What is the cheapest airline that flies from Oregon to Chicago?

Alaska Airlines, United Airlines, and Southwest are the most popular carriers operating from Oregon to Chicago

What airlines fly to Chicago?

United Airlines, American Airlines and Alaska Airlines are the top three most popular airlines that fly to Chicago from Oregon according to our data. United Airlines is the first choice among our users, with 42% of people opting to fly with this airline when traveling to Chicago. Keep in mind that there are 7 different airlines that fly to Chicago on a routine basis, so you have a few additional options to choose from.

How long does it take to fly to Chicago?

Average flight duration from Oregon to Chicago depends on which airport you fly into and out of. Flying from Portland to Chicago O'Hare Intl Airport is 3h 57m on average, while flying from Eugene to Chicago O'Hare Intl Airport is 4h 11m on average. Chicago O'Hare Intl Airport is the most popular airport in Chicago.

How many flights depart from Oregon to Chicago on average per day?

27 flights are operational daily from Oregon to Chicago as of August 2026. The most popular departure time for this route is 12:00PM, with 35% of flights per day taking off at noon.

How many flights depart from Oregon to Chicago on average per week?

192 flights are operational weekly from Oregon to Chicago as of August 2026. The most popular departure day for this route is Fri, with 21% of flights per week taking off on this day.

When did momondo last update prices for flights from Oregon to Chicago?

Prices for flights from Oregon to Chicago were last updated today.

How many operators does momondo search for flights from Oregon to Chicago?

As of August 2026, there are 7 operators available to choose from for flights from Oregon to Chicago.

How old do you have to be to fly from Oregon to Chicago?

The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Oregon to Chicago.

What documentation or ID do you need to fly to Chicago?

The required travel and health documents for your Chicago trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Chicago. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

$120 Cheap Flights from Oregon to Chicago in 2026

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Find the cheapest flights from Oregon to Chicago

Round-trip

One-way

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Cheap round-trip flights

Enter your travel dates to find the best prices.

