$1,436 Find Cheap Flights from Guam to Chicago - Compare and Save

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight to Chicago departing on 7/19. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy, 0 bags

KAYAK searches hundreds of travel sites at once for deals on flights to Chicago

 
These are the airlines KAYAK users have selected most often from within our search results for flights to Chicago, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results for flights to Chicago, as well as popular online travel agencies
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Flight Deals

Cheap Flights from Guam to Chicago

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Guam to Chicago that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Guam to Chicago

Thu, Jul 2 - Mon, Jul 20
United Airlines Logo
7:15 am - 10:59 pm
GUM
-
ORD
30h 44m
2 stops
United Airlines Logo
9:30 pm - 6:05 pm
ORD
-
GUM
29h 35m
2 stops
$1,828United Airlines
Thu, Jul 2 - Mon, Jul 20
United Airlines Logo
7:30 pm - 3:25 pm
GUM
-
ORD
34h 55m
1 stop
United Airlines Logo
9:30 pm - 6:05 pm
ORD
-
GUM
29h 35m
2 stops
$1,833United Airlines
Thu, Jul 2 - Mon, Jul 20
United Airlines Logo
7:30 pm - 3:25 pm
GUM
-
ORD
34h 55m
1 stop
United Airlines Logo
12:15 pm - 4:20 am
ORD
-
GUM
25h 05m
1 stop
$1,841United Airlines
Sat, Jul 4 - Mon, Jul 20
United Airlines Logo
12:15 pm - 8:13 pm
GUM
-
ORD
22h 58m
2 stops
United Airlines Logo
9:30 am - 6:05 pm
ORD
-
GUM
17h 35m
1 stop
$1,856United Airlines
Sat, Jun 27 - Thu, Jul 2
United Airlines Logo
7:15 am - 5:01 am
GUM
-
ORD
36h 46m
2 stops
United Airlines Logo
12:15 pm - 4:20 am
ORD
-
GUM
25h 05m
1 stop
$1,891United Airlines
Sat, Jun 27 - Thu, Jul 2
United Airlines Logo
7:15 am - 5:01 am
GUM
-
ORD
36h 46m
2 stops
United Airlines Logo
8:40 am - 4:20 am
ORD
-
GUM
28h 40m
2 stops
$1,896United Airlines
Fri, Jul 3 - Mon, Jul 20
Delta Logo
5:20 pm - 12:46 pm
GUM
-
MDW
34h 26m
2 stops
Delta Logo
11:05 am - 3:35 pm
MDW
-
GUM
37h 30m
2 stops
$2,136Delta
Sun, Jul 26 - Mon, Aug 3
Delta Logo
2:00 am - 9:29 pm
GUM
-
ORD
34h 29m
2 stops
Delta Logo
7:30 pm - 11:55 pm
ORD
-
GUM
37h 25m
2 stops
$2,136Delta
Wed, Jul 15 - Sat, Jul 18
United Airlines Logo
7:05 am - 6:35 pm
GUM
-
ORD
26h 30m
2 stops
United Airlines Logo
6:10 am - 4:20 am
ORD
-
GUM
31h 10m
2 stops
$2,158United Airlines
Mon, Jul 20 - Tue, Jul 21
United Airlines Logo
7:15 am - 9:38 pm
GUM
-
ORD
29h 23m
2 stops
United Airlines Logo
9:35 pm - 6:05 pm
ORD
-
GUM
29h 30m
2 stops
$2,253United Airlines
Booking Insights

KAYAK's insights & trends for flights to Chicago

Get data-powered insights and trends for flights to Chicago to help you find the cheapest flights, the best time to fly and much more.

Which is the cheapest airport to fly into in Chicago?

Prices will differ depending on the departure airport, but generally, the cheapest airport to fly to in Chicago is Chicago Greater Rockford Airport (RFD), with an average flight price of $139.

Find deals

FAQs - booking Chicago flights

  • Which Chicago airport is closest to central Chicago?

    Chicago is served by 3 major airports. Chicago Midway Airport (9 miles) is the closest to the center of Chicago. Chicago O'Hare Airport is 16 miles from the center and Chicago Greater Rockford is 79 miles away from the center.

  • How does KAYAK find such low prices on flights 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 to Chicago.

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

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

  • What is the Hacker Fare option on flights 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 with another airline.

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

  • How many direct flights to Chicago are there each week?

    Each week there are around 33,866 direct flights from within Guam to Chicago. The most common day for departures is Monday, with 15% of flights taking off on this day.

Top tips for finding cheap flights to Chicago

  • Enter your preferred departure airport and travel dates into the search form above to unlock the latest Chicago flight deals.

Reviews of the top airline flying from Guam to Chicago

 
See real verified KAYAK customer reviews for airlines flying to Chicago. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline from Guam to Chicago. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with to Chicago? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
7.4
United AirlinesOverall score based on 9815 reviews
7.7Boarding
7.1Entertainment
8.1Crew
6.6Food
7.3Comfort
Airline reviews

Over 5 hour delay with minimal updates or ability to standby for alternative flights. During boarding and 1 hr+ wait for takeoff, seats were drenched w water from air conditioning condensation and always leftover crumbs on carpet and seats

2.0 MediocreLynn, Jun 2026
DCA - ORD
Read more United Airlines reviews

Over 5 hour delay with minimal updates or ability to standby for alternative flights. During boarding and 1 hr+ wait for takeoff, seats were drenched w water from air conditioning condensation and always leftover crumbs on carpet and seats

I flew from Barcelona to Chicago on UA yesterday. The flight was on time, the pilots did a great job and the flight attendants were super nice. All of them. Also food was good, and the drinks, including wine were served a few times during our flight. I highly recommend this airline.

Boarded early, left early, arrived 40 mins early! A win win for me!

These airplanes should be illegal. The seats are two tight, it is a safety issue. Wheelchair support was ridiculously slow. We almost missed our flight.

This flight is a quick way to get to Chicago, but a bit expensive.

The clerk at check in for my bags was very rude. My credit card was hacked during my vacation and she told me it was not possible to pay in cash for my bag. “You bought the cheapest ticket, you should have bought a ticket that included a bag. If you cannot pay with a credit card, we will not let you on this flight”. She spoke to her supervisor and then told me , I could ask other passengers, if they would use their credit card to check my bag. I had to beg 5 different people, till one agreed to use their credit card. I payed them cash of course. This was a very stressful and humiliating experience for me. I strongly suggest you build in some kind of provision for travelers who got robbed.

O’hsre taxi and deboarding took 40 minutes. Needed 20 minutes extra time between connecting flights to avoid running through terminal.

Flight crew was super friendly and helpful. Food was frequent and honestly pretty good. Plenty of on-board entertainment. Economy seats are super cramped for such a long flight, but the crew allowed people to get up and stretch, and kids could wander with their parents, so we all made it work. Overall a very good experience.

Standard flight with a drinks and a snack- overall very quick flight. The flight attendants were very strict, bordered on rude.

Starlink is great Crew was polite Business class didn’t get a welcome drink just water and snacks were ok

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Merrillville
Saint Joseph
Hammond
Portage
Lansing
Valparaiso
Schererville
Chesterton
Munster
Porter
Monticello
Saint John
Griffith

Everything you need to know for your flight to Chicago

Cabin class types available on flights to Chicago

Cabin classes available on flights to Chicago. Prices are the lowest found on KAYAK over the last 7 days. Price and availability is not guaranteed.
First Class flights to Chicago
Business Class flights to Chicago
Premium Economy Class flights to Chicago
Economy Class flights to Chicago