How does KAYAK find such low prices on flights from Connecticut to Chicago Midway Airport?

KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Connecticut to Chicago Midway Airport.

How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Connecticut to Chicago Midway Airport?

KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Chicago Midway Airport from Connecticut is likely to change within 7 days, so travelers know whether to wait or book now.

What is the Hacker Fare option on flights from Connecticut to Chicago Midway Airport?

Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Chicago Midway Airport with an airline and back to Connecticut with another airline.

What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Connecticut to Chicago Midway Airport?

Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Chicago Midway Airport from Connecticut up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

$93 CHEAP FLIGHTS from Connecticut to Chicago Midway (MDW)

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Cheap Flights from Connecticut to Midway

Discover the best prices for you by selecting your travel dates on KAYAK.

Round-trip

One-way

Last minute

Direct

Recent round-trip flight deals from Connecticut to Midway

Fri, Dec 4 - Mon, Dec 7

5:35 pm - 7:15 pmLGA New York LaGuardia-MDW Chicago Midway

2h 40mnonstop

11:30 am - 5:55 pmMDW Chicago Midway-LGA New York LaGuardia

5h 25m1 stop Lambert-St Louis

$233Southwest

Fri, Oct 23 - Mon, Nov 2

4:20 pm - 10:00 pmLGA New York LaGuardia-MDW Chicago Midway

6h 40m1 stop Kansas City

9:35 am - 12:40 pmMDW Chicago Midway-LGA New York LaGuardia

2h 05mnonstop

$233Southwest

Fri, Oct 23 - Mon, Oct 26

4:20 pm - 8:55 pmLGA New York LaGuardia-MDW Chicago Midway

5h 35m1 stop Kansas City

5:10 pm - 8:15 pmMDW Chicago Midway-LGA New York LaGuardia

2h 05mnonstop

$233Southwest

Tue, Dec 1 - Thu, Dec 3

8:36 pm - 9:26 amLGA New York LaGuardia-MDW Chicago Midway

13h 50m1 stop Dallas/Fort Worth

9:43 pm - 11:15 pmMDW Chicago Midway-LGA New York LaGuardia

24h 32m1 stop Orlando

$234Frontier

Sat, Nov 7 - Mon, Nov 9

9:29 am - 5:47 pmLGA New York LaGuardia-MDW Chicago Midway

9h 18m1 stop Atlanta Hartsfield-Jackson

6:42 pm - 8:34 amMDW Chicago Midway-LGA New York LaGuardia

12h 52m1 stop Atlanta Hartsfield-Jackson

$235Frontier

Wed, Oct 14 - Wed, Oct 21

10:29 pm - 5:45 pmEWR Newark-MDW Chicago Midway

20h 16m1 stop Atlanta Hartsfield-Jackson

6:21 am - 9:28 pmMDW Chicago Midway-EWR Newark

14h 07m1 stop Atlanta Hartsfield-Jackson

$244Frontier

Wed, Oct 14 - Wed, Oct 21

9:40 am - 12:47 pmEWR Newark-MDW Chicago Midway

4h 07m1 stop Detroit Metropolitan Wayne County

1:27 pm - 7:36 pmMDW Chicago Midway-EWR Newark

5h 09m1 stop Detroit Metropolitan Wayne County

$250Delta

Thu, Oct 29 - Sat, Oct 31

6:00 am - 9:32 amEWR Newark-MDW Chicago Midway

4h 32m1 stop Detroit Metropolitan Wayne County

6:04 am - 12:30 pmMDW Chicago Midway-EWR Newark

5h 26m1 stop Atlanta Hartsfield-Jackson

$250Delta

Tue, Sep 29 - Fri, Oct 2

11:35 am - 5:46 pmEWR Newark-MDW Chicago Midway

7h 11m1 stop Atlanta Hartsfield-Jackson

9:24 pm - 11:05 amMDW Chicago Midway-EWR Newark

12h 41m1 stop Valparaiso Destin-Ft Walton Beach