2:50 pm - 5:38 amBOI Boise Air Term. Gowen Fld-ORD Chicago O'Hare Intl

13h 48m1 stop Las Vegas Harry Reid Intl

8:55 pm - 1:55 pmORD Chicago O'Hare Intl-BOI Boise Air Term. Gowen Fld

18h 00m1 stop Las Vegas Harry Reid Intl

$242Frontier

Mon, Sep 21 - Thu, Sep 24

2:50 pm - 5:38 amBOI Boise Air Term. Gowen Fld-ORD Chicago O'Hare Intl

13h 48m1 stop Las Vegas Harry Reid Intl

8:55 pm - 1:55 pmORD Chicago O'Hare Intl-BOI Boise Air Term. Gowen Fld

18h 00m1 stop Las Vegas Harry Reid Intl

$242Frontier

Mon, Sep 14 - Thu, Sep 17

11:15 am - 9:55 pmEUG Eugene-MDW Chicago Midway

8h 40m1 stop San Diego

6:05 am - 10:40 amMDW Chicago Midway-EUG Eugene

6h 35m1 stop Denver Intl

$256Southwest

Thu, Dec 3 - Mon, Dec 7

11:15 am - 9:55 pmEUG Eugene-MDW Chicago Midway

8h 40m1 stop San Diego

1:20 pm - 10:20 pmMDW Chicago Midway-EUG Eugene

11h 00m2 stops Detroit Metropolitan Wayne County Denver Intl

$261Southwest

Thu, Dec 3 - Mon, Dec 7

4:20 pm - 11:59 pmBOI Boise Air Term. Gowen Fld-ORD Chicago O'Hare Intl

6h 39m1 stop Seattle/Tacoma Intl

3:52 pm - 11:44 pmORD Chicago O'Hare Intl-BOI Boise Air Term. Gowen Fld

8h 52m1 stop Seattle/Tacoma Intl

$293Alaska Airlines

Sat, Sep 5 - Fri, Sep 11

4:20 pm - 11:59 pmBOI Boise Air Term. Gowen Fld-ORD Chicago O'Hare Intl

6h 39m1 stop Seattle/Tacoma Intl

7:00 pm - 9:56 amORD Chicago O'Hare Intl-BOI Boise Air Term. Gowen Fld

15h 56m1 stop Seattle/Tacoma Intl

$293Alaska Airlines

Sat, Sep 5 - Fri, Sep 11

2:58 pm - 7:49 pmBOI Boise Air Term. Gowen Fld-ORD Chicago O'Hare Intl

3h 51mnonstop

11:35 am - 2:31 pmORD Chicago O'Hare Intl-BOI Boise Air Term. Gowen Fld

3h 56mnonstop

$313American Airlines

Sat, Sep 5 - Fri, Sep 11

8:23 am - 1:15 pmBOI Boise Air Term. Gowen Fld-ORD Chicago O'Hare Intl

3h 52mnonstop

8:40 am - 11:26 amORD Chicago O'Hare Intl-BOI Boise Air Term. Gowen Fld

3h 46mnonstop

$313United Airlines

Sat, Sep 5 - Fri, Sep 11

3:19 pm - 8:10 pmBOI Boise Air Term. Gowen Fld-ORD Chicago O'Hare Intl

3h 51mnonstop

11:35 am - 2:31 pmORD Chicago O'Hare Intl-BOI Boise Air Term. Gowen Fld

3h 56mnonstop

$322American Airlines

Tue, Sep 8 - Fri, Sep 11

10:36 am - 6:32 pmBOI Boise Air Term. Gowen Fld-ORD Chicago O'Hare Intl

6h 56m1 stop Denver Intl

7:51 pm - 10:53 pmORD Chicago O'Hare Intl-BOI Boise Air Term. Gowen Fld

4h 02mnonstop

$323United Airlines

Sat, Sep 5 - Fri, Sep 11

Cheap last minute flights

Enter your travel dates to find the best prices.

