Find Cheap Flights from Orlando to Chicago (MCO - CHI)

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Good to Know

Low Season:
January
Best time to beat the crowds
3%
expected price decrease
High Season:
June
Most popular time to fly
12%
expected price increase
Average Price:
$1087
(avg. price over the last 2 weeks)
Good Deal:
$1087
or less (round trip)

When to Book Flights from Orlando to Chicago

Average price per month
Flight prices as travel date approaches
-1 day
-2 days

Top tips for Finding a Cheap Flight

The cheapest flight from Orlando to Chicago was found 29 days before departure, on average.
Book at least 1 week before departure in order to get a below-average price.
High season is considered to be May, June and July. The cheapest month to fly is January.
Morning departure is around 30% more expensive than an evening flight, on average*.
*Average of the lowest prices shown in KAYAK’s search results for departures within the next 30 days

FAQs for Booking Orlando to Chicago Flights

How long does a flight from Orlando to Chicago take?
An average nonstop flight takes 2h 56m, covering a distance of 993 miles.
How many flights are there between Orlando and Chicago?
There are 949 (nonstop) flights between Orlando and Chicago per week, averaging 136 per day.
Which airlines provide the cheapest flights from Orlando to Chicago?
In the past 3 days, the cheapest round-trip tickets were found on Spirit Airlines ($87), Multiple Airlines ($127) and United ($141).
Do I need a passport to fly between Orlando and Chicago?
No.
Which airlines fly most frequently between Orlando and Chicago?
United (22 times daily), Southwest (20 times daily), American Airlines (12 times daily) are the most frequent flyers on this route.
What’s the cheapest day of the week to fly Orlando to Chicago?
For Orlando to Chicago, Wednesday is the cheapest day to fly on average and Thursday is the most expensive. Flying from Chicago back to Orlando, the best deals are generally found on Tuesday, with Monday being the most expensive.

Book cheap flights from Orlando to Chicago (round-trip)

Airports
Origin
Orlando
$87
only
$87
Destination
Chicago
$87
only
$87
$174
only
$174
Wed, Feb 28
MCO
ORD
3h 04m
Tue, Mar 6
ORD
MCO
2h 39m
Trip: 7 days
5.9OkayShow reviews
Overall 5.9 Okay
Based on 134 reviews
Overall
5.7
Boarding
6.0
Comfort
5.3
Crew
6.4
Entertainment
4.5
Food
4.6
MCO
ORD
Excellent 8.0

are flight was on time,the crew was great, very friendly.

you pay too much for luggage.you have to make the seat more comfortable.

MCO
ORD
Mediocre 3.6

Family of 5 of infant and toddler did not sit together.

MCO
ORD
Excellent 10.0

Was on time

MCO
ORD
Okay 4.3

We had issues with checking in 24 hours prior to our flight and had to call customer service 4 times before we spoke to anyone. And the only reason we ended speaking to someone is because we used the prompts for booking a new flight. Very frustrating.

MCO
ORD
Excellent 8.0

The seats are way to narrow. Kept bumping my neighbor.

Wed, May 16
MCO
ORD
2h 56m
Tue, May 22
ORD
MCO
2h 57m
Trip: 7 days
Overall 0.0 Poor
Based on 0 reviews
Wed, Mar 14
MCO
ORD
3h 00m
Sun, Mar 18
ORD
MCO
2h 46m
Trip: 5 days
7.9GoodShow reviews
Overall 7.9 Good
Based on 128 reviews
Overall
7.2
Boarding
7.4
Comfort
7.0
Crew
7.7
Entertainment
6.5
Food
6.4
MCO
ORD
Excellent 10.0

Refreshing to be on a flight that is not jam packed and it's still going where it needs to go. There was also more leg room. Very pleased!

MCO
ORD
Excellent 8.0

Everything went well on the two flight legs.. I just may subcontiously book UA flights to get more of those Dutch stlye cookies!

MCO
ORD
Excellent 8.0

The pretty airline girl

The kid who screamed for 2 hours straight. I know this is not uniteds fault.

