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

As of August 2025, 149 flights take off from Hartford and land in Chicago each week. The most common flight departure day for this route is Wed, with 17% of weekly flights taking off on this day.

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

As of August 2025, there are 21 flights per day flying from Hartford to Chicago. The most common time of day flights depart is 5:00PM, with 51% of flights taking off in the afternoon.

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.

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

Southwest, United Airlines, and Spirit 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 August 2025, 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.

$79 Cheap Flights from Hartford to Chicago (BDL-CHI) in 2025

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Find the cheapest flights from Hartford to Chicago (BDL-CHI)

Round-trip

One-way

Last minute

Direct

Cheap round-trip flights

10:30 am - 3:58 pmBDL-MDW

6h 28m1 stop

8:19 am - 7:57 pmMDW-BDL

10h 38m1 stop

$169Frontier

Find Deal

Thu, Sep 18 - Mon, Sep 22

10:30 am - 12:10 amBDL-ORD

14h 40m1 stop

8:49 pm - 7:57 pmORD-BDL

22h 08m1 stop

$169Frontier

Find Deal

Thu, Sep 11 - Sun, Sep 14

5:00 pm - 6:41 pmBDL-ORD

2h 41mnonstop

6:20 pm - 9:38 pmORD-BDL

2h 18mnonstop

$205United Airlines

Find Deal

Sat, Oct 25 - Tue, Oct 28

5:10 pm - 6:35 pmBDL-MDW

2h 25mnonstop

10:00 am - 1:00 pmMDW-BDL

2h 00mnonstop

$205Southwest

Find Deal

Sat, Oct 25 - Tue, Oct 28

6:10 pm - 8:03 pmBDL-ORD

2h 53mnonstop

7:32 am - 10:51 amORD-BDL

2h 19mnonstop

$207United Airlines

Find Deal

Sun, Sep 21 - Thu, Sep 25

7:16 am - 9:05 amBDL-ORD

2h 49mnonstop

6:35 pm - 9:40 pmORD-BDL

2h 05mnonstop

$208American Airlines

Find Deal

Thu, Dec 4 - Thu, Dec 11

6:43 am - 8:20 amBDL-ORD

2h 37mnonstop

8:20 am - 11:39 amORD-BDL

2h 19mnonstop

$215American Airlines

Find Deal

Thu, Sep 11 - Wed, Sep 17

7:25 am - 1:45 pmBDL-MDW

7h 20m1 stop

7:25 pm - 10:25 pmMDW-BDL

2h 00mnonstop

$215Southwest

Find Deal

Wed, Nov 12 - Thu, Nov 13

5:45 pm - 10:37 pmBDL-ORD

5h 52m1 stop

5:30 am - 1:31 pmORD-BDL

7h 01m1 stop

$222Delta

Find Deal

Tue, Sep 9 - Thu, Sep 11

5:35 am - 8:40 amBDL-MDW

4h 05m1 stop

9:35 am - 4:13 pmMDW-BDL

5h 38m1 stop

$245Delta

Find Deal

Thu, Sep 11 - Wed, Sep 17

American Airlines flights from Hartford to Chicago

Our best American Airlines deals on Hartford to Chicago flight tickets

American Airlines

Dec 4

BDL7:16 amHartford Bradley Intl

2h 49m

ORD9:05 amChicago O'Hare Intl

Dec 11

ORD6:35 pmChicago O'Hare Intl

2h 05m

BDL9:40 pmHartford Bradley Intl

$208

Find similar

American Airlines

Sep 11

BDL6:43 amHartford Bradley Intl

2h 37m

ORD8:20 amChicago O'Hare Intl

Sep 17

ORD8:20 amChicago O'Hare Intl

2h 19m

BDL11:39 amHartford Bradley Intl

$215

Find similar

American Airlines

Sep 18

BDL6:43 amHartford Bradley Intl

2h 37m

ORD8:20 amChicago O'Hare Intl

Sep 21

ORD8:20 amChicago O'Hare Intl

2h 19m

BDL11:39 amHartford Bradley Intl

$217

Find similar

Frontier flights from Hartford to Chicago

Our best Frontier deals on Hartford to Chicago flight tickets

Frontier

Sep 11

BDL10:30 amHartford Bradley Intl

14h 40m

1 stop

ORD12:10 amChicago O'Hare Intl

Sep 14

ORD8:49 pmChicago O'Hare Intl

22h 08m

1 stop

BDL7:57 pmHartford Bradley Intl

$169

Find similar

Frontier

Sep 11

BDL10:30 amHartford Bradley Intl

14h 40m

1 stop

ORD12:10 amChicago O'Hare Intl

Sep 17

ORD11:45 amChicago O'Hare Intl

20h 50m

1 stop

BDL9:35 amHartford Bradley Intl

$171

Find similar

Frontier

Oct 2

BDL10:30 amHartford Bradley Intl

6h 28m

1 stop

MDW3:58 pmChicago Midway

Oct 5

MDW10:13 amChicago Midway

8h 39m

1 stop

BDL7:52 pmHartford Bradley Intl

$180

Find similar

Fly from

Fly to

Route

Depart

Return

Price

HartfordChicago

BDL - MDW

BDLMDW

Hartford Bradley Intl

Thu 9/18

10:30 am-3:58 pm

1 stop6h 28m

Chicago Midway

Mon 9/22

8:19 am-7:57 pm

1 stop10h 38m

$169

HartfordChicago

BDL - ORD

BDLORD

Hartford Bradley Intl

Thu 9/11

10:30 am-12:10 am

1 stop14h 40m

Chicago O'Hare Intl

Sun 9/14

8:49 pm-7:57 pm

1 stop22h 08m

$169

HartfordChicago

BDL - ORD

BDLORD

Hartford Bradley Intl

Sat 10/25

5:00 pm-6:41 pm

Nonstop2h 41m

Chicago O'Hare Intl

Tue 10/28

6:20 pm-9:38 pm

Nonstop2h 18m

$205

HartfordChicago

BDL - MDW

BDLMDW

Hartford Bradley Intl

Sat 10/25

5:10 pm-6:35 pm

Nonstop2h 25m

Chicago Midway

Tue 10/28

10:00 am-1:00 pm

Nonstop2h 00m

$205

HartfordChicago

BDL - ORD

BDLORD

Hartford Bradley Intl

Sun 9/21

6:10 pm-8:03 pm

Nonstop2h 53m

Chicago O'Hare Intl

Thu 9/25

7:32 am-10:51 am

Nonstop2h 19m

$207

HartfordChicago

BDL - ORD

BDLORD

Hartford Bradley Intl

Thu 12/4

7:16 am-9:05 am

Nonstop2h 49m

Chicago O'Hare Intl

Thu 12/11

6:35 pm-9:40 pm

Nonstop2h 05m

$208

HartfordChicago

BDL - ORD

BDLORD

Hartford Bradley Intl

Thu 9/11

