CHI - BIL

$126 Find Cheap Flights from Chicago to Billings

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Chicago to Billings departing on 9/1. 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 Billings

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to Billings, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to Billings, as well as popular online travel agencies
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Everything you should know

Cheapest round-trip
$251
Typical prices: $389-$282
American Airlines
Tue 8/18Tue 9/8
ORD - BIL • Non-stop
Cheapest one-way
$126
United Airlines
Tue 9/1
ORD - BIL • Non-stop
Top airlines
Cheapest • from $251 (round-trip)
Best reviews • 7.9 score
Airline reviews
Airline reviews
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Airline reviews
Airline reviews
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Nonstop flights
You can fly direct with American Airlines and United Airlines. Average duration is 3h 27m
Direct flights
Direct flights
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Direct flights
Direct flights
+1
Top routes
Cheapest
Most popular
Insights
Insights
Insights
Insights
Avoid delays
Most punctual • 84% on-time
Best time • Fewest delays
Insights
Insights
Insights
Insights
Top layover airports
Cheapest • Avg $257 (round-trip)
Shortest trip • 5h 11m (one-way)
Insights
Insights
Insights
Insights
When to travel
Cheapest • 31% price drop
Most popular
Good to know
Good to know
+1
+1
Good to know
Good to know
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KAYAK searches 100s of sites at once to find you the best travel deals.
We hope you love your trip to Billings!
Flight Deals
Booking Insights
Flight Deals

Cheap Flights from Chicago to Billings (CHI-BIL)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Chicago to Billings 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 Chicago to Billings

Tue, Aug 18 - Tue, Sep 8
American Airlines Logo
8:46 pm - 10:59 pm
ORD
-
BIL
3h 13mnonstop
American Airlines Logo
12:28 pm - 4:19 pm
BIL
-
ORD
2h 51mnonstop
$251American Airlines
Thu, Sep 3 - Tue, Sep 8
American Airlines Logo
8:46 pm - 10:59 pm
ORD
-
BIL
3h 13mnonstop
American Airlines Logo
6:00 am - 9:51 am
BIL
-
ORD
2h 51mnonstop
$270American Airlines
Sat, May 23 - Sat, Jul 4
Delta Logo
5:41 pm - 11:14 pm
ORD
-
BIL
6h 33m
1 stop
Delta Logo
5:18 am - 12:00 pm
BIL
-
ORD
5h 42m
1 stop
$271Delta
Sat, May 23 - Sat, Jul 4
Delta Logo
1:44 pm - 11:14 pm
ORD
-
BIL
10h 30m
2 stops
Delta Logo
5:18 am - 12:00 pm
BIL
-
ORD
5h 42m
1 stop
$276Delta
Sat, Aug 1 - Thu, Aug 6
United Airlines Logo
5:00 am - 9:35 am
ORD
-
BIL
5h 35m
1 stop
United Airlines Logo
6:00 pm - 12:44 am
BIL
-
ORD
5h 44m
1 stop
$290United Airlines
Wed, Sep 16 - Sun, Sep 20
Delta Logo
2:00 pm - 7:37 pm
MDW
-
BIL
6h 37m
1 stop
Delta Logo
6:15 am - 1:11 pm
BIL
-
MDW
5h 56m
1 stop
$290Delta
Thu, Aug 13 - Sat, Aug 22
Delta Logo
1:35 pm - 10:27 pm
ORD
-
BIL
9h 52m
2 stops
Delta Logo
5:45 am - 12:21 pm
BIL
-
ORD
5h 36m
1 stop
$295Delta
Sat, Aug 1 - Thu, Aug 6
Delta Logo
1:49 pm - 7:59 pm
MDW
-
BIL
7h 10m
1 stop
Delta Logo
5:18 am - 6:25 pm
BIL
-
MDW
12h 07m
2 stops
$295Delta
Fri, Jul 10 - Fri, Jul 17
United Airlines Logo
7:57 pm - 10:20 pm
ORD
-
BIL
3h 23mnonstop
United Airlines Logo
6:00 pm - 12:44 am
BIL
-
ORD
5h 44m
1 stop
$299United Airlines
Tue, Jul 7 - Sat, Jul 11
United Airlines Logo
5:00 am - 9:34 am
ORD
-
BIL
5h 34m
1 stop
United Airlines Logo
6:00 pm - 12:44 am
BIL
-
ORD
5h 44m
1 stop
$306United Airlines
Booking Insights