5:16 pm - 8:52 pmPDX Portland-ORD Chicago O'Hare Intl

25h 36m1 stop Denver Intl

9:13 pm - 11:35 amORD Chicago O'Hare Intl-PDX Portland

16h 22m1 stop Los Angeles

$324Frontier

Tue, Aug 11 - Sat, Aug 15

5:16 pm - 8:52 pmPDX Portland-ORD Chicago O'Hare Intl

25h 36m1 stop Denver Intl

9:57 pm - 4:51 pmORD Chicago O'Hare Intl-PDX Portland

20h 54m1 stop Denver Intl

$331Frontier

Tue, Aug 11 - Fri, Aug 14

3:19 pm - 8:10 pmBOI Boise Air Term. Gowen Fld-ORD Chicago O'Hare Intl

3h 51mnonstop

6:59 am - 1:24 pmORD Chicago O'Hare Intl-BOI Boise Air Term. Gowen Fld

7h 25m1 stop Phoenix Sky Harbor Intl

$355American Airlines

Mon, Aug 10 - Sat, Aug 15

1:55 pm - 11:30 pmBOI Boise Air Term. Gowen Fld-ORD Chicago O'Hare Intl

8h 35m1 stop Phoenix Sky Harbor Intl

6:59 am - 1:24 pmORD Chicago O'Hare Intl-BOI Boise Air Term. Gowen Fld

7h 25m1 stop Phoenix Sky Harbor Intl

$365American Airlines

Mon, Aug 10 - Sat, Aug 15

10:59 pm - 5:00 amPDX Portland-ORD Chicago O'Hare Intl

4h 01mnonstop

9:20 pm - 11:35 amORD Chicago O'Hare Intl-PDX Portland

16h 15m1 stop Los Angeles

$389Multiple Airlines

Wed, Aug 12 - Wed, Aug 19

10:59 pm - 5:00 amPDX Portland-ORD Chicago O'Hare Intl

4h 01mnonstop

9:20 pm - 11:35 amORD Chicago O'Hare Intl-PDX Portland

16h 15m1 stop Los Angeles

$390Multiple Airlines

Wed, Aug 12 - Wed, Aug 19

4:23 pm - 5:00 amBOI Boise Air Term. Gowen Fld-ORD Chicago O'Hare Intl

11h 37m1 stop Portland

6:00 am - 12:36 pmORD Chicago O'Hare Intl-BOI Boise Air Term. Gowen Fld

7h 36m1 stop Seattle/Tacoma Intl

$396Alaska Airlines

Wed, Aug 12 - Wed, Aug 19

4:23 pm - 5:00 amBOI Boise Air Term. Gowen Fld-ORD Chicago O'Hare Intl

11h 37m1 stop Portland

6:00 am - 12:36 pmORD Chicago O'Hare Intl-BOI Boise Air Term. Gowen Fld

7h 36m1 stop Seattle/Tacoma Intl

$413Alaska Airlines

Wed, Aug 12 - Wed, Aug 19

8:17 am - 2:30 pmPDX Portland-ORD Chicago O'Hare Intl

4h 13mnonstop

8:12 pm - 10:52 pmORD Chicago O'Hare Intl-PDX Portland

4h 40mnonstop

$437United Airlines

Wed, Aug 12 - Wed, Aug 19

11:02 pm - 5:03 amPDX Portland-ORD Chicago O'Hare Intl

4h 01mnonstop

8:50 am - 11:28 amORD Chicago O'Hare Intl-PDX Portland

4h 38mnonstop

$460United Airlines

Thu, Aug 13 - Tue, Aug 18

Cheap direct flights

Enter your travel dates to find the best prices.

2:58 pm - 7:49 pmBOI Boise Air Term. Gowen Fld-ORD Chicago O'Hare Intl

3h 51mnonstop

11:35 am - 2:31 pmORD Chicago O'Hare Intl-BOI Boise Air Term. Gowen Fld

3h 56mnonstop

$313American Airlines

Sat, Sep 5 - Fri, Sep 11

8:23 am - 1:15 pmBOI Boise Air Term. Gowen Fld-ORD Chicago O'Hare Intl

3h 52mnonstop

8:40 am - 11:26 amORD Chicago O'Hare Intl-BOI Boise Air Term. Gowen Fld

3h 46mnonstop

$313United Airlines

Sat, Sep 5 - Fri, Sep 11

3:19 pm - 8:10 pmBOI Boise Air Term. Gowen Fld-ORD Chicago O'Hare Intl

3h 51mnonstop

11:35 am - 2:31 pmORD Chicago O'Hare Intl-BOI Boise Air Term. Gowen Fld

3h 56mnonstop

$322American Airlines

Tue, Sep 8 - Fri, Sep 11

3:19 pm - 8:10 pmBOI Boise Air Term. Gowen Fld-ORD Chicago O'Hare Intl

3h 51mnonstop

11:12 am - 2:02 pmORD Chicago O'Hare Intl-BOI Boise Air Term. Gowen Fld

3h 50mnonstop

$322American Airlines

Wed, Sep 2 - Sat, Sep 5

12:24 pm - 5:02 pmBOI Boise Air Term. Gowen Fld-ORD Chicago O'Hare Intl

3h 38mnonstop

7:51 pm - 10:53 pmORD Chicago O'Hare Intl-BOI Boise Air Term. Gowen Fld

4h 02mnonstop

$329United Airlines

Sat, Sep 5 - Sat, Sep 12

2:19 pm - 8:30 pmEUG Eugene-ORD Chicago O'Hare Intl

4h 11mnonstop

10:25 am - 1:10 pmORD Chicago O'Hare Intl-EUG Eugene

4h 45mnonstop

$339United Airlines

Wed, Sep 9 - Tue, Sep 15

12:10 pm - 4:30 pmBOI Boise Air Term. Gowen Fld-MDW Chicago Midway

3h 20mnonstop

11:40 am - 2:10 pmMDW Chicago Midway-BOI Boise Air Term. Gowen Fld

3h 30mnonstop

$342Southwest

Fri, Sep 4 - Fri, Sep 11

11:30 pm - 5:25 amPDX Portland-MDW Chicago Midway

3h 55mnonstop

6:00 pm - 8:20 pmMDW Chicago Midway-PDX Portland

4h 20mnonstop

$357Southwest

Sun, Aug 30 - Sat, Sep 5

7:06 am - 1:26 pmPDX Portland-ORD Chicago O'Hare Intl

4h 20mnonstop

2:22 pm - 4:50 pmORD Chicago O'Hare Intl-PDX Portland

4h 28mnonstop

$357Alaska Airlines

Sat, Sep 5 - Sat, Sep 12

7:06 am - 1:26 pmPDX Portland-ORD Chicago O'Hare Intl

4h 20mnonstop

2:22 pm - 4:50 pmORD Chicago O'Hare Intl-PDX Portland

4h 28mnonstop

$357Alaska Airlines

Fri, Aug 28 - Wed, Sep 2

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American Airlines flights from Oregon to Chicago