$291Multiple Airlines

Fri, Oct 2 - Fri, Oct 2

11:35 am - 5:51 pmEWR Newark-MDW Chicago Midway

7h 16m1 stop Atlanta Hartsfield-Jackson

9:24 pm - 11:05 amMDW Chicago Midway-EWR Newark

12h 41m1 stop Valparaiso Destin-Ft Walton Beach

$301Multiple Airlines

Recent last minute flight deals from Connecticut to Midway

Wed, Sep 23 - Wed, Oct 21

6:00 am - 7:15 amLGA New York LaGuardia-MDW Chicago Midway

2h 15mnonstop

5:10 pm - 8:15 pmMDW Chicago Midway-LGA New York LaGuardia

2h 05mnonstop

$254Southwest

Wed, Sep 23 - Wed, Oct 28

1:25 pm - 2:45 pmLGA New York LaGuardia-MDW Chicago Midway

2h 20mnonstop

7:25 pm - 10:35 pmMDW Chicago Midway-LGA New York LaGuardia

2h 10mnonstop

$254Southwest

Wed, Sep 23 - Wed, Oct 28

7:25 am - 8:45 amLGA New York LaGuardia-MDW Chicago Midway

2h 20mnonstop

3:00 pm - 11:25 pmMDW Chicago Midway-LGA New York LaGuardia

7h 25m1 stop Houston Hobby

$264Southwest

Wed, Sep 23 - Fri, Oct 2

11:35 am - 5:51 pmEWR Newark-MDW Chicago Midway

7h 16m1 stop Atlanta Hartsfield-Jackson

9:24 pm - 11:05 amMDW Chicago Midway-EWR Newark

12h 41m1 stop Valparaiso Destin-Ft Walton Beach

$314Multiple Airlines

Mon, Sep 21 - Fri, Oct 2

11:35 am - 5:51 pmEWR Newark-MDW Chicago Midway

7h 16m1 stop Atlanta Hartsfield-Jackson

9:24 pm - 11:05 amMDW Chicago Midway-EWR Newark

12h 41m1 stop Valparaiso Destin-Ft Walton Beach

$314Multiple Airlines

Tue, Sep 22 - Fri, Oct 2

11:35 am - 5:46 pmEWR Newark-MDW Chicago Midway

7h 11m1 stop Atlanta Hartsfield-Jackson

9:24 pm - 11:05 amMDW Chicago Midway-EWR Newark

12h 41m1 stop Valparaiso Destin-Ft Walton Beach

$314Multiple Airlines

Tue, Sep 22 - Tue, Sep 29

6:15 am - 5:46 pmLGA New York LaGuardia-MDW Chicago Midway

12h 31m1 stop Atlanta Hartsfield-Jackson

6:25 am - 4:00 pmMDW Chicago Midway-LGA New York LaGuardia

8h 35m1 stop Atlanta Hartsfield-Jackson

$321Frontier

Wed, Sep 23 - Tue, Sep 29

6:15 am - 5:51 pmLGA New York LaGuardia-MDW Chicago Midway

12h 36m1 stop Atlanta Hartsfield-Jackson

6:25 am - 4:00 pmMDW Chicago Midway-LGA New York LaGuardia

8h 35m1 stop Atlanta Hartsfield-Jackson

$321Frontier

Fri, Sep 18 - Mon, Dec 7

11:52 am - 6:19 pmEWR Newark-MDW Chicago Midway

7h 27m1 stop Minneapolis St Paul

5:14 pm - 12:58 amMDW Chicago Midway-EWR Newark

6h 44m1 stop Atlanta Hartsfield-Jackson

$326Delta

Fri, Sep 18 - Fri, Dec 4

11:52 am - 6:19 pmEWR Newark-MDW Chicago Midway

7h 27m1 stop Minneapolis St Paul

5:14 pm - 12:58 amMDW Chicago Midway-EWR Newark

6h 44m1 stop Atlanta Hartsfield-Jackson

$326Delta

Recent direct flight deals from Connecticut to Midway

Sun, Jan 17 - Sat, Jan 23

3:30 pm - 5:10 pmLGA New York LaGuardia-MDW Chicago Midway

2h 40mnonstop

12:10 pm - 3:10 pmMDW Chicago Midway-LGA New York LaGuardia

2h 00mnonstop

$235Southwest

Sun, Jan 24 - Wed, Jan 27

8:30 am - 10:10 amLGA New York LaGuardia-MDW Chicago Midway

2h 40mnonstop

5:15 am - 8:15 amMDW Chicago Midway-LGA New York LaGuardia

2h 00mnonstop

$235Southwest

Wed, Oct 28 - Thu, Oct 29

8:05 am - 9:25 amLGA New York LaGuardia-MDW Chicago Midway

2h 20mnonstop

5:10 am - 8:15 amMDW Chicago Midway-LGA New York LaGuardia

2h 05mnonstop

$235Southwest

Wed, Nov 4 - Fri, Nov 6

