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

As of November 2026, there are 21 flights per day flying from Hartford to Chicago. The most common time of day flights depart is 12:00PM, with 49% of flights taking off at noon.

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

As of November 2026, 147 flights take off from Hartford and land in Chicago each week. The most common flight departure day for this route is Thu, with 16% 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

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 72% 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 November 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.

$149 Cheap Flights from Hartford to Chicago in 2026/27

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Find the cheapest flights from Hartford to Chicago

Round-trip

One-way

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Cheap round-trip flights

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1:12 pm - 3:56 pmBDL Hartford Bradley Intl-ORD Chicago O'Hare Intl

27h 44m1 stop Orlando

5:16 pm - 12:17 pmORD Chicago O'Hare Intl-BDL Hartford Bradley Intl

18h 01m1 stop Orlando

$300Frontier

Thu, Jan 28 - Sun, Jan 31

7:19 pm - 3:56 pmBDL Hartford Bradley Intl-ORD Chicago O'Hare Intl

21h 37m1 stop Orlando

5:16 pm - 12:17 pmORD Chicago O'Hare Intl-BDL Hartford Bradley Intl

18h 01m1 stop Orlando

$300Frontier

Thu, Feb 25 - Sun, Feb 28

6:00 am - 11:32 amBDL Hartford Bradley Intl-ORD Chicago O'Hare Intl

6h 32m1 stop Washington, D.C. Dulles Intl

6:15 pm - 9:37 pmORD Chicago O'Hare Intl-BDL Hartford Bradley Intl

2h 22mnonstop

$303United Airlines

Mon, Jan 18 - Sat, Jan 23

6:00 am - 11:33 amBDL Hartford Bradley Intl-ORD Chicago O'Hare Intl

6h 33m1 stop Washington, D.C. Dulles Intl

2:15 pm - 5:33 pmORD Chicago O'Hare Intl-BDL Hartford Bradley Intl

2h 18mnonstop

$303United Airlines

Tue, Dec 8 - Thu, Dec 10

7:00 am - 9:07 amBDL Hartford Bradley Intl-ORD Chicago O'Hare Intl

3h 07mnonstop

5:55 pm - 11:41 pmORD Chicago O'Hare Intl-BDL Hartford Bradley Intl

4h 46m1 stop Washington, D.C. Reagan-National

$307American Airlines

Mon, Dec 21 - Mon, Jan 18

12:10 pm - 4:30 pmBDL Hartford Bradley Intl-ORD Chicago O'Hare Intl

5h 20m1 stop Washington, D.C. Reagan-National

7:49 pm - 11:06 pmORD Chicago O'Hare Intl-BDL Hartford Bradley Intl

2h 17mnonstop

$307American Airlines

Wed, Jan 13 - Sat, Jan 16

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

2h 30mnonstop

5:00 am - 12:20 pmMDW Chicago Midway-BDL Hartford Bradley Intl

6h 20m1 stop Tampa

$307Southwest

Fri, Dec 4 - Fri, Dec 11

1:20 pm - 2:50 pmBDL Hartford Bradley Intl-MDW Chicago Midway

2h 30mnonstop

5:10 pm - 10:40 pmMDW Chicago Midway-BDL Hartford Bradley Intl

4h 30m1 stop Baltimore/Washington

$307Southwest

Thu, Jan 7 - Sat, Jan 9

12:00 pm - 11:33 pmBDL Hartford Bradley Intl-ORD Chicago O'Hare Intl

12h 33m1 stop Fort Lauderdale

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

8h 00m1 stop Fort Lauderdale

$309JetBlue

Fri, Dec 4 - Sat, Dec 5

12:00 pm - 11:33 pmBDL Hartford Bradley Intl-ORD Chicago O'Hare Intl

12h 33m1 stop Fort Lauderdale

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

8h 00m1 stop Fort Lauderdale

$309JetBlue

Wed, Dec 2 - Sat, Dec 5

Cheap last minute flights

Enter your travel dates to find the best prices.