MCO
ORD
Excellent 8.0

Direct flight on time. The gate person help us with seat assignments.

All the charges.

MCO
ORD
Excellent 10.0

The hostess upgraded our tickets to accommodate a family, she moved my husband and I towards the front not together but that's ok because he always sleeps the whole trip and we were only a row apart.FREE WIFI.

Actually not a thing, the flight attendants were all wonderful.

Tue, Jun 5
MCO
ORD
3h 27m
Wed, Jun 6
ORD
MCO
2h 57m
Trip: 2 days
6.4GoodShow reviews
Overall 6.4 Good
Based on 134 reviews
Overall
5.9
Boarding
6.4
Comfort
5.4
Crew
6.8
Entertainment
4.5
Food
4.7
MCO
ORD
Mediocre 2.0

Canceled on us last minute. Haven’t got refund and it inconvenienced us for the reason we were going. Had to find and pay for another flight on another airline to insure we got there. And that flight was awful. I was nervous about flying and this made my anxiety even worse

MCO
ORD
Good 7.0

The Air Bus 321 was clean and the staff were friendly.

They put us on a broken plane and it took 2.5hrs to fix and get us in the air. Offering a high rate credit card with miles on it is not at all acceptable.

MCO
ORD
Good 6.0

Comfortable smooth ride.

Baggage claim takes forever. Waited almost an hour after getting off plane. That is unacceptable. Missed my bus. This has happened both times I've flowned Frontier to Chicago. After 3 hour flight that's brutal. Won't fly Frontier with checked bags again.

MCO
ORD
Okay 5.6

Flight was on time. All but one crew member were pleasant and professional. Low cost initial fare, but...

Relatively short flight made absence of beverage and food/snack sufferable (without paying high end bar prices for for snack or drink). Paid for reasonable leg room, carry-ons and a checked bag. So, after all those fees, flight cost was average.

MCO
ORD
Good 7.5

No upsell pressure. I flew out on Spirit and back on Frontier. Both tickets were about the same price; both flights were at about the same time of day, and were filled about the same (almost full). But the experience with Spirit was atrocious. They take every opportunity to upsell on their website and at the kiosk (Frontier upsells too, but modestly and not in-my-face). The boarding area was messy and the boarding process was rushed and disorganized (Frontier's was...normal). And the Spirit crew was surly and unhelpful (again, the Frontier crew was...normal). Frontier is everything I expect in a cheap ticket: just plain, normal, pleasant, service.

The seats are painful -- hard, don't recline, too close together, too little space underneath, no power outlets.

Sat, Mar 3
MCO
ORD
3h 04m
Wed, Mar 7
ORD
MCO
2h 43m
Trip: 5 days
5.9OkayShow reviews
Overall 5.9 Okay
Based on 134 reviews
Overall
5.7
Boarding
6.0
Comfort
5.3
Crew
6.4
Entertainment
4.5
Food
4.6
MCO
ORD
Excellent 10.0

staff was courteous and plane was neat and clean. a very visible improvement on seating. overall good experience.

if bags are allowed this would be the most effective airline in America. Also add more destinations.

MCO
ORD
Mediocre 3.3

The Crew were nice and helpful.

In the gate they told me I don’t have a seat for me or my child they over-sold and they will give another flight but the thing is I had another international flight after it. Eventhough I made it to my next flight, I know it’s just because of luck because people didn’t show up for their flight. This was my first time fly with spirit airlines and I think the last one.

MCO
ORD
Excellent 10.0

Our flight attendant Carmen was Amazing!!

MCO
ORD
Mediocre 2.0

No

The flight was late, boarding took an extraordinary amount of time. Once on the plane, we had to wait 45 more minutes to refuel the plane. All told the delays added more than 3 hours.

MCO
ORD
Mediocre 3.6

Family of 5 of infant and toddler did not sit together.

