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

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

As of September 2026, there are 13 flights per day flying from Hartford to Chicago. The most common time of day flights depart is 7:00AM, with 52% 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 73% 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 week?

As of September 2026, 92 flights take off from Hartford and land in Chicago each week. The most common flight departure day for this route is Mon, with 25% of weekly flights taking off on this day.

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 September 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.

$139 Cheap Flights from Hartford to Chicago in 2026/27

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from Hartford to Chicago

Round-trip

One-way

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Cheap round-trip flights

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6:25 am - 11:24 amBDL Hartford Bradley Intl-ORD Chicago O'Hare Intl

5h 59m1 stop New York John F Kennedy Intl

2:55 pm - 11:58 pmORD Chicago O'Hare Intl-BDL Hartford Bradley Intl

8h 03m1 stop Fort Lauderdale

$289JetBlue

Wed, Oct 21 - Sat, Oct 24

6:25 am - 11:24 amBDL Hartford Bradley Intl-ORD Chicago O'Hare Intl

5h 59m1 stop New York John F Kennedy Intl

2:42 pm - 11:59 pmORD Chicago O'Hare Intl-BDL Hartford Bradley Intl

8h 17m1 stop Fort Lauderdale

$289JetBlue

Thu, Oct 22 - Mon, Oct 26

12:38 pm - 2:23 pmBDL Hartford Bradley Intl-ORD Chicago O'Hare Intl

2h 45mnonstop

11:06 am - 2:29 pmORD Chicago O'Hare Intl-BDL Hartford Bradley Intl

2h 23mnonstop

$297United Airlines

Thu, Oct 22 - Sat, Oct 24

9:35 am - 11:26 amBDL Hartford Bradley Intl-ORD Chicago O'Hare Intl

2h 51mnonstop

6:20 pm - 9:40 pmORD Chicago O'Hare Intl-BDL Hartford Bradley Intl

2h 20mnonstop

$297United Airlines

Thu, Dec 3 - Mon, Dec 7

12:32 pm - 2:20 pmBDL Hartford Bradley Intl-ORD Chicago O'Hare Intl

2h 48mnonstop

7:59 pm - 11:24 pmORD Chicago O'Hare Intl-BDL Hartford Bradley Intl

2h 25mnonstop

$297American Airlines

Tue, Oct 13 - Wed, Oct 21

7:15 am - 9:05 amBDL Hartford Bradley Intl-ORD Chicago O'Hare Intl

2h 50mnonstop

7:59 pm - 11:24 pmORD Chicago O'Hare Intl-BDL Hartford Bradley Intl

2h 25mnonstop

$297American Airlines

Wed, Oct 14 - Mon, Oct 19

1:25 pm - 2:45 pmBDL Hartford Bradley Intl-MDW Chicago Midway

2h 20mnonstop

8:00 am - 11:10 amMDW Chicago Midway-BDL Hartford Bradley Intl

2h 10mnonstop

$297Southwest

Wed, Oct 21 - Sat, Oct 24

6:25 pm - 7:45 pmBDL Hartford Bradley Intl-MDW Chicago Midway

2h 20mnonstop

8:00 am - 11:10 amMDW Chicago Midway-BDL Hartford Bradley Intl

2h 10mnonstop

$297Southwest

Tue, Oct 20 - Sat, Oct 24

3:15 pm - 8:46 amBDL Hartford Bradley Intl-ORD Chicago O'Hare Intl

18h 31m1 stop Orlando

9:51 am - 2:20 pmORD Chicago O'Hare Intl-BDL Hartford Bradley Intl

27h 29m1 stop Orlando

$299Frontier

Thu, Oct 29 - Thu, Nov 5

5:00 pm - 11:44 pmBDL Hartford Bradley Intl-ORD Chicago O'Hare Intl

7h 44m1 stop Fort Lauderdale

5:01 am - 6:24 pmORD Chicago O'Hare Intl-BDL Hartford Bradley Intl

12h 23m1 stop Orlando

$306Multiple Airlines

Thu, Feb 25 - Sat, Feb 27

Cheap last minute flights

Enter your travel dates to find the best prices.