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

$364Frontier

Fri, Nov 13 - Sun, Nov 15

3:15 pm - 5:07 pmBDL Hartford Bradley Intl-ORD Chicago O'Hare Intl

26h 52m1 stop Orlando

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

27h 29m1 stop Orlando

$364Frontier

Mon, Nov 9 - Thu, Nov 12

12:04 pm - 11:36 pmBDL Hartford Bradley Intl-ORD Chicago O'Hare Intl

12h 32m1 stop Fort Lauderdale

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

8h 00m1 stop Fort Lauderdale

$415JetBlue

Fri, Nov 13 - Mon, Nov 16

12:04 pm - 11:36 pmBDL Hartford Bradley Intl-ORD Chicago O'Hare Intl

12h 32m1 stop Fort Lauderdale

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

8h 00m1 stop Fort Lauderdale

$415JetBlue

Sat, Nov 14 - Mon, Nov 16

12:37 pm - 2:29 pmBDL Hartford Bradley Intl-ORD Chicago O'Hare Intl

2h 52mnonstop

6:25 pm - 9:47 pmORD Chicago O'Hare Intl-BDL Hartford Bradley Intl

2h 22mnonstop

$466United Airlines

Mon, Nov 9 - Mon, Nov 9

6:00 am - 7:48 amBDL Hartford Bradley Intl-ORD Chicago O'Hare Intl

2h 48mnonstop

11:00 am - 2:18 pmORD Chicago O'Hare Intl-BDL Hartford Bradley Intl

2h 18mnonstop

$471United Airlines

Wed, Nov 11 - Sun, Nov 15

7:40 am - 9:10 amBDL Hartford Bradley Intl-MDW Chicago Midway

2h 30mnonstop

7:35 am - 10:35 amMDW Chicago Midway-BDL Hartford Bradley Intl

2h 00mnonstop

$481Southwest

Sat, Nov 14 - Sat, Nov 21

12:55 pm - 2:25 pmBDL Hartford Bradley Intl-MDW Chicago Midway

2h 30mnonstop

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

2h 10mnonstop

$481Southwest

Thu, Nov 12 - Sun, Nov 15

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

2h 48mnonstop

8:35 pm - 11:53 pmORD Chicago O'Hare Intl-BDL Hartford Bradley Intl

2h 18mnonstop

$547American Airlines

Sat, Nov 14 - Sat, Nov 21

6:11 pm - 8:15 pmBDL Hartford Bradley Intl-ORD Chicago O'Hare Intl

3h 04mnonstop

6:49 pm - 12:20 amORD Chicago O'Hare Intl-BDL Hartford Bradley Intl

4h 31m1 stop Charlotte Douglas

$557American Airlines

Sat, Nov 14 - Sat, Nov 21

Cheap direct flights

Enter your travel dates to find the best prices.