Wed, Apr 4
MCO
MDW
5h 44m
Tue, Apr 10
MDW
MCO
4h 24m
Trip: 7 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 16027 reviews
Overall
8.0
Boarding
8.1
Comfort
7.8
Crew
8.4
Entertainment
7.5
Food
7.4
ATL
MEX
Excellent 10.0

Flight was on time, crew was friendly, plane was clean, and boarding was painless and efficient. Food was served which was a huge plus. I appreciate having a choice of almonds for a snack.

BOS
BNA
Excellent 8.0

Service vey Good. Nice choices. Comfort seating very nice

WiFi awful. Useless.

BOS
JFK
Excellent 9.3

The volume controls on the tv we’re pretty poor. Was either too loud or too soft with only 5-6 volume settings.

BOS
ATL
Okay 4.0

Comfort Plus allowed us to board early, useful USB ports.

MSP
CUN
Mediocre 2.0

nothing

They lost my luggage.

Sat, Mar 3
MCO
ORD
3h 04m
Wed, Mar 7
ORD
MCO
2h 43m
Trip: 5 days
5.9OkayShow reviews
Overall 5.9 Okay
Based on 134 reviews
Overall
5.7
Boarding
6.0
Comfort
5.3
Crew
6.4
Entertainment
4.5
Food
4.6
MCO
ORD
Mediocre 3.3

The Crew were nice and helpful.

In the gate they told me I don’t have a seat for me or my child they over-sold and they will give another flight but the thing is I had another international flight after it. Eventhough I made it to my next flight, I know it’s just because of luck because people didn’t show up for their flight. This was my first time fly with spirit airlines and I think the last one.

MCO
ORD
Okay 4.3

We had issues with checking in 24 hours prior to our flight and had to call customer service 4 times before we spoke to anyone. And the only reason we ended speaking to someone is because we used the prompts for booking a new flight. Very frustrating.

MCO
ORD
Mediocre 2.0

No

The flight was late, boarding took an extraordinary amount of time. Once on the plane, we had to wait 45 more minutes to refuel the plane. All told the delays added more than 3 hours.

MCO
ORD
Mediocre 2.0

When i checked in I was told that i could take my one paid for ( at check in prices) through the security and down the gate...they had put a green tag...no less then 3 people said wait right here when you de plane your bag will come up on ramp ...NOT baggage claim I waited 1/2 an hour before I was informed my bag was now in baggage claim.... Meaning run my butt of get my bag go to check in again through security to board another flight. and no help from this airlines I did make my connection.... really poor to say you will do something then totally screw up.

MCO
ORD
Mediocre 3.6

Family of 5 of infant and toddler did not sit together.

Wed, Apr 4
MCO
ORD
3h 04m
Tue, Apr 10
ORD
MCO
2h 45m
Trip: 7 days
Overall 0.0 Poor
Based on 0 reviews
Fri, Mar 2
MCO
ORD
3h 04m
Mon, Mar 5
ORD
MCO
2h 43m
Trip: 4 days
5.9OkayShow reviews
Overall 5.9 Okay
Based on 134 reviews
Overall
5.7
Boarding
6.0
Comfort
5.3
Crew
6.4
Entertainment
4.5
Food
4.6
MCO
ORD
Mediocre 2.0

When i checked in I was told that i could take my one paid for ( at check in prices) through the security and down the gate...they had put a green tag...no less then 3 people said wait right here when you de plane your bag will come up on ramp ...NOT baggage claim I waited 1/2 an hour before I was informed my bag was now in baggage claim.... Meaning run my butt of get my bag go to check in again through security to board another flight. and no help from this airlines I did make my connection.... really poor to say you will do something then totally screw up.

MCO
ORD
Excellent 10.0

Our flight attendant Carmen was Amazing!!

MCO
ORD
Excellent 8.0

are flight was on time,the crew was great, very friendly.

you pay too much for luggage.you have to make the seat more comfortable.

MCO
ORD
Mediocre 3.6

Family of 5 of infant and toddler did not sit together.

MCO
ORD
Mediocre 3.3

The Crew were nice and helpful.

