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Flights from Orlando to Chicago (MCO to CHI)

Discover alternate routes & cheap one way flights from Orlando to Chicago (MCO to CHI) within a departure date range.

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  • USD 146
    Spirit Airlines
    11:07am - 8:35pm
    Tue Sep 24th
    10h 28m
    Orlando (MCO) → Chicago (ORD)
    1 Stop

    Tue Sep 24th 2024 Spirit Airlines · NK 2062 Depart at 11:07am from Orlando (MCO) Fly for 1h 37m Arrive at 12:44pm in Atlanta (ATL)

    Layover in Atlanta for 6h 41m

    Tue Sep 24th 2024 Spirit Airlines · NK 1306 Depart at 7:25pm from Atlanta (ATL) Fly for 2h 10m Arrive at 8:35pm in Chicago (ORD)

  • USD 146
    Spirit Airlines
    11:00am - 8:35pm
    Wed Sep 25th
    10h 35m
    Orlando (MCO) → Chicago (ORD)
    1 Stop

    Wed Sep 25th 2024 Spirit Airlines · NK 2062 Depart at 11:00am from Orlando (MCO) Fly for 1h 37m Arrive at 12:37pm in Atlanta (ATL)

    Layover in Atlanta for 6h 48m

    Wed Sep 25th 2024 Spirit Airlines · NK 1306 Depart at 7:25pm from Atlanta (ATL) Fly for 2h 10m Arrive at 8:35pm in Chicago (ORD)

  • USD 154
    Frontier Airlines
    12:11pm - 1:59pm
    Thu Sep 26th
    2h 48m
    Orlando (MCO) → Chicago (MDW)
    Direct

    Thu Sep 26th 2024 Frontier Airlines · F9 1457 Depart at 12:11pm from Orlando (MCO) Fly for 2h 48m Arrive at 1:59pm in Chicago (MDW)

  • USD 154
    Frontier Airlines
    10:59pm - 12:59am
    Tue Sep 24th
    3h 0m
    Orlando (MCO) → Chicago (ORD)
    Direct

    Tue Sep 24th 2024 Frontier Airlines · F9 3043 Depart at 10:59pm from Orlando (MCO) Fly for 3h 0m Arrive at 12:59am in Chicago (ORD)

  • USD 154
    Spirit Airlines
    9:03pm - 11:10pm
    Tue Sep 24th
    3h 7m
    Orlando (MCO) → Chicago (ORD)
    Direct

    Tue Sep 24th 2024 Spirit Airlines · NK 2056 Depart at 9:03pm from Orlando (MCO) Fly for 3h 7m Arrive at 11:10pm in Chicago (ORD)

  • USD 154
    Spirit Airlines
    9:50pm - 11:57pm
    Thu Sep 26th
    3h 7m
    Orlando (MCO) → Chicago (ORD)
    Direct

    Thu Sep 26th 2024 Spirit Airlines · NK 2056 Depart at 9:50pm from Orlando (MCO) Fly for 3h 7m Arrive at 11:57pm in Chicago (ORD)

  • USD 154
    Spirit Airlines
    10:16pm - 12:23am
    Wed Sep 25th
    3h 7m
    Orlando (MCO) → Chicago (ORD)
    Direct

    Wed Sep 25th 2024 Spirit Airlines · NK 2056 Depart at 10:16pm from Orlando (MCO) Fly for 3h 7m Arrive at 12:23am in Chicago (ORD)

  • USD 154
    Spirit Airlines
    1:01pm - 3:08pm
    Thu Sep 26th
    3h 7m
    Orlando (MCO) → Chicago (ORD)
    Direct

    Thu Sep 26th 2024 Spirit Airlines · NK 793 Depart at 1:01pm from Orlando (MCO) Fly for 3h 7m Arrive at 3:08pm in Chicago (ORD)