Our best American Airlines deals on Oregon to Chicago flight tickets

American Airlines

Sep 2

BOI3:19 pmBoise Air Term. Gowen Fld

3h 51m

ORD8:10 pmChicago O'Hare Intl

Sep 5

ORD11:12 amChicago O'Hare Intl

3h 50m

BOI2:02 pmBoise Air Term. Gowen Fld

$322

American Airlines

Sep 3

BOI3:19 pmBoise Air Term. Gowen Fld

3h 51m

ORD8:10 pmChicago O'Hare Intl

Sep 7

ORD11:39 amChicago O'Hare Intl

3h 50m

BOI2:29 pmBoise Air Term. Gowen Fld

$331

American Airlines

Sep 9

BOI3:21 pmBoise Air Term. Gowen Fld

3h 55m

ORD8:16 pmChicago O'Hare Intl

Sep 14

ORD5:00 amChicago O'Hare Intl

9h 22m

1 stop

BOI1:22 pmBoise Air Term. Gowen Fld

$341

United Airlines flights from Oregon to Chicago

Our best United Airlines deals on Oregon to Chicago flight tickets

United Airlines

Sep 5

BOI8:23 amBoise Air Term. Gowen Fld

3h 52m

ORD1:15 pmChicago O'Hare Intl

Sep 11

ORD8:40 amChicago O'Hare Intl

3h 46m

BOI11:26 amBoise Air Term. Gowen Fld

$313

United Airlines

Sep 5

BOI10:36 amBoise Air Term. Gowen Fld

6h 56m

1 stop

ORD6:32 pmChicago O'Hare Intl

Sep 11

ORD7:51 pmChicago O'Hare Intl

4h 02m

BOI10:53 pmBoise Air Term. Gowen Fld

$323

United Airlines

Sep 5

BOI12:24 pmBoise Air Term. Gowen Fld

3h 38m

ORD5:02 pmChicago O'Hare Intl

Sep 12

ORD7:51 pmChicago O'Hare Intl

4h 02m

BOI10:53 pmBoise Air Term. Gowen Fld

$329

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

BoiseChicago

BOI Boise Air Term. Gowen Fld - ORD Chicago O'Hare Intl

BOIORD

Boise Air Term. Gowen Fld

Mon 9/21

2:50 pm-5:38 am

1 stop13h 48m

Chicago O'Hare Intl

Thu 9/24

8:55 pm-1:55 pm

1 stop18h 00m

$242

BoiseChicago

BOI Boise Air Term. Gowen Fld - ORD Chicago O'Hare Intl

BOIORD

Boise Air Term. Gowen Fld

Mon 9/14

2:50 pm-5:38 am

1 stop13h 48m

Chicago O'Hare Intl

Thu 9/17

8:55 pm-1:55 pm

1 stop18h 00m

$242

EugeneChicago

EUG Eugene - MDW Chicago Midway

EUGMDW

Eugene

Thu 12/3

11:15 am-9:55 pm

1 stop8h 40m

Chicago Midway

Mon 12/7

6:05 am-10:40 am

1 stop6h 35m

$256

EugeneChicago

EUG Eugene - MDW Chicago Midway

EUGMDW

Eugene

Thu 12/3

11:15 am-9:55 pm

1 stop8h 40m

Chicago Midway

Mon 12/7

1:20 pm-10:20 pm

2 stops11h 00m

$261

BoiseChicago

BOI Boise Air Term. Gowen Fld - ORD Chicago O'Hare Intl

BOIORD

Boise Air Term. Gowen Fld

Sat 9/5

4:20 pm-11:59 pm

1 stop6h 39m

Chicago O'Hare Intl

Fri 9/11

3:52 pm-11:44 pm

1 stop8h 52m

$293

BoiseChicago

BOI Boise Air Term. Gowen Fld - ORD Chicago O'Hare Intl

BOIORD

Boise Air Term. Gowen Fld

Sat 9/5

4:20 pm-11:59 pm

1 stop6h 39m

Chicago O'Hare Intl

Fri 9/11

7:00 pm-9:56 am

1 stop15h 56m

$293

BoiseChicago

BOI Boise Air Term. Gowen Fld - ORD Chicago O'Hare Intl

BOIORD

Boise Air Term. Gowen Fld

Sat 9/5

2:58 pm-7:49 pm

Nonstop3h 51m

Chicago O'Hare Intl

Fri 9/11

11:35 am-2:31 pm

Nonstop3h 56m

$313

Quickest round-trip

BoiseChicago

BOI Boise Air Term. Gowen Fld - ORD Chicago O'Hare Intl

BOIORD

Boise Air Term. Gowen Fld

Sat 9/5

8:23 am-1:15 pm

Nonstop3h 52m

Chicago O'Hare Intl

Fri 9/11

8:40 am-11:26 am

Nonstop3h 46m

$313

BoiseChicago

