Cheap flights from Boston to Chicago O'Hare Intl Airport from $49

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Tue 9/26
Tue 10/3

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Flight information for Boston to Chicago O'Hare Intl Airport
(BOS to ORD)

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

Best Price Found

$49

Fastest flight time

2h 35m

Direct flights

Every day
The best one-way flight to Chicago O'Hare Intl Airport from Boston in the past 72 hours is $49. The best round-trip flight deal from Boston to Chicago O'Hare Intl Airport found on momondo in the last 72 hours is $98.
The fastest flight from Boston to Chicago O'Hare Intl Airport takes 2h 35m
Direct flights go from Boston to Chicago O'Hare Intl Airport every day.

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

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 Boston to Chicago O'Hare Intl Airport?

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

What is the cheapest airline that flies to Chicago O'Hare Intl Airport from Boston?

Spirit Airlines. American Airlines, Delta, and JetBlue are the most popular carriers operating from Boston to Chicago O'Hare Intl Airport

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

0 days before. The cheapest time to buy a flight from Boston to Chicago O'Hare Intl Airport is approximately 0 days to departure

How many flights depart from Boston to Chicago O'Hare Intl Airport on average per day?

The number of flights available between Boston and Chicago O'Hare Intl Airport is 47 per day as of September 2023. The most frequent departure time is 4:00PM, with 44% of daily flights leaving in the afternoon.

How many flights depart from Boston to Chicago O'Hare Intl Airport on average per week?

As of September 2023, there are 335 flights per week flying from Boston to Chicago O'Hare Intl Airport. The most common day of the week flights depart is Monday, with 18% of flights taking off on this day.

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

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

No. A direct flight is the cheapest option for a flight between Boston to Chicago O'Hare Intl Airport.

If you are looking to fly from Boston to Chicago, you are most likely going to fly from Boston Logan Intl Airport to Chicago O'Hare Intl Airport, the most popular airports on that route. When booking your trip to Chicago, it is helpful to have an alternative airport to fly out of. The nearest airport to Boston Logan Intl Airport is Manchester Airport which is located in Manchester. The least expensive flight option from Boston to Chicago will typically be BOS — ORD during the month of September with an average price of $98 RT.

Boston Logan Intl Airport (BOS) to Chicago O'Hare Intl Airport (ORD)$98
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Manchester Airport (MHT) to Chicago O'Hare Intl Airport (ORD)$179
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Easily compare round-trip flights from Boston to Chicago O'Hare Intl Airport

Below you can see the best fares for your round-trip flight route over the next six months. All fares were found on momondo this week. Browse the quickest and cheapest flights from Boston to Chicago O'Hare Intl Airport by changing tabs
JetBlue
Oct 28
BOS1:35 pmBoston Logan Intl
2h 59m
ORD3:34 pmChicago O'Hare Intl
Oct 31
ORD3:40 pmChicago O'Hare Intl
2h 17m
BOS5:57 pmBoston Logan Intl
Spirit Airlines
Oct 11
BOS12:50 pmBoston Logan Intl
16h 34m
1 stop
ORD4:24 amChicago O'Hare Intl
Oct 17
ORD2:08 pmChicago O'Hare Intl
16h 45m
1 stop
BOS6:53 amBoston Logan Intl
Delta
Oct 28
BOS1:40 pmBoston Logan Intl
2h 59m
ORD3:39 pmChicago O'Hare Intl
Oct 31
ORD1:59 pmChicago O'Hare Intl
2h 27m
BOS4:26 pmBoston Logan Intl
Multiple Airlines
Oct 17
BOS5:48 pmBoston Logan Intl
12h 36m
1 stop
ORD5:24 amChicago O'Hare Intl
Oct 25
ORD4:30 pmChicago O'Hare Intl
2h 24m
BOS6:54 pmBoston Logan Intl
Frontier
Oct 13
BOS5:30 amBoston Logan Intl
11h 37m
1 stop
ORD4:07 pmChicago O'Hare Intl
Oct 20
ORD5:07 pmChicago O'Hare Intl
10h 23m
1 stop
BOS3:30 amBoston Logan Intl
United Airlines
Dec 15
BOS1:43 pmBoston Logan Intl
5h 47m
1 stop
ORD6:30 pmChicago O'Hare Intl
Dec 18
ORD1:00 amChicago O'Hare Intl
6h 45m
1 stop
BOS7:45 amBoston Logan Intl

Find the cheapest one-way flights from Boston to Chicago O'Hare Intl Airport

If you're looking for one-way flights from Boston to Chicago O'Hare Intl Airport, view some of our deals below provided by Delta, Frontier and Spirit Airlines
Delta
Oct 31
BOS8:50 amBoston Logan Intl
2h 51m
ORD10:41 amChicago O'Hare Intl
Spirit Airlines
Oct 10
BOS5:48 pmBoston Logan Intl
12h 36m
1 stop
ORD5:24 amChicago O'Hare Intl
Frontier
Oct 23
BOS5:30 amBoston Logan Intl
24h 59m
1 stop
ORD5:29 amChicago O'Hare Intl