  • USD 154
    Spirit Airlines
    4:47pm - 6:57pm
    Tue Sep 24th
    3h 10m
    Orlando (MCO) → Chicago (ORD)
    Direct

    Tue Sep 24th 2024 Spirit Airlines · NK 793 Depart at 4:47pm from Orlando (MCO) Fly for 3h 10m Arrive at 6:57pm in Chicago (ORD)

  • USD 154
    Spirit Airlines
    4:47pm - 6:57pm
    Wed Sep 25th
    3h 10m
    Orlando (MCO) → Chicago (ORD)
    Direct

    Wed Sep 25th 2024 Spirit Airlines · NK 793 Depart at 4:47pm from Orlando (MCO) Fly for 3h 10m Arrive at 6:57pm in Chicago (ORD)

  • USD 189
    Frontier Airlines
    9:00am - 10:48am
    Mon Sep 23rd
    2h 48m
    Orlando (MCO) → Chicago (MDW)
    Direct

    Mon Sep 23rd 2024 Frontier Airlines · F9 1457 Depart at 9:00am from Orlando (MCO) Fly for 2h 48m Arrive at 10:48am in Chicago (MDW)

  • USD 189
    Frontier Airlines
    10:59pm - 12:59am
    Mon Sep 23rd
    3h 0m
    Orlando (MCO) → Chicago (ORD)
    Direct

    Mon Sep 23rd 2024 Frontier Airlines · F9 3043 Depart at 10:59pm from Orlando (MCO) Fly for 3h 0m Arrive at 12:59am in Chicago (ORD)

  • USD 209
    United Airlines
    9:25am - 11:31am
    Wed Sep 25th
    3h 6m
    Orlando (MCO) → Chicago (ORD)
    Direct

    Wed Sep 25th 2024 United Airlines · UA 1941 Depart at 9:25am from Orlando (MCO) Fly for 3h 6m Arrive at 11:31am in Chicago (ORD)

  • USD 224
    Spirit Airlines
    9:03pm - 11:10pm
    Mon Sep 23rd
    3h 7m
    Orlando (MCO) → Chicago (ORD)
    Direct

    Mon Sep 23rd 2024 Spirit Airlines · NK 2056 Depart at 9:03pm from Orlando (MCO) Fly for 3h 7m Arrive at 11:10pm in Chicago (ORD)

  • USD 224
    Spirit Airlines
    4:47pm - 6:57pm
    Mon Sep 23rd
    3h 10m
    Orlando (MCO) → Chicago (ORD)
    Direct

    Mon Sep 23rd 2024 Spirit Airlines · NK 793 Depart at 4:47pm from Orlando (MCO) Fly for 3h 10m Arrive at 6:57pm in Chicago (ORD)

  • USD 258
    Spirit Airlines
    9:14am - 1:08pm
    Wed Sep 25th
    4h 54m
    Orlando (MCO) → Chicago (ORD)
    1 Stop

    Wed Sep 25th 2024 Spirit Airlines · NK 1148 Depart at 9:14am from Orlando (MCO) Fly for 1h 53m Arrive at 11:07am in Charlotte (CLT)

    Layover in Charlotte for 0h 48m

    Wed Sep 25th 2024 Spirit Airlines · NK 498 Depart at 11:55am from Charlotte (CLT) Fly for 2h 13m Arrive at 1:08pm in Chicago (ORD)

  • USD 258
    Spirit Airlines
    9:14am - 1:08pm
    Tue Sep 24th
    4h 54m
    Orlando (MCO) → Chicago (ORD)
    1 Stop

    Tue Sep 24th 2024 Spirit Airlines · NK 1148 Depart at 9:14am from Orlando (MCO) Fly for 1h 53m Arrive at 11:07am in Charlotte (CLT)

    Layover in Charlotte for 0h 48m

    Tue Sep 24th 2024 Spirit Airlines · NK 498 Depart at 11:55am from Charlotte (CLT) Fly for 2h 13m Arrive at 1:08pm in Chicago (ORD)