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

2h 30mnonstop

1:20 pm - 4:25 pmMDW Chicago Midway-BDL Hartford Bradley Intl

2h 05mnonstop

$319Southwest

Tue, Dec 8 - Wed, Dec 9

7:40 am - 9:10 amBDL Hartford Bradley Intl-MDW Chicago Midway

2h 30mnonstop

8:05 am - 11:15 amMDW Chicago Midway-BDL Hartford Bradley Intl

2h 10mnonstop

$319Southwest

Sat, Dec 5 - Sat, Dec 12

6:44 pm - 8:40 pmBDL Hartford Bradley Intl-ORD Chicago O'Hare Intl

2h 56mnonstop

2:30 pm - 5:48 pmORD Chicago O'Hare Intl-BDL Hartford Bradley Intl

2h 18mnonstop

$319United Airlines

Tue, Dec 22 - Tue, Dec 29

6:00 am - 7:56 amBDL Hartford Bradley Intl-ORD Chicago O'Hare Intl

2h 56mnonstop

2:35 pm - 5:51 pmORD Chicago O'Hare Intl-BDL Hartford Bradley Intl

2h 16mnonstop

$319United Airlines

Sat, Feb 27 - Tue, Mar 2

6:14 pm - 8:21 pmBDL Hartford Bradley Intl-ORD Chicago O'Hare Intl

3h 07mnonstop

6:59 pm - 10:19 pmORD Chicago O'Hare Intl-BDL Hartford Bradley Intl

2h 20mnonstop

$319American Airlines

Wed, Dec 16 - Sat, Dec 19

12:07 pm - 2:00 pmBDL Hartford Bradley Intl-ORD Chicago O'Hare Intl

2h 53mnonstop

8:10 am - 11:23 amORD Chicago O'Hare Intl-BDL Hartford Bradley Intl

2h 13mnonstop

$319American Airlines

Wed, Dec 2 - Sat, Dec 5

7:00 am - 9:00 amBDL Hartford Bradley Intl-ORD Chicago O'Hare Intl

3h 00mnonstop

9:39 am - 1:02 pmORD Chicago O'Hare Intl-BDL Hartford Bradley Intl

2h 23mnonstop

$319American Airlines

Wed, Jan 13 - Sat, Jan 16

7:45 am - 9:15 amBDL Hartford Bradley Intl-MDW Chicago Midway

2h 30mnonstop

6:45 pm - 9:50 pmMDW Chicago Midway-BDL Hartford Bradley Intl

2h 05mnonstop

$319Southwest

Wed, Dec 16 - Sat, Dec 19

5:45 pm - 7:15 pmBDL Hartford Bradley Intl-MDW Chicago Midway

2h 30mnonstop

1:25 pm - 4:30 pmMDW Chicago Midway-BDL Hartford Bradley Intl

2h 05mnonstop

$319Southwest

Sat, Feb 27 - Tue, Mar 2

6:01 am - 8:00 amBDL Hartford Bradley Intl-ORD Chicago O'Hare Intl

2h 59mnonstop

9:30 pm - 12:52 amORD Chicago O'Hare Intl-BDL Hartford Bradley Intl

2h 22mnonstop

$320United Airlines

Wed, Dec 23 - Thu, Dec 31

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American Airlines flights from Hartford to Chicago