Search last-minute flights to Chicago O'Hare Intl Airport from Boston

Find and compare round-trip flight prices for your last-minute flight from Boston to Chicago O'Hare Intl Airport
Spirit Airlines
Sep 26
BOS11:00 amBoston Logan Intl
18h 43m
2 stops
ORD4:43 amChicago O'Hare Intl
Oct 2
ORD1:30 pmChicago O'Hare Intl
17h 49m
1 stop
BOS7:19 amBoston Logan Intl
Multiple Airlines
Sep 28
BOS7:24 amBoston Logan Intl
6h 54m
1 stop
ORD1:18 pmChicago O'Hare Intl
Oct 2
ORD1:30 pmChicago O'Hare Intl
14h 22m
1 stop
BOS3:52 amBoston Logan Intl
JetBlue
Sep 27
BOS1:35 pmBoston Logan Intl
2h 59m
ORD3:34 pmChicago O'Hare Intl
Oct 7
ORD4:30 pmChicago O'Hare Intl
2h 24m
BOS6:54 pmBoston Logan Intl
American Airlines
Sep 27
BOS4:34 amBoston Logan Intl
2h 52m
ORD6:26 amChicago O'Hare Intl
Sep 27
ORD11:30 amChicago O'Hare Intl
2h 21m
BOS1:51 pmBoston Logan Intl
Frontier
Sep 26
BOS5:52 amBoston Logan Intl
28h 16m
1 stop
ORD9:08 amChicago O'Hare Intl
Sep 29
ORD8:41 amChicago O'Hare Intl
19h 01m
1 stop
BOS3:42 amBoston Logan Intl
United Airlines
Sep 26
BOS11:19 amBoston Logan Intl
2h 51m
ORD1:10 pmChicago O'Hare Intl
Sep 29
ORD5:18 pmChicago O'Hare Intl
2h 27m
BOS7:45 pmBoston Logan Intl

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

Compare and see reviews for airlines that fly from Boston to Chicago O'Hare Intl Airport with momondo
Airline
Rating
Free Cancellation
Price
Alaska AirlinesPriceFrom $60Free CancellationRating
7.9
2,995 reviews
Search Alaska Airlines flights
JetBluePriceFrom $79Free CancellationRating
6.9
1,103 reviews
Search JetBlue flights
United AirlinesPriceFrom $89Free CancellationRating
7.2
2,711 reviews
Search United Airlines flights
DeltaPriceFrom $93Free CancellationRating
7.8
1,565 reviews
Search Delta flights
American AirlinesPriceFrom $109Free CancellationRating
7.1
2,884 reviews
Search American Airlines flights
Spirit AirlinesPriceFrom $141Free CancellationRating
6.0
2,808 reviews
Search Spirit Airlines flights
  • Alaska Airlines Flights From Boston to Chicago O'Hare Intl Airport

    Alaska Airlines is one of the most popular airlines flying from Boston to Chicago O'Hare Intl Airport, operating 28 flights/week on average for this route. A good Alaska Airlines flight deal for Boston to Chicago O'Hare Intl Airport starts from $60 round-trip, up to an average price of $333. Our users have rated Alaska Airlines at 7.9/10.

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

    Delta (7.8/10 from 1,565 reviews) operates around 28 flights from Boston to Chicago O'Hare Intl Airport in any given week. The average Delta airfare for this route is around $250, with deals from around $93 rare but found on momondo. Referenced prices are for round-trip Boston to Chicago O'Hare Intl Airport flight searches in the last 72 hours.


JetBlue flights from Boston to Chicago O'Hare Intl Airport

Our best JetBlue deals on Boston to Chicago O'Hare Intl Airport flight tickets
JetBlue
Oct 28
BOS1:35 pmBoston Logan Intl
2h 59m
ORD3:34 pmChicago O'Hare Intl
Oct 31
ORD3:40 pmChicago O'Hare Intl
2h 17m
BOS5:57 pmBoston Logan Intl
JetBlue
Oct 28
BOS1:35 pmBoston Logan Intl
2h 59m
ORD3:34 pmChicago O'Hare Intl
Nov 1
ORD8:20 amChicago O'Hare Intl
7h 40m
1 stop
BOS4:00 pmBoston Logan Intl
JetBlue
Nov 5
BOS1:01 amBoston Logan Intl
7h 13m
1 stop
ORD6:14 amChicago O'Hare Intl
Nov 8
ORD5:00 amChicago O'Hare Intl
2h 13m
BOS7:13 amBoston Logan Intl