KAYAK's insights & trends for Chicago to Billings flights

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

How much is a round-trip flight from Chicago to Billings?

This analysis is based on the cheapest round-trip price found on KAYAK in the last 12 months by searching for a flight from Chicago to Billings departing in August.

What is the cheapest Chicago to Billings flight route?

Data is based on round-trip flight searches on KAYAK over the past month.

The cheapest return flight from Chicago to Billings costs $251 on the route between Chicago O'Hare Intl Airport (ORD) and Billings (BIL). It is also the most popular route.

What’s the cheapest day of the week to fly from Chicago to Billings?

The average price of all round-trip flights from Chicago to Billings clicked on KAYAK for each day over the last 12 months.

When flying from Chicago to Billings, you should consider leaving on a Friday and avoid Sundays if you are looking for the best rates. For your return to Chicago, you’ll find the best rates on Thursdays and the most expensive ones on Sundays.

What is the cheapest month to fly from Chicago to Billings?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Chicago to Billings, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from Chicago to Billings is March, where tickets cost $258 (return) on average. On the other hand, the most expensive months are November and January, where the average cost of round-trip tickets is $484 and $477 respectively.

Can I save money by flying with a layover from Chicago to Billings?

The average round-trip price for all non-stop flights, flights with one layover, and flights with two layovers for the route found by users searching on KAYAK in the last 2 weeks.

Yes, flying with a layover may cost you more time, but you can also save money on the route, with a 1 stop layover the cheapest option at $302 on average.

Good to know

Low seasonFebruary
Cheapest flight$126
Best time to beat the crowds with an average 19% drop in price.
Most popular time to fly and prices are also 2% lower on average.
Flight from Chicago O'Hare Airport to Billings

When to book flights from Chicago to Billings

Are your dates flexible? Find out the best times to travel from Chicago to Billings based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs for booking flights from Chicago to Billings

  • How many flights are there between Chicago and Billings per day?

    There is a maximum of 1 nonstop flight a day that takes off from Chicago and lands in Billings, with an average flight time of 3h 27m. The most common departure time is 9:00 am and most flights take off in the morning. Each week, there are 7 flights.

  • What is the cheapest flight from Chicago to Billings?

    In the last 3 days, the lowest price for a flight from Chicago to Billings was $126 for a one-way ticket and $251 for a round-trip.

  • Do I need a passport to fly between Chicago and Billings?

    A passport is not required to fly from Chicago to Billings.

  • Which airports will I be using when flying from Chicago to Billings?

    On your way to Billings, you’ll fly out from one of these Chicago airports: Chicago Midway or Chicago O'Hare Intl. You’ll be landing at Billings Logan Intl.

  • Which airlines offer Wi-Fi service onboard planes from Chicago to Billings?

    Only American Airlines offers inflight Wi-Fi service on the Chicago to Billings flight route.

  • Which aircraft models fly most regularly from Chicago to Billings?

    The Embraer 175 is the aircraft model that flies most regularly on the Chicago to Billings flight route.

  • Which airline alliances offer flights from Chicago to Billings?

    Star Alliance, and oneworld are the airline alliances operating flights between Chicago and Billings, with Star Alliance being the most commonly used for this route.

  • On which days can I fly direct from Chicago to Billings?

    There are nonstop flights from Chicago to Billings on a daily basis.

