Chicago — flights from Omaha to Chicago

Flight Deals from Omaha to Chicago from $162

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Good to Know

Essential information to help you plan your flight from Omaha to Chicago.

Timing Your Trip

The best day, time of day, season and booking window for this route.

Price Drop Deals

Express Deal
Southwest AirlinesSouthwest Airlinesfound Oct 12
11/10/26
4:00 pm
OMAEppley Airfield
1h 20m
11/10/26
5:20 pm
MDWChicago Midway Airport
11/17/26
10:05 am
MDWChicago Midway Airport
1h 30m
11/17/26
11:35 am
OMAEppley Airfield
$208
American AirlinesAmerican Airlinesfound Oct 12
11/10/26
12:24 pm
OMAEppley Airfield
1h 48m
11/10/26
2:12 pm
ORDChicago O Hare Airport
11/17/26
10:47 pm
ORDChicago O Hare Airport
1h 45m
11/18/26
12:32 am
OMAEppley Airfield
$211
Southwest AirlinesSouthwest Airlinesfound Oct 12
11/10/26
4:00 pm
OMAEppley Airfield
1h 20m
11/10/26
5:20 pm
MDWChicago Midway Airport
11/17/26
3:45 pm
MDWChicago Midway Airport
1h 35m
11/17/26
5:20 pm
OMAEppley Airfield
$208
American AirlinesAmerican Airlinesfound Oct 12
11/10/26
12:24 pm
OMAEppley Airfield
1h 48m
11/10/26
2:12 pm
ORDChicago O Hare Airport
11/17/26
1:47 pm
ORDChicago O Hare Airport
1h 46m
11/17/26
3:33 pm
OMAEppley Airfield
$211
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Southwest AirlinesSouthwest Airlinesfound Oct 12
11/10/26
5:50 am
OMAEppley Airfield
1h 30m
11/10/26
7:20 am
MDWChicago Midway Airport
11/17/26
10:05 am
MDWChicago Midway Airport
1h 30m
11/17/26
11:35 am
OMAEppley Airfield
$208
American AirlinesAmerican Airlinesfound Oct 12
11/10/26
12:24 pm
OMAEppley Airfield
1h 48m
11/10/26
2:12 pm
ORDChicago O Hare Airport
11/17/26
10:05 am
ORDChicago O Hare Airport
1h 47m
11/17/26
11:52 am
OMAEppley Airfield
$211
Southwest AirlinesSouthwest Airlinesfound Oct 12
11/10/26
10:55 am
OMAEppley Airfield
1h 30m
11/10/26
12:25 pm
MDWChicago Midway Airport
11/17/26
10:05 am
MDWChicago Midway Airport
1h 30m
11/17/26
11:35 am
OMAEppley Airfield
$208
American AirlinesAmerican Airlinesfound Oct 12
11/10/26
12:24 pm
OMAEppley Airfield
1h 48m
11/10/26
2:12 pm
ORDChicago O Hare Airport
11/17/26
5:50 pm
ORDChicago O Hare Airport
1h 47m
11/17/26
7:37 pm
OMAEppley Airfield
$211
Southwest AirlinesSouthwest Airlinesfound Oct 12
11/10/26
4:00 pm
OMAEppley Airfield
1h 20m
11/10/26
5:20 pm
MDWChicago Midway Airport
11/17/26
8:55 pm
MDWChicago Midway Airport
1h 45m
11/17/26
10:40 pm
OMAEppley Airfield
$208
American AirlinesAmerican Airlinesfound Oct 12
11/10/26
8:37 am
OMAEppley Airfield
1h 53m
11/10/26
10:30 am
ORDChicago O Hare Airport
11/17/26
10:47 pm
ORDChicago O Hare Airport
1h 45m
11/18/26
12:32 am
OMAEppley Airfield
$211

Top Deals on flights from Omaha to Chicago

Omaha, US (OMA) - Chicago, US (CHI)