BOI Boise Air Term. Gowen Fld - ORD Chicago O'Hare Intl

BOIORD

Boise Air Term. Gowen Fld

Tue 9/8

3:19 pm-8:10 pm

Nonstop3h 51m

Chicago O'Hare Intl

Fri 9/11

11:35 am-2:31 pm

Nonstop3h 56m

$322

BoiseChicago

BOI Boise Air Term. Gowen Fld - ORD Chicago O'Hare Intl

BOIORD

Boise Air Term. Gowen Fld

Sat 9/5

10:36 am-6:32 pm

1 stop6h 56m

Chicago O'Hare Intl

Fri 9/11

7:51 pm-10:53 pm

Nonstop4h 02m

$323

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first

How to get the cheapest flight ticket from Oregon to Chicago

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

Prices

Airlines

Other information

What is the cheapest month to fly to Chicago?

The month of February is, on average, the cheapest month to fly to Chicago from Oregon, with most prices found around $291. If you’re not able to fly to Chicago in February, then January is your next best option. Flight prices from Oregon to Chicago during January average around $293.

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

The cheapest day to depart on your flight to Chicago is on a Wednesday when prices can be found for as low as $435. This is often the case because there is less demand to fly during this day of the week. When flying out on a Sunday, the most expensive travel day of the week, you can expect to see flight prices from Oregon to Chicago for around $537.

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

Our most recent data shows that the best time of day to fly to Chicago is in the afternoon. Flights from Oregon to Chicago during this time can be as low as $382. In contrast, the most expensive time of day to depart to Chicago is at noon when prices are around $482.

What is the cheapest Oregon to Chicago flight route?

Fly from Portland to Chicago Midway for the best Oregon - Chicago flight prices

How far in advance should I book a flight from Oregon to Chicago?

You are more likely to see cheaper flights to Chicago from Oregon when booking weeks ahead of your departure date. In general, you can expect to find flights to Chicago for around $365 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Chicago from Oregon for as low as $305 on momondo.

What cabin class options are available on Oregon to Chicago flights?

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

Can stopping save me money on Oregon to Chicago flights?

You could potentially save up to 32% on your flight if you consider stops on a Oregon to Chicago flight.

Cheap Oregon to Chicago flight deals and tips

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

Best Price Found	$215
Fastest flight time	3h 20m
Direct flights	Every day
Airports in Chicago	3 airports

The best one-way flight to Chicago from Oregon in the past 72 hours is $215. The best round-trip flight deal from Oregon to Chicago found on momondo in the last 72 hours is $362.

The fastest flight from Oregon to Chicago takes 3h 20m

Direct flights go from Oregon to Chicago every day.

There are 3 airports in Chicago. From Oregon there are direct flights to Chicago O'Hare Intl (ORD), Chicago Midway (MDW).

