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Cheap flights from Boston to Chicago O'Hare Intl Airport from $22

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Boston to Chicago O'Hare Intl Airport departing on 9/17. 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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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
Spirit Airlines
Jun 5
BOS12:07 pmBoston Logan Intl
12h 38m
1 stop
ORD11:45 pmChicago O'Hare Intl
Jun 10
ORD6:40 pmChicago O'Hare Intl
17h 18m
2 stops
BOS12:58 pmBoston Logan Intl
Multiple Airlines
Jul 6
BOS6:15 amBoston Logan Intl
6h 18m
1 stop
ORD11:33 amChicago O'Hare Intl
Jul 10
ORD9:30 pmChicago O'Hare Intl
2h 28m
BOS12:58 amBoston Logan Intl
Delta
Jun 5
BOS6:25 amBoston Logan Intl
2h 55m
ORD8:20 amChicago O'Hare Intl
Jun 8
ORD5:52 pmChicago O'Hare Intl
2h 40m
BOS9:32 pmBoston Logan Intl
Frontier
Jul 8
BOS9:16 amBoston Logan Intl
16h 43m
1 stop
ORD12:59 amChicago O'Hare Intl
Jul 12
ORD5:56 pmChicago O'Hare Intl
14h 17m
1 stop
BOS9:13 amBoston Logan Intl
United Airlines
Jun 5
BOS6:00 amBoston Logan Intl
2h 50m
ORD7:50 amChicago O'Hare Intl
Jun 6
ORD6:04 amChicago O'Hare Intl
2h 20m
BOS9:24 amBoston Logan Intl
JetBlue
May 25
BOS4:25 pmBoston Logan Intl
2h 55m
ORD6:20 pmChicago O'Hare Intl
May 30
ORD8:40 amChicago O'Hare Intl
2h 29m
BOS12:09 pmBoston 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 Frontier and Spirit Airlines
Spirit Airlines
Sep 17
BOS7:00 amBoston Logan Intl
2h 33m
ORD8:33 amChicago O'Hare Intl
Spirit Airlines
Aug 20
BOS7:00 amBoston Logan Intl
2h 33m
ORD8:33 amChicago O'Hare Intl
Frontier
Aug 14
BOS9:16 amBoston Logan Intl
28h 00m
1 stop
ORD12:16 pmChicago 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
May 25
BOS10:27 pmBoston Logan Intl
14h 07m
1 stop
ORD11:34 amChicago O'Hare Intl
Jun 12
ORD8:02 pmChicago O'Hare Intl
2h 29m
BOS11:31 pmBoston Logan Intl
Multiple Airlines
May 25
BOS10:27 pmBoston Logan Intl
14h 07m
1 stop
ORD11:34 amChicago O'Hare Intl
Jun 1
ORD5:01 amChicago O'Hare Intl
6h 08m
1 stop
BOS12:09 pmBoston Logan Intl
JetBlue
May 25
BOS4:25 pmBoston Logan Intl
2h 55m
ORD6:20 pmChicago O'Hare Intl
May 30
ORD8:40 amChicago O'Hare Intl
2h 29m
BOS12:09 pmBoston Logan Intl
Delta
May 23
BOS6:25 amBoston Logan Intl
2h 55m
ORD8:20 amChicago O'Hare Intl
May 30
ORD6:13 amChicago O'Hare Intl
2h 27m
BOS9:40 amBoston Logan Intl
American Airlines
May 26
BOS8:50 amBoston Logan Intl
2h 57m
ORD10:47 amChicago O'Hare Intl
Jun 12
ORD1:30 pmChicago O'Hare Intl
2h 18m
BOS4:48 pmBoston Logan Intl
United Airlines
May 25
BOS2:25 pmBoston Logan Intl
5h 27m
1 stop
ORD6:52 pmChicago O'Hare Intl
May 28
ORD6:04 amChicago O'Hare Intl
2h 20m
BOS9:24 amBoston Logan Intl

