How does KAYAK find such low prices on flights from Maine 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 Maine to Chicago Midway Airport.

How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Maine 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 Maine 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 Maine 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 Maine with another airline.

What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Maine 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 Maine up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

$155 CHEAP FLIGHTS from Maine to Chicago Midway (MDW)

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Cheap Flights from Maine to Midway

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

Round-trip

One-way

Last minute

Recent round-trip flight deals from Maine to Midway

Wed, Jan 13 - Sun, Jan 17

3:25 pm - 8:45 pmPWM Portland-MDW Chicago Midway

6h 20m1 stop Baltimore/Washington

6:35 am - 12:15 pmMDW Chicago Midway-PWM Portland

4h 40m1 stop Baltimore/Washington

$359Southwest

Tue, Nov 17 - Tue, Dec 1

3:25 pm - 9:30 pmPWM Portland-MDW Chicago Midway

7h 05m1 stop Baltimore/Washington

1:15 pm - 9:50 pmMDW Chicago Midway-PWM Portland

7h 35m2 stops Cincinnati Cinci./N. Kentucky Baltimore/Washington

$359Southwest

Fri, Nov 20 - Fri, Dec 4

12:45 pm - 6:04 pmPWM Portland-MDW Chicago Midway

6h 19m1 stop Detroit Metropolitan Wayne County

5:12 pm - 11:52 pmMDW Chicago Midway-PWM Portland

5h 40m1 stop Atlanta Hartsfield-Jackson

$363Delta

Mon, Mar 22 - Fri, Mar 26

12:50 pm - 6:37 pmPWM Portland-MDW Chicago Midway

6h 47m1 stop Detroit Metropolitan Wayne County

12:30 pm - 11:06 pmMDW Chicago Midway-PWM Portland

9h 36m2 stops Minneapolis St Paul New York LaGuardia

$364Delta

Wed, Jan 13 - Sun, Jan 17

3:25 pm - 8:45 pmPWM Portland-MDW Chicago Midway

6h 20m1 stop Baltimore/Washington

8:30 am - 2:50 pmMDW Chicago Midway-PWM Portland

5h 20m2 stops Indianapolis Baltimore/Washington

$364Southwest

Tue, Nov 17 - Tue, Dec 1

3:25 pm - 10:45 pmPWM Portland-MDW Chicago Midway

8h 20m2 stops Baltimore/Washington Nashville Intl

1:15 pm - 9:50 pmMDW Chicago Midway-PWM Portland

7h 35m2 stops Cincinnati Cinci./N. Kentucky Baltimore/Washington

$364Southwest

Mon, Mar 22 - Fri, Mar 26

11:25 am - 6:37 pmPWM Portland-MDW Chicago Midway

8h 12m2 stops New York LaGuardia Detroit Metropolitan Wayne County

12:30 pm - 11:06 pmMDW Chicago Midway-PWM Portland

9h 36m2 stops Minneapolis St Paul New York LaGuardia

$370Delta

Tue, Nov 24 - Tue, Dec 1

12:45 pm - 6:04 pmPWM Portland-MDW Chicago Midway

6h 19m1 stop Detroit Metropolitan Wayne County

5:12 pm - 11:33 pmMDW Chicago Midway-PWM Portland

5h 21m1 stop Atlanta Hartsfield-Jackson

$374Delta

Thu, Nov 12 - Fri, Dec 4

12:45 pm - 6:04 pmPWM Portland-MDW Chicago Midway

6h 19m1 stop Detroit Metropolitan Wayne County

5:12 pm - 11:52 pmMDW Chicago Midway-PWM Portland

5h 40m1 stop Atlanta Hartsfield-Jackson

$374Delta

Wed, Dec 9 - Tue, Dec 29

12:49 pm - 6:01 pmPWM Portland-MDW Chicago Midway

6h 12m1 stop Detroit Metropolitan Wayne County

9:29 am - 3:58 pmMDW Chicago Midway-PWM Portland

5h 29m1 stop Detroit Metropolitan Wayne County

$374Delta

Recent last minute flight deals from Maine to Midway

Wed, Nov 4 - Wed, Nov 11

12:42 pm - 6:00 pmPWM Portland-MDW Chicago Midway

