How many flights depart from Hartford to Chicago on average per week?

As of July 2025, 132 flights take off from Hartford and land in Chicago each week. The most common flight departure day for this route is Thu, with 17% of weekly flights taking off on this day.

What airlines fly to Chicago?

American Airlines, United Airlines and Southwest are the top three most popular airlines that fly to Chicago from Hartford according to our data. American Airlines is the first choice among our users, with 63% of people opting to fly with this airline when traveling to Chicago. Keep in mind that there are 5 different airlines that fly to Chicago on a routine basis, so you have a few additional options to choose from.

How many flights depart from Hartford to Chicago on average per day?

As of July 2025, there are 18 flights per day flying from Hartford to Chicago. The most common time of day flights depart is 6:00PM, with 50% of flights taking off at noon.

What is the cheapest airline that flies from Hartford Bradley Intl to Chicago?

Southwest, United Airlines, and American Airlines are the most popular carriers operating from Hartford Bradley Intl to Chicago

When did momondo last update prices for flights from Hartford Bradley Intl Airport to Chicago?

Prices for flights from Hartford Bradley Intl Airport to Chicago refresh daily.

How many operators does momondo search for flights from Hartford Bradley Intl Airport to Chicago?

As of July 2025, there are 6 operators available to choose from for flights from Hartford Bradley Intl Airport to Chicago.

How old do you have to be to fly from Hartford Bradley Intl Airport to Chicago?

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 Hartford Bradley Intl Airport to Chicago.

What documentation or ID do you need to fly to Chicago?

The travel and health documents required for your trip to Chicago can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Chicago. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

$58 Cheap Flights from Hartford to Chicago in 2025

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Find the cheapest flights from Hartford to Chicago