5:35 pm - 7:15 pmLGA New York LaGuardia-MDW Chicago Midway

2h 40mnonstop

5:15 pm - 8:20 pmMDW Chicago Midway-LGA New York LaGuardia

2h 05mnonstop

$235Southwest

Sun, Nov 1 - Tue, Nov 3

8:30 am - 10:05 amLGA New York LaGuardia-MDW Chicago Midway

2h 35mnonstop

12:30 pm - 3:35 pmMDW Chicago Midway-LGA New York LaGuardia

2h 05mnonstop

$235Southwest

Mon, Oct 5 - Tue, Oct 6

8:55 am - 10:25 amLGA New York LaGuardia-MDW Chicago Midway

2h 30mnonstop

5:10 pm - 8:15 pmMDW Chicago Midway-LGA New York LaGuardia

2h 05mnonstop

$235Southwest

Fri, Oct 23 - Tue, Oct 27

10:55 am - 12:15 pmLGA New York LaGuardia-MDW Chicago Midway

2h 20mnonstop

7:25 pm - 10:35 pmMDW Chicago Midway-LGA New York LaGuardia

2h 10mnonstop

$235Southwest

Wed, Oct 14 - Sun, Oct 18

9:05 pm - 10:30 pmLGA New York LaGuardia-MDW Chicago Midway

2h 25mnonstop

5:05 am - 8:10 amMDW Chicago Midway-LGA New York LaGuardia

2h 05mnonstop

$235Southwest

Wed, Oct 28 - Sat, Oct 31

10:40 am - 12:00 pmLGA New York LaGuardia-MDW Chicago Midway

2h 20mnonstop

4:05 pm - 7:10 pmMDW Chicago Midway-LGA New York LaGuardia

2h 05mnonstop

$235Southwest

Sat, Oct 31 - Sat, Nov 7

7:40 am - 9:10 amPVD Providence-TFGreen-MDW Chicago Midway

2h 30mnonstop

7:45 am - 11:00 amMDW Chicago Midway-PVD Providence-TFGreen

2h 15mnonstop

$275Southwest

Useful Info

Low season	January
High season	October
Cheapest flight	$93

Best time to beat the crowds with an average 8% drop in price.

Most popular time to fly and prices are also 13% lower on average.

Flight from New York LaGuardia Airport to Chicago Midway Airport

How does KAYAK find such low prices on flights from Connecticut to Chicago Midway Airport?
KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Connecticut to Chicago Midway Airport.
How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Connecticut to Chicago Midway Airport?
KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Chicago Midway Airport from Connecticut is likely to change within 7 days, so travelers know whether to wait or book now.
What is the Hacker Fare option on flights from Connecticut to Chicago Midway Airport?
Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Chicago Midway Airport with an airline and back to Connecticut with another airline.
What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Connecticut to Chicago Midway Airport?
Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Chicago Midway Airport from Connecticut up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Merrillville

Hammond

Saint Joseph

Portage

Lansing

Valparaiso

Schererville

Chesterton

Munster

Porter

Monticello

Saint John

Griffith

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MDW

$93 Find Cheap Flights from Connecticut to Chicago Midway Airport - Compare and Save

Cheap Flights from Connecticut to Midway

Recent round-trip flight deals from Connecticut to Midway

Recent one-way flight deals from Connecticut to Midway

Recent last minute flight deals from Connecticut to Midway

Recent direct flight deals from Connecticut to Midway

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FAQs for booking Connecticut to Chicago Midway Airport flights

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