Search flight deals

Frequently asked questions about flying from Oregon to Chicago

When did momondo last update prices for flights from Oregon to Chicago?
Prices for flights from Oregon to Chicago were last updated today.
How many operators does momondo search for flights from Oregon to Chicago?
As of August 2026, there are 7 operators available to choose from for flights from Oregon to Chicago.
How old do you have to be to fly from Oregon to Chicago?
The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Oregon to Chicago.
What documentation or ID do you need to fly to Chicago?
The required travel and health documents for your Chicago trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Chicago. We recommend that you seek guidance from your airline or a reliable third party such as IATA.
What is the most popular plane model from Oregon to Chicago?
Based on momondo bookings for flights between Oregon and Chicago, the leading plane model is Boeing 737-800, making up 27.94% of the total bookings. Other popular models include Airbus A321-100/200 with 13.82%, Airbus A321neo with 12.17%, and Boeing 737-900 with 9.99%.

Best airlines flying from Oregon to Chicago

Compare and see reviews for airlines that fly from Oregon to Chicago with momondo

Airline	Rating	Free Cancellation	Price
Frontier	PriceFrom $86	Free Cancellation	Rating 5.6 2,712 reviews	Search Frontier flights
Hawaiian Airlines	PriceFrom $93	Free Cancellation	Rating 7.8 2,817 reviews	Search Hawaiian Airlines flights
Delta	PriceFrom $108	Free Cancellation	Rating 7.8 8,499 reviews	Search Delta flights
American Airlines	PriceFrom $195	Free Cancellation	Rating 7.1 11,899 reviews	Search American Airlines flights
Alaska Airlines	PriceFrom $198	Free Cancellation	Rating 7.9 12,794 reviews	Search Alaska Airlines flights
Southwest	PriceFrom $227	Free Cancellation	Rating 8.0 4,218 reviews	Search Southwest flights
United Airlines	PriceFrom $231	Free Cancellation	Rating 7.4 10,100 reviews	Search United Airlines flights

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Munster

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Griffith

Saint John

Why use momondo?

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

momondo compares prices from hundreds of airlines and agents so you can find and book the best deal on flights from Oregon to Chicago. Millions of users trust and use momondo every year so you are in good hands.

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

Flights from Oregon to Chicago with flexible booking policies can be found by using the search form above and then selecting our dedicated flexible booking filter, which will highlight only the flights where this policy is applied.

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

Once all potential Oregon to Chicago flight options are in front of you, momondo lets you sort and filter flights based on preferences such as airline, price and flight times amongst many other options.

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

If you are simply researching potential flights to Chicago, momondo offers a useful price alert feature which will track prices for flights to Chicago from Oregon and alert you when they change.

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Cheap flights from Oregon to Chicago from $122

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Oregon to Chicago departing on 11/2. 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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American Airlines flights from Oregon to Chicago

Our best American Airlines deals on Oregon to Chicago flight tickets

United Airlines flights from Oregon to Chicago

Our best United Airlines deals on Oregon to Chicago flight tickets

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How to get the cheapest flight ticket from Oregon to Chicago

What is the cheapest month to fly to Chicago?

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

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

What is the cheapest Oregon to Chicago flight route?

How far in advance should I book a flight from Oregon to Chicago?

What cabin class options are available on Oregon to Chicago flights?

Can stopping save me money on Oregon to Chicago flights?

What is the cheapest airline that flies from Oregon to Chicago?

What airlines fly to Chicago?

How many flights depart from Oregon to Chicago on average per day?

How many flights depart from Oregon to Chicago on average per week?

How long does it take to fly to Chicago?

Cheap Oregon to Chicago flight deals and tips

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Frequently asked questions about flying from Oregon to Chicago

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Traveling to a place near Chicago?

Why use momondo?

An easier way to manage your Chicago trip

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Find better results for your trip to the United States

Fly into one of these airports located in Chicago

Airports listed have a maximum distance of 78.5 mi from Chicago

Fly your favorite airline to Chicago

Airlines are sorted and displayed according to clicks in the past 7 days on momondo

Cabin classes currently available on flights to Chicago

List of cabin classes available on flights landing in Chicago. Availability may vary depending on flight origin and airline.

Popular cities in the United States

Popular flights according to clicks in the last 7 days on momondo

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