MCO - CHI

$105 Find Cheap Flights from Orlando to Chicago - Compare and Save

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Everything you should know

Cheapest round-trip
$177
Typical prices: $145-$317
Frontier
Fri 10/12Mon 10/15
MCO - ORD • Non-stop
Cheapest one-way
$105
Typical prices: $106-$239
Frontier
Sun 11/11
MCO - ORD • 1 stop
Nonstop flights
You can fly direct with United Airlines, Southwest and others. Average duration is 3h 07m.
Direct flights
+1
Direct flights
+1
Top routes
Cheapest • 27% average savings
Most popular
Insights
Insights
Avoid delays
Most punctual • 91% on-time
Best time • Fewest delays
Insights
Insights
When to book
in advance
Our data shows that travelers who book at least 8 weeks in advance save around 31% compared to booking last minute.
Insights
Insights
When to travel
Cheapest • 32% price drop
Most popular
Good to know
+1
Good to know
+1
Top layover airports
Cheapest • Avg $262 (round-trip)
Shortest trip • 5h 41m (one-way)
Insights
Insights
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Flight Deals
Booking Insights
Expert advice
Flight Deals

Cheap Flights from Orlando to Chicago (MCO-CHI)

 
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Orlando to Chicago

Sat, Nov 7 - Mon, Nov 9
Frontier Logo
6:30 am - 8:46 amMCO  Orlando-ORD Chicago O'Hare Intl
3h 16mnonstop
Frontier Logo
6:00 am - 8:10 amORD  Chicago O'Hare Intl-MCO Orlando
25h 10m2 stops Baltimore/Washington Atlanta Hartsfield-Jackson
$177Frontier
Sat, Sep 26 - Wed, Sep 30
Frontier Logo
8:51 pm - 10:59 pmMCO  Orlando-ORD Chicago O'Hare Intl
3h 08mnonstop
Frontier Logo
3:50 pm - 7:46 pmORD  Chicago O'Hare Intl-MCO Orlando
2h 56mnonstop
$177Frontier
Fri, Sep 18 - Mon, Sep 21
Multiple Airlines Logo
8:51 pm - 10:59 pmMCO  Orlando-ORD Chicago O'Hare Intl
3h 08mnonstop
Multiple Airlines Logo
6:20 am - 10:34 pmORD  Chicago O'Hare Intl-MCO Orlando
15h 14m2 stops Baltimore/Washington Blountville Tri Cities TN/VA
$178Multiple Airlines
Thu, Nov 12 - Sun, Nov 15
Multiple Airlines Logo
7:40 am - 12:18 pmMCO  Orlando-RFD Chicago Greater Rockford
5h 38m1 stop Nashville Intl
Multiple Airlines Logo
10:30 am - 9:38 pmRFD  Chicago Greater Rockford-MCO Orlando
34h 08m2 stops Fort Lauderdale Atlanta Hartsfield-Jackson
$187Multiple Airlines
Wed, Oct 14 - Mon, Oct 19
United Airlines Logo
7:47 pm - 10:00 pmMCO  Orlando-ORD Chicago O'Hare Intl
3h 13mnonstop
United Airlines Logo
3:35 pm - 7:31 pmORD  Chicago O'Hare Intl-MCO Orlando
2h 56mnonstop
$237United Airlines
Tue, Sep 29 - Tue, Sep 29
United Airlines Logo
9:10 am - 11:20 amMCO  Orlando-ORD Chicago O'Hare Intl
3h 10mnonstop
United Airlines Logo
6:15 pm - 10:07 pmORD  Chicago O'Hare Intl-MCO Orlando
2h 52mnonstop
$237United Airlines
Thu, Oct 1 - Tue, Oct 6
Southwest Logo
8:10 am - 10:00 amMCO  Orlando-MDW Chicago Midway
2h 50mnonstop
Southwest Logo
7:45 am - 11:20 amMDW  Chicago Midway-MCO Orlando
2h 35mnonstop
$237Southwest
Tue, Oct 13 - Thu, Oct 15
Southwest Logo
6:35 am - 8:25 amMCO  Orlando-MDW Chicago Midway
2h 50mnonstop
Southwest Logo
8:40 pm - 12:15 amMDW  Chicago Midway-MCO Orlando
2h 35mnonstop
$237Southwest
Tue, Dec 22 - Tue, Dec 29
American Airlines Logo
6:10 am - 8:25 amMCO  Orlando-ORD Chicago O'Hare Intl
3h 15mnonstop
American Airlines Logo
8:15 am - 12:09 pmORD  Chicago O'Hare Intl-MCO Orlando
2h 54mnonstop
$237American Airlines
Thu, Sep 24 - Thu, Oct 1
American Airlines Logo
8:23 am - 10:30 amMCO  Orlando-ORD Chicago O'Hare Intl
3h 07mnonstop
American Airlines Logo
7:36 pm - 11:32 pmORD  Chicago O'Hare Intl-MCO Orlando
2h 56mnonstop
$237American Airlines
Booking Insights