  • USD 258
    Spirit Airlines
    2:00pm - 6:26pm
    Wed Sep 25th
    5h 26m
    Orlando (MCO) → Chicago (ORD)
    1 Stop

    Wed Sep 25th 2024 Spirit Airlines · NK 555 Depart at 2:00pm from Orlando (MCO) Fly for 1h 50m Arrive at 2:50pm in New Orleans (MSY)

    Layover in New Orleans for 1h 2m

    Wed Sep 25th 2024 Spirit Airlines · NK 3164 Depart at 3:52pm from New Orleans (MSY) Fly for 2h 34m Arrive at 6:26pm in Chicago (ORD)

  • USD 258
    Spirit Airlines
    6:53pm - 11:58pm
    Tue Sep 24th
    6h 5m
    Orlando (MCO) → Chicago (ORD)
    1 Stop

    Tue Sep 24th 2024 Spirit Airlines · NK 1374 Depart at 6:53pm from Orlando (MCO) Fly for 2h 35m Arrive at 8:28pm in Houston (IAH)

    Layover in Houston for 0h 54m

    Tue Sep 24th 2024 Spirit Airlines · NK 821 Depart at 9:22pm from Houston (IAH) Fly for 2h 36m Arrive at 11:58pm in Chicago (ORD)

  • USD 258
    Spirit Airlines
    5:02am - 10:14am
    Tue Sep 24th
    6h 12m
    Orlando (MCO) → Chicago (ORD)
    1 Stop

    Tue Sep 24th 2024 Spirit Airlines · NK 316 Depart at 5:02am from Orlando (MCO) Fly for 2h 38m Arrive at 7:40am in New York (LGA)

    Layover in New York for 0h 55m

    Tue Sep 24th 2024 Spirit Airlines · NK 779 Depart at 8:35am from New York (LGA) Fly for 2h 39m Arrive at 10:14am in Chicago (ORD)

  • USD 260
    United Airlines
    12:23pm - 2:29pm
    Wed Sep 25th
    3h 6m
    Orlando (MCO) → Chicago (ORD)
    Direct

    Wed Sep 25th 2024 United Airlines · UA 2475 Depart at 12:23pm from Orlando (MCO) Fly for 3h 6m Arrive at 2:29pm in Chicago (ORD)

  • USD 273
    United Airlines
    12:25pm - 2:30pm
    Thu Sep 26th
    3h 5m
    Orlando (MCO) → Chicago (ORD)
    Direct

    Thu Sep 26th 2024 United Airlines · UA 2475 Depart at 12:25pm from Orlando (MCO) Fly for 3h 5m Arrive at 2:30pm in Chicago (ORD)

  • USD 273
    United Airlines
    9:30am - 11:36am
    Thu Sep 26th
    3h 6m
    Orlando (MCO) → Chicago (ORD)
    Direct

    Thu Sep 26th 2024 United Airlines · UA 1941 Depart at 9:30am from Orlando (MCO) Fly for 3h 6m Arrive at 11:36am in Chicago (ORD)

  • USD 273
    United Airlines
    8:46pm - 10:52pm
    Thu Sep 26th
    3h 6m
    Orlando (MCO) → Chicago (ORD)
    Direct

    Thu Sep 26th 2024 United Airlines · UA 583 Depart at 8:46pm from Orlando (MCO) Fly for 3h 6m Arrive at 10:52pm in Chicago (ORD)

  • USD 273
    United Airlines
    6:00pm - 8:06pm
    Thu Sep 26th
    3h 6m
    Orlando (MCO) → Chicago (ORD)
    Direct

    Thu Sep 26th 2024 United Airlines · UA 2000 Depart at 6:00pm from Orlando (MCO) Fly for 3h 6m Arrive at 8:06pm in Chicago (ORD)