In the gate they told me I don’t have a seat for me or my child they over-sold and they will give another flight but the thing is I had another international flight after it. Eventhough I made it to my next flight, I know it’s just because of luck because people didn’t show up for their flight. This was my first time fly with spirit airlines and I think the last one.

Tue, May 1
MCO
MDW
5h 05m
Sat, May 5
MDW
MCO
4h 53m
Trip: 5 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 16027 reviews
Overall
8.0
Boarding
8.1
Comfort
7.8
Crew
8.4
Entertainment
7.5
Food
7.4
SJC
SLC
Excellent 8.8

Good clean aircraft. Fairly comfortable seats. Even had a power outlet in my row. Not too bad for an aircraft from the late 70s.

for some reason, i had to pay to gate check a bag. It didnt seem like anyone else did while boarding my flight.

BOS
ATL
Okay 4.0

Comfort Plus allowed us to board early, useful USB ports.

GDL
ATL
Excellent 9.0

Staff was great!

No TV for movies.

ECP
ATL
Excellent 9.6

We have been on 6 flights over the last 8 days, all with Delta and we have already started telling people how wonderful the service was. Sherry on this last flight was amazing, working so hard all by herself as our flight attendant. We were very impressed. And the pilots all came out to say goodbye and thank you. All very nice...esp for me who needed some wheelchair assistance. We will certainly fly with you again in the future.

Smaller plane but ok for short flight

BOS
BNA
Excellent 8.0

Service vey Good. Nice choices. Comfort seating very nice

WiFi awful. Useless.

Tue, Apr 17
MCO
ORD
3h 16m
Sat, Apr 21
ORD
MCO
6h 52m
Trip: 5 days
Overall 0.0 Poor
Based on 0 reviews
Tue, Jun 5
MCO
MDW
5h 02m
Wed, Jun 6
MDW
MCO
4h 54m
Trip: 2 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 16027 reviews
Overall
8.0
Boarding
8.1
Comfort
7.8
Crew
8.4
Entertainment
7.5
Food
7.4
BOS
BNA
Excellent 8.0

Service vey Good. Nice choices. Comfort seating very nice

WiFi awful. Useless.

ATL
MEX
Excellent 10.0

Flight was on time, crew was friendly, plane was clean, and boarding was painless and efficient. Food was served which was a huge plus. I appreciate having a choice of almonds for a snack.

ATL
JNB
Okay 4.0

Aircraft seemed shabby despite refresh of Comfort Plus, food was really mediocre. Steer clear of the Asian Veg option.

DTW
MEX
Excellent 8.3

Even though I was disappointed by not being able to get the boarding passes from Delta for Aeromexico’s connecting flight to Bogota, I had an agent greet me after customs in Mexico to issue the boarding pass so I could use the transfer flight line. Excellent service throughout the entire trip.

Confusion over my boarding pass at the Delta terminal in Detroit.

BOS
ATL
Okay 4.0

Comfort Plus allowed us to board early, useful USB ports.

Fri, Mar 9
MCO
ORD
9h 25m
Mon, Mar 12
ORD
MCO
2h 38m
Trip: 3 days
5.9OkayShow reviews
Overall 5.9 Okay
Based on 134 reviews
Overall
5.7
Boarding
6.0
Comfort
5.3
Crew
6.4
Entertainment
4.5
Food
4.6
MCO
ORD
Excellent 8.0

The seats are way to narrow. Kept bumping my neighbor.

MCO
ORD
Mediocre 2.0

No

The flight was late, boarding took an extraordinary amount of time. Once on the plane, we had to wait 45 more minutes to refuel the plane. All told the delays added more than 3 hours.

MCO
ORD
Excellent 10.0

Our flight attendant Carmen was Amazing!!

MCO
ORD
Okay 4.3

We had issues with checking in 24 hours prior to our flight and had to call customer service 4 times before we spoke to anyone. And the only reason we ended speaking to someone is because we used the prompts for booking a new flight. Very frustrating.