3:16 pm - 10:59 pmBDL Hartford Bradley Intl-ORD Chicago O'Hare Intl

8h 43m1 stop Orlando

3:00 pm - 11:14 pmORD Chicago O'Hare Intl-BDL Hartford Bradley Intl

7h 14m1 stop Fort Lauderdale

$364Multiple Airlines

Fri, Sep 25 - Fri, Oct 2

3:16 pm - 10:59 pmBDL Hartford Bradley Intl-ORD Chicago O'Hare Intl

8h 43m1 stop Orlando

3:00 pm - 11:14 pmORD Chicago O'Hare Intl-BDL Hartford Bradley Intl

7h 14m1 stop Fort Lauderdale

$364Multiple Airlines

Mon, Sep 28 - Mon, Oct 5

7:00 am - 1:45 pmBDL Hartford Bradley Intl-ORD Chicago O'Hare Intl

7h 45m1 stop Fort Lauderdale

3:00 pm - 11:14 pmORD Chicago O'Hare Intl-BDL Hartford Bradley Intl

7h 14m1 stop Fort Lauderdale

$375JetBlue

Mon, Sep 28 - Mon, Oct 5

6:25 am - 9:58 amBDL Hartford Bradley Intl-ORD Chicago O'Hare Intl

4h 33m1 stop New York John F Kennedy Intl

3:00 pm - 11:14 pmORD Chicago O'Hare Intl-BDL Hartford Bradley Intl

7h 14m1 stop Fort Lauderdale

$375JetBlue

Mon, Sep 28 - Mon, Oct 5

12:38 pm - 2:23 pmBDL Hartford Bradley Intl-ORD Chicago O'Hare Intl

2h 45mnonstop

4:35 pm - 2:07 pmORD Chicago O'Hare Intl-BDL Hartford Bradley Intl

20h 32m2 stops Clarksburg Benedum Washington, D.C. Dulles Intl

$484United Airlines

Fri, Sep 25 - Fri, Sep 25

1:12 pm - 3:00 pmBDL Hartford Bradley Intl-ORD Chicago O'Hare Intl

2h 48mnonstop

8:43 am - 12:09 pmORD Chicago O'Hare Intl-BDL Hartford Bradley Intl

2h 26mnonstop

$514American Airlines

Sat, Sep 26 - Tue, Sep 29

9:44 am - 11:29 amBDL Hartford Bradley Intl-ORD Chicago O'Hare Intl

2h 45mnonstop

2:30 pm - 5:53 pmORD Chicago O'Hare Intl-BDL Hartford Bradley Intl

2h 23mnonstop

$522United Airlines

Tue, Sep 29 - Tue, Sep 29

6:24 pm - 8:30 pmBDL Hartford Bradley Intl-ORD Chicago O'Hare Intl

3h 06mnonstop

8:43 am - 12:09 pmORD Chicago O'Hare Intl-BDL Hartford Bradley Intl

2h 26mnonstop

$523American Airlines

Fri, Sep 25 - Tue, Sep 29

7:45 am - 9:05 amBDL Hartford Bradley Intl-MDW Chicago Midway

2h 20mnonstop

1:00 pm - 4:05 pmMDW Chicago Midway-BDL Hartford Bradley Intl

2h 05mnonstop

$527Southwest

Tue, Sep 29 - Tue, Sep 29

3:50 pm - 5:15 pmBDL Hartford Bradley Intl-MDW Chicago Midway

2h 25mnonstop

8:45 am - 12:00 pmMDW Chicago Midway-BDL Hartford Bradley Intl

2h 15mnonstop

$527Southwest

Sat, Sep 26 - Tue, Sep 29

Cheap direct flights

Enter your travel dates to find the best prices.