Price, demand and travel trends for Orlando Airport to Chicago flights

Use KAYAK data on prices, travel dates, airlines and seasonal trends to compare options and book flights from Orlando Airport to Chicago with more confidence.

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

Round-trip flights from Orlando Airport to Chicago start at $177. Prices are typical for this route right now, with typical round-trip fares ranging from $145 to $317. The lowest price found in the past 5 days was $177 on Frontier.

What is the cheapest Orlando Airport to Chicago flight route?

Orlando Airport (MCO) to Chicago Midway Airport (MDW) is the cheapest Orlando Airport to Chicago route, averaging $211 round-trip. Other Orlando Airport to Chicago routes average $325, based on KAYAK data over the past 12 months.

What's the cheapest day of the week to fly from Orlando Airport to Chicago?

Thursday is the cheapest day of the week to fly from Orlando Airport to Chicago, it is 8% cheaper than the average day. Monday is the most expensive day with flight prices 28% higher than average. Based on deals found by KAYAK users in the last 12 months.

What is the cheapest month to fly from Orlando Airport to Chicago?

  • February is the cheapest month to fly from Orlando Airport to Chicago at $151 round-trip.
  • June ($342) and July ($315) are the most expensive months.
  • The price difference between flying in the cheapest and most expensive months is 126% on average.
This is based on KAYAK aggregated and averaged internal data over the past 12 months.

When are prices from Orlando Airport to Chicago the cheapest?

Flights from Orlando Airport to Chicago are cheapest 8 weeks before departure. Booking in this window typically costs about 31% less than the average last-minute fare (within 2 weeks of the flight), based on KAYAK data.

Expert advice

Expert advice for your flight from Orlando to Chicago

 
KAYAK teamed up with top travel experts to share the best tips for your journey.
Our travel experts
Stefanie Waldek

Stefanie Waldek

Expert on Frontier, United Airlines, ORD, MDW and MCO

Stefanie Waldek is a freelance space, travel, and design writer based in Saratoga Springs, NY. Her words have appeared in Space.com, Travel + Leisure, Condé Nast Traveler, Architectural Digest, and House Beautiful, among other publications. An expert in aviation and expedition cruising, Stefanie is frequently up in the air or on the sea, likely en route to Antarctica or the Arctic.

Blane Bachelor

Blane Bachelor

Expert on Southwest

Blane Bachelor is a journalist and editor specializing in travel and aviation who writes regularly for top global outlets. Born and raised in Florida, Blane has worked and lived in four countries, including the Netherlands, where she’s currently based with her family. Her favorite way to get to know a new destination is by running or riding a bike around town – or hearing a spooky ghost story about local history. She will always choose the window seat.

Harriet Baskas

Harriet Baskas

Expert on American Airlines

Harriet is an award-winning journalist who is happiest in an airport or an unusual museum. Her stories about airports, air travel, and the business of travel have appeared on NBC News, CNBC, USA TODAY, The Points Guy and other outlets. She is the creator of the StuckatTheAirport.com blog and the author of nine books. When not out on the road or exploring the latest airport amenities, she’s home in Seattle getting ready for the next adventure.

