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

As of March 2026, 123 flights take off from Hartford and land in Chicago each week. The most common flight departure day for this route is Mon, with 18% of weekly flights taking off on this day.

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

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

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

As of March 2026, there are 17 flights per day flying from Hartford to Chicago. The most common time of day flights depart is 6:00AM, with 66% of flights taking off at noon.

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 79% 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.

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 March 2026, there are 4 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.

$67 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 $364 to $465. The lowest price recently found on this route was $306.

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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.

2:39 pm - 10:19 pm

BDL

MDW

8h 40m

1 stop

6:00 am - 1:58 pm

MDW

BDL

6h 58m

1 stop

$306Frontier

Sun, Mar 29 - Thu, Apr 2

8:08 pm - 4:30 pm

BDL

ORD

21h 22m

1 stop

4:34 pm - 1:58 pm

ORD

BDL

20h 24m

1 stop

$306Frontier

Mon, Mar 30 - Wed, Apr 1

8:08 pm - 9:15 am

BDL

ORD

14h 07m

1 stop

6:00 am - 11:44 pm

ORD

BDL

16h 44m

2 stops

$307Multiple Airlines

Sat, May 16 - Mon, May 18

6:45 am - 8:38 am

BDL

ORD

2h 53mnonstop

3:20 pm - 6:39 pm

ORD

BDL

2h 19mnonstop

$308American Airlines

Sat, Apr 25 - Sat, Apr 25

7:20 am - 10:19 pm

BDL

MDW

15h 59m

2 stops

6:00 am - 1:58 pm

MDW

BDL

6h 58m

1 stop

$309Multiple Airlines

Wed, Apr 1 - Sun, Apr 5

2:39 pm - 10:52 am

BDL

ORD

21h 13m

1 stop

12:45 pm - 11:16 pm

ORD

BDL

9h 31m

2 stops

$309Multiple Airlines

Sun, Mar 29 - Mon, Apr 6

5:05 pm - 6:56 pm

BDL

ORD

2h 51mnonstop

2:10 pm - 5:33 pm

ORD

BDL

2h 23mnonstop

$313United Airlines

Tue, May 5 - Wed, May 13

6:00 am - 11:25 am

BDL

ORD

6h 25m

1 stop

12:20 pm - 11:51 pm

ORD

BDL

10h 31m

1 stop

$314JetBlue

Mon, Mar 23 - Tue, Mar 24

6:00 am - 11:25 am

BDL

ORD

6h 25m

1 stop

6:45 am - 11:51 pm

ORD

BDL

16h 06m

1 stop

$315JetBlue

Sat, Mar 21 - Tue, Mar 24

12:20 pm - 1:50 pm

BDL

MDW

2h 30mnonstop

7:40 am - 10:40 am

MDW

BDL

2h 00mnonstop

$317Southwest

Wed, Apr 1 - Tue, Apr 7

American Airlines flights from Hartford to Chicago

Our best American Airlines deals on Hartford to Chicago flight tickets

American Airlines

May 13

BDL7:19 pmHartford Bradley Intl

2h 51m

ORD9:10 pmChicago O'Hare Intl

May 16

ORD4:21 pmChicago O'Hare Intl

7h 04m

1 stop

BDL12:25 amHartford Bradley Intl

$323

American Airlines

May 2

BDL11:52 amHartford Bradley Intl

2h 54m

ORD1:46 pmChicago O'Hare Intl

May 4

ORD3:20 pmChicago O'Hare Intl

2h 19m

BDL6:39 pmHartford Bradley Intl

$324

American Airlines

Apr 2

BDL6:53 amHartford Bradley Intl

2h 52m

ORD8:45 amChicago O'Hare Intl

Apr 7

ORD8:00 amChicago O'Hare Intl

2h 22m

BDL11:22 amHartford Bradley Intl

$326

Frontier flights from Hartford to Chicago

Our best Frontier deals on Hartford to Chicago flight tickets

Frontier

Mar 30

BDL8:08 pmHartford Bradley Intl

21h 22m

1 stop

ORD4:30 pmChicago O'Hare Intl

Apr 1

ORD4:34 pmChicago O'Hare Intl

20h 24m

1 stop

BDL1:58 pmHartford Bradley Intl

$306

Frontier

Apr 16

BDL3:50 pmHartford Bradley Intl

7h 49m

1 stop

ORD10:39 pmChicago O'Hare Intl

Apr 20

ORD5:50 amChicago O'Hare Intl

7h 59m

1 stop

BDL2:49 pmHartford Bradley Intl

$310

Frontier

Mar 29

BDL2:39 pmHartford Bradley Intl

8h 40m

1 stop

MDW10:19 pmChicago Midway

Apr 9

MDW6:00 amChicago Midway

6h 58m

1 stop

BDL1:58 pmHartford Bradley Intl

$312

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

HartfordChicago

BDL - MDW

BDLMDW

Hartford Bradley Intl

Sun 3/29

2:39 pm-10:19 pm

1 stop8h 40m

Chicago Midway

Thu 4/2

6:00 am-1:58 pm

1 stop6h 58m

$306

HartfordChicago

BDL - ORD

BDLORD

Hartford Bradley Intl

Mon 3/30

8:08 pm-4:30 pm

1 stop21h 22m

Chicago O'Hare Intl

Wed 4/1

4:34 pm-1:58 pm

1 stop20h 24m

$306

HartfordChicago

BDL - ORD

BDLORD

Hartford Bradley Intl

Sat 5/16

8:08 pm-9:15 am

1 stop14h 07m

Chicago O'Hare Intl

Mon 5/18

6:00 am-11:44 pm

2 stops16h 44m

$307

HartfordChicago

BDL - ORD

BDLORD

