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Cheap flights from Chicago to Hartford from $55

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Chicago to Hartford departing on 3/6. 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 Chicago to Springfield

Cheap round-trip flights

These are some of the best round-trip flight deals from Chicago to Springfield that have been recently found on momondo from popular airlines, departing in the coming months.

Cheap one-way flights

Flying one-way? These are some of the best deals recently discovered on momondo for flights from Chicago to Springfield.

Cheap last minute flights

Planning a quick getaway from Chicago to Springfield? These are the last-minute flight deals available now.

Cheap direct flights

If you prefer a non-stop journey, check out our latest direct flight deals to Springfield, so you can enjoy a seamless trip without layovers.

Cheap bus & train deals from Chicago to Springfield

Find recent round-trip train or bus tickets from Chicago to Springfield.

All round-trip flight deals from Chicago to Springfield

The cheapest plane tickets from Chicago to Springfield found on KAYAK recently.
6:20 am - 1:59 pmMDW-BDL
6h 39m1 stop
2:59 pm - 11:58 pmBDL-MDW
9h 59m1 stop
$130Frontier
Find Deal
Mon, Mar 17 - Mon, Mar 24
7:00 am - 6:40 pmORD-BDL
10h 40m1 stop
7:40 pm - 10:16 pmBDL-ORD
27h 36m1 stop
$138Frontier
Find Deal
Sun, Feb 2 - Sun, Feb 9
2:29 pm - 10:41 amORD-BDL
19h 12m1 stop
11:36 am - 9:29 amBDL-ORD
22h 53m1 stop
$147Spirit Airlines
Find Deal
Tue, Mar 4 - Tue, Mar 11
5:00 am - 10:22 amORD-BDL
28h 22m1 stop
11:17 am - 11:58 pmBDL-ORD
13h 41m1 stop
$181Spirit Airlines
Find Deal
Wed, Feb 19 - Wed, Feb 26
6:14 pm - 11:59 pmORD-BDL
4h 45m1 stop
6:00 am - 7:55 amBDL-ORD
2h 55mnonstop
$263United Airlines
Find Deal
Tue, Mar 4 - Tue, Mar 11
10:54 am - 2:05 pmORD-BDL
2h 11mnonstop
7:55 pm - 11:29 pmBDL-ORD
4h 34m1 stop
$267United Airlines
Find Deal
Mon, Feb 17 - Thu, Feb 20
8:30 am - 11:43 amORD-BDL
2h 13mnonstop
12:25 pm - 2:19 pmBDL-ORD
2h 54mnonstop
$323American Airlines
Find Deal
Wed, Feb 19 - Sat, Feb 22
1:20 pm - 4:20 pmMDW-BDL
2h 00mnonstop
8:00 pm - 9:35 pmBDL-MDW
2h 35mnonstop
$325Southwest
Find Deal
Thu, Feb 20 - Sun, Feb 23
4:04 pm - 11:54 pmORD-BDL
6h 50m1 stop
6:32 am - 8:15 amBDL-ORD
2h 43mnonstop
$335American Airlines
Find Deal
Tue, Mar 25 - Fri, Mar 28
5:40 am - 1:25 pmMDW-BDL
6h 45m1 stop
7:05 am - 8:35 amBDL-MDW
2h 30mnonstop
$335Southwest
Find Deal
Tue, Mar 25 - Sun, Mar 30
7:25 am - 6:22 pmMDW-BDL
9h 57m1 stop
$55Frontier
Find Deal
Thu, Mar 6
8:55 am - 11:39 amORD-BDL
25h 44m1 stop
$60Frontier
Find Deal
Mon, Apr 14
7:42 pm - 10:41 amORD-BDL
13h 59m1 stop
$74Spirit Airlines
Find Deal
Wed, Mar 5
7:42 pm - 10:41 amORD-BDL
13h 59m1 stop
$78Spirit Airlines
Find Deal
Wed, Mar 12
6:15 pm - 9:27 pmORD-BDL
2h 12mnonstop
$129United Airlines
Find Deal
Tue, Mar 4
7:00 pm - 10:05 pmMDW-BDL
2h 05mnonstop
$129Southwest
Find Deal
Mon, Feb 24