Key details for Orlando Airport to Chicago flights

Low season

February

Cheapest flight

$105
Best time to beat the crowds with an average 32% drop in price.
Most popular time to fly and prices are also 20% lower on average.
Flight from Orlando Airport to Chicago O'Hare Intl Airport

When to book flights from Orlando to Chicago

Are your dates flexible? Find out the best times to travel from Orlando to Chicago based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price

Your Orlando Airport to Chicago flight questions, answered

Find helpful route details based on KAYAK data, including flight times, airports, airlines and booking questions.

  • Is there an area at Chicago O'Hare where I can relax after my flight?

    O'Hare International Airport (ORD) has a few lounge areas provided by various airlines. If you’re flying United Airlines, the lounge area will be located at Terminal 1, Gate B6, B16, or B18, or at Terminal 2, Gate F9. The United Polaris lounge (by United Airlines) is available for international premium cabin travelers only; it is located at Terminal 1, Gate C18.

  • Is there a non-stop flight from Orlando to Chicago?

    Yes, you can find nonstop flights via Southwest Airlines, which lands at Midway International Airport (MDW), or with Spirit Airlines or Frontier Airlines, which fly to Chicago O’Hare (ORD).

  • Does Midway International Airport close at night?

    At MDW Airport, only passengers with tickets are allowed in the passenger terminal between 12 am and 4 am.

  • Is it possible to rent a car once I arrive at O’Hare International Airport (ORD)?

    Chicago O'Hare International Airport has several options for renting a vehicle. There’s a free 24h shuttle outside the Lower Level baggage claim area that will transport you to the rental facility (the Multi-Modal Facility or MMF).

  • Is there a smoking area at Midway Airport (MDW)?

    The airport has designated areas for smoking outside the terminals. However, marijuana is prohibited at the airport. Smoking of any kind, including vaping, is not permitted inside the terminal or within any of its three concourses, thanks to the City of Chicago's Clean Indoor Air Ordinance.

  • Where can I spend the night after deplaning at Chicago O'Hare International Airport late at night?

    One of the accommodation options for late-night travelers deplaning at ORD is Hampton Inn Chicago-O'Hare International Airport Hotel. Located about a 10-minute walk from the airport, the hotel is ranked among the highly demanded. For convenience, consider advance booking.

  • What is the best way of connecting to Orlando International Airport from downtown Orlando?

    To connect from Downtown Orlando to MCO, you can consider boarding a shuttle, a taxi or a bus. Despite taxis and shuttle buses offering faster transport options, the Lynx bus system that connects downtown to MCO via routes 11 and 51 is arguably the most convenient option, probably due to its lower prices.

  • Can Persons with Reduced Mobility (PRMs) easily fly from Orlando to Chicago?

    Thanks to the costless PRM-friendly amenities, PRMs connecting from MCO to ORD face little to no challenges. Provided you informed your airline in advance, you will be accorded complimentary disabled services at both MCO and ORD. Among these services is the availability of the returnable wheelchair in front of any ticket counter near you.

  • Which family-friendly airline can I use for my flight from Orlando to Chicago?

    When traveling with your children from MCO to ORD, Frontier Airlines should form part of your airline options. The airline offers some of the top family-friendly amenities, making traveling with children much easier. Its family-friendly amenities include children's activity books and discounted infant rates.

  • What luggage handling services can I access at Orlando International Airport?

    The availability of affordable luggage handling services is one benefit you could consider when choosing Orlando International Airport (MCO) as your departure airport for your flight from Orlando to Chicago. The airport provides affordable luggage carts and luggage wrapping services on level 1 A of the main terminal and luggage storage and lockers on level 1 B.

  • Does Orlando International Airport have an onsite hotel where travelers with early morning flights can spend the night?

    Orlando International Airport (MCO) has a number of onsite hotels where travelers with an early morning flight can spend the night. Among these onsite hotels are; Hyatt Regency Orlando International Airport, Hampton Inn Orlando Airport, and the Marriott Orlando Airport Lakeside. Most of these hotels are conveniently accessed in the airport complex.

  • Which airlines offer extra legroom and free seat selection on Orlando Airport to Chicago flights?

    Among airlines operating Orlando Airport to Chicago flights:

    • Frontier: offers free seat selection
    • American Airlines: offers extra legroom; offers free seat selection
    • United Airlines: offers extra legroom; offers free seat selection
    • Southwest: offers free seat selection

    Extra legroom and free seat selection availability depends on fare class and route.

