wed, Dec 25
10:11 am - 3:59 pmORD-BOS
4h 48m1 stop
6:00 am - 8:07 amBOS-ORD
3h 07mnonstop
$331JetBlue
Find Deal
Thu, Dec 19 - Wed, Dec 25
7:00 am - 10:15 amORD-BOS
2h 15mnonstop
6:10 am - 8:14 amBOS-ORD
3h 04mnonstop
$157JetBlue
Find Deal
Tue, Jan 14 - Wed, Jan 15
8:05 am - 11:26 amORD-BOS
2h 21mnonstop
6:00 am - 8:08 amBOS-ORD
3h 08mnonstop
$158American Airlines
Find Deal
Thu, Jan 9 - Mon, Jan 13
6:30 am - 10:03 amORD-BOS
2h 33mnonstop
6:00 am - 8:08 amBOS-ORD
3h 08mnonstop
$167American Airlines
Find Deal
Fri, Jan 17 - Mon, Jan 20
6:45 pm - 10:12 pmORD-BOS
2h 27mnonstop
11:59 am - 2:01 pmBOS-ORD
3h 02mnonstop
$169American Airlines
Find Deal
Thu, Jan 9 - Mon, Jan 13
10:40 am - 2:13 pmORD-BOS
2h 33mnonstop
7:15 am - 9:25 amBOS-ORD
3h 10mnonstop
$176Delta
Find Deal
Mon, Jan 6 - Wed, Jan 8
1:55 pm - 5:17 pmORD-BOS
2h 22mnonstop
6:00 am - 8:04 amBOS-ORD
3h 04mnonstop
$177United Airlines
Find Deal
Wed, Mar 5 - Sun, Mar 9
8:42 am - 12:12 pmORD-BOS
2h 30mnonstop
6:10 am - 8:14 amBOS-ORD
3h 04mnonstop
$178JetBlue
Find Deal
Mon, Jan 6 - Fri, Jan 10
8:42 am - 12:11 pmORD-BOS
2h 29mnonstop
3:52 pm - 5:59 pmBOS-ORD
3h 07mnonstop
$182JetBlue
Find Deal
Sat, Jan 4 - Tue, Jan 7
7:10 am - 10:47 amORD-BOS
2h 37mnonstop
11:45 am - 1:50 pmBOS-ORD
3h 05mnonstop
$184Delta
Find Deal
Mon, Jan 20 - Fri, Jan 24
9:30 pm - 12:50 amORD-BOS
2h 20mnonstop
6:00 am - 7:57 amBOS-ORD
2h 57mnonstop
$258United Airlines
Find Deal
Thu, Mar 27 - Sun, Mar 30

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 14
ORD3:00 pmChicago O'Hare Intl
8h 30m
1 stop
BOS12:30 amBoston Logan Intl
Jan 15
BOS6:00 amBoston Logan Intl
6h 47m
1 stop
ORD11:47 amChicago O'Hare Intl
Frontier
Jan 14
ORD3:00 pmChicago O'Hare Intl
8h 30m
1 stop
BOS12:30 amBoston Logan Intl
Jan 15
BOS6:00 amBoston Logan Intl
6h 47m
1 stop
ORD11:47 amChicago O'Hare Intl
Frontier
Jan 9
ORD5:02 pmChicago O'Hare Intl
6h 28m
1 stop
BOS12:30 amBoston Logan Intl
Jan 15
BOS6:00 amBoston Logan Intl
6h 47m
1 stop
ORD11:47 amChicago O'Hare Intl

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

Our best American Airlines deals on Chicago O'Hare Intl Airport to Boston flight tickets
American Airlines
Jan 9
ORD8:05 amChicago O'Hare Intl
2h 21m
BOS11:26 amBoston Logan Intl
Jan 13
BOS6:00 amBoston Logan Intl
3h 08m
ORD8:08 amChicago O'Hare Intl
American Airlines
Dec 25
ORD7:25 amChicago O'Hare Intl
2h 34m
BOS10:59 amBoston Logan Intl
Jan 7
BOS6:00 amBoston Logan Intl
3h 08m
ORD8:08 amChicago O'Hare Intl
American Airlines
Feb 15
ORD10:00 amChicago O'Hare Intl
2h 16m
BOS1:16 pmBoston Logan Intl
Feb 19
BOS6:00 amBoston Logan Intl
3h 15m
ORD8:15 amChicago 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 typical price of a round-trip flight between Chicago O'Hare Intl Airport and Boston?

What is the cheapest month to fly to Boston?

In general, September is the cheapest month to fly from Chicago O'Hare Intl Airport 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 Chicago O'Hare Intl Airport during January instead. Flights to Boston in January, while not as cheap as those in September, still average around $197.

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

The cheapest day to depart from Chicago O'Hare Intl Airport 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 $295.

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 Chicago O'Hare Intl Airport 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 $257 per ticket.

What is the cheapest Chicago O'Hare Intl to Boston Logan Intl flight route?

Fly from Chicago O'Hare Intl to Boston Logan Intl for the best Chicago O'Hare Intl - 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 Chicago O'Hare Intl Airport when booking 58 days ahead of your departure date. In general, you can expect to find flights to Boston for around $242 when searching 58 days out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Boston from Chicago O'Hare Intl Airport for as low as $177 on momondo.

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

There are 4 cabin classes available to choose from on Chicago O'Hare Intl 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 Chicago O'Hare Intl Airport to Boston flights?

You could potentially save up to 35% 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 December 2024, prices for Chicago O'Hare Intl Airport to Boston flights are approximately 16% more expensive 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

$50

Fastest flight time

2h 14m

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 $50. The best round-trip flight deal from Chicago O'Hare Intl Airport to Boston found on momondo in the last 72 hours is $100.
The fastest flight from Chicago O'Hare Intl Airport to Boston takes 2h 14m
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 15m 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
8,119 reviews
Search Spirit Airlines flights
FrontierPriceFrom $69Free CancellationRating
6.1
3,479 reviews
Search Frontier flights
JetBluePriceFrom $84Free CancellationRating
7.4
3,279 reviews
Search JetBlue flights
DeltaPriceFrom $88Free CancellationRating
8.0
8,604 reviews
Search Delta flights
American AirlinesPriceFrom $138Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
United AirlinesPriceFrom $149Free CancellationRating
7.4
9,055 reviews
Search United Airlines flights
SouthwestPriceFrom $214Free CancellationRating
8.1
4,848 reviews
Search Southwest flights
  • Delta Flights From Chicago O'Hare Intl Airport to Boston

    Across 5 Delta flights from Chicago O'Hare Intl Airport to Boston this week, the average price was $235, with the best Delta deals starting from $88 round-trip. 8,604 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 $84 round-trip, depending on your selected dates, with average JetBlue deals seen on momondo around $242. JetBlue operates 4 flights to Boston from Chicago O'Hare Intl Airport in an average week. Users have rated it 7.4/10 across 3,279 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.


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