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

Our best United Airlines deals on Boston to Chicago O'Hare Intl Airport flight tickets
United Airlines
Dec 15
BOS1:43 pmBoston Logan Intl
5h 47m
1 stop
ORD6:30 pmChicago O'Hare Intl
Dec 18
ORD1:00 amChicago O'Hare Intl
6h 45m
1 stop
BOS7:45 amBoston Logan Intl
United Airlines
Sep 26
BOS11:19 amBoston Logan Intl
2h 51m
ORD1:10 pmChicago O'Hare Intl
Sep 29
ORD5:18 pmChicago O'Hare Intl
2h 27m
BOS7:45 pmBoston Logan Intl
United Airlines
Oct 21
BOS2:00 amBoston Logan Intl
2h 50m
ORD3:50 amChicago O'Hare Intl
Oct 29
ORD3:10 amChicago O'Hare Intl
2h 19m
BOS5:29 amBoston Logan Intl

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

    A flight from Boston Logan Intl to Chicago O'Hare Intl will travel around 861.0 mi. 2h 45m is a normal flight duration for this route.

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

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

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

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

    The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Boston Logan Intl Airport to Chicago O'Hare Intl Airport.

  • What documentation or ID do you need to fly to Chicago O'Hare Intl Airport?

    The required travel and health documents for your Chicago O'Hare 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 Chicago O'Hare Intl Airport. We recommend that you seek guidance from your airline or a reliable third party such as IATA.


What are the benefits of the different airports in Boston and Chicago?

Boston Logan International Airport offers numerous amenities, making this one of the most preferred airports for people traveling to and from Boston. If you want something to eat, there are many dining options, including restaurants and food stores at the terminals. For families traveling with kids, there’s a children’s play area named Kidport, which is equipped with fun features to keep your kid busy. Besides, there’s a Wings for Autism Program, which is designed for autistic kids to make flying less stressful. While at the Boston Logan Airport, you can find places to stay, including the Hyatt Regency Boston Harbor Hotel and the Hilton Logan Airport Hotel. In Terminal C, pre-security, there’s a chapel to use if you want a quiet space. At O'Hare International Airport, you can enjoy different amenities, including a yoga room, a space that invites you to relax and unwind, especially after a flight. For traveling mothers, the O'Hare International Airport offers the Mother’s Rooms in each terminal, which are cleanrooms for mothers to nurse and care for the young. In addition, the airport offers easy access to downtown Chicago and nearby areas.


What is the best way to get in and out of airports in Boston and Chicago?

There are several options if you want to move into and out of Boston Logan International Airport. If you prefer an affordable option, you can use the MBTA, which offers Blue Line Subway services and a rapid transit that runs between the airport and downtown Boston. Ground transportation options to and from the airport include the bus service, which serves New Hampshire communities and nearby areas of Salem, Manchester, and Londonderry. Particularly, the Cape Bus provides express luxury service between the airport and Cape Cod with connections to Nantucket ferry service and Martha’s Vineyard. If you’re in Chicago, there are plenty of options to and from O'Hare International Airport. Some several regional buses and shuttles serve the O'Hare International Airport, which makes it easy for passengers in the region to get to and from the airport. You can also use a taxi service or a rental car. Other public transportation options that ease airport accessibility include the Chicago Transit Authority, which is an economical choice. This offers train and bus service throughout Chicago and nearby suburbs.

Which cities can you get to from O'Hare International Airport?

From O'Hare International Airport, you can access different nearby cities, including Bensenville, Schiller Park, Franklin Park, Elk Grove Village, Wood Dale, and Northlake. The airport is also near Mount Prospect, Niles, and Melrose Park. All these cities are within driving distance of the airport. If you want to visit major cities from O'Hare International Airport, there are several options nearby, including Chicago and Milwaukee. The airport offers flights to most major cities.


Alternative routes for Boston to Chicago O'Hare Intl Airport

Compare alternative flights to and from nearby airports and cities to discover the best prices and most convenient flight times
Boston to Chicago Midway Airport Flights
Fastest flight time2h 30m
Cheapest price$104
Worcester, Massachusetts to Chicago O'Hare Intl Airport Flights
Fastest flight time4h 38m
Cheapest price$207

Similar Boston to Chicago O'Hare Intl Airport flights

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Why use momondo?

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

We help find the flight that best suits your needs, momondo compares prices from hundreds of airlines and travel agents and helps you filter them to find the best flight from Boston to Chicago for you.

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

Yes. momondo allows you to filter the results for Boston to Chicago flights to just show those with flexible booking policies.

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

momondo offers useful filters to help you find the right flight. Choose specific flight times, airports or even what payment method you prefer. We have numerous options to help you book your ideal flight from Boston to Chicago.

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

Yes. momondo can track prices for Boston to Chicago flights and alert you when they change. Perform a search to set up the price alert. All that is required is a valid email address.


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