  • What airlines are available from Orlando Airport to Chicago?

    4 airlines operate flights between Orlando Airport and Chicago. The airlines offering nonstop flights on this route include:

    • United Airlines
    • Southwest
    • American Airlines
    • Frontier

  • Which airports can I use when flying from Orlando Airport to Chicago?

    Flights from Orlando Airport to Chicago usually depart from Orlando (MCO) and may arrive at several airports in Chicago area, including Chicago Midway (MDW), Chicago O'Hare Intl (ORD) and Chicago Greater Rockford (RFD).

  • Which airlines include bags at no extra cost on Orlando Airport to Chicago flights?

    Here are some options for this route, based on selected ticket types and cabin classes:

    • Frontier: a cabin bag and a checked bag in Economy Class
    • American Airlines: a cabin bag and a checked bag in Economy Class
    • United Airlines: a cabin bag and a checked bag in Economy Class

    Bag allowance can vary by ticket type, cabin class, route and airline, so travelers should check the fare details before booking.

  • What cabin classes can I book on flights from Orlando Airport to Chicago?

    Four cabin classes are available on flights from Orlando Airport to Chicago:

    • Economy Class
    • Premium Economy Class
    • Business Class
    • First Class

    Prices vary by airline.

  • How much can I save by taking a layover when flying from Orlando Airport to Chicago?

    On this route, nonstop flights are cheaper than layover options on average. Nonstop fares average $221 round-trip, compared to $262 via a layover through Atlanta Hartsfield-Jackson (ATL).

  • What is the standard checked-bag allowance on flights from Orlando Airport to Chicago?

    There is no standard. Checked-bag policies vary by airline on this route. Most carriers charge $35–$100 for the first checked bag in economy. Premium fares and elite-status bookings typically include a free checked bag.

  • Which airports do connecting flights from Orlando Airport to Chicago pass through?

    One-stop flights from Orlando Airport to Chicago most commonly connect through:

    • Atlanta Hartsfield-Jackson (ATL) - 73% of one-stop connections
    • New York John F Kennedy Intl (JFK) - 13% of one-stop connections
    • Charlotte Douglas (CLT) - 8% of one-stop connections
    • Dallas/Fort Worth (DFW) - 2% of one-stop connections

    Atlanta Hartsfield-Jackson (ATL) handles the largest share of one-stop connections on this route.

  • Can I save money by using flexible dates for flights from Orlando Airport to Chicago?

    Yes. Being flexible with your travel dates can save you up to 28% on the Orlando Airport to Chicago route. Thursday is the cheapest departure day at $204 round-trip on average, while Monday is the most expensive at $283, a difference of $79. KAYAK's flexible dates feature shows options up to 3 days before and after your selected dates, making it easier to compare nearby fares.

  • At what point is a flight considered delayed from Orlando Airport to Chicago?

    A flight is considered delayed when it departs 15 minutes or more after its scheduled time. This is the standard used by the US Department of Transportation and most airline industry reporting. On the Orlando Airport to Chicago route, 18% of flights were delayed in the past 3 months, with delays averaging 2 hours 34 minutes.

  • How are flight departures from Orlando Airport to Chicago spread across the day?

    Morning is the busiest departure period on Orlando Airport to Chicago flights, with 41% of flights leaving in that window. Afternoon departures account for 32%, evening flights for 23%, and night flights for 4%.

  • What popular places can I visit in Chicago?

    Some of the most popular sights in Chicago are Magnificent Mile, Grant Park and River North. These are among the most viewed places in Chicago on KAYAK.

  • What are the earliest and latest flights from Orlando Airport to Chicago?

    These are the earliest and latest flight times available from Orlando Airport to Chicago:

    • Earliest: departs at 5:20 am and lands at 8:27 am
    • Latest: departs at 10:50 pm and lands at 1:57 am.

    The flight takes about 3h 07m.

  • How expensive are last-minute Orlando Airport to Chicago flights?

    Last-minute fares on this route - booked within 2 weeks of departure - run 22% above the route average of $221. Book 8 weeks before departure for the lowest fares.

  • How long is a flight from Orlando Airport to Chicago?