Round-trip

One-way

Last minute

Direct

Cheap round-trip flights

5:25 pm - 6:45 pmBDL-MDW

2h 20mnonstop

9:45 am - 12:50 pmMDW-BDL

2h 05mnonstop

$115Southwest

Find Deal

jue., ago. 21 - lun., ago. 25

6:43 am - 8:20 amBDL-ORD

2h 37mnonstop

3:00 pm - 6:10 pmORD-BDL

2h 10mnonstop

$115American Airlines

Find Deal

jue., sep. 11 - lun., sep. 15

7:09 am - 8:49 amBDL-ORD

2h 40mnonstop

8:02 am - 11:24 amORD-BDL

2h 22mnonstop

$116American Airlines

Find Deal

jue., ago. 21 - lun., ago. 25

6:25 am - 7:45 amBDL-MDW

2h 20mnonstop

10:00 am - 1:10 pmMDW-BDL

2h 10mnonstop

$120Southwest

Find Deal

mié., sep. 17 - dom., sep. 21

6:10 am - 7:53 amBDL-ORD

2h 43mnonstop

8:48 am - 12:20 pmORD-BDL

2h 32mnonstop

$125United Airlines

Find Deal

vie., ago. 29 - dom., ago. 31

6:00 am - 7:48 amBDL-ORD

2h 48mnonstop

6:15 pm - 9:36 pmORD-BDL

2h 21mnonstop

$132United Airlines

Find Deal

mié., ago. 6 - vie., ago. 8

5:35 am - 8:35 amBDL-MDW

4h 00m1 stop

4:25 pm - 11:58 pmMDW-BDL

6h 33m1 stop

$197Delta

Find Deal

dom., ago. 31 - mié., sep. 3

5:19 pm - 12:09 amBDL-ORD

7h 50m1 stop

5:20 pm - 11:01 pmORD-BDL

4h 41m1 stop

$197Delta

Find Deal

vie., ago. 8 - sáb., ago. 9

7:05 pm - 5:39 pmBDL-ORD

23h 34m2 stops

10:43 am - 11:51 amORD-BDL

24h 08m2 stops

$198Spirit Airlines

Find Deal

vie., sep. 19 - dom., sep. 21

5:17 pm - 7:07 pmBDL-ORD

26h 50m2 stops

11:36 am - 10:05 amORD-BDL

21h 29m2 stops

$200Spirit Airlines

Find Deal

lun., ago. 18 - jue., ago. 21

United Airlines flights from Hartford to Chicago

Our best United Airlines deals on Hartford to Chicago flight tickets

United Airlines

Aug 29

BDL6:10 amHartford Bradley Intl

2h 43m

ORD7:53 amChicago O'Hare Intl

Aug 31

ORD8:48 amChicago O'Hare Intl

2h 32m

BDL12:20 pmHartford Bradley Intl

$125

Find similar

United Airlines

Aug 6

BDL6:00 amHartford Bradley Intl

2h 48m

ORD7:48 amChicago O'Hare Intl

Aug 8

ORD6:15 pmChicago O'Hare Intl

2h 21m

BDL9:36 pmHartford Bradley Intl

$132

Find similar

United Airlines

Aug 5

BDL6:00 amHartford Bradley Intl

2h 48m

ORD7:48 amChicago O'Hare Intl

Aug 13

ORD8:50 amChicago O'Hare Intl

2h 32m

BDL12:22 pmHartford Bradley Intl

$134

Find similar

American Airlines flights from Hartford to Chicago

Our best American Airlines deals on Hartford to Chicago flight tickets

American Airlines

Sep 11

BDL6:43 amHartford Bradley Intl

2h 37m

ORD8:20 amChicago O'Hare Intl

Sep 15

ORD3:00 pmChicago O'Hare Intl

2h 10m

BDL6:10 pmHartford Bradley Intl

$115

Find similar

American Airlines

Aug 21

BDL7:09 amHartford Bradley Intl

2h 40m

ORD8:49 amChicago O'Hare Intl

Aug 25

ORD8:02 amChicago O'Hare Intl

2h 22m

BDL11:24 amHartford Bradley Intl

$116

Find similar

American Airlines

Aug 31

BDL7:10 amHartford Bradley Intl

2h 40m

ORD8:50 amChicago O'Hare Intl

Sep 3

ORD5:00 pmChicago O'Hare Intl

2h 14m

BDL8:14 pmHartford Bradley Intl

$120

Find similar

How to get the cheapest flight ticket from Hartford to Chicago

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

Prices

Airlines

Other information

What is the cheapest month to fly to Chicago?

The month of September is, on average, the cheapest month to fly to Chicago from Hartford, with most prices found around $314. If you’re not able to fly to Chicago in September, then August is your next best option. Flight prices from Hartford to Chicago during August average around $315.

What is the cheapest Hartford Bradley Intl to Chicago flight route?

Fly from Hartford Bradley Intl to Chicago Midway for the best Hartford Bradley Intl - Chicago flight prices

How far in advance should I book a flight to Chicago?

You are more likely to see cheaper flights to Chicago from Hartford when booking weeks ahead of your departure date. In general, you can expect to find flights to Chicago for around $369 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Chicago from Hartford for as low as $274 on momondo.

What cabin class options are available on Hartford Bradley Intl to Chicago flights?

There are 4 cabin classes available to choose from on Hartford Bradley Intl to Chicago flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

How have Hartford to Chicago flight prices changed over time?

As of July 2025, prices for Hartford to Chicago flights are approximately 46% cheaper when compared to flights at the same time last year.

When to book flights from Hartford to Chicago

Are you open to changing your travel dates? Check out the ideal times to fly from Hartford to Chicago according to our flight data. Find out which month and days have the cheapest flights.

Estimated round-trip price

Cheap Hartford to Chicago (BDL to CHI) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Hartford to Chicago

Best Price Found	$58
Fastest flight time	2h 20m
Direct flights	Every day
Airports in Chicago	2 airports

The best one-way flight to Chicago from Hartford in the past 72 hours is $58. The best round-trip flight deal from Hartford to Chicago found on momondo in the last 72 hours is $115.

The fastest flight from Hartford to Chicago takes 2h 20m

Direct flights go from Hartford to Chicago every day.

There are 2 airports near Chicago: Chicago O'Hare Intl (ORD), Chicago Midway (MDW)

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How far is Hartford Bradley Intl to Chicago by plane?
Chicago is 768.4 mi away from Hartford Bradley Intl. A reasonable flight in good conditions will take 2h 20m.
When did momondo last update prices for flights from Hartford Bradley Intl Airport to Chicago?
Prices for flights from Hartford Bradley Intl Airport to Chicago refresh daily.
How many operators does momondo search for flights from Hartford Bradley Intl Airport to Chicago?
As of July 2025, there are 6 operators available to choose from for flights from Hartford Bradley Intl Airport to Chicago.
How old do you have to be to fly from Hartford Bradley Intl Airport to Chicago?
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 Hartford Bradley Intl Airport to Chicago.
What documentation or ID do you need to fly to Chicago?
The travel and health documents required for your trip to Chicago can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Chicago. We always recommend checking with your airline or a trusted third party such as IATA to get advice.
What is the most popular plane model from Hartford to Chicago?
Based on momondo bookings for flights between Hartford and Chicago, the leading plane model is Boeing 737-800, making up 27.96% of the total bookings. Other popular models include Embraer 175 (Enhanced Winglets) with 12.06%, Airbus A320-100/200 with 10.40%, and Airbus A319 with 10.08%.
What is the most popular airline from Hartford to Chicago?
Based on momondo bookings for flights between Hartford and Chicago, the leading airline is American Airlines, making up 45% of the total bookings. Other popular airlines include United Airlines with 30%, Southwest with 21%, and Frontier with 3%.