Southwest AirlinesSouthwest Airlines

Nov 1

5:30 am
OMAEppley Airfield
1h 35mNonstop

Nov 1

7:05 am
MDWChicago Midway Airport
Search More

as low as

$162

Omaha, US (OMA) - Chicago, US (CHI)

American AirlinesAmerican Airlines

Nov 1

8:07 pm
OMAEppley Airfield
1h 53mNonstop

Nov 1

10:00 pm
ORDChicago O Hare Airport
Search More

as low as

$165

Omaha, US (OMA) - Chicago, US (CHI)

Southwest AirlinesSouthwest Airlines

Nov 1

5:55 pm
OMAEppley Airfield
4h 45m1 stop · STL

Nov 1

10:40 pm
MDWChicago Midway Airport
Search More

as low as

$172

Omaha, US (OMA) - Chicago, US (CHI)

Southwest AirlinesSouthwest Airlines

Nov 1

2:30 pm
OMAEppley Airfield
5h 10m1 stop · DCA

Nov 1

7:40 pm
MDWChicago Midway Airport
Search More

as low as

$172

Omaha, US (OMA) - Chicago, US (CHI)

Southwest AirlinesSouthwest Airlines

Nov 1

6:40 pm
OMAEppley Airfield
6h 25m1 stop · DAL

Nov 2

1:05 am
MDWChicago Midway Airport
Search More

as low as

$172

Omaha, US (OMA) - Chicago, US (CHI)

Southwest AirlinesSouthwest Airlines

Nov 1

2:30 pm
OMAEppley Airfield
7h 50m1 stop · DCA

Nov 1

10:20 pm
MDWChicago Midway Airport
Search More

as low as

$172

Omaha, US (OMA) - Chicago, US (CHI)

Southwest AirlinesSouthwest Airlines

Nov 1

5:15 pm
OMAEppley Airfield
7h 50m1 stop · HOU

Nov 2

1:05 am
MDWChicago Midway Airport
Search More

as low as

$172

Omaha, US (OMA) - Chicago, US (CHI)

Southwest AirlinesSouthwest Airlines

Nov 1

8:15 pm
OMAEppley Airfield
9h 25m1 stop · LAS

Nov 2

5:40 am
MDWChicago Midway Airport
Search More

as low as

$172

Omaha, US (OMA) - Chicago, US (CHI)

Southwest AirlinesSouthwest Airlines

Nov 1

7:50 pm
OMAEppley Airfield
9h 55m1 stop · PHX

Nov 2

5:45 am
MDWChicago Midway Airport
Search More

as low as

$172

Omaha, US (OMA) - Chicago, US (CHI)

American AirlinesAmerican Airlines

Nov 1

6:00 am
OMAEppley Airfield
6h 24m1 stop · DFW

Nov 1

12:24 pm
ORDChicago O Hare Airport
Search More

as low as

$175

Omaha, US (OMA) - Chicago, US (CHI)

Southwest AirlinesSouthwest Airlines

Nov 1

5:55 pm
OMAEppley Airfield
7h 10m2 stops · STL, DAL

Nov 2

1:05 am
MDWChicago Midway Airport
Search More

as low as

$177

Omaha, US (OMA) - Chicago, US (CHI)

Southwest AirlinesSouthwest Airlines

Nov 1

5:15 pm
OMAEppley Airfield
7h 50m2 stops · HOU, DAL

Nov 2

1:05 am
MDWChicago Midway Airport
Search More

as low as

$177

Best Chicago Hotel + Flight Packages

Omaha - Chicago packages

Best Chicago Hotel + Flight + Car Packages

Omaha - Chicago packages

When is the cheapest time to fly?

Cheapest in late August at about $249

Fares from Omaha to Chicago are lowest in late August, around $249, and August is the cheapest month overall, averaging $258. They peak in late March at about $298, $49 more than the low. The yearly average is $275.

