CHI - BIL

$105 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 4/4. 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
Travelers love KAYAK
41.299.237 searches in the past 7 days on KAYAK

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Everything you should know

Cheapest round-trip
$249
United Airlines
Sat 5/2Sat 5/9
ORD - BIL • 1 stop
Cheapest non-stop
$279
American Airlines
Mon 8/17Sat 8/22
ORD - BIL • Non-stop
Top airlines
United Airlines
Cheapest • from $249 (round-trip)
Delta
Best reviews • 7.9 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
Nonstop flights
Every day
You can fly direct with American Airlines and United Airlines. Average duration is 0
Direct flights
Direct flights
+1
+1
Direct flights
Direct flights
+1
Top routes
ORD
-
BIL
Cheapest
ORD
-
BIL
Most popular
Insights
Insights
Insights
Insights
Avoid delays
American Airlines
Most punctual • 84% on-time
Afternoon flights
Best time • Fewest delays
Insights
Insights
Insights
Insights
Top layover airports
Minneapolis (MSP)
Cheapest • Avg $256 (round-trip)
Minneapolis (MSP)
Shortest trip • 5h 03m (one-way)
Insights
Insights
Insights
Insights
When to travel
August
Cheapest • 32% price drop
July
Most popular
Good to know
Good to know
+1
+1
Good to know
Good to know
+1
Start a new search
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

Sat, May 2 - Sat, May 9
United Airlines Logo
7:00 am - 1:23 pm
ORD
-
BIL
7h 23m
1 stop
United Airlines Logo
5:51 pm - 12:58 am
BIL
-
ORD
6h 07m
1 stop
$249United Airlines
Sat, May 23 - Thu, May 28
Delta Logo
5:41 pm - 11:06 pm
ORD
-
BIL
6h 25m
1 stop
Delta Logo
5:35 am - 11:52 am
BIL
-
ORD
5h 17m
1 stop
$269Delta
Tue, Jul 28 - Mon, Aug 3
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
$273United Airlines
Sat, May 23 - Thu, May 28
Delta Logo
5:41 pm - 11:06 pm
ORD
-
BIL
6h 25m
1 stop
Delta Logo
6:27 am - 6:05 pm
BIL
-
ORD
10h 38m
2 stops
$274Delta
Mon, Aug 17 - Sat, Aug 22
Delta Logo
5:20 pm - 10:37 pm
ORD
-
BIL
6h 17m
1 stop
Delta Logo
5:45 am - 2:58 pm
BIL
-
ORD
8h 13m
2 stops
$279Delta
Sat, May 23 - Thu, May 28
United Airlines Logo
7:52 pm - 10:15 pm
ORD
-
BIL
3h 23mnonstop
United Airlines Logo
4:10 pm - 12:44 am
BIL
-
ORD
7h 34m
1 stop
$283United Airlines
Thu, Apr 30 - Mon, May 4
Multiple Airlines Logo
5:15 am - 9:14 am
ORD
-
BIL
28h 59m
2 stops
Multiple Airlines Logo
10:34 am - 6:47 am
BIL
-
ORD
19h 13m
1 stop
$284Multiple Airlines
Thu, Aug 13 - Sat, Aug 22
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
$286American Airlines
Sat, Jun 6 - Sun, Jun 14
Delta Logo
5:41 pm - 11:06 pm
ORD
-
BIL
6h 25m
1 stop
Delta Logo
6:15 am - 11:29 am
BIL
-
ORD
4h 14m
1 stop
$294Delta
Thu, Apr 30 - Mon, May 4
Multiple Airlines Logo
5:20 am - 9:14 am
ORD
-
BIL
28h 54m
2 stops
Multiple Airlines Logo
10:34 am - 6:47 am
BIL
-
ORD
19h 13m
1 stop
$297Multiple 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.

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 $254 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 Monday and avoid Sundays if you are looking for the best rates. For your return to Chicago, you’ll find the best rates on Wednesdays 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 August, where tickets cost $259 (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 $267 on average.

Good to know

Low seasonJanuary
Cheapest flight$105
Best time to beat the crowds but there is an average 24% increase in price.
Most popular time to fly and prices are also 3% 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

  • 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 $105 for a one-way ticket and $249 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.

  • 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 $365 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 $275 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 8248 reviews
7.2Food
8.1Boarding
7.9Comfort
8.5Crew
7.8Entertainment
Airline reviews

The whole experience was excellent. As it most often is with Delta

10.0 ExcellentRay, Mar 2026
LGA - MCO
Read more Delta reviews

The whole experience was excellent. As it most often is with Delta

Cabin was not pressurized properly. Several passengers had respiratory difficulties.

