How does KAYAK find such low prices on flights from Maine to Chicago?

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.

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

KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Chicago 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?

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 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?

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 from Maine up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

$113 CHEAP FLIGHTS from Maine to Chicago

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Cheap Flights from Maine to Chicago

Cheap flights from Maine to Chicago with top airlines, updated regularly. Compare round-trip, one-way, direct and last-minute deals.

Round-trip

One-way

Last minute

Direct

Tue, Dec 8 - Sat, Dec 12

6:23 am - 11:34 amBGR Bangor-ORD Chicago O'Hare Intl

6h 11m1 stop Washington, D.C. Reagan-National

3:00 pm - 10:38 pmORD Chicago O'Hare Intl-BGR Bangor

6h 38m1 stop Washington, D.C. Reagan-National

$330American Airlines

Tue, Dec 8 - Sat, Dec 12

12:27 pm - 7:56 pmBGR Bangor-ORD Chicago O'Hare Intl

8h 29m1 stop Washington, D.C. Reagan-National

3:19 pm - 11:07 pmORD Chicago O'Hare Intl-BGR Bangor

6h 48m1 stop Philadelphia

$331American Airlines

Tue, Dec 8 - Sat, Dec 12

12:06 pm - 11:56 pmBGR Bangor-ORD Chicago O'Hare Intl

12h 50m2 stops New York LaGuardia Atlanta Hartsfield-Jackson

7:00 am - 1:17 pmORD Chicago O'Hare Intl-BGR Bangor

5h 17m1 stop New York LaGuardia

$336Delta

Wed, Nov 4 - Wed, Nov 11

5:02 pm - 10:17 pmBGR Bangor-ORD Chicago O'Hare Intl

6h 15m1 stop New York LaGuardia

1:30 pm - 11:25 pmORD Chicago O'Hare Intl-BGR Bangor

8h 55m2 stops Atlanta Hartsfield-Jackson New York LaGuardia

$336Delta

Thu, Nov 12 - Sun, Nov 15

5:08 pm - 7:05 pmPWM Portland-ORD Chicago O'Hare Intl

2h 57mnonstop

6:18 pm - 9:51 pmORD Chicago O'Hare Intl-PWM Portland

2h 33mnonstop

$338United Airlines

Wed, Nov 4 - Fri, Nov 6

8:47 am - 10:47 amPWM Portland-ORD Chicago O'Hare Intl

3h 00mnonstop

6:18 pm - 9:52 pmORD Chicago O'Hare Intl-PWM Portland

2h 34mnonstop

$338United Airlines

Sat, Nov 7 - Wed, Nov 11

1:00 pm - 7:40 pmPWM Portland-MDW Chicago Midway

7h 40m1 stop Baltimore/Washington

6:00 am - 12:10 pmMDW Chicago Midway-PWM Portland

5h 10m1 stop Baltimore/Washington

$341Southwest

Thu, Nov 12 - Sun, Nov 15

5:10 pm - 11:15 pmPWM Portland-MDW Chicago Midway

7h 05m1 stop Baltimore/Washington

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

4h 25m1 stop Baltimore/Washington

$345Southwest

Tue, Oct 27 - Thu, Oct 29

5:09 pm - 12:51 pmPWM Portland-ORD Chicago O'Hare Intl

20h 42m2 stops Raleigh-Durham Atlanta Hartsfield-Jackson

9:51 am - 9:08 amORD Chicago O'Hare Intl-PWM Portland

22h 17m1 stop Orlando

$396Multiple Airlines

Wed, Nov 25 - Tue, Dec 1

5:09 pm - 11:18 pmPWM Portland-ORD Chicago O'Hare Intl

31h 09m2 stops Raleigh-Durham Atlanta Hartsfield-Jackson

5:35 am - 9:08 amORD Chicago O'Hare Intl-PWM Portland

26h 33m1 stop Orlando

$416Multiple Airlines

Wed, Oct 14 - Wed, Oct 28

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

6h 18m1 stop Detroit Metropolitan Wayne County

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

5h 33m1 stop Detroit Metropolitan Wayne County

$341Delta

Sat, Oct 10 - Wed, Oct 28

11:55 am - 4:47 pmPWM Portland-MDW Chicago Midway

5h 52m1 stop Minneapolis St Paul

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

5h 58m1 stop Atlanta Hartsfield-Jackson

$341Delta

Sat, Oct 10 - Wed, Oct 28

4:35 pm - 6:10 pmPWM Portland-MDW Chicago Midway

2h 35mnonstop

5:30 am - 12:20 pmMDW Chicago Midway-PWM Portland

5h 50m1 stop Baltimore/Washington

$346Southwest

Wed, Oct 14 - Wed, Oct 28

6:00 pm - 7:35 pmPWM Portland-MDW Chicago Midway

2h 35mnonstop

7:45 am - 10:55 amMDW Chicago Midway-PWM Portland

2h 10mnonstop

$394Southwest

Wed, Oct 14 - Wed, Oct 21

5:10 pm - 11:36 pmBGR Bangor-ORD Chicago O'Hare Intl

7h 26m1 stop Washington, D.C. Reagan-National

7:13 pm - 11:07 pmORD Chicago O'Hare Intl-BGR Bangor

2h 54mnonstop

$401American Airlines

Wed, Oct 14 - Wed, Oct 21

5:10 pm - 11:36 pmBGR Bangor-ORD Chicago O'Hare Intl

7h 26m1 stop Washington, D.C. Reagan-National

9:40 am - 3:58 pmORD Chicago O'Hare Intl-BGR Bangor

5h 18m1 stop Washington, D.C. Reagan-National

$411American Airlines

Wed, Oct 14 - Sat, Oct 17

5:08 pm - 7:05 pmPWM Portland-ORD Chicago O'Hare Intl

2h 57mnonstop

6:10 pm - 9:46 pmORD Chicago O'Hare Intl-PWM Portland

2h 36mnonstop

$417United Airlines

Tue, Oct 13 - Tue, Oct 20

6:00 am - 7:57 amPWM Portland-ORD Chicago O'Hare Intl

2h 57mnonstop

3:00 pm - 6:43 pmORD Chicago O'Hare Intl-PWM Portland

2h 43mnonstop

$417United Airlines

Tue, Oct 13 - Fri, Oct 16

12:50 pm - 8:47 amAUG Augusta-ORD Chicago O'Hare Intl

20h 57m1 stop Boston Logan Intl

8:04 pm - 10:41 amORD Chicago O'Hare Intl-AUG Augusta

13h 37m1 stop Boston Logan Intl

$644Multiple Airlines

Mon, Oct 12 - Fri, Oct 16

11:21 am - 8:47 amAUG Augusta-ORD Chicago O'Hare Intl

22h 26m1 stop Boston Logan Intl

8:04 pm - 10:41 amORD Chicago O'Hare Intl-AUG Augusta

13h 37m1 stop Boston Logan Intl

$654Multiple Airlines

Low season	January
High season	October
Cheapest flight	$113

Best time to beat the crowds with an average 11% drop in price.

Most popular time to fly with an average 15% increase in price.

Flight from Portland to Chicago O'Hare Airport

How does KAYAK find such low prices on flights from Maine to Chicago?
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.
How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Maine to Chicago?
KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Chicago 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?
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 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?
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 from Maine up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.