  • USD 273
    United Airlines
    10:55am - 1:01pm
    Thu Sep 26th
    3h 6m
    Orlando (MCO) → Chicago (ORD)
    Direct

    Thu Sep 26th 2024 United Airlines · UA 1865 Depart at 10:55am from Orlando (MCO) Fly for 3h 6m Arrive at 1:01pm in Chicago (ORD)

  • USD 273
    United Airlines
    7:30am - 9:36am
    Thu Sep 26th
    3h 6m
    Orlando (MCO) → Chicago (ORD)
    Direct

    Thu Sep 26th 2024 United Airlines · UA 2673 Depart at 7:30am from Orlando (MCO) Fly for 3h 6m Arrive at 9:36am in Chicago (ORD)

  • USD 273
    United Airlines
    6:06pm - 8:12pm
    Wed Sep 25th
    3h 6m
    Orlando (MCO) → Chicago (ORD)
    Direct

    Wed Sep 25th 2024 United Airlines · UA 2000 Depart at 6:06pm from Orlando (MCO) Fly for 3h 6m Arrive at 8:12pm in Chicago (ORD)

  • USD 273
    United Airlines
    7:32am - 9:38am
    Mon Sep 23rd
    3h 6m
    Orlando (MCO) → Chicago (ORD)
    Direct

    Mon Sep 23rd 2024 United Airlines · UA 2673 Depart at 7:32am from Orlando (MCO) Fly for 3h 6m Arrive at 9:38am in Chicago (ORD)

  • USD 273
    United Airlines
    6:06pm - 8:12pm
    Mon Sep 23rd
    3h 6m
    Orlando (MCO) → Chicago (ORD)
    Direct

    Mon Sep 23rd 2024 United Airlines · UA 2000 Depart at 6:06pm from Orlando (MCO) Fly for 3h 6m Arrive at 8:12pm in Chicago (ORD)

  • USD 273
    United Airlines
    4:14pm - 6:20pm
    Mon Sep 23rd
    3h 6m
    Orlando (MCO) → Chicago (ORD)
    Direct

    Mon Sep 23rd 2024 United Airlines · UA 1828 Depart at 4:14pm from Orlando (MCO) Fly for 3h 6m Arrive at 6:20pm in Chicago (ORD)

  • USD 320
    Frontier Airlines
    10:59pm - 12:59am
    Thu Sep 26th
    3h 0m
    Orlando (MCO) → Chicago (ORD)
    Direct

    Thu Sep 26th 2024 Frontier Airlines · F9 3043 Depart at 10:59pm from Orlando (MCO) Fly for 3h 0m Arrive at 12:59am in Chicago (ORD)

  • USD 321
    United Airlines
    12:23pm - 2:29pm
    Tue Sep 24th
    3h 6m
    Orlando (MCO) → Chicago (ORD)
    Direct

    Tue Sep 24th 2024 United Airlines · UA 2475 Depart at 12:23pm from Orlando (MCO) Fly for 3h 6m Arrive at 2:29pm in Chicago (ORD)

  • USD 321
    United Airlines
    9:25am - 11:31am
    Tue Sep 24th
    3h 6m
    Orlando (MCO) → Chicago (ORD)
    Direct

    Tue Sep 24th 2024 United Airlines · UA 1941 Depart at 9:25am from Orlando (MCO) Fly for 3h 6m Arrive at 11:31am in Chicago (ORD)

  • USD 321
    United Airlines
    6:06pm - 8:12pm
    Tue Sep 24th
    3h 6m
    Orlando (MCO) → Chicago (ORD)
    Direct

    Tue Sep 24th 2024 United Airlines · UA 2000 Depart at 6:06pm from Orlando (MCO) Fly for 3h 6m Arrive at 8:12pm in Chicago (ORD)

  • USD 359
    United Airlines
    4:14pm - 6:20pm
    Wed Sep 25th
    3h 6m
    Orlando (MCO) → Chicago (ORD)
    Direct