6:18 pm - 11:56 pmORD-BDL
4h 38m1 stop
$134United Airlines
Find Deal
Thu, Mar 6
6:35 pm - 9:40 pmMDW-BDL
2h 05mnonstop
$149Southwest
Find Deal
Fri, Apr 11
8:34 am - 11:45 amORD-BDL
2h 11mnonstop
$247American Airlines
Find Deal
Sun, Mar 23
1:29 pm - 4:41 pmORD-BDL
2h 12mnonstop
$266American Airlines
Find Deal
Tue, Feb 4
4:18 pm - 10:40 amORD-BDL
17h 22m1 stop
7:40 pm - 10:16 pmBDL-ORD
27h 36m1 stop
$208Frontier
Find Deal
Sun, Jan 26 - Sun, Feb 2
10:58 am - 10:40 amMDW-BDL
22h 42m1 stop
7:40 pm - 3:02 pmBDL-MDW
20h 22m1 stop
$210Frontier
Find Deal
Sun, Jan 26 - Sun, Feb 2
8:30 am - 5:05 pmORD-BDL
7h 35m1 stop
6:00 pm - 11:32 pmBDL-ORD
30h 32m1 stop
$345Spirit Airlines
Find Deal
Thu, Jan 23 - Mon, Jan 27
3:56 pm - 5:05 pmORD-BDL
24h 09m1 stop
6:00 pm - 11:32 pmBDL-ORD
30h 32m1 stop
$422Spirit Airlines
Find Deal
Thu, Jan 23 - Mon, Jan 27
6:25 pm - 9:43 pmORD-BDL
2h 18mnonstop
6:00 am - 7:47 amBDL-ORD
2h 47mnonstop
$666United Airlines
Find Deal
Sun, Jan 26 - Sun, Feb 2
10:55 am - 2:07 pmORD-BDL
2h 12mnonstop
6:00 am - 9:44 amBDL-ORD
4h 44m1 stop
$676United Airlines
Find Deal
Sun, Jan 26 - Sun, Feb 2
12:25 pm - 3:25 pmMDW-BDL
2h 00mnonstop
6:00 am - 7:45 amBDL-MDW
2h 45mnonstop
$879Southwest
Find Deal
Fri, Jan 24 - Tue, Jan 28
12:25 pm - 3:25 pmMDW-BDL
2h 00mnonstop
12:20 pm - 6:35 pmBDL-MDW
7h 15m1 stop
$889Southwest
Find Deal
Fri, Jan 24 - Tue, Jan 28
6:30 pm - 9:42 pmORD-BDL
2h 12mnonstop
7:05 am - 8:54 amBDL-ORD
2h 49mnonstop
$957American Airlines
Find Deal
Thu, Jan 23 - Sat, Jan 25
8:15 am - 11:29 amORD-BDL
2h 14mnonstop
5:19 pm - 10:04 pmBDL-ORD
5h 45m1 stop
$967American Airlines
Find Deal
Thu, Jan 23 - Mon, Jan 27
10:54 am - 2:05 pmORD-BDL
2h 11mnonstop
4:57 pm - 6:50 pmBDL-ORD
2h 53mnonstop
$257United Airlines
Find Deal
Mon, Feb 17 - Thu, Feb 20
6:15 pm - 9:27 pmORD-BDL
2h 12mnonstop
6:05 am - 8:00 amBDL-ORD
2h 55mnonstop
$277United Airlines
Find Deal
Wed, Feb 19 - Sat, Feb 22
2:07 pm - 5:20 pmORD-BDL
2h 13mnonstop
12:25 pm - 2:19 pmBDL-ORD
2h 54mnonstop
$317American Airlines
Find Deal
Thu, Feb 13 - Thu, Feb 20
8:30 am - 11:43 amORD-BDL
2h 13mnonstop
12:25 pm - 2:19 pmBDL-ORD
2h 54mnonstop
$323American Airlines
Find Deal
Wed, Feb 19 - Sat, Feb 22
1:20 pm - 4:20 pmMDW-BDL
2h 00mnonstop
8:00 pm - 9:35 pmBDL-MDW
2h 35mnonstop
$325Southwest
Find Deal
Thu, Feb 20 - Sun, Feb 23
10:54 am - 2:05 pmORD-BDL
2h 11mnonstop
6:05 am - 8:00 amBDL-ORD
2h 55mnonstop
$325United Airlines
Find Deal
Thu, Feb 20 - Sun, Feb 23
6:35 pm - 9:40 pmMDW-BDL
2h 05mnonstop
7:50 pm - 9:15 pmBDL-MDW
2h 25mnonstop
$345Southwest
Find Deal
Thu, Apr 10 - Sun, Apr 13
8:45 pm - 11:51 pmORD-BDL
2h 06mnonstop
6:01 pm - 7:44 pmBDL-ORD
2h 43mnonstop
$355American Airlines
Find Deal
Sat, Mar 1 - Sun, Mar 9
12:25 pm - 3:25 pmMDW-BDL
2h 00mnonstop
8:00 pm - 9:35 pmBDL-MDW
2h 35mnonstop
$358Southwest
Find Deal
Wed, Feb 19 - Fri, Feb 21
8:34 am - 11:45 amORD-BDL
2h 11mnonstop
6:32 am - 8:15 amBDL-ORD
2h 43mnonstop
$365American Airlines
Find Deal
Tue, Mar 25 - Sun, Mar 30