JanFebMarAprMayJunJulAugSepOctNovDec$0$60$120$180$240$300$360
Show the data
When is the cheapest time to fly?
MonthAverage fareEarly monthLate month
January$261$263$259
February$261$260$262
March$296$295$298
April$269$271$267
May$286$275$296
June$288$295$282
July$288$287$289
August$258$267$249
September$269$258$279
October$274$280$269
November$266$258$274
December$283$272$295

How far in advance should I book?

Cheapest about 7 weeks out at $211

Book about 7 weeks before departure for the best fares from Omaha to Chicago, around $211. Booking in the final days before the flight costs about $268, $57 more. Booking six months ahead runs about $327.

1w2w1mo2mo3mo4mo5mo$0$40$80$120$160$200$240$280$320$360
Show the data
How far in advance should I book? (selected points, lowest and highest included)
Days before departureAverage fare
180 days$327
172 days$324
164 days$324
156 days$323
148 days$320
140 days$309
132 days$291
124 days$279
116 days$263
108 days$250
100 days$246
92 days$240
84 days$231
76 days$228
68 days$227
2mo$221
52 days$213
48 days$211
44 days$211
36 days$212
28 days$217
20 days$225
12 days$239
4 days$259
0 days$268

What's the cheapest day of the week to fly?

Wednesday is the cheapest day of the week to fly from Omaha to Chicago. At $307 it is 9% cheaper than the average day. Sunday is the most expensive day, 14% above average.

$384Sun$341Mon$331Tue$307Wed$340Thu$342Fri$321Sat
Show the data
What's the cheapest day of the week to fly?
DayAverage fare
Sun$384
Mon$341
Tue$331
Wed$307
Thu$340
Fri$342
Sat$321

When is the best time of day to fly?

Morning (5am - 12pm) is the cheapest time of day to fly from Omaha to Chicago. At $311 it is 8% cheaper than the average time. Afternoon (2pm - 5pm) is the most expensive time, 7% above average.

$311Morning$334Midday$360Afternoon$345Evening
Show the data
When is the best time of day to fly?
Time of dayAverage fare
Morning$311
Midday$334
Afternoon$360
Evening$345

What do round-trip flights from Omaha to Chicago cost?

Share of fares in each price range, adjusted to current prices.

36%$150to $30033%$300to $45020%$450to $6006%$600to $7504%$750to $9001%$900and up
Show the data
What do round-trip flights from Omaha to Chicago cost?
Price rangeShare of fares
$150 to $30036%
$300 to $45033%
$450 to $60020%
$600 to $7506%
$750 to $9004%
$900 and up1%
Methodology: learn how we calculate these charts

The charts “When is the cheapest time to fly?”, “How far in advance should I book?”, “What's the cheapest day of the week to fly?” and “What do round-trip flights from Omaha to Chicago cost?” are built from the prices Priceline customers actually paid for flights on this route over the past 12 months or more.

Where a route has too few bookings to fill every point in a chart, we borrow the shape of the curve from a group of routes with similar price behavior and fit it to the fares booked on this route.

Because past fares don’t reflect today’s market, we then adjust the historical prices for current conditions such as inflation and fuel costs, using the round-trip fares found in recent searches on this route.

The chart “When is the best time of day to fly?” is calculated directly from the fares found in recent searches, not from historical bookings.

Frequently Asked Questions

Everything you need to know about flying from Omaha to Chicago.

What is the typical flight duration from Omaha to Chicago?

Flights from Omaha to Chicago cover about 420 miles, with a typical nonstop flight time of 1 hour 25 minutes. The return leg from Chicago to Omaha takes about 1 hour 30 minutes, so the two directions are nearly identical in duration.
Methodology
Flight times and distances come from our flight-schedule database, which combines published airline timetables, U.S. government schedule data from the Bureau of Transportation Statistics (BTS), and observed flight operations from the EUROCONTROL/OpenSky Open Performance Data Initiative (OPDI). The typical flight time is the median scheduled block time across all carriers on the route, computed the same way in both directions so the difference reflects prevailing winds rather than any change in method. Distance is the great-circle distance between the two airports, so the actual flown track is typically 2-5% longer.