Hartford Bradley Intl

Sat 4/25

6:45 am-8:38 am

Nonstop2h 53m

Chicago O'Hare Intl

Sat 4/25

3:20 pm-6:39 pm

Nonstop2h 19m

$308

HartfordChicago

BDL - MDW

BDLMDW

Hartford Bradley Intl

Wed 4/1

7:20 am-10:19 pm

2 stops15h 59m

Chicago Midway

Sun 4/5

6:00 am-1:58 pm

1 stop6h 58m

$309

HartfordChicago

BDL - ORD

BDLORD

Hartford Bradley Intl

Sun 3/29

2:39 pm-10:52 am

1 stop21h 13m

Chicago O'Hare Intl

Mon 4/6

12:45 pm-11:16 pm

2 stops9h 31m

$309

HartfordChicago

BDL - ORD

BDLORD

Hartford Bradley Intl

Tue 5/5

5:05 pm-6:56 pm

Nonstop2h 51m

Chicago O'Hare Intl

Wed 5/13

2:10 pm-5:33 pm

Nonstop2h 23m

$313

HartfordChicago

BDL - ORD

BDLORD

Hartford Bradley Intl

Mon 3/23

6:00 am-11:25 am

1 stop6h 25m

Chicago O'Hare Intl

Tue 3/24

12:20 pm-11:51 pm

1 stop10h 31m

$314

HartfordChicago

BDL - ORD

BDLORD

Hartford Bradley Intl

Sat 3/21

6:00 am-11:25 am

1 stop6h 25m

Chicago O'Hare Intl

Tue 3/24

6:45 am-11:51 pm

1 stop16h 06m

$315

Quickest round-trip

HartfordChicago

BDL - MDW

BDLMDW

Hartford Bradley Intl

Wed 4/1

12:20 pm-1:50 pm

Nonstop2h 30m

Chicago Midway

Tue 4/7

7:40 am-10:40 am

Nonstop2h 00m

$317

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

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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 January is, on average, the cheapest month to fly to Chicago from Hartford, with most prices found around $288. If you’re not able to fly to Chicago in January, then October is your next best option. Flight prices from Hartford to Chicago during October average around $296.

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 $384 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 $261 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 31% 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 March 2026, prices for Hartford to Chicago flights are approximately 30% 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	$205
Fastest flight time	2h 15m
Direct flights	Every day
Airports in Chicago	3 airports

The best one-way flight to Chicago from Hartford in the past 72 hours is $205. The best round-trip flight deal from Hartford to Chicago found on momondo in the last 72 hours is $387.

The fastest flight from Hartford to Chicago takes 2h 15m

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 15m.
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 March 2026, there are 4 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 32.61% of the total bookings. Other popular models include Embraer 175 with 17.07%, Embraer 175 (Enhanced Winglets) with 8.39%, and Airbus A320-100/200 with 8.23%.
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 32%, Southwest with 22%, 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
American Airlines	PriceFrom $171	Free Cancellation	Rating 7.1 11,414 reviews	Search American Airlines flights
Delta	PriceFrom $176	Free Cancellation	Rating 7.9 8,276 reviews	Search Delta flights
Southwest	PriceFrom $177	Free Cancellation	Rating 8.0 4,317 reviews	Search Southwest flights
United Airlines	PriceFrom $218	Free Cancellation	Rating 7.4 9,409 reviews	Search United Airlines flights

Southwest Flights From Hartford to Chicago
Southwest flies from Hartford to Chicago around 15 times per week, with 4,317 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 $382 for Southwest flights on this route.
United Airlines Flights From Hartford to Chicago
Across 9,409 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 $218 to $395. Price data is based on momondo searches in the last 72 hours.

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Hammond

Benton Harbor

Saint Joseph

Portage

Lansing

Valparaiso

Schererville

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.

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Cheap flights from Hartford to Chicago from $67

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 4/16. 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 to Chicago?

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

Can stopping save me money 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

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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

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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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