United Airlines flights from Chicago to Hartford

Our best United Airlines deals on Chicago to Hartford flight tickets
United Airlines
Mar 4
ORD6:14 pmChicago O'Hare Intl
4h 45m
1 stop
BDL11:59 pmHartford Bradley Intl
Mar 11
BDL6:00 amHartford Bradley Intl
2h 55m
ORD7:55 amChicago O'Hare Intl
United Airlines
Feb 17
ORD10:54 amChicago O'Hare Intl
2h 11m
BDL2:05 pmHartford Bradley Intl
Feb 20
BDL7:55 pmHartford Bradley Intl
4h 34m
1 stop
ORD11:29 pmChicago O'Hare Intl
United Airlines
Feb 20
ORD10:54 amChicago O'Hare Intl
2h 11m
BDL2:05 pmHartford Bradley Intl
Feb 23
BDL6:05 amHartford Bradley Intl
2h 55m
ORD8:00 amChicago O'Hare Intl

Frontier flights from Chicago to Hartford

Our best Frontier deals on Chicago to Hartford flight tickets
Frontier
Mar 17
MDW6:20 amChicago Midway
6h 39m
1 stop
BDL1:59 pmHartford Bradley Intl
Mar 24
BDL2:59 pmHartford Bradley Intl
9h 59m
1 stop
MDW11:58 pmChicago Midway
Frontier
Feb 2
ORD7:00 amChicago O'Hare Intl
10h 40m
1 stop
BDL6:40 pmHartford Bradley Intl
Feb 9
BDL7:40 pmHartford Bradley Intl
27h 36m
1 stop
ORD10:16 pmChicago O'Hare Intl
Frontier
Feb 7
MDW5:30 amChicago Midway
12h 49m
1 stop
BDL7:19 pmHartford Bradley Intl
Feb 9
BDL7:40 pmHartford Bradley Intl
20h 22m
1 stop
MDW3:02 pmChicago Midway

See travel insights to Springfield from

How to get the cheapest flight ticket from Chicago to Hartford

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 Chicago and Hartford?

What is the cheapest month to fly to Hartford?

The month of September is, on average, the cheapest month to fly to Hartford from Chicago, with most prices found around $314. The month of August is another great option to travel to Hartford, with average flight prices from Chicago averaging around $315.

What is the cheapest day to depart on your flight to Hartford?

The cheapest day to depart from Chicago to Hartford is on a Wednesday when prices can be found for as low as $338. Be sure to avoid booking your departure on a Sunday as prices are generally higher than usual. According to our data, the average ticket price to Hartford on Sunday is $411.

What is the cheapest time of day to depart on your flight to Hartford?

According to our data, the cheapest time of day to fly to Hartford is in the evening. momondo users have found flights departing from Chicago to Hartford in the evening for as low as $346. Keep in mind that these prices may fluctuate based on what airline you choose and the time of year you plan to travel. Try not to purchase tickets in the afternoon because they tend to be around $393. Of course, these prices can vary depending on the time of year and what airport you fly to.

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

Fly from Chicago Midway to Hartford Bradley Intl for the best Chicago - Hartford Bradley Intl flight prices

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

You are more likely to see cheaper flights to Hartford from Chicago when booking 8 weeks ahead of your departure date. In general, you can expect to find flights to Hartford for around $365 when searching 8 weeks out.However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Hartford from Chicago for as low as $314 on momondo.

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

There are 4 cabin classes available to choose from on Chicago to Hartford Bradley Intl flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

How have Chicago to Hartford flight prices changed over time?