Are there any direct flights from Omaha to Chicago?

Yes, there are direct flights from Omaha to Chicago. United and American fly nonstop from Omaha to O'Hare, with United operating up to 28 weekly flights and American up to 27 weekly flights, all daily. Southwest also flies nonstop from Omaha to Midway with up to 27 weekly flights, operating daily.
Methodology
Airlines and weekly frequencies are compiled from our flight-schedule database, which combines published airline timetables, U.S. government schedule data from the Bureau of Transportation Statistics (BTS), and observed flight operations from the EUROCONTROL/OpenSky Open Performance Data Initiative (OPDI). We count each operating carrier's scheduled weekly departures and the days it flies; where there is no nonstop service, connecting carriers are identified by linking scheduled nonstop segments through common hub airports. Where a median fare is shown for a carrier, it reflects the real fares Priceline users found on this route in the last 72 hours.

What are the ground transportation options in Chicago?

From Chicago O'Hare, the CTA Blue Line 'L' train is the most-used and most economical option, running 24/7 and reaching downtown in about 45 minutes for $5. Taxis and rideshares like Uber and Lyft are also available from designated areas, costing $35–$60 and taking roughly 30–40 minutes to downtown. Metra commuter rail and Pace buses offer additional public transit connections from the Multi Modal Facility, and numerous car rental companies operate at the airport. Limousine and chauffeur services can be pre-arranged as well. The Blue Line is the fastest cheap option, while taxis and rideshares are the quickest door-to-door.
References

When is the cheapest time to fly from Omaha to Chicago?

Fares from Omaha to Chicago are lowest in late August, around $249. August is the cheapest month overall, averaging $258, followed by February ($261) and January ($261). March is the most expensive month at about $296, and fares peak in late March at about $298. The yearly average is $275. Fares are adjusted to current market conditions.
Methodology
Seasonal fares come from Priceline's own air booking-summary archive, analysed in-house and refreshed monthly. For each day of the year we take a representative round-trip fare, a blend of the 25th-percentile and average ticket price over the route's bookings, and smooth the series into a seasonal curve; the half-month low and high and the monthly figures quoted here are averages of that curve. Thin and international routes borrow their seasonal shape from the nearest busy routes, with the price level anchored to the route's own bookings.

How far in advance should I book tickets from Omaha to Chicago?

Book about 7 weeks before departure for the best fares from Omaha to Chicago, around $211. Booking in the final days before the flight costs about $268, $57 more. Booking six months ahead runs about $327. Fares are adjusted to current market conditions.
Methodology
Booking-window guidance comes from the same monthly in-house analysis of Priceline's own air booking-summary archive. We aggregate the route's bookings by how many days before departure they were made, from about 180 days out to the day of travel, smooth the curve, and highlight the stretch of lead times with the lowest average fare. Thin and international routes borrow the curve shape from the nearest busy routes, anchored to the route's own price level. It reflects current fares and is refreshed monthly.

Are overnight (red‑eye) flights available from Omaha to Chicago?

There are no nonstop red-eye flights from Omaha to Chicago, but connecting itineraries with an overnight leg do operate — Southwest runs red-eyes from Phoenix (departing 12:35 AM, arriving Chicago Midway 5:45 AM) and from Las Vegas (departing 12:10 AM, arriving Chicago Midway 5:40 AM), each arriving the next morning after a layover at its connecting hub.
Methodology
Red-eye flights are identified from scheduled local departure and arrival times and block times in our flight-schedule database — built from published airline timetables and official schedule data, including U.S. Department of Transportation records for domestic routes. A flight counts as a red-eye when it departs in the afternoon or evening (3 p.m. or later local time) or in the early hours before 4 a.m., and is in the air at some point between midnight and 4 a.m. local time at both its departure airport and its arrival airport. An evening flight that lands before midnight at its destination is never counted, nor is a morning departure or a daytime long-haul that reaches the next calendar date only because of time zones. Each red-eye is labelled with its timing (for example, overnight and landing the next morning, or late-night and landing after midnight). For connecting itineraries the same rule is applied to the longer leg, from one representative day's flight search.

