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

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

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 81% 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 week?

As of January 2026, 109 flights take off from Hartford and land in Chicago each week. The most common flight departure day for this route is Mon, with 17% of weekly flights taking off on this day.

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

As of January 2026, there are 15 flights per day flying from Hartford to Chicago. The most common time of day flights depart is 4:00PM, with 55% of flights taking off in the afternoon.

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 January 2026, there are 5 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.

$70 Cheap Flights from Hartford to Chicago in 2026

Q: What is the typical price of a round-trip flight between Hartford and Chicago?

Prices are currently low for flights on this route. Typical prices usually range from $232 to $468. The lowest price recently found on this route was $192.

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One-way

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Enter your travel dates to find the best prices.

9:10 pm - 11:15 pm

BDL

ORD

27h 05m

1 stop

8:30 am - 10:37 am

ORD

BDL

25h 07m

1 stop

$192Frontier

dom., mar. 1 - mié., mar. 4

2:27 pm - 10:39 pm

BDL

ORD

9h 12m

1 stop

12:44 pm - 9:23 am

ORD

BDL

19h 39m

1 stop

$194Multiple Airlines

jue., feb. 19 - mar., feb. 24

2:27 pm - 10:25 pm

BDL

MDW

8h 58m

1 stop

6:25 am - 1:32 pm

MDW

BDL

6h 07m

1 stop

$195Frontier

dom., feb. 22 - jue., feb. 26

2:27 pm - 10:39 pm

BDL

ORD

9h 12m

1 stop

5:05 am - 1:32 pm

ORD

BDL

7h 27m

1 stop

$195Frontier

jue., feb. 26 - dom., mar. 1

2:27 pm - 10:39 pm

BDL

ORD

9h 12m

1 stop

5:58 pm - 10:37 am

ORD

BDL

39h 39m

2 stops

$200Multiple Airlines

jue., feb. 19 - mar., feb. 24

2:27 pm - 10:39 pm

BDL

ORD

9h 12m

1 stop

6:19 pm - 6:11 pm

ORD

BDL

22h 52m

1 stop

$202Multiple Airlines

jue., feb. 19 - lun., feb. 23

10:52 am - 11:15 pm

BDL

ORD

13h 23m

1 stop

3:11 pm - 11:04 am

ORD

BDL

18h 53m

1 stop

$207Frontier

lun., feb. 23 - vie., feb. 27

2:27 pm - 10:39 pm

BDL

ORD

9h 12m

1 stop

5:01 am - 12:12 pm

ORD

BDL

6h 11m

1 stop

$208Frontier

jue., mar. 5 - jue., mar. 12

2:55 pm - 8:07 pm

BDL

MDW

6h 12m

1 stop

6:00 am - 1:58 pm

MDW

BDL

6h 58m

1 stop

$210Frontier

jue., abr. 2 - jue., abr. 9

9:10 pm - 10:51 am

BDL

ORD

14h 41m

2 stops

12:44 pm - 10:37 am

ORD

BDL

20h 53m

1 stop

$210Multiple Airlines

dom., mar. 1 - mié., mar. 4

Frontier flights from Hartford to Chicago

Our best Frontier deals on Hartford to Chicago flight tickets

Frontier

Mar 1

BDL9:10 pmHartford Bradley Intl

27h 05m

1 stop

ORD11:15 pmChicago O'Hare Intl

Mar 4

ORD8:30 amChicago O'Hare Intl

25h 07m

1 stop

BDL10:37 amHartford Bradley Intl

$192

Frontier

Feb 26

BDL2:27 pmHartford Bradley Intl

9h 12m

1 stop

ORD10:39 pmChicago O'Hare Intl

Mar 1

ORD5:05 amChicago O'Hare Intl

7h 27m

1 stop

BDL1:32 pmHartford Bradley Intl

$195

Frontier

Feb 23

BDL10:52 amHartford Bradley Intl

13h 23m

1 stop

ORD11:15 pmChicago O'Hare Intl

Feb 27

ORD3:11 pmChicago O'Hare Intl

18h 53m

1 stop