6:43 am-8:20 am

Nonstop2h 37m

Chicago O'Hare Intl

Wed 9/17

8:20 am-11:39 am

Nonstop2h 19m

$215

HartfordChicago

BDL - MDW

BDLMDW

Hartford Bradley Intl

Wed 11/12

7:25 am-1:45 pm

1 stop7h 20m

Chicago Midway

Thu 11/13

7:25 pm-10:25 pm

Nonstop2h 00m

$215

HartfordChicago

BDL - ORD

BDLORD

Hartford Bradley Intl

Tue 9/9

5:45 pm-10:37 pm

1 stop5h 52m

Chicago O'Hare Intl

Thu 9/11

5:30 am-1:31 pm

1 stop7h 01m

$222

HartfordChicago

BDL - MDW

BDLMDW

Hartford Bradley Intl

Thu 9/11

5:35 am-8:40 am

1 stop4h 05m

Chicago Midway

Wed 9/17

9:35 am-4:13 pm

1 stop5h 38m

$245

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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 September is, on average, the cheapest month to fly to Chicago from Hartford, with most prices found around $310. 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 $316.

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 $368 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 $295 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?

No. A direct flight is the cheapest option for a flight between Hartford to Chicago.

How have Hartford to Chicago flight prices changed over time?

As of August 2025, prices for Hartford to Chicago flights are approximately 51% 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	$192
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 $192. The best round-trip flight deal from Hartford to Chicago found on momondo in the last 72 hours is $293.

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)

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 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 August 2025, 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 30.06% of the total bookings. Other popular models include Airbus A320-100/200 with 12.83%, Embraer 175 (Enhanced Winglets) with 12.31%, and Airbus A319 with 8.48%.
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 43% of the total bookings. Other popular airlines include United Airlines with 28%, Southwest with 25%, 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 $115	Free Cancellation	Rating 5.8 3,207 reviews	Search Frontier flights
Southwest	PriceFrom $177	Free Cancellation	Rating 8.0 4,245 reviews	Search Southwest flights
American Airlines	PriceFrom $185	Free Cancellation	Rating 7.2 10,000 reviews	Search American Airlines flights
United Airlines	PriceFrom $234	Free Cancellation	Rating 7.4 8,930 reviews	Search United Airlines flights

Southwest Flights From Hartford to Chicago
Southwest flies from Hartford to Chicago around 13 times per week, with 4,245 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 $369 for Southwest flights on this route.
United Airlines Flights From Hartford to Chicago
Across 8,930 United Airlines reviews on momondo, the average score is 7.4/10. United Airlines flies from Hartford to Chicago about 29 times each week, with ticket deals ranging from $234 to $416. Price data is based on momondo searches in the last 72 hours.

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Hammond

Benton Harbor

Saint Joseph

Lansing

Portage

Schererville

Valparaiso

Crown Point

Munster

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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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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Cheap flights from Hartford to Chicago from $79

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 9/21. 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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Find the cheapest flights from Hartford to Chicago (BDL-CHI)

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American Airlines flights from Hartford to Chicago

Our best American Airlines deals on Hartford to Chicago flight tickets

Frontier flights from Hartford to Chicago

Our best Frontier deals on Hartford to Chicago flight tickets

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

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 $310. 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 $316.

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?

No. A direct flight is the cheapest option for a flight between Hartford to Chicago.

How have Hartford to Chicago flight prices changed over time?

As of August 2025, prices for Hartford to Chicago flights are approximately 51% 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 Spirit 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 August 2025, there are 21 flights per day flying from Hartford to Chicago. The most common time of day flights depart is 5:00PM, with 51% of flights taking off in the afternoon.

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

As of August 2025, 149 flights take off from Hartford and land in Chicago each week. The most common flight departure day for this route is Wed, 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