    A nonstop flight from Orlando Airport to Chicago takes 3h 07m, covering 994 miles.

  • Do I need a passport to fly from Orlando Airport to Chicago?

    No, a passport is not required for this domestic route, but you will need a real ID-compliant driver's license, a state ID, or another TSA-accepted form of identification.

  • How are flight prices from Orlando Airport to Chicago looking right now?

    One-way fares from Orlando Airport to Chicago are currently lower than usual. Average one-way flight prices are about $115, which is 31% below the typical average for this route.

  • How does United Airlines’s on-time performance compare to other airlines on Orlando Airport to Chicago flights?

    United Airlines is slightly above the route average for timely arrivals, while Frontier has a lower on-time arrival rate. On-time arrival rates on Orlando Airport to Chicago flights are:

    • United Airlines: 91% on time
    • Frontier: 85% on time
    • American Airlines: 84% on time

    Overall, flights on this route are on time 82% of the time on average.

  • How do delay rates compare for morning and evening flights from Orlando Airport to Chicago?

    Morning flights have the fewest delays on this route. Delays tend to pile up throughout the day as one late flight pushes the next, so earlier departures are usually more reliable.

  • How much time can I save by choosing a different layover airport from Orlando Airport to Chicago?

    Flying via Chicago O'Hare Intl (ORD) gives the shortest average 1-stop total travel time at 5h 41m, compared with 6h 13m via Charlotte Douglas (CLT) and 6h 13m via Minneapolis St Paul (MSP).

  • What is the time difference between Orlando Airport and Chicago?

    Chicago is 1 hour behind Orlando Airport (Central Time vs Eastern Time). Plan for the time shift when scheduling connections or first-day activities.

  • What car rental options are available in Chicago?

    Since Chicago is served by multiple airports, car rental options and rates can vary depending on which one you fly into.
    Near Chicago O'Hare Intl Airport (ORD) — daily rates from around $17:

    · Routes Car & Truck Rentals
    · Europcar
    · Hertz
    · Dollar
    · Ace

    Near Chicago Midway Airport (MDW) — daily rates from around $32:

    · Hertz
    · Dollar
    · Budget
    · Alamo
    · Rent-A-Wreck

    Near Chicago Greater Rockford Airport (RFD) — daily rates from around $30:

    · Alamo
    · Enterprise Rent-A-Car
    · Budget
    · Avis
    · National

  • How much should I expect to pay for a Orlando Airport to Chicago flight?

    Round-trip flights from Orlando Airport to Chicago range from $145 to $317, with an average of $221 over the past 12 months. Anything below $145 counts as a good deal.

  • Which airlines offer Wi-Fi on Orlando Airport to Chicago flights?

    Two airlines offer in-flight Wi-Fi on Orlando Airport to Chicago flights:

    • • American Airlines
    • • JetBlue

    Pricing varies by airline and fare class. Some plans are included with the ticket or loyalty program; others are paid add-ons priced by flight length.