BDL11:04 amHartford Bradley Intl

$207

JetBlue flights from Hartford to Chicago

Our best JetBlue deals on Hartford to Chicago flight tickets

JetBlue

Mar 15

BDL6:00 amHartford Bradley Intl

6h 25m

1 stop

ORD11:25 amChicago O'Hare Intl

Mar 17

ORD6:45 amChicago O'Hare Intl

16h 06m

1 stop

BDL11:51 pmHartford Bradley Intl

$225

JetBlue

Feb 17

BDL6:00 amHartford Bradley Intl

18h 26m

1 stop

ORD11:26 pmChicago O'Hare Intl

Feb 18

ORD6:04 amChicago O'Hare Intl

16h 53m

1 stop

BDL11:57 pmHartford Bradley Intl

$229

JetBlue

May 2

BDL6:45 amHartford Bradley Intl

8h 35m

1 stop

ORD2:20 pmChicago O'Hare Intl

May 11

ORD3:15 pmChicago O'Hare Intl

7h 29m

1 stop

BDL11:44 pmHartford Bradley Intl

$235

Fly from

Fly to

Route

Depart

Return

Price

HartfordChicago

BDL - ORD

BDLORD

Hartford Bradley Intl

dom. 3/1

9:10 pm-11:15 pm

1 stop27h 05m

Chicago O'Hare Intl

mié. 3/4

8:30 am-10:37 am

1 stop25h 07m

$192

HartfordChicago

BDL - ORD

BDLORD

Hartford Bradley Intl

jue. 2/19

2:27 pm-10:39 pm

1 stop9h 12m

Chicago O'Hare Intl

mar. 2/24

12:44 pm-9:23 am

1 stop19h 39m

$194

HartfordChicago

BDL - MDW

BDLMDW

Hartford Bradley Intl

dom. 2/22

2:27 pm-10:25 pm

1 stop8h 58m

Chicago Midway

jue. 2/26

6:25 am-1:32 pm

1 stop6h 07m

$195

HartfordChicago

BDL - ORD

BDLORD

Hartford Bradley Intl

jue. 2/26

2:27 pm-10:39 pm

1 stop9h 12m

Chicago O'Hare Intl

dom. 3/1

5:05 am-1:32 pm

1 stop7h 27m

$195

HartfordChicago

BDL - ORD

BDLORD

Hartford Bradley Intl

jue. 2/19

2:27 pm-10:39 pm

1 stop9h 12m

Chicago O'Hare Intl

mar. 2/24

5:58 pm-10:37 am

2 stops39h 39m

$200

HartfordChicago

BDL - ORD

BDLORD

Hartford Bradley Intl

jue. 2/19

2:27 pm-10:39 pm

1 stop9h 12m

Chicago O'Hare Intl

lun. 2/23

6:19 pm-6:11 pm

1 stop22h 52m

$202

HartfordChicago

BDL - ORD

BDLORD

Hartford Bradley Intl

lun. 2/23

10:52 am-11:15 pm

1 stop13h 23m

Chicago O'Hare Intl

vie. 2/27

3:11 pm-11:04 am

1 stop18h 53m

$207

HartfordChicago

BDL - ORD

BDLORD

Hartford Bradley Intl

jue. 3/5

2:27 pm-10:39 pm

1 stop9h 12m

Chicago O'Hare Intl

jue. 3/12

5:01 am-12:12 pm

1 stop6h 11m

$208

HartfordChicago

BDL - MDW

BDLMDW

Hartford Bradley Intl

jue. 4/2

2:55 pm-8:07 pm

1 stop6h 12m

Chicago Midway

jue. 4/9

6:00 am-1:58 pm

1 stop6h 58m

$210

HartfordChicago

BDL - ORD

BDLORD

Hartford Bradley Intl

dom. 3/1

9:10 pm-10:51 am

2 stops14h 41m

Chicago O'Hare Intl

mié. 3/4

12:44 pm-10:37 am

1 stop20h 53m

$210

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first

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 typical price of a round-trip flight between Hartford and Chicago?

What is the cheapest month to fly to Chicago?

The month of October is, on average, the cheapest month to fly to Chicago from Hartford, with most prices found around $296. If you’re not able to fly to Chicago in October, then September is your next best option. Flight prices from Hartford to Chicago during September average around $301.

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

Fly from Hartford Bradley Intl to Chicago O'Hare Intl 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 $365 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 $252 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.

Can stopping save me money on Hartford to Chicago flights?

