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 77% of people opting to fly with this airline when traveling to Chicago. Keep in mind that there are 4 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 June 2026, there are 22 flights per day flying from Hartford to Chicago. The most common time of day flights depart is 12:00PM, with 50% of flights taking off in the afternoon.

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

As of June 2026, 155 flights take off from Hartford and land in Chicago each week. The most common flight departure day for this route is Fri, with 17% of weekly flights taking off on this day.

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

Southwest, United Airlines, and Delta 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 June 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.

$176 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 $466 to $344. The lowest price recently found on this route was $355.

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Find the cheapest flights from Hartford to Chicago

Round-trip

One-way

Last minute

Direct

Cheap round-trip flights

Enter your travel dates to find the best prices.

6:45 am - 8:48 am

BDL

ORD

27h 03m

1 stop

5:27 pm - 11:59 pm

ORD

BDL

5h 32m

1 stop

$355JetBlue

Sun, Aug 9 - Fri, Aug 14

5:07 pm - 11:44 pm

BDL

ORD

7h 37m

1 stop

2:35 pm - 11:59 pm

ORD

BDL

8h 24m

1 stop

$356JetBlue

Thu, Jul 30 - Tue, Aug 4

7:10 am - 9:00 am

BDL

ORD

2h 50mnonstop

7:04 pm - 10:26 pm

ORD

BDL

2h 22mnonstop

$357American Airlines

Fri, Jul 3 - Tue, Jul 7

6:30 pm - 8:00 pm

BDL

MDW

2h 30mnonstop

7:45 am - 10:55 am

MDW

BDL

2h 10mnonstop

$357Southwest

Tue, Jul 7 - Sat, Jul 11

12:33 pm - 11:14 pm

BDL

ORD

11h 41m

1 stop

5:30 pm - 11:38 am

ORD

BDL

17h 08m

1 stop

$358Frontier

Fri, Aug 21 - Sun, Aug 23

8:55 pm - 9:32 am

BDL

RFD

13h 37m

1 stop

5:05 pm - 10:56 am

RFD

BDL

16h 51m

1 stop

$358Multiple Airlines

Sun, Sep 13 - Fri, Sep 18

1:40 pm - 2:55 pm

BDL

MDW

2h 15mnonstop

6:20 pm - 9:25 pm

MDW

BDL

2h 05mnonstop

$359Southwest

Thu, Aug 27 - Sun, Aug 30

1:42 pm - 11:27 pm

BDL

ORD

10h 45m

1 stop

5:13 pm - 11:32 am

ORD

BDL

17h 19m

1 stop

$359Frontier

Sat, Jul 25 - Sun, Jul 26

4:55 pm - 6:44 pm

BDL

ORD

2h 49mnonstop

6:10 pm - 9:33 pm

ORD

BDL

2h 23mnonstop

$361United Airlines

Sat, Jul 18 - Tue, Jul 21

7:10 am - 9:00 am

BDL

ORD

2h 50mnonstop

5:55 pm - 11:59 pm

ORD

BDL

5h 04m

1 stop

$363American Airlines

Wed, Jul 1 - Wed, Jul 8

JetBlue flights from Hartford to Chicago

Our best JetBlue deals on Hartford to Chicago flight tickets

JetBlue

Aug 9

BDL6:45 amHartford Bradley Intl

27h 03m

1 stop

ORD8:48 amChicago O'Hare Intl

Aug 14

ORD5:27 pmChicago O'Hare Intl

5h 32m

1 stop

BDL11:59 pmHartford Bradley Intl

$355

JetBlue

Jul 30

BDL5:07 pmHartford Bradley Intl

7h 37m

1 stop

ORD11:44 pmChicago O'Hare Intl

Aug 4

ORD2:35 pmChicago O'Hare Intl

8h 24m

1 stop

BDL11:59 pmHartford Bradley Intl

$356

JetBlue

Sep 9

BDL6:25 amHartford Bradley Intl

6h 22m

1 stop

ORD11:47 amChicago O'Hare Intl

Sep 19

ORD2:35 pmChicago O'Hare Intl

8h 20m

1 stop

BDL11:55 pmHartford Bradley Intl

$362

United Airlines flights from Hartford to Chicago

Our best United Airlines deals on Hartford to Chicago flight tickets

United Airlines

Jul 18

BDL4:55 pmHartford Bradley Intl

2h 49m

ORD6:44 pmChicago O'Hare Intl

Jul 21

ORD6:10 pmChicago O'Hare Intl

2h 23m

BDL9:33 pmHartford Bradley Intl

$361

United Airlines

Jul 18

BDL12:12 pmHartford Bradley Intl

2h 45m

ORD1:57 pmChicago O'Hare Intl

Jul 25

ORD6:29 amChicago O'Hare Intl

6h 37m

1 stop

BDL2:06 pmHartford Bradley Intl

$371

United Airlines

Jul 15

BDL12:12 pmHartford Bradley Intl

2h 45m

ORD1:57 pmChicago O'Hare Intl

Jul 17

ORD6:10 pmChicago O'Hare Intl

2h 23m

BDL9:33 pmHartford Bradley Intl

$379

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

HartfordChicago

BDL - ORD

BDLORD

Hartford Bradley Intl

Sun 8/9

6:45 am-8:48 am

1 stop27h 03m

Chicago O'Hare Intl

Fri 8/14

5:27 pm-11:59 pm

1 stop5h 32m

$355

HartfordChicago

BDL - ORD

BDLORD

Hartford Bradley Intl

Thu 7/30

5:07 pm-11:44 pm

1 stop7h 37m

Chicago O'Hare Intl

Tue 8/4

2:35 pm-11:59 pm

1 stop8h 24m

$356

HartfordChicago

BDL - ORD

BDLORD

Hartford Bradley Intl

Fri 7/3

7:10 am-9:00 am

Nonstop2h 50m

Chicago O'Hare Intl

Tue 7/7

7:04 pm-10:26 pm

Nonstop2h 22m

$357

HartfordChicago

BDL - MDW

BDLMDW

Hartford Bradley Intl

Tue 7/7

6:30 pm-8:00 pm

Nonstop2h 30m

Chicago Midway

Sat 7/11

7:45 am-10:55 am

Nonstop2h 10m

$357

HartfordChicago

BDL - ORD

BDLORD

Hartford Bradley Intl

Fri 8/21

12:33 pm-11:14 pm

1 stop11h 41m

Chicago O'Hare Intl

Sun 8/23

5:30 pm-11:38 am

1 stop17h 08m

$358

HartfordChicago

BDL - RFD

BDLRFD

Hartford Bradley Intl

Sun 9/13

8:55 pm-9:32 am

1 stop13h 37m

Chicago Greater Rockford

Fri 9/18

5:05 pm-10:56 am

1 stop16h 51m

$358

Quickest round-trip

HartfordChicago

BDL - MDW

BDLMDW