    Wed Sep 25th 2024 United Airlines · UA 1828 Depart at 4:14pm from Orlando (MCO) Fly for 3h 6m Arrive at 6:20pm in Chicago (ORD)

  • USD 359
    United Airlines
    9:25am - 11:31am
    Mon Sep 23rd
    3h 6m
    Orlando (MCO) → Chicago (ORD)
    Direct

    Mon Sep 23rd 2024 United Airlines · UA 1941 Depart at 9:25am from Orlando (MCO) Fly for 3h 6m Arrive at 11:31am in Chicago (ORD)

  • USD 384
    United Airlines
    4:14pm - 6:20pm
    Tue Sep 24th
    3h 6m
    Orlando (MCO) → Chicago (ORD)
    Direct

    Tue Sep 24th 2024 United Airlines · UA 1828 Depart at 4:14pm from Orlando (MCO) Fly for 3h 6m Arrive at 6:20pm in Chicago (ORD)

  • USD 413
    Frontier Airlines
    10:59pm - 12:59am
    Wed Sep 25th
    3h 0m
    Orlando (MCO) → Chicago (ORD)
    Direct

    Wed Sep 25th 2024 Frontier Airlines · F9 3043 Depart at 10:59pm from Orlando (MCO) Fly for 3h 0m Arrive at 12:59am in Chicago (ORD)

  • USD 426
    United Airlines
    4:18pm - 6:24pm
    Thu Sep 26th
    3h 6m
    Orlando (MCO) → Chicago (ORD)
    Direct

    Thu Sep 26th 2024 United Airlines · UA 1828 Depart at 4:18pm from Orlando (MCO) Fly for 3h 6m Arrive at 6:24pm in Chicago (ORD)

  • USD 577
    United Airlines
    12:23pm - 2:29pm
    Mon Sep 23rd
    3h 6m
    Orlando (MCO) → Chicago (ORD)
    Direct

    Mon Sep 23rd 2024 United Airlines · UA 2475 Depart at 12:23pm from Orlando (MCO) Fly for 3h 6m Arrive at 2:29pm in Chicago (ORD)

@sarahbb1
Sarah Belizaire
@sarahbb1

Have flexible travel plans or looking for alternative routes given the chaos? Check out all the connection possibilities via a super helpful site created by @ismaelyws flightlist.io thanks to @andy_travels for the recommendation #travel #flights

@eyupitsjohn
John Ford
@eyupitsjohn

There seem to be lots of sites launching at the moment that promise to find you cheap flights but not many have the professional finish of Flightlist by @ismaelyws #travel #flights

@andy_travels
Andy Travels
@andy_travels

@ismaelyws Just tried out Flightlist for the first time. Really nice idea, well made, and just what I need at the moment 👍

@travelwitbender
Travel With Bender
@travelwitbender

Did you spot my recent article about how to score cheap one way flights? ✈️ FlightList is my new secret tool for discovering cheap routes, within a departure date range. Plus you can also search by country/region for departures & destinations. Powerful! 💪

Explore Flight Options

Cheap Flight Search Tips

Tips to help you find the cheapest flights from Orlando to Chicago (MCO to CHI).

  • Book 45-90 days before your departure date.
  • Fly during weekdays (Monday-Thursday).
  • Airfare Sales: Airlines sometimes offer huge discounts and since we take a bottom-up approach these flights will appear first in the results, so check back regularly because they don't usually last long.

Why I Built FlightList

❝As someone who works remotely & travels frequently, I always book one way flights and I'm flexible on my departure dates. I look for the best deals. Most sites require you to enter a specific departure date and clutter the page with uneccessary options, images and ads. I want something simple and minimal which allows me to search by departure date range & display a list of flights with the ability to filter according to my needs. So, I built FlightList to solve my own problem & help other travelers who may have the same frustration. It's how I imagine a flight booking site should be.❞

- Hans Desjarlais, Founder & Creator Hans Desjarlais