As of January 2025, prices for Chicago to Hartford flights are approximately 176% more expensive when compared to flights at the same time last year.

When to book flights from Chicago to Hartford

Are you open to changing your travel dates? Check out the ideal times to fly from Chicago to Hartford according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Chicago to Hartford (CHI to BDL) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Chicago to Hartford

Best Price Found

$55

Fastest flight time

2h 00m

Direct flights

Every day

Airports in Hartford

1 airport
The best one-way flight to Hartford from Chicago in the past 72 hours is $55. The best round-trip flight deal from Chicago to Hartford found on momondo in the last 72 hours is $130.
The fastest flight from Chicago to Hartford takes 2h 00m
Direct flights go from Chicago to Hartford every day.
There is 1 airport near Hartford: Hartford Bradley Intl (BDL)

  • How far is Chicago to Hartford Bradley Intl by plane?

    Hartford Bradley Intl is 768.4 mi away from Chicago. Flights usually cover this in 2h 00m, depending on flying conditions and air traffic around both airports.

  • When did momondo last update prices for flights from Chicago to Hartford Bradley Intl Airport?

    Prices for flights from Chicago to Hartford Bradley Intl Airport were last updated today.

  • How many operators does momondo search for flights from Chicago to Hartford Bradley Intl Airport?

  • How old do you have to be to fly from Chicago to Hartford Bradley Intl Airport?

    Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Chicago to Hartford Bradley Intl Airport.

  • What documentation or ID do you need to fly to Hartford Bradley Intl Airport?

    The travel and health documents required for your trip to Hartford Bradley Intl Airport 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 Hartford Bradley Intl Airport. 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 Chicago to Hartford?

  • What is the most popular airline from Chicago to Hartford?


Best airlines flying from Chicago to Hartford

Compare and see reviews for airlines that fly from Chicago to Hartford with momondo
Airline
Rating
Free Cancellation
Price
Spirit AirlinesPriceFrom $116Free CancellationRating
6.3
8,116 reviews
Search Spirit Airlines flights
FrontierPriceFrom $124Free CancellationRating
6.0
3,443 reviews
Search Frontier flights
SouthwestPriceFrom $191Free CancellationRating
8.1
4,662 reviews
Search Southwest flights
United AirlinesPriceFrom $208Free CancellationRating
7.4
8,984 reviews
Search United Airlines flights
American AirlinesPriceFrom $212Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
  • Southwest Flights From Chicago to Hartford

    Southwest flies from Chicago to Hartford around 9 times per week, with 4,662 momondo users rating the airline 8.1/10. The cheapest Southwest deal from Chicago to Hartford in the last 72 hours was $191 (round-trip), much lower than the average airfare cost of $369 for Southwest flights on this route.

  • United Airlines Flights From Chicago to Hartford

    Another popular option for Chicago to Hartford flights is United Airlines (7.4/10, 8,984 ratings). United Airlines flies from Chicago to Hartford around 11 times per week, with deals starting from $208 round-trip and rising to an average price of around $403.


Traveling to a place near Springfield?

Book flights to Springfield if you plan to visit one of these locations
Uncasville
Meriden
West Springfield
Windsor Locks
Brattleboro
East Hartford
Lenox
Norwich
Chicopee
Cromwell
Enfield
Windsor
New Britain
Southington
West Hartford
Northampton
Newington
Niantic
Holyoke
Stockbridge

Why use momondo?

Why should I use momondo to find a flight deal from Chicago to Hartford?

It is quick and easy to find Chicago to Hartford flights on momondo. We search and return numerous flight options from various airlines and agents. You can then use our filters to narrow your search until you have found the most convenient flight to Hartford that suits you.

Can I find flights from Chicago to Hartford with flexible booking policies on momondo?

Yes. momondo allows you to filter the results for Chicago to Hartford flights to just show those with flexible booking policies.

How can momondo help me find flights from Chicago to Hartford?

momondo offers useful filters to help you find the right flight. Choose specific flight times, airports or even what payment method you prefer. We have numerous options to help you book your ideal flight from Chicago to Hartford.

I’m not ready to book a flight from Chicago to Hartford right now. Can momondo alert me if prices change?

Yes. momondo can track prices for Chicago to Hartford flights and alert you when they change. Perform a search to set up the price alert. All that is required is a valid email address.


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