Our best American Airlines deals on Hartford to Chicago flight tickets

American Airlines

Dec 16

BDL6:14 pmHartford Bradley Intl

3h 07m

ORD8:21 pmChicago O'Hare Intl

Dec 19

ORD6:59 pmChicago O'Hare Intl

2h 20m

BDL10:19 pmHartford Bradley Intl

$319

American Airlines

Dec 5

BDL12:17 pmHartford Bradley Intl

2h 53m

ORD2:10 pmChicago O'Hare Intl

Dec 12

ORD8:10 amChicago O'Hare Intl

2h 13m

BDL11:23 amHartford Bradley Intl

$321

American Airlines

Dec 16

BDL11:57 amHartford Bradley Intl

6h 27m

1 stop

ORD5:24 pmChicago O'Hare Intl

Dec 19

ORD8:29 pmChicago O'Hare Intl

2h 16m

BDL11:45 pmHartford Bradley Intl

$329

JetBlue flights from Hartford to Chicago

Our best JetBlue deals on Hartford to Chicago flight tickets

JetBlue

Dec 2

BDL12:00 pmHartford Bradley Intl

12h 33m

1 stop

ORD11:33 pmChicago O'Hare Intl

Dec 5

ORD2:59 pmChicago O'Hare Intl

8h 00m

1 stop

BDL11:59 pmHartford Bradley Intl

$309

JetBlue

Nov 23

BDL11:54 amHartford Bradley Intl

12h 44m

1 stop

ORD11:38 pmChicago O'Hare Intl

Nov 27

ORD2:59 pmChicago O'Hare Intl

8h 00m

1 stop

BDL11:59 pmHartford Bradley Intl

$348

JetBlue

Nov 19

BDL11:59 amHartford Bradley Intl

12h 39m

1 stop

ORD11:38 pmChicago O'Hare Intl

Nov 21

ORD2:59 pmChicago O'Hare Intl

8h 00m

1 stop

BDL11:59 pmHartford Bradley Intl

$375

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

Thu 1/28

1:12 pm-3:56 pm

1 stop27h 44m

Chicago O'Hare Intl

Sun 1/31

5:16 pm-12:17 pm

1 stop18h 01m

$300

HartfordChicago

BDL Hartford Bradley Intl - ORD Chicago O'Hare Intl

BDLORD

Hartford Bradley Intl

Thu 2/25

7:19 pm-3:56 pm

1 stop21h 37m

Chicago O'Hare Intl

Sun 2/28

5:16 pm-12:17 pm

1 stop18h 01m

$300

HartfordChicago

BDL Hartford Bradley Intl - ORD Chicago O'Hare Intl

BDLORD

Hartford Bradley Intl

Mon 1/18

6:00 am-11:32 am

1 stop6h 32m

Chicago O'Hare Intl

Sat 1/23

6:15 pm-9:37 pm

Nonstop2h 22m

$303

HartfordChicago

BDL Hartford Bradley Intl - ORD Chicago O'Hare Intl

BDLORD

Hartford Bradley Intl

Tue 12/8

6:00 am-11:33 am

1 stop6h 33m

Chicago O'Hare Intl

Thu 12/10

2:15 pm-5:33 pm

Nonstop2h 18m

$303

HartfordChicago

BDL Hartford Bradley Intl - ORD Chicago O'Hare Intl

BDLORD

Hartford Bradley Intl

Mon 12/21

7:00 am-9:07 am

Nonstop3h 07m

Chicago O'Hare Intl

Mon 1/18

5:55 pm-11:41 pm

1 stop4h 46m

$307

HartfordChicago

BDL Hartford Bradley Intl - ORD Chicago O'Hare Intl

BDLORD

Hartford Bradley Intl

Wed 1/13

12:10 pm-4:30 pm

1 stop5h 20m

Chicago O'Hare Intl

Sat 1/16

7:49 pm-11:06 pm

Nonstop2h 17m

$307

HartfordChicago

BDL Hartford Bradley Intl - MDW Chicago Midway

BDLMDW

Hartford Bradley Intl

Fri 12/4

6:25 pm-7:55 pm

Nonstop2h 30m

Chicago Midway

Fri 12/11

5:00 am-12:20 pm

1 stop6h 20m

$307

Quickest round-trip

HartfordChicago

BDL Hartford Bradley Intl - MDW Chicago Midway

BDLMDW

Hartford Bradley Intl

Thu 1/7

1:20 pm-2:50 pm

Nonstop2h 30m

Chicago Midway

Sat 1/9

5:10 pm-10:40 pm

1 stop4h 30m

$307

HartfordChicago

BDL Hartford Bradley Intl - ORD Chicago O'Hare Intl

BDLORD

Hartford Bradley Intl

Fri 12/4

12:00 pm-11:33 pm

1 stop12h 33m

Chicago O'Hare Intl

Sat 12/5

2:59 pm-11:59 pm

1 stop8h 00m

$309

HartfordChicago

BDL Hartford Bradley Intl - ORD Chicago O'Hare Intl

BDLORD

Hartford Bradley Intl

Wed 12/2

12:00 pm-11:33 pm

1 stop12h 33m

Chicago O'Hare Intl

Sat 12/5

2:59 pm-11:59 pm

1 stop8h 00m

$309

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 $355 to $473.
The lowest price recently found on this route was $300.

What is the cheapest month to fly to Chicago?

The month of December is, on average, the cheapest month to fly to Chicago from Hartford, with most prices found around $378. If you’re not able to fly to Chicago in December, then February is your next best option. Flight prices from Hartford to Chicago during February average around $390.

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

Fly from Hartford Bradley Intl to Chicago Midway 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 $437 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 November 2026, prices for Hartford to Chicago flights are approximately 95% 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	$149
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 $149. The best round-trip flight deal from Hartford to Chicago found on momondo in the last 72 hours is $300.

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

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 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 November 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 25.44% of the total bookings. Other popular models include Airbus A319 with 13.25%, Boeing 737-900 with 12.21%, and Boeing 737 MAX 8 with 9.68%.
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 29%, Southwest with 27%, 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 $84	Free Cancellation	Rating 7.1 3,064 reviews	Search JetBlue flights
American Airlines	PriceFrom $276	Free Cancellation	Rating 7.0 12,227 reviews	Search American Airlines flights
United Airlines	PriceFrom $289	Free Cancellation	Rating 7.3 10,472 reviews	Search United Airlines flights
Southwest	PriceFrom $303	Free Cancellation	Rating 8.0 4,216 reviews	Search Southwest flights

Southwest Flights From Hartford to Chicago
Southwest flies from Hartford to Chicago around 14 times per week, with 4,218 momondo users rating the airline 8.0/10. The cheapest Southwest deal from Hartford to Chicago in the last 72 hours was $303 (round-trip), much lower than the average airfare cost of $483 for Southwest flights on this route.
United Airlines Flights From Hartford to Chicago
Across 10,475 United Airlines reviews on momondo, the average score is 7.3/10. United Airlines flies from Hartford to Chicago about 28 times each week, with ticket deals ranging from $289 to $465. 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 $149

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 1/28. 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

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Cheap last minute flights

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American Airlines flights from Hartford to Chicago

Our best American Airlines deals on Hartford to Chicago flight tickets

JetBlue flights from Hartford to Chicago

Our best JetBlue 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