Your guide to booking Orlando Airport to Chicago flights

Get tips on when to book, when to fly and what to know before your trip.
  • If your dates can be flexible, aim for a Thursday departure instead of Monday. On this route, Thursday flights average $204 - about $79 less than Monday (28% savings) based on the last 12 months.
  • For the best chance at a low fare, aim to book around 8 weeks before you fly. On this route, that window historically saves about 31% versus last-minute pricing (KAYAK booking data, last 12 months).
  • If you can choose when to travel, plan your Orlando Airport to Chicago trip for February. Fares historically average $151 round-trip in that month - typically $191 less than the most expensive month, which is June (based on the last 12 months).
  • If arriving on time is high on your priority list, United Airlines is the strongest pick on this route. 91% of United Airlines flights from Orlando Airport to Chicago arrived on time in the past 3 months, slightly above the route's average on-time arrival rate of 82%. When flights on this route do arrive late, the average delay is 2 hours 34 minutes, so choosing a carrier with strong on-time performance can make a difference on tight schedules.
  • If you're arriving late at night and need somewhere to stay, check out these hotels close to Chicago Midway Airport.
    - DoubleTree by Hilton Chicago Midway Airport
    - Holiday Inn Chicago - Midway Airport S by IHG
  • Chicago has two major airports, O’Hare International Airport (ORD), located to the northwest of the Loop Business District, and Midway International Airport (MDW), located to the south of Chicago. Both airports are located relatively close to the Loop Business District; ORD is 14 miles from the Loop District, and MDW is 8 miles from the Loop District.
  • If you’d like to relax after your flight, both airports have yoga rooms where you can recharge. Additional facilities include a nursing room for nursing mothers, as well as airport art exhibits that include sculptures, paintings, and murals. O'Hare International Airport has additional facilities, including a health club where you can exercise and enjoy a steam room for an extra fee, and an aeroponic garden with a plentiful variety of plants, including purple basil and thyme.
  • There’s public transportation stationed outside both airports, which is useful for accessing different parts of Chicago. The airport shuttles are convenient means to travel from either airport to the Paris city center and nearby suburbs. From O'Hare International Airport, you can use CTA Blue Line trains and buses, which connect O'Hare to surrounding neighborhoods.
  • From Midway International Airport (MDW), you can use the CTA Orange Line, which connects Midway to downtown Chicago between the approximate hours of 4 am to 1 am.
  • If you’re traveling with your pet, nearby hotels like the Hilton Chicago O'Hare Airport have pet-friendly rooms. This option might be convenient for business travelers as well since the hotel provides a business center and meeting rooms.
  • Midway International Airport has several parking options, ranging from hourly to long-term parking. Parking fees are paid based on the length of time a vehicle remains at the facility. There’s also parking available in all parking areas around the airport for people with disabilities. You can contact the Parking Garage Office if you have any questions.
  • Orlando is home to Orlando Executive Airport (ORL), Orlando Sanford International Airport (SFB), and Orlando International Airport (MCO). However, most travelers who fly from Orlando to Chicago consider MCO as their departure airport. This is probably due to its greater number of airlines and flights connecting to Chicago O'Hare International Airport (ORD).
  • If you're a business traveler anticipating a long layover at ORD, you may consider purchasing your United Club entry ticket in advance. During your lengthy layover, the lounge will provide a comfortable setting for you to conduct your routine business meetings and other activities.
  • You don't have to endure a frustrating, tedious, lengthy layover at ORD. To break the waiting time boredom, consider spotting activities in one of the numerous observation decks. Some of these observation decks are accessed in Terminal 2, Mezzanine Level, and Terminal 3 near gate G17.

Prefer to fly direct from Orlando to Chicago?

 
Find which airlines fly direct from Orlando Airport to Chicago, which days they fly and book direct flights.

Direct departures

Orlando to Chicago

Monday

American Airlines,Frontier,Southwest, +1 more

American Airlines,Frontier, +2 more

Tuesday

American Airlines,Frontier,Southwest, +1 more

American Airlines,Frontier, +2 more

Wednesday

American Airlines,Frontier,Southwest, +1 more

American Airlines,Frontier, +2 more

Thursday

American Airlines,Frontier,Southwest, +1 more

American Airlines,Frontier, +2 more

Friday

American Airlines,Frontier,Southwest, +1 more

American Airlines,Frontier, +2 more

Saturday

American Airlines,Frontier,Southwest, +1 more

American Airlines,Frontier, +2 more

Sunday

American Airlines,Frontier,Southwest, +1 more

American Airlines,Frontier, +2 more

See more direct flights

Direct returns

Chicago to Orlando

Monday

American Airlines,Frontier,Southwest, +1 more

American Airlines,Frontier, +2 more

Tuesday

American Airlines,Frontier,Southwest, +1 more

American Airlines,Frontier, +2 more

Wednesday

American Airlines,Frontier,Southwest, +1 more

American Airlines,Frontier, +2 more

Thursday

American Airlines,Frontier,Southwest, +1 more

American Airlines,Frontier, +2 more

Friday

American Airlines,Frontier,Southwest, +1 more

American Airlines,Frontier, +2 more

Saturday

American Airlines,Frontier,Southwest, +1 more

American Airlines,Frontier, +2 more

Sunday

American Airlines,Frontier,Southwest, +1 more

American Airlines,Frontier, +2 more

See more direct flights

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

Other airlines flying from Orlando to Chicago