12:32 pm - 2:20 pmBDL Hartford Bradley Intl-ORD Chicago O'Hare Intl

2h 48mnonstop

7:59 pm - 11:24 pmORD Chicago O'Hare Intl-BDL Hartford Bradley Intl

2h 25mnonstop

$297American Airlines

Tue, Oct 13 - Wed, Oct 21

12:32 pm - 2:20 pmBDL Hartford Bradley Intl-ORD Chicago O'Hare Intl

2h 48mnonstop

7:59 pm - 11:24 pmORD Chicago O'Hare Intl-BDL Hartford Bradley Intl

2h 25mnonstop

$297American Airlines

Tue, Oct 13 - Thu, Oct 15

12:38 pm - 2:23 pmBDL Hartford Bradley Intl-ORD Chicago O'Hare Intl

2h 45mnonstop

11:06 am - 2:29 pmORD Chicago O'Hare Intl-BDL Hartford Bradley Intl

2h 23mnonstop

$297United Airlines

Thu, Oct 22 - Sat, Oct 24

9:35 am - 11:26 amBDL Hartford Bradley Intl-ORD Chicago O'Hare Intl

2h 51mnonstop

6:20 pm - 9:40 pmORD Chicago O'Hare Intl-BDL Hartford Bradley Intl

2h 20mnonstop

$297United Airlines

Thu, Dec 3 - Mon, Dec 7

5:05 pm - 6:45 pmBDL Hartford Bradley Intl-MDW Chicago Midway

2h 40mnonstop

1:25 pm - 4:25 pmMDW Chicago Midway-BDL Hartford Bradley Intl

2h 00mnonstop

$297Southwest

Wed, Jan 20 - Thu, Jan 21

1:25 pm - 2:45 pmBDL Hartford Bradley Intl-MDW Chicago Midway

2h 20mnonstop

8:00 am - 11:10 amMDW Chicago Midway-BDL Hartford Bradley Intl

2h 10mnonstop

$297Southwest

Wed, Oct 21 - Sat, Oct 24

7:15 am - 9:05 amBDL Hartford Bradley Intl-ORD Chicago O'Hare Intl

2h 50mnonstop

7:59 pm - 11:24 pmORD Chicago O'Hare Intl-BDL Hartford Bradley Intl

2h 25mnonstop

$297American Airlines

Wed, Oct 14 - Mon, Oct 19

12:22 pm - 2:10 pmBDL Hartford Bradley Intl-ORD Chicago O'Hare Intl

2h 48mnonstop

8:30 pm - 11:48 pmORD Chicago O'Hare Intl-BDL Hartford Bradley Intl

2h 18mnonstop

$297American Airlines

Wed, Dec 2 - Mon, Dec 7

6:25 pm - 7:45 pmBDL Hartford Bradley Intl-MDW Chicago Midway

2h 20mnonstop

8:00 am - 11:10 amMDW Chicago Midway-BDL Hartford Bradley Intl

2h 10mnonstop

$297Southwest

Tue, Oct 20 - Sat, Oct 24

6:25 pm - 7:55 pmBDL Hartford Bradley Intl-MDW Chicago Midway

2h 30mnonstop

7:10 pm - 10:15 pmMDW Chicago Midway-BDL Hartford Bradley Intl

2h 05mnonstop

$297Southwest

Tue, Nov 10 - Thu, Nov 12

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JetBlue flights from Hartford to Chicago