I was happy that I was able to get a last minute flight but unfortunately my seat was a middle seat. Even with Delta Comfort I wasn't comfortable

There’s not much to say about a one hour flight. This is a connection from LA to RNO that I missed the previous night due to a mechanical check delay on my originating flight from JFK to LAX. The short flight itself was fine. Instructions from the pilot and crew were per usual. The coffee was barely lukewarm, which possibly was purposeful so we would down it quickly. Bags were already on carousel upon reaching baggage claim, which was excellent.

Flight was warm for first few hours and quite rough

Seat was extremely hard which made even a short 1 hour 20 minute flight fairly uncomfortable.

Everything was good except wifi and a leaking drink chiller. The floor was all wet and my bag was soaked. Did not notice until debarking. Have not heard back from Delta. Even though this was leg one of an international flight in first class, they denied access to their Sky Club - very disappointing!

The staff was fine. The plane was extremely tight, and I paid for the wifi and it did not work at all. I was actually going to ask for a refund.

two hour delay and the Delta representative on the PA system was unable to understand

An awesome flight crew. FC seat cushion just doesn’t cut it for a 3+ hour flight.

This trip did not start off well. The inbound flight was delayed about 20 minutes. Then, after initial onboarding, the passengers had to deplane due to a mechanical problem. That took about 30 minutes to fix and be cleared. Then, reboarding was chaotic. It took a long time to sort passengers and two passengers on standby were ticketed but there was no seat. So, they had to deplane. One of the flight crew was trying to help passengers figure out a place to put their carry-on bags and that took more time. In the end, our scheduled 10:30 am departure did not actually take off until about 12:05 pm CST. The flight itself was long but we got to Houston. Some passengers missed their connecting flights and had to rebook. Not the best of flights I've had.

We were delayed for about an hour from taking off due to traffic control procedures at the destination airport. But once in the air, the flight went well. The crew members were great and provided cabin service despite moderate turbulence during much of the flight.

Short flight, but no drink/snack service. The flights both going and coming were delayed.

Not being stranded in Chicago for her airport to 11:30 tomorrow morning the 3rd

I was fully checked in the prior night and i was unchecked and then didn’t have a seat when I boarded. Instead of an aisle seat, I was out in the middle seat of the very last row of the plane.

In overall it was a good experience, the only down point was that the entertainment screen was working properly.

They lost my luggage, so, not happy. The crew was nice but my suitcases never made it, still trying to find out what happened!

I understand weather is an issue, but making us chase our plane down at five scheduled gates across three terminals in an airport the size of O'Hare was unfair. They'd have probably been better off to leave gates as TBD until the inbound plane is in final approach instead of running us all over the place. Also, props to the consistently-unprepared ground crew in Richmond for once again leaving my lane parked short of the gate because they couldn't have a crew in place on time with 2 hours notice...

cabin crew was OK, food was OK, the trip from the US to Munich was actually pretty bad comfort wise. Noisy aircraft, lights never dimmed even in Business class (night flight) barely sufficient amenities for the price. I have millions of miles with United but TBH American is gaining ground and Delta has always been marginally better then United although on paper United has more longes and cheaper upgrades.

Essy to get on. The hostess gave very little pop, the plane was late getting in, and we are still waiting for our bags. This sucks. :/

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.

Maintenance took a very long time and then we were in a holding pattern. While a one-off maintenance issue is standard, there were delays on both of my flights for this trip based on maintenance issues with the planes, which delayed both flights over 45 minutes. Thankfully, I didn't have any connections but it wasn't an experience that would make me pick AA if I have other options.

No Snacks or Entertainment. The flight was short, snacks should still be given.

See prior comment about how Kayak mishandled my reservation and delayed my arrival by 6 hours.

Boarding delayed 20 minutes for no reason, no wifi, in flight entertainment, or snacks / waters?

Delayed an hour due to operational issues. Minimal apologies or care for the significant inconvenience caused. Landed at nearly 1am and they still couldn’t find ground staff to get us off the plane promptly.

The aircraft had several problems - from excess fuel to non operational ac. Two hours of delay in Chicago could have been avoided with proper planning and aircraft maintenance.

Crew in Columbia was not prepared for landing. It was a bit of a disaster and getting bags took forever.

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

Information on your arrival and departure airports