6h 18m1 stop Detroit Metropolitan Wayne County

6:00 am - 1:01 pmMDW Chicago Midway-PWM Portland

6h 01m1 stop Atlanta Hartsfield-Jackson

$419Delta

Wed, Nov 4 - Wed, Nov 11

12:42 pm - 6:00 pmPWM Portland-MDW Chicago Midway

6h 18m1 stop Detroit Metropolitan Wayne County

6:00 am - 4:38 pmMDW Chicago Midway-PWM Portland

9h 38m2 stops Atlanta Hartsfield-Jackson New York LaGuardia

$424Delta

Wed, Nov 4 - Wed, Nov 11

1:52 pm - 10:33 pmPWM Portland-MDW Chicago Midway

9h 41m2 stops New York LaGuardia Atlanta Hartsfield-Jackson

1:05 pm - 12:19 amMDW Chicago Midway-PWM Portland

10h 14m2 stops Atlanta Hartsfield-Jackson New York John F Kennedy Intl

$429Delta

Mon, Nov 2 - Thu, Nov 5

5:10 pm - 11:05 pmPWM Portland-MDW Chicago Midway

6h 55m1 stop Baltimore/Washington

5:05 am - 10:30 amMDW Chicago Midway-PWM Portland

4h 25m1 stop Baltimore/Washington

$439Southwest

Thu, Nov 5 - Sun, Nov 8

6:01 am - 10:43 amPWM Portland-MDW Chicago Midway

5h 42m1 stop Atlanta Hartsfield-Jackson

9:29 am - 4:02 pmMDW Chicago Midway-PWM Portland

5h 33m1 stop Detroit Metropolitan Wayne County

$439Delta

Mon, Nov 2 - Fri, Nov 6

6:01 am - 10:43 amPWM Portland-MDW Chicago Midway

5h 42m1 stop Atlanta Hartsfield-Jackson

9:29 am - 4:02 pmMDW Chicago Midway-PWM Portland

5h 33m1 stop Detroit Metropolitan Wayne County

$439Delta

Mon, Nov 2 - Thu, Nov 5

12:42 pm - 6:00 pmPWM Portland-MDW Chicago Midway

6h 18m1 stop Detroit Metropolitan Wayne County

6:04 am - 1:02 pmMDW Chicago Midway-PWM Portland

5h 58m1 stop Atlanta Hartsfield-Jackson

$439Delta

Thu, Nov 5 - Mon, Nov 9

6:01 am - 10:43 amPWM Portland-MDW Chicago Midway

5h 42m1 stop Atlanta Hartsfield-Jackson

5:13 pm - 11:31 pmMDW Chicago Midway-PWM Portland

5h 18m1 stop Atlanta Hartsfield-Jackson

$439Delta

Mon, Nov 2 - Fri, Nov 6

12:42 pm - 10:33 pmPWM Portland-MDW Chicago Midway

10h 51m2 stops Detroit Metropolitan Wayne County Atlanta Hartsfield-Jackson

9:29 am - 4:02 pmMDW Chicago Midway-PWM Portland

5h 33m1 stop Detroit Metropolitan Wayne County

$444Delta

Mon, Nov 2 - Thu, Nov 5

5:10 pm - 12:05 amPWM Portland-MDW Chicago Midway

7h 55m2 stops Baltimore/Washington Nashville Intl

7:50 am - 4:30 pmMDW Chicago Midway-PWM Portland

7h 40m2 stops Buffalo Baltimore/Washington

$450Southwest

Useful Info

Low season	January
High season	July
Cheapest flight	$155

Most popular time to fly with an average 3% increase in price.

Flight from Portland to Chicago Midway Airport

How does KAYAK find such low prices on flights from Maine 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 Maine to Chicago Midway Airport.
How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Maine 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 Maine 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 Maine 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 Maine with another airline.
What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Maine 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 Maine 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

Munster

Chesterton

Schererville

Porter

Monticello

Saint John

Griffith

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$155 Find Cheap Flights from Maine to Chicago Midway Airport - Compare and Save

Cheap Flights from Maine to Midway

Recent round-trip flight deals from Maine to Midway

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