Best airlines flying from Hartford to Chicago

Compare and see reviews for airlines that fly from Hartford to Chicago with momondo

Airline	Rating	Free Cancellation	Price
Frontier	PriceFrom $108	Free Cancellation	Rating 5.9 3,271 reviews	Search Frontier flights
Spirit Airlines	PriceFrom $144	Free Cancellation	Rating 6.3 8,055 reviews	Search Spirit Airlines flights
Delta	PriceFrom $176	Free Cancellation	Rating 8.0 7,952 reviews	Search Delta flights
Southwest	PriceFrom $190	Free Cancellation	Rating 8.0 4,250 reviews	Search Southwest flights
American Airlines	PriceFrom $200	Free Cancellation	Rating 7.2 10,000 reviews	Search American Airlines flights
United Airlines	PriceFrom $228	Free Cancellation	Rating 7.4 8,846 reviews	Search United Airlines flights

Southwest Flights From Hartford to Chicago
Southwest flies from Hartford to Chicago around 17 times per week, with 4,250 momondo users rating the airline 8.0/10. The cheapest Southwest deal from Hartford to Chicago in the last 72 hours was $190 (round-trip), much lower than the average airfare cost of $369 for Southwest flights on this route.
United Airlines Flights From Hartford to Chicago
Across 8,846 United Airlines reviews on momondo, the average score is 7.4/10. United Airlines flies from Hartford to Chicago about 18 times each week, with ticket deals ranging from $228 to $438. Price data is based on momondo searches in the last 72 hours.

Merrillville

New Buffalo

Hammond

Benton Harbor

Saint Joseph

Portage

Lansing

Schererville

Valparaiso

Crown Point

Munster

Monticello

Chesterton

Porter

Griffith

Saint John

Why use momondo?

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

Finding the right flight to Chicago from Hartford is quick and easy when you have a range of options in front of you, from reputable agents and recognisable airlines. Options that can then be filtered down to find the best fit. That is what momondo does. We make finding flights to Chicago quick and easy, saving you time and money.

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

momondo does allow users to show only those flights to Chicago from Hartford which offer a flexible booking policy as well as other useful filters and features.

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

Once you have performed a search for Hartford to Chicago 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 Hartford to Chicago right now. Can momondo alert me if prices change?

Of course. momondo tracks the price of Hartford to Chicago flights. All you need is a valid email address and we will do the rest; it is that quick and easy.

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Fly into one of these airports located in Chicago

Chicago Midway Airport

Chicago O'Hare Intl Airport

Chicago Greater Rockford Airport

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Cheap flights from Hartford to Chicago from $58

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Hartford to Chicago departing on 12/6. 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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United Airlines flights from Hartford to Chicago

Our best United Airlines deals on Hartford to Chicago flight tickets

American Airlines flights from Hartford to Chicago

Our best American Airlines deals on Hartford to Chicago flight tickets

See travel insights to Chicago from

How to get the cheapest flight ticket from Hartford to Chicago

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 Chicago?

The month of September is, on average, the cheapest month to fly to Chicago from Hartford, with most prices found around $314. If you’re not able to fly to Chicago in September, then August is your next best option. Flight prices from Hartford to Chicago during August average around $315.

What is the cheapest Hartford Bradley Intl to Chicago flight route?

Fly from Hartford Bradley Intl to Chicago Midway for the best Hartford Bradley Intl - Chicago flight prices

How far in advance should I book a flight to Chicago?

What cabin class options are available on Hartford Bradley Intl to Chicago flights?

There are 4 cabin classes available to choose from on Hartford Bradley Intl to Chicago flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

How have Hartford to Chicago flight prices changed over time?

As of July 2025, prices for Hartford to Chicago flights are approximately 46% cheaper when compared to flights at the same time last year.

What is the cheapest airline that flies from Hartford Bradley Intl to Chicago?

Southwest, United Airlines, and American Airlines are the most popular carriers operating from Hartford Bradley Intl to Chicago

What airlines fly to Chicago?

How many flights depart from Hartford to Chicago on average per day?

As of July 2025, there are 18 flights per day flying from Hartford to Chicago. The most common time of day flights depart is 6:00PM, with 50% of flights taking off at noon.

How many flights depart from Hartford to Chicago on average per week?

As of July 2025, 132 flights take off from Hartford and land in Chicago each week. The most common flight departure day for this route is Thu, with 17% of weekly flights taking off on this day.

When to book flights from Hartford to Chicago

Cheap Hartford to Chicago (BDL to CHI) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Hartford to Chicago

Best Price Found

Fastest flight time

Direct flights

Airports in Chicago

How far is Hartford Bradley Intl to Chicago by plane?

When did momondo last update prices for flights from Hartford Bradley Intl Airport to Chicago?

How many operators does momondo search for flights from Hartford Bradley Intl Airport to Chicago?

How old do you have to be to fly from Hartford Bradley Intl Airport to Chicago?

What documentation or ID do you need to fly to Chicago?

What is the most popular plane model from Hartford to Chicago?

What is the most popular airline from Hartford to Chicago?

Best airlines flying from Hartford to Chicago

Compare and see reviews for airlines that fly from Hartford to Chicago with momondo

Southwest Flights From Hartford to Chicago

United Airlines Flights From Hartford to Chicago

Traveling to a place near Chicago?

Why use momondo?

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

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

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

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

An easier way to manage your Chicago 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.

Find better results for your trip to the United States

Fly into one of these airports located in Chicago

Airports listed have a maximum distance of 78.5 mi from Chicago