MCO
ORD
Excellent 10.0

Was on time

Tue, Apr 24
MCO
ORD
3h 16m
Thu, Apr 26
ORD
MCO
2h 40m
Trip: 3 days
Overall 0.0 Poor
Based on 0 reviews
Wed, Jun 20
MCO
MDW
5h 05m
Sat, Jun 23
MDW
MCO
6h 55m
Trip: 4 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 16027 reviews
Overall
8.0
Boarding
8.1
Comfort
7.8
Crew
8.4
Entertainment
7.5
Food
7.4
BOS
BNA
Excellent 8.0

Service vey Good. Nice choices. Comfort seating very nice

WiFi awful. Useless.

DTW
YOW
Excellent 9.3

Please see above. Sherry was amazing

Plane was small and older but it was a short flight

ATL
DTW
Excellent 10.0

Pls see above

GDL
ATL
Excellent 9.0

Staff was great!

No TV for movies.

ATL
JNB
Okay 4.0

Aircraft seemed shabby despite refresh of Comfort Plus, food was really mediocre. Steer clear of the Asian Veg option.

Fri, Apr 20
MCO
ORD
3h 07m
Mon, Apr 23
ORD
MCO
2h 40m
Trip: 4 days
5.9OkayShow reviews
Overall 5.9 Okay
Based on 134 reviews
Overall
5.7
Boarding
6.0
Comfort
5.3
Crew
6.4
Entertainment
4.5
Food
4.6
MCO
ORD
Mediocre 2.0

No

The flight was late, boarding took an extraordinary amount of time. Once on the plane, we had to wait 45 more minutes to refuel the plane. All told the delays added more than 3 hours.

MCO
ORD
Mediocre 3.6

Family of 5 of infant and toddler did not sit together.

MCO
ORD
Okay 4.3

We had issues with checking in 24 hours prior to our flight and had to call customer service 4 times before we spoke to anyone. And the only reason we ended speaking to someone is because we used the prompts for booking a new flight. Very frustrating.

MCO
ORD
Excellent 10.0

Was on time

MCO
ORD
Excellent 10.0

Our flight attendant Carmen was Amazing!!

Thu, Mar 8
MCO
MDW
5h 09m
Mon, Mar 12
MDW
MCO
4h 40m
Trip: 4 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 16027 reviews
Overall
8.0
Boarding
8.1
Comfort
7.8
Crew
8.4
Entertainment
7.5
Food
7.4
GDL
ATL
Excellent 9.0

Staff was great!

No TV for movies.

ECP
ATL
Excellent 9.6

We have been on 6 flights over the last 8 days, all with Delta and we have already started telling people how wonderful the service was. Sherry on this last flight was amazing, working so hard all by herself as our flight attendant. We were very impressed. And the pilots all came out to say goodbye and thank you. All very nice...esp for me who needed some wheelchair assistance. We will certainly fly with you again in the future.

Smaller plane but ok for short flight

BOS
JFK
Excellent 9.3

The volume controls on the tv we’re pretty poor. Was either too loud or too soft with only 5-6 volume settings.

BOS
BNA
Excellent 8.0

Service vey Good. Nice choices. Comfort seating very nice

WiFi awful. Useless.

DTW
MEX
Excellent 8.3

Even though I was disappointed by not being able to get the boarding passes from Delta for Aeromexico’s connecting flight to Bogota, I had an agent greet me after customs in Mexico to issue the boarding pass so I could use the transfer flight line. Excellent service throughout the entire trip.

Confusion over my boarding pass at the Delta terminal in Detroit.

Sat, May 26
MCO
ORD
3h 07m
Wed, May 30
ORD
MCO
2h 40m
Trip: 5 days
5.9OkayShow reviews
Overall 5.9 Okay
Based on 134 reviews
Overall
5.7
Boarding
6.0
Comfort
5.3
Crew
6.4
Entertainment
4.5
Food
4.6
MCO
ORD
Excellent 10.0

Our flight attendant Carmen was Amazing!!

