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.

$126 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

Wed, Jan 13 - Tue, Jan 19

10:07 am - 4:14 pmBGR Bangor-ORD Chicago O'Hare Intl

31h 07m2 stops Tampa Fort Lauderdale

10:18 am - 9:27 amORD Chicago O'Hare Intl-BGR Bangor

22h 09m1 stop Tampa

$290Multiple Airlines

Sat, Dec 19 - Tue, Jan 12

6:22 pm - 9:48 amBGR Bangor-ORD Chicago O'Hare Intl

16h 26m1 stop Tampa

10:18 am - 9:27 amORD Chicago O'Hare Intl-BGR Bangor

22h 09m1 stop Tampa

$296Multiple Airlines

Wed, Jan 20 - Sat, Jan 23

12:36 pm - 6:29 pmBGR Bangor-ORD Chicago O'Hare Intl

6h 53m1 stop Washington, D.C. Reagan-National

7:02 am - 4:00 pmORD Chicago O'Hare Intl-BGR Bangor

7h 58m1 stop Washington, D.C. Reagan-National

$331American Airlines

Tue, Jan 26 - Sat, Jan 30

5:46 pm - 11:30 pmBGR Bangor-ORD Chicago O'Hare Intl

6h 44m1 stop Washington, D.C. Reagan-National

3:21 pm - 11:05 pmORD Chicago O'Hare Intl-BGR Bangor

6h 44m1 stop Philadelphia

$331American 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

$353United Airlines

Mon, Nov 23 - Fri, Nov 27

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

2h 57mnonstop

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

2h 34mnonstop

$353United Airlines

Sat, Nov 7 - Fri, Nov 13

2:09 pm - 7:11 pmPWM Portland-ORD Chicago O'Hare Intl

6h 02m1 stop Atlanta Hartsfield-Jackson

8:45 am - 4:38 pmORD Chicago O'Hare Intl-PWM Portland

6h 53m1 stop New York LaGuardia

$373Delta

Sat, Nov 7 - Mon, Nov 16

2:09 pm - 7:11 pmPWM Portland-ORD Chicago O'Hare Intl

6h 02m1 stop Atlanta Hartsfield-Jackson

6:00 pm - 12:19 amORD Chicago O'Hare Intl-PWM Portland

5h 19m1 stop New York John F Kennedy Intl

$373Delta

Sat, Jan 9 - Wed, Jan 13

12:55 pm - 7:10 pmPWM Portland-MDW Chicago Midway

7h 15m1 stop Baltimore/Washington

6:25 am - 2:40 pmMDW Chicago Midway-PWM Portland

7h 15m1 stop Baltimore/Washington

$373Southwest

Tue, Nov 10 - Tue, Nov 17

5:15 am - 9:00 amPWM Portland-MDW Chicago Midway

4h 45m1 stop Baltimore/Washington

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

5h 10m1 stop Baltimore/Washington

$373Southwest

Sat, Oct 17 - Mon, Oct 26

2:40 pm - 8:38 pmBGR Bangor-ORD Chicago O'Hare Intl

6h 58m1 stop Atlanta Hartsfield-Jackson

8:36 am - 4:22 pmORD Chicago O'Hare Intl-BGR Bangor

6h 46m1 stop New York LaGuardia

$411Delta

Sat, Oct 17 - Mon, Oct 26

2:40 pm - 8:38 pmBGR Bangor-ORD Chicago O'Hare Intl

6h 58m1 stop Atlanta Hartsfield-Jackson

5:27 am - 4:22 pmORD Chicago O'Hare Intl-BGR Bangor

9h 55m2 stops Atlanta Hartsfield-Jackson New York LaGuardia

$416Delta

Tue, Oct 20 - Tue, Oct 27

5:45 pm - 7:55 pmPWM Portland-ORD Chicago O'Hare Intl

3h 10mnonstop

8:45 am - 12:31 pmORD Chicago O'Hare Intl-PWM Portland

2h 46mnonstop

$417American Airlines

Sat, Oct 17 - Mon, Oct 26

7:11 am - 12:52 pmBGR Bangor-ORD Chicago O'Hare Intl

6h 41m1 stop Washington, D.C. Reagan-National

1:36 pm - 5:20 pmORD Chicago O'Hare Intl-BGR Bangor

2h 44mnonstop

$426American Airlines

Sat, Oct 17 - Tue, Oct 20

11:55 am - 4:41 pmPWM Portland-ORD Chicago O'Hare Intl

5h 46m1 stop Minneapolis St Paul

6:30 am - 1:02 pmORD Chicago O'Hare Intl-PWM Portland

5h 32m1 stop Atlanta Hartsfield-Jackson

$437Delta

Tue, Oct 20 - Fri, Oct 23

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

2h 57mnonstop

6:59 am - 10:40 amORD Chicago O'Hare Intl-PWM Portland

2h 41mnonstop

$467United Airlines

Thu, Oct 15 - Wed, Oct 28

6:30 am - 8:05 amPWM Portland-MDW Chicago Midway

2h 35mnonstop

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

2h 10mnonstop

$467Southwest

Thu, Oct 15 - Wed, Oct 28

6:30 am - 8:05 amPWM Portland-MDW Chicago Midway

2h 35mnonstop

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

5h 50m1 stop Baltimore/Washington

$477Southwest

Sat, Oct 17 - Tue, Oct 20

7:58 am - 10:00 amPWM Portland-ORD Chicago O'Hare Intl

3h 02mnonstop

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

2h 43mnonstop

$626United Airlines

Thu, Oct 15 - Fri, Oct 16

3:37 pm - 8:47 amAUG Augusta-ORD Chicago O'Hare Intl

18h 10m1 stop Boston Logan Intl

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

13h 37m1 stop Boston Logan Intl

$644Multiple Airlines

Low season	January
High season	October
Cheapest flight	$126

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

Most popular time to fly with an average 5% 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.