  • Which is the best airline for flights from Chicago to Billings, Delta or United Airlines?

    The two airlines most popular with KAYAK users for flights from Chicago to Billings are Delta and United Airlines. With an average price for the route of $258 and an overall rating of 7.9, Delta is the most popular choice. United Airlines is also a great choice for the route, with an average price of $378 and an overall rating of 7.4.

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

    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 Chicago to Billings.

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

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

    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 Billings with an airline and back to Chicago with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Chicago to Billings?

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

KAYAK’s top tips for finding a cheap flight from Chicago to Billings

  • Looking for a cheap flight? 25% of our users found flights on this route for $478 or less round-trip.

Prefer to fly direct from Chicago to Billings?

 
Direct data is based off flight results for the next 60 days. Find direct flights from all airlines flying direct from Chicago to Billings Logan Intl.
Find which airlines fly direct from Chicago to Billings Logan Intl Airport, which days they fly and book direct flights.

Direct departures

Chicago to Billings Logan Intl

Monday

American Airlines,United Airlines

American Airlines,United Airlines

Tuesday

American Airlines,United Airlines

American Airlines,United Airlines

Wednesday

American Airlines,United Airlines

American Airlines,United Airlines

Thursday

American Airlines,United Airlines

American Airlines,United Airlines

Friday

American Airlines,United Airlines

American Airlines,United Airlines

Saturday

American Airlines,United Airlines

American Airlines,United Airlines

Sunday

American Airlines,United Airlines

American Airlines,United Airlines

See more direct flights

Direct returns

Billings Logan Intl to Chicago

Monday

American Airlines,United Airlines

American Airlines,United Airlines

Tuesday

American Airlines,United Airlines

American Airlines,United Airlines

Wednesday

American Airlines,United Airlines

American Airlines,United Airlines

Thursday

American Airlines,United Airlines

American Airlines,United Airlines

Friday

American Airlines,United Airlines

American Airlines,United Airlines

Saturday

American Airlines,United Airlines

American Airlines,United Airlines

Sunday

American Airlines,United Airlines

American Airlines,United Airlines

See more direct flights

Reviews of the top 3 airlines serving from Chicago to Billings

 
See real verified KAYAK customer reviews for airlines flying from Chicago to Billings. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Chicago to Billings? 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.
7.9
DeltaOverall score based on 8438 reviews
7.9Comfort
7.2Food
8.5Crew
8.1Boarding
7.8Entertainment
Airline reviews

This wasn't my experience with Delta. It was just the Pegasus flight. Seats were very hard. Staff was kinda rough. Not very nice. Charged me for snacks. For a 4 hour flight I would've expected more.

4.0 OkayAnonymous, Apr 2026
MYR - ATL
Read more Delta reviews

This wasn't my experience with Delta. It was just the Pegasus flight. Seats were very hard. Staff was kinda rough. Not very nice. Charged me for snacks. For a 4 hour flight I would've expected more.

Crew was nice, meal was good. Entertainment had to be rebooted 3 times and still did not work. Turns out there was residue on screen, it needed to be cleaned to prevent the touchscreen buttons from continuously activating. I had entertainment for the last 45 minutes of a 5 hour 45 minute flight. Really unacceptable for first class. Flight attendent indicated your cleaning solution creates this problem. Seems as if this is widely known, you should be using a different product or cleaning better. Really really disappointing which simply added to the wi fi on your planes with reliably never ever works.

The baggage belt was not updated on the Delta App and was displayed on the wrong belt board. Was not expecting this to happen.

The plan was delayed and left DC 90 minutes late. However, it showed a 20 minute delay on the delta app, then a 12 min delay. It turned out to be an hour delay. I found out where the plane was with flightaware. Stop keeping customers in the dark about what is going on.