You could potentially save up to 33% on your flight if you consider stops on a Hartford to Chicago flight.

How have Hartford to Chicago flight prices changed over time?

As of January 2026, prices for Hartford to Chicago flights are approximately 43% more expensive 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	$182
Fastest flight time	2h 25m
Direct flights	Every day
Airports in Chicago	3 airports

The best one-way flight to Chicago from Hartford in the past 72 hours is $182. The best round-trip flight deal from Hartford to Chicago found on momondo in the last 72 hours is $362.

The fastest flight from Hartford to Chicago takes 2h 25m

Direct flights go from Hartford to Chicago every day.

There are 3 airports in Chicago. From Hartford there are direct flights to Chicago O'Hare Intl (ORD), Chicago Midway (MDW).

Search flight deals

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 25m.
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 January 2026, there are 5 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 25.88% of the total bookings. Other popular models include Embraer 175 with 17.15%, Embraer 175 (Enhanced Winglets) with 9.81%, and Airbus A319 with 8.25%.
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 42% of the total bookings. Other popular airlines include United Airlines with 31%, Southwest with 23%, and JetBlue with 1%.

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 $94	Free Cancellation	Rating 5.7 3,057 reviews	Search Frontier flights
American Airlines	PriceFrom $176	Free Cancellation	Rating 7.2 11,174 reviews	Search American Airlines flights
Delta	PriceFrom $176	Free Cancellation	Rating 7.9 8,089 reviews	Search Delta flights
Southwest	PriceFrom $177	Free Cancellation	Rating 8.0 4,266 reviews	Search Southwest flights
United Airlines	PriceFrom $216	Free Cancellation	Rating 7.4 9,191 reviews	Search United Airlines flights

Southwest Flights From Hartford to Chicago
Southwest flies from Hartford to Chicago around 9 times per week, with 4,266 momondo users rating the airline 8.0/10. The cheapest Southwest deal from Hartford to Chicago in the last 72 hours was $177 (round-trip), much lower than the average airfare cost of $381 for Southwest flights on this route.
United Airlines Flights From Hartford to Chicago
Across 9,191 United Airlines reviews on momondo, the average score is 7.4/10. United Airlines flies from Hartford to Chicago about 14 times each week, with ticket deals ranging from $216 to $430. Price data is based on momondo searches in the last 72 hours.

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Hammond

Benton Harbor

Saint Joseph

Portage

Lansing

Schererville

Valparaiso

Munster

Crown Point

Chesterton

Monticello

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.

An easier way to manage your Chicago trip

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vie. 2/20

vie. 2/27

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Find better results for your trip to the United States

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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Flights to Bostonfrom $59

Flights to Atlantafrom $44

Flights to Dallasfrom $57

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Cheap flights from Hartford to Chicago from $70

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 2/18. 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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Big names and deals

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Filter for what you want

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Frontier flights from Hartford to Chicago

Our best Frontier deals on Hartford to Chicago flight tickets

JetBlue flights from Hartford to Chicago

Our best JetBlue deals on Hartford to Chicago flight tickets

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Use the filters below to find and compare flights from Hartford to Chicago that are best for you.

See travel insights to Chicago from

How to get the cheapest flight ticket from Hartford to Chicago

What is the typical price of a round-trip flight between Hartford and Chicago?

What is the cheapest month to fly to Chicago?

The month of October is, on average, the cheapest month to fly to Chicago from Hartford, with most prices found around $296. If you’re not able to fly to Chicago in October, then September is your next best option. Flight prices from Hartford to Chicago during September average around $301.

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

Fly from Hartford Bradley Intl to Chicago O'Hare Intl 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.

Can stopping save me money on Hartford to Chicago flights?

You could potentially save up to 33% on your flight if you consider stops on a Hartford to Chicago flight.

How have Hartford to Chicago flight prices changed over time?

As of January 2026, prices for Hartford to Chicago flights are approximately 43% more expensive when compared to flights at the same time last year.

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

JetBlue, Southwest, and United 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 January 2026, there are 15 flights per day flying from Hartford to Chicago. The most common time of day flights depart is 4:00PM, with 55% of flights taking off in the afternoon.

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

As of January 2026, 109 flights take off from Hartford and land in Chicago each week. The most common flight departure day for this route is Mon, 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