Our best JetBlue deals on Hartford to Chicago flight tickets

JetBlue

Oct 22

BDL6:25 amHartford Bradley Intl

5h 59m

1 stop

ORD11:24 amChicago O'Hare Intl

Oct 26

ORD2:42 pmChicago O'Hare Intl

8h 17m

1 stop

BDL11:59 pmHartford Bradley Intl

$289

JetBlue

Oct 22

BDL6:25 amHartford Bradley Intl

5h 59m

1 stop

ORD11:24 amChicago O'Hare Intl

Oct 26

ORD2:42 pmChicago O'Hare Intl

8h 17m

1 stop

BDL11:59 pmHartford Bradley Intl

$291

JetBlue

Oct 21

BDL6:25 amHartford Bradley Intl

5h 59m

1 stop

ORD11:24 amChicago O'Hare Intl

Oct 24

ORD2:55 pmChicago O'Hare Intl

8h 03m

1 stop

BDL11:58 pmHartford Bradley Intl

$292

Frontier flights from Hartford to Chicago

Our best Frontier deals on Hartford to Chicago flight tickets

Frontier

Oct 29

BDL3:15 pmHartford Bradley Intl

18h 31m

1 stop

ORD8:46 amChicago O'Hare Intl

Nov 5

ORD9:51 amChicago O'Hare Intl

27h 29m

1 stop

BDL2:20 pmHartford Bradley Intl

$299

Frontier

Dec 19

BDL5:31 pmHartford Bradley Intl

8h 38m

1 stop

ORD1:09 amChicago O'Hare Intl

Dec 21

ORD5:05 amChicago O'Hare Intl

10h 31m

1 stop

BDL4:36 pmHartford Bradley Intl

$314

Frontier

Nov 13

BDL3:15 pmHartford Bradley Intl

18h 31m

1 stop

ORD8:46 amChicago O'Hare Intl

Nov 15

ORD9:51 amChicago O'Hare Intl

27h 29m

1 stop

BDL2:20 pmHartford Bradley Intl

$315

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

HartfordChicago

BDL Hartford Bradley Intl - ORD Chicago O'Hare Intl

BDLORD

Hartford Bradley Intl

Wed 10/21

6:25 am-11:24 am

1 stop5h 59m

Chicago O'Hare Intl

Sat 10/24

2:55 pm-11:58 pm

1 stop8h 03m

$289

HartfordChicago

BDL Hartford Bradley Intl - ORD Chicago O'Hare Intl

BDLORD

Hartford Bradley Intl

Thu 10/22

6:25 am-11:24 am

1 stop5h 59m

Chicago O'Hare Intl

Mon 10/26

2:42 pm-11:59 pm

1 stop8h 17m

$289

HartfordChicago

BDL Hartford Bradley Intl - ORD Chicago O'Hare Intl

BDLORD

Hartford Bradley Intl

Thu 10/22

12:38 pm-2:23 pm

Nonstop2h 45m

Chicago O'Hare Intl

Sat 10/24

11:06 am-2:29 pm

Nonstop2h 23m

$297

HartfordChicago

BDL Hartford Bradley Intl - ORD Chicago O'Hare Intl

BDLORD

Hartford Bradley Intl

Thu 12/3

9:35 am-11:26 am

Nonstop2h 51m

Chicago O'Hare Intl

Mon 12/7

6:20 pm-9:40 pm

Nonstop2h 20m

$297

HartfordChicago

BDL Hartford Bradley Intl - ORD Chicago O'Hare Intl

BDLORD

Hartford Bradley Intl

Tue 10/13

12:32 pm-2:20 pm

Nonstop2h 48m

Chicago O'Hare Intl

Wed 10/21

7:59 pm-11:24 pm

Nonstop2h 25m

$297

HartfordChicago

BDL Hartford Bradley Intl - ORD Chicago O'Hare Intl

BDLORD

Hartford Bradley Intl

Wed 10/14

7:15 am-9:05 am

Nonstop2h 50m

Chicago O'Hare Intl

Mon 10/19

7:59 pm-11:24 pm

Nonstop2h 25m

$297

Quickest round-trip

HartfordChicago

BDL Hartford Bradley Intl - MDW Chicago Midway

BDLMDW

Hartford Bradley Intl

Wed 10/21

1:25 pm-2:45 pm

Nonstop2h 20m

Chicago Midway

Sat 10/24

8:00 am-11:10 am

Nonstop2h 10m

$297

HartfordChicago

BDL Hartford Bradley Intl - MDW Chicago Midway

BDLMDW

Hartford Bradley Intl

Tue 10/20

6:25 pm-7:45 pm

Nonstop2h 20m

Chicago Midway

Sat 10/24

8:00 am-11:10 am

Nonstop2h 10m

$297

HartfordChicago

BDL Hartford Bradley Intl - ORD Chicago O'Hare Intl

BDLORD

Hartford Bradley Intl

Thu 10/29

3:15 pm-8:46 am

1 stop18h 31m

Chicago O'Hare Intl

Thu 11/5

9:51 am-2:20 pm

1 stop27h 29m

$299

HartfordChicago

BDL Hartford Bradley Intl - ORD Chicago O'Hare Intl

BDLORD

Hartford Bradley Intl

Thu 2/25

5:00 pm-11:44 pm

1 stop7h 44m

Chicago O'Hare Intl

Sat 2/27

5:01 am-6:24 pm

1 stop12h 23m

$306

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?

Prices are currently low for flights on this route.

Typical prices usually range from $329 to $472.
The lowest price recently found on this route was $289.

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 $371. If you’re not able to fly to Chicago in January, then December is your next best option. Flight prices from Hartford to Chicago during December average around $387.