Which airlines usually operate this route from Omaha to Chicago?

United Airlines, Southwest Airlines, and American Airlines operate nonstop flights between Omaha and Chicago. United flies to O'Hare up to 28 weekly flights, Southwest to Midway up to 27 weekly flights, and American to O'Hare with up to 34 weekly flights including regional service operated by Envoy Air, Republic Airways, and SkyWest. All carriers fly daily, with departures spread from early morning through evening. No per-carrier fares are available for this route.
Methodology
Airlines and weekly frequencies come from our flight-schedule database, which combines published airline timetables, U.S. government schedule data from the Bureau of Transportation Statistics (BTS), and observed flight operations from the EUROCONTROL/OpenSky Open Performance Data Initiative (OPDI). We count each operating carrier's scheduled weekly departures and the days it flies; where there is no nonstop service, connecting carriers are identified by linking scheduled nonstop segments through common hub airports. Where a typical fare is shown for a carrier, it is the median of the real fares Priceline users found on this route in the last 72 hours.

How reliable are on‑time arrivals on this route from Omaha to Chicago?

Omaha to Chicago is a reliable route overall, with Southwest leading at an 83.1% arrival on-time rate and just a 1.3% cancellation rate. American follows at 81.0% with 2.3% cancellations, then United Express (operated by SkyWest) at 79.5%, United at 78.1%, Republic at 75.2%, and Envoy (operating for American) at 72.5%.
Methodology
On-time arrival and cancellation rates come from the U.S. Bureau of Transportation Statistics (BTS) Airline On-Time Performance dataset, which covers U.S. domestic routes only; a flight counts as on time when it arrives within 15 minutes of schedule. Carriers are ranked by arrival on-time rate on this route, and the carrier list itself comes from our flight-schedule database, which combines published airline timetables, U.S. government schedule data from the Bureau of Transportation Statistics (BTS), and observed flight operations from the EUROCONTROL/OpenSky Open Performance Data Initiative (OPDI).

Which airport should I use in Chicago?

O'Hare is the primary airport for flights from Omaha and most major airlines use it. Midway is smaller and closer to downtown, mainly serving Southwest and other low-cost carriers.

How do I get to Omaha Eppley Airfield from the city center?

To reach Eppley Airfield from downtown Omaha, Metro Transit Line 106 provides limited weekday-only rush-hour bus service to the airport, though it runs infrequently and is most useful for commuters. Taxis and ride-share services like Uber are the most popular and fastest options, offering direct door-to-door service in about 10-15 minutes from the city center. Driving yourself is also straightforward, with multiple on-site parking garages and surface lots ranging from economy rooftop spaces to covered premier parking, all within walking distance or a short shuttle ride of the terminal.
References

Are there hotels or sleeping facilities at Chicago airport?

Chicago O'Hare International Airport has the Hilton Chicago O'Hare Airport Hotel directly on site, located opposite Terminals 1, 2, and 3 and connected by underground pedestrian tunnels. There is no transit hotel inside the secure area, so overnight layover travelers must exit security and re-clear screening the next day. A number of nearby hotels, including the Rose Hotel, Sonesta, Staybridge Suites, La Quinta by Wyndham, and Hampton Inn, are situated 1.8 to 2.1 miles from the airport, and most offer free airport shuttle service.
References

What facilities and services are available to travelers at Chicago O'Hare International Airport?