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

Our best Spirit Airlines deals on Boston to Chicago O'Hare Intl Airport flight tickets
Spirit Airlines
Jun 5
BOS12:07 pmBoston Logan Intl
12h 38m
1 stop
ORD11:45 pmChicago O'Hare Intl
Jun 10
ORD6:40 pmChicago O'Hare Intl
17h 18m
2 stops
BOS12:58 pmBoston Logan Intl
Spirit Airlines
Jun 13
BOS12:07 pmBoston Logan Intl
9h 34m
1 stop
ORD8:41 pmChicago O'Hare Intl
Jun 19
ORD7:40 amChicago O'Hare Intl
13h 14m
1 stop
BOS9:54 pmBoston Logan Intl
Spirit Airlines
May 29
BOS11:16 amBoston Logan Intl
10h 08m
1 stop
ORD8:24 pmChicago O'Hare Intl
Jun 3
ORD9:25 pmChicago O'Hare Intl
35h 26m
3 stops
BOS9:51 amBoston Logan Intl

Delta flights from Boston to Chicago O'Hare Intl Airport

Our best Delta deals on Boston to Chicago O'Hare Intl Airport flight tickets
Delta
Jun 5
BOS6:25 amBoston Logan Intl
2h 55m
ORD8:20 amChicago O'Hare Intl
Jun 8
ORD5:52 pmChicago O'Hare Intl
2h 40m
BOS9:32 pmBoston Logan Intl
Delta
May 23
BOS6:25 amBoston Logan Intl
2h 55m
ORD8:20 amChicago O'Hare Intl
May 30
ORD6:13 amChicago O'Hare Intl
2h 27m
BOS9:40 amBoston Logan Intl
Delta
May 25
BOS4:25 pmBoston Logan Intl
2h 52m
ORD6:17 pmChicago O'Hare Intl
May 30
ORD8:10 pmChicago O'Hare Intl
2h 36m
BOS11:46 pmBoston Logan Intl

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?

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

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

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

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

In the evening. Boston to Chicago O'Hare Intl Airport flights are approximately 9% more expensive at noon than in the evening

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

Alaska Airlines. Alaska Airlines, Delta, and Frontier 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?

55 days before. The cheapest time to buy a flight from Boston to Chicago O'Hare Intl Airport is approximately 55 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 May 2024. The most frequent departure time is 7:00AM, 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 May 2024, 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?

You could potentially save up to 13% on your flight if you consider stops on a Boston to Chicago O'Hare Intl Airport flight.

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

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

Best Price Found

$22

Fastest flight time

2h 33m

Direct flights

Every day
The best one-way flight to Chicago O'Hare Intl Airport from Boston in the past 72 hours is $22. The best round-trip flight deal from Boston to Chicago O'Hare Intl Airport found on momondo in the last 72 hours is $139.
The fastest flight from Boston to Chicago O'Hare Intl Airport takes 2h 33m
Direct flights go from Boston to Chicago O'Hare Intl Airport every day.

  • 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 46m 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.


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 $39Free CancellationRating
8.0
9,157 reviews
Search Alaska Airlines flights
Spirit AirlinesPriceFrom $62Free CancellationRating
6.4
8,672 reviews
Search Spirit Airlines flights
JetBluePriceFrom $79Free CancellationRating
7.6
4,472 reviews
Search JetBlue flights
FrontierPriceFrom $94Free CancellationRating
6.2
4,060 reviews
Search Frontier flights
DeltaPriceFrom $98Free CancellationRating
8.0
10,673 reviews
Search Delta flights
American AirlinesPriceFrom $109Free CancellationRating
7.3
14,514 reviews
Search American Airlines flights
United AirlinesPriceFrom $124Free CancellationRating
7.4
10,924 reviews
Search United 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 $39 round-trip, up to an average price of $94. Our users have rated Alaska Airlines at 8.0/10.

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

    Delta (8.0/10 from 10,673 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 $271, with deals from around $98 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.


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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