Everything went smoothly, although the usual gripes about airline travel were still present: the boarding process is inefficient, the snack selection is limited, and so on. Since there was extra space on the flight, the gate agent rearranged many people's seats to put people on the aisles and windows, leaving the middle seats empty, as much as possible, which was pretty great.

Landed without a gate ready. Plane is extremely old and dirty.

All the amenities was wonderful, if they could keep their prices that low. I'd fly with them all the time.

Very old plane with no inflight entertainment. I purchased the internet pass and it was nearly unusable.

My tray was broken so i had no place to work or eat except my lap. Flight attendant said I would get an email with some credit or miles, it was a complete waste of time as I could only function at about 20% of normal. I have not received anything yet.

Short trip, no food and therefore no expectation for much interaction with staff who were pleasant and professional. My critique is on comfort of the seats. Exit rows and comfort seats do not provide enough personal space for 3 side-by-side seats, especially when in the middle row. Some passengers are not considerate of the middle seat and there should be signs that state something to the effect of: "please consider giving middle seats use of the armrests."

The crew was great. Very friendly and responsive. The plane was old, small and tight. We ran out of overhead space and I had to check. Middle seat was particularly tight.

Several missed and almost missed connections. It felt like everything was being patched together last minute without enough resources and it ended up being an extremely stressful experience that basically ruined our weekend on the west coast. What a waste.

Crew was friendly. Seats are too narrow, particularly when a big person is in the adjacent seat, but I understand this is due to smaller planes usually flight into Lincoln. I have experienced several flight delays going out and coming into Lincoln airport, I say maybe 50% or higher of the flights I've taken out of this airport have been delayed.

Great flight. Boarded efficiently. Arrived early at CLT. There was no in flight entertainment on this aircraft. Great crew.

The seat was comfortable. There was a lot of turbulence. If it weren't for that,it would have been okay.

Poor communication, flight was delayed for preventable reasons. I missed my connection.

No meal service to the back of the plane as it started late or was too slow to get it out before it was time to land.

Terrible, if possible won't be flying again anytime soon!

Efficient boarding and early departure. Very smooth flight. Early arrival in ATL. Great flight.

Smooth and easy boarding, comfortable for the entire 5 hour flight, and the seat back entertainment was great! I appreciated all the features, from location info and maps, movies, the ability to connect with Bluetooth headphones, and good selection of movies. Food was good, normal airline snacks (I didn’t purchase anything)

Original flight was on time, then late, then changed gates...4 times. Once our newest plane came in, it was fine.

I almost missed my flight and they helped me out enormously

Delays experienced in boarding/take off due to incoming plane delayed. However, the boarding time/depart time in the app was significantly delayed in providing these updates. Usually not updated until an hour after we should have already boarded. Poorly managed.

Moved to earlier flight which unexpectedly had maintenance issues initially indicated as quick fix to ultimately plane changes. Moved back to original flight, also delayed. In all cases customer updates and communication very unclear, no updates on drivers for delays.

Typical AA - late by 90+ mn. Gate changed twice... Changed the departure time 6 times No explanation, no communication on reasons for delay I travel with AA twice a year... and it is consistently very poor.. I will continue to use AA only when i have to.

The gate got changed several times and the flight was delayed over an hour. Awful experience

American continues to decline in their customer service and its beyond disappointing.

It was an older plane. First Class was not especially roomy or comfortable. It was a short flight so there were no meal but they did offer mixed nuts which used to be normal but now is rare. Crew member was very polite and professional.

Flight to Tampa was delayed taking off due to plane arriving late but no other issues

As previously stated the delay I experienced flying from Wichita to Chicago caused a host of issues. When I finally was able to be booked on the last remaining American flight from Chicago to Cincinnati, the gate changed four times with the last change occurring very near the scheduled boarding time. While I didn't have a problem moving from gate to gate, I did notice and make note of others that had mobility issues and had to move each time for the gate change.

Everything you need to know for your flight from Chicago to Billings

Information on your arrival and departure airports