MCO
ORD
Mediocre 2.0

No

The flight was late, boarding took an extraordinary amount of time. Once on the plane, we had to wait 45 more minutes to refuel the plane. All told the delays added more than 3 hours.

MCO
ORD
Excellent 10.0

staff was courteous and plane was neat and clean. a very visible improvement on seating. overall good experience.

if bags are allowed this would be the most effective airline in America. Also add more destinations.

MCO
ORD
Excellent 8.0

are flight was on time,the crew was great, very friendly.

you pay too much for luggage.you have to make the seat more comfortable.

MCO
ORD
Excellent 8.0

The seats are way to narrow. Kept bumping my neighbor.

Thu, Apr 26
MCO
MDW
6h 09m
Tue, May 1
MDW
MCO
4h 24m
Trip: 6 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 16027 reviews
Overall
8.0
Boarding
8.1
Comfort
7.8
Crew
8.4
Entertainment
7.5
Food
7.4
ATL
MEX
Excellent 10.0

Flight was on time, crew was friendly, plane was clean, and boarding was painless and efficient. Food was served which was a huge plus. I appreciate having a choice of almonds for a snack.

ATL
DTW
Excellent 10.0

Pls see above

BOS
JFK
Excellent 9.3

The volume controls on the tv we’re pretty poor. Was either too loud or too soft with only 5-6 volume settings.

DTW
MEX
Excellent 8.3

Even though I was disappointed by not being able to get the boarding passes from Delta for Aeromexico’s connecting flight to Bogota, I had an agent greet me after customs in Mexico to issue the boarding pass so I could use the transfer flight line. Excellent service throughout the entire trip.

Confusion over my boarding pass at the Delta terminal in Detroit.

MSP
CUN
Mediocre 2.0

nothing

They lost my luggage.

Thu, Jun 14
MCO
ORD
3h 08m
Sun, Jun 17
ORD
MCO
2h 43m
Trip: 4 days
5.9OkayShow reviews
Overall 5.9 Okay
Based on 134 reviews
Overall
5.7
Boarding
6.0
Comfort
5.3
Crew
6.4
Entertainment
4.5
Food
4.6
MCO
ORD
Excellent 10.0

Flight was on time departing and arrival...

Could not lean back in the seats...but the flight was quick so that negates that.

MCO
ORD
Mediocre 3.3

The Crew were nice and helpful.

In the gate they told me I don’t have a seat for me or my child they over-sold and they will give another flight but the thing is I had another international flight after it. Eventhough I made it to my next flight, I know it’s just because of luck because people didn’t show up for their flight. This was my first time fly with spirit airlines and I think the last one.

MCO
ORD
Mediocre 3.6

Family of 5 of infant and toddler did not sit together.

MCO
ORD
Mediocre 2.0

When i checked in I was told that i could take my one paid for ( at check in prices) through the security and down the gate...they had put a green tag...no less then 3 people said wait right here when you de plane your bag will come up on ramp ...NOT baggage claim I waited 1/2 an hour before I was informed my bag was now in baggage claim.... Meaning run my butt of get my bag go to check in again through security to board another flight. and no help from this airlines I did make my connection.... really poor to say you will do something then totally screw up.

MCO
ORD
Okay 4.3

We had issues with checking in 24 hours prior to our flight and had to call customer service 4 times before we spoke to anyone. And the only reason we ended speaking to someone is because we used the prompts for booking a new flight. Very frustrating.

Show more results

Orlando to Chicago Flight Information

Avg. Flight Duration 2h 55m
Flights Arrive in Chicago
Flights Depart from Orlando
Flight Price $87
Distance 993 miles
Airlines Spirit Airlines, United, Frontier, Delta
*
Prices are per person and are for e–tickets and include all taxes & fees in USD.

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Why aren’t prices accurate 100% of the time?
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The fares displayed include all taxes and fees for economy class travel and were found by the provider in the last 72 hours. Seats are limited and may not be available on all flights and days. Fares are subject to change and may not be available on all flights or dates of travel. Some carriers charge additional fees for extra checked bags. Please check the carriers' sites.