Hartford Bradley Intl

Thu 8/27

1:40 pm-2:55 pm

Nonstop2h 15m

Chicago Midway

Sun 8/30

6:20 pm-9:25 pm

Nonstop2h 05m

$359

HartfordChicago

BDL - ORD

BDLORD

Hartford Bradley Intl

Sat 7/25

1:42 pm-11:27 pm

1 stop10h 45m

Chicago O'Hare Intl

Sun 7/26

5:13 pm-11:32 am

1 stop17h 19m

$359

HartfordChicago

BDL - ORD

BDLORD

Hartford Bradley Intl

Sat 7/18

4:55 pm-6:44 pm

Nonstop2h 49m

Chicago O'Hare Intl

Tue 7/21

6:10 pm-9:33 pm

Nonstop2h 23m

$361

HartfordChicago

BDL - ORD

BDLORD

Hartford Bradley Intl

Wed 7/1

7:10 am-9:00 am

Nonstop2h 50m

Chicago O'Hare Intl

Wed 7/8

5:55 pm-11:59 pm

1 stop5h 04m

$363

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 April is, on average, the cheapest month to fly to Chicago from Hartford, with most prices found around $86. If you’re not able to fly to Chicago in April, then December is your next best option. Flight prices from Hartford to Chicago during December average around $88.

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 from Hartford 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 $391 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 $281 on momondo.

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

There are 4 cabin classes available to choose from on Hartford 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 June 2026, prices for Hartford to Chicago flights are approximately 44% 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	$224
Fastest flight time	2h 20m
Direct flights	Every day
Airports in Chicago	3 airports

The best one-way flight to Chicago from Hartford in the past 72 hours is $224. The best round-trip flight deal from Hartford to Chicago found on momondo in the last 72 hours is $432.

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

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

Frequently asked questions about flying from Hartford to Chicago

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 June 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 33.62% of the total bookings. Other popular models include Embraer 175 with 15.71%, Embraer 175 (Enhanced Winglets) with 13.45%, and Boeing 737-900 with 13.39%.
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 37% of the total bookings. Other popular airlines include United Airlines with 36%, Southwest with 25%, and JetBlue with 2%.

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
JetBlue	PriceFrom $112	Free Cancellation	Rating 7.1 2,978 reviews	Search JetBlue flights
Delta	PriceFrom $176	Free Cancellation	Rating 7.9 8,395 reviews	Search Delta flights
American Airlines	PriceFrom $177	Free Cancellation	Rating 7.1 11,642 reviews	Search American Airlines flights
Southwest	PriceFrom $184	Free Cancellation	Rating 7.9 4,246 reviews	Search Southwest flights
United Airlines	PriceFrom $222	Free Cancellation	Rating 7.4 9,785 reviews	Search United Airlines flights

Southwest Flights From Hartford to Chicago
Southwest flies from Hartford to Chicago around 16 times per week, with 4,246 momondo users rating the airline 7.9/10. The cheapest Southwest deal from Hartford to Chicago in the last 72 hours was $184 (round-trip), much lower than the average airfare cost of $406 for Southwest flights on this route.
United Airlines Flights From Hartford to Chicago
Across 9,783 United Airlines reviews on momondo, the average score is 7.4/10. United Airlines flies from Hartford to Chicago about 25 times each week, with ticket deals ranging from $222 to $426. Price data is based on momondo searches in the last 72 hours.

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Hammond

Saint Joseph

Portage

Benton Harbor

Lansing

Valparaiso

Schererville

Munster

Crown Point

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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Cheap flights from Hartford to Chicago from $176

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 7/9. 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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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?

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

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

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

How have Hartford to Chicago flight prices changed over time?

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

What airlines fly to Chicago?

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

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

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

Frequently asked questions about flying 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?

An easier way to manage your Chicago trip

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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

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List of cabin classes available on flights landing in Chicago. Availability may vary depending on flight origin and airline.

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