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 $423 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 $344 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.

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 September 2026, prices for Hartford to Chicago flights are approximately 8% 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	$139
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 $139. The best round-trip flight deal from Hartford to Chicago found on momondo in the last 72 hours is $289.

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 September 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 27.14% of the total bookings. Other popular models include Embraer 175 with 12.28%, Boeing 737 MAX 8 with 10.43%, and Boeing 737 MAX 9 with 8.92%.
What is the most popular airline from Hartford to Chicago?
Based on momondo bookings for flights between Hartford and Chicago, the leading airline is United Airlines, making up 40% of the total bookings. Other popular airlines include American Airlines with 31%, Southwest with 25%, 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
JetBlue	PriceFrom $84	Free Cancellation	Rating 7.1 3,037 reviews	Search JetBlue flights
Delta	PriceFrom $176	Free Cancellation	Rating 7.8 8,594 reviews	Search Delta flights
American Airlines	PriceFrom $249	Free Cancellation	Rating 7.0 12,076 reviews	Search American Airlines flights
United Airlines	PriceFrom $276	Free Cancellation	Rating 7.4 10,230 reviews	Search United Airlines flights
Southwest	PriceFrom $293	Free Cancellation	Rating 8.0 4,196 reviews	Search Southwest flights

Southwest Flights From Hartford to Chicago
Southwest flies from Hartford to Chicago around 14 times per week, with 4,196 momondo users rating the airline 8.0/10. The cheapest Southwest deal from Hartford to Chicago in the last 72 hours was $293 (round-trip), much lower than the average airfare cost of $422 for Southwest flights on this route.
United Airlines Flights From Hartford to Chicago
Across 10,230 United Airlines reviews on momondo, the average score is 7.4/10. United Airlines flies from Hartford to Chicago about 10 times each week, with ticket deals ranging from $276 to $451. Price data is based on momondo searches in the last 72 hours.

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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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Fly into one of these airports located in Chicago

Chicago Midway Airport

Chicago O'Hare Intl Airport

Chicago Greater Rockford Airport

Cheap flights from Hartford to Chicago from $139

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 10/17. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.

Find the cheapest flights from Hartford to Chicago

Cheap round-trip flights

Cheap one-way flights

Cheap last minute flights

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JetBlue flights from Hartford to Chicago

Our best JetBlue deals on Hartford to Chicago flight tickets

Frontier flights from Hartford to Chicago

Our best Frontier deals on Hartford to Chicago flight tickets

momondo Fare Finder

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?

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?

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

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

Traveling to a place near Chicago?

Why use momondo?

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

Fly your favorite airline to Chicago

Airlines are sorted and displayed according to clicks in the past 7 days on momondo

Cabin classes currently available on flights to Chicago

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

Popular cities in the United States

Popular flights according to clicks in the last 7 days on momondo

Complete your trip to Chicago

Explore popular destinations other users love

According to popular flight searches on momondo this year