Chicago O'Hare International Airport offers unlimited free Wi-Fi throughout all terminals, both before and after security. Seated power stations with AC outlets for charging laptops and phones are located throughout the terminals, with specific locations like Terminal 1 Gate B5 and Terminal 5 Gate M13. Mother's Rooms and Mamava lactation pods for nursing and baby care are available in every terminal, open 24/7, with locations such as Terminal 1 Gate B10 and Terminal 2 near Gates E5 and F9. Travelers can also find a yoga room in Terminal 3 near the rotunda, and retail outlets in Terminal 5 offer luxury goods. There are no smoking lounges at the airport.
References

Are there accessible services or children's facilities at the Omaha and Chicago airports?

Eppley Airfield in Omaha offers accessible parking near the entrance, an ADA-compliant main entrance with no steps, and ADA-compliant restrooms; travelers with disabilities can use the Level 1 South Garage pick-up/drop-off area or contact the Airport Communications Center at 402-661-8100 for assistance. Chicago O'Hare International Airport provides wheelchair assistance coordinated by each airline, TSA Cares support for security screening, a Companion Plus Restroom with accessible showers, service animal relief areas, and sensory-friendly resources including the Sunflower lanyard program. To arrange mobility assistance at either airport, contact your airline directly before travel; at O'Hare, TSA Cares can be reached at 855-787-2227 for screening accommodations.
References

What aircraft are typically used on flights from Omaha to Chicago?

United operates the most flights from Omaha to Chicago, using Boeing 737-900 and Airbus A320 family aircraft. Southwest flies Boeing 737 family jets to Midway, while American and its regional partners use Airbus A320 family, Embraer E175, Embraer E170, and Bombardier CRJ-700 aircraft on routes to O'Hare.
Methodology
Aircraft types come from our flight-schedule database, which combines published airline timetables, U.S. government schedule data from the Bureau of Transportation Statistics (BTS), and observed flight operations from the EUROCONTROL/OpenSky Open Performance Data Initiative (OPDI). For U.S. routes the type is grounded in the tail number that actually operated the flight; elsewhere it comes from the airline's filed equipment code. Where the source does not commit to a specific variant we name the aircraft family (for example Airbus A320 family) rather than guess, and where no reliable type is on file the aircraft is omitted rather than estimated. Types describe typical scheduled equipment and can vary with seasonal or day-of-week assignments and last-minute swaps.

Which airline alliances serve flights from Omaha to Chicago?

From Omaha to Chicago, United Airlines and American Airlines fly nonstop into O'Hare, while Southwest Airlines serves Midway — so the alliances on this route are Star Alliance (United) and oneworld (American), with many United and American flights operated by regional carriers like SkyWest, Envoy, and Republic. Southwest belongs to no alliance. Other alliances may reach Chicago from Omaha via connections.
Methodology
Airlines and weekly frequencies are compiled from our flight-schedule database, which combines published airline timetables, U.S. government schedule data from the Bureau of Transportation Statistics (BTS), and observed flight operations from the EUROCONTROL/OpenSky Open Performance Data Initiative (OPDI). We count each operating carrier's scheduled weekly departures and the days it flies; where there is no nonstop service, connecting carriers are identified by linking scheduled nonstop segments through common hub airports. Where a median fare is shown for a carrier, it reflects the real fares Priceline users found on this route in the last 72 hours.

What are the best airport lounge options when departing from Omaha?

Omaha's Eppley Airfield will welcome its first-ever airport lounge when an Escape Lounge opens in 2027 as part of the terminal expansion. Access will be available to any passenger purchasing a pass at the door, regardless of airline or ticket class, with complimentary access for select credit card holders and members of programs like Priority Pass or Dragon Pass. The lounge will offer complimentary food and drink, a full-service bar, high-speed Wi-Fi, charging ports, restrooms, televisions, and expansive views of the airfield from its third-floor location.
References

Are same‑day changes or standby possible on this route?

Policies differ by airline and fare; flexible and premium tickets usually allow same-day changes or standby, while Basic Economy generally does not.