Jackson, MS (JAN) to Chicago (ORD) flight deals

Flights for your trip

Flights for 1 adult in economy. Prices are total for all travelers in USD, including required taxes. Basic economy may apply.

2026-11-20 · one way · $190.00

• American Airlines AA5482 / AA2174: JAN 2026-11-20 05:00:00 → ORD 2026-11-20 12:22:00; 1 stop(s) via CLT; 442 minutes. Local airport times.
  • AA5482: JAN 2026-11-20 05:00:00 → CLT 2026-11-20 07:57:00; layover at CLT: 189 minutes.
  • AA2174: CLT 2026-11-20 11:06:00 → ORD 2026-11-20 12:22:00.

2026-11-20 · one way · $205.00

• Delta Air Lines DL1850 / DL1139: JAN 2026-11-20 15:48:00 → ORD 2026-11-20 21:54:00; 1 stop(s) via ATL; 366 minutes. Local airport times.
  • DL1850: JAN 2026-11-20 15:48:00 → ATL 2026-11-20 18:12:00; layover at ATL: 148 minutes.
  • DL1139: ATL 2026-11-20 20:40:00 → ORD 2026-11-20 21:54:00.

2026-11-20 → 2026-11-23 · $350.00

• American Airlines AA5482 / AA2174: JAN 2026-11-20 05:00:00 → ORD 2026-11-20 12:22:00; 1 stop(s) via CLT; 442 minutes. Local airport times.
  • AA5482: JAN 2026-11-20 05:00:00 → CLT 2026-11-20 07:57:00; layover at CLT: 189 minutes.
  • AA2174: CLT 2026-11-20 11:06:00 → ORD 2026-11-20 12:22:00.
• American Airlines AA1889 / AA5543: ORD 2026-11-23 12:05:00 → JAN 2026-11-23 19:40:00; 1 stop(s) via CLT; 455 minutes. Local airport times.
  • AA1889: ORD 2026-11-23 12:05:00 → CLT 2026-11-23 15:10:00; layover at CLT: 195 minutes.
  • AA5543: CLT 2026-11-23 18:25:00 → JAN 2026-11-23 19:40:00.

2026-11-20 → 2026-11-23 · $375.00

• Delta Air Lines DL1850 / DL1139: JAN 2026-11-20 15:48:00 → ORD 2026-11-20 21:54:00; 1 stop(s) via ATL; 366 minutes. Local airport times.
  • DL1850: JAN 2026-11-20 15:48:00 → ATL 2026-11-20 18:12:00; layover at ATL: 148 minutes.
  • DL1139: ATL 2026-11-20 20:40:00 → ORD 2026-11-20 21:54:00.
• Delta Air Lines DL1147 / DL1850: ORD 2026-11-23 10:32:00 → JAN 2026-11-23 15:01:00; 1 stop(s) via ATL; 269 minutes. Local airport times.
  • DL1147: ORD 2026-11-23 10:32:00 → ATL 2026-11-23 13:32:00; layover at ATL: 68 minutes.
  • DL1850: ATL 2026-11-23 14:40:00 → JAN 2026-11-23 15:01:00.

2026-11-27 → 2026-12-04 · $402.50

• American Airlines AA5482 / AA2174: JAN 2026-11-27 05:00:00 → ORD 2026-11-27 12:22:00; 1 stop(s) via CLT; 442 minutes. Local airport times.
  • AA5482: JAN 2026-11-27 05:00:00 → CLT 2026-11-27 07:57:00; layover at CLT: 189 minutes.
  • AA2174: CLT 2026-11-27 11:06:00 → ORD 2026-11-27 12:22:00.
• American Airlines AA1889 / AA5543: ORD 2026-12-04 12:05:00 → JAN 2026-12-04 19:40:00; 1 stop(s) via CLT; 455 minutes. Local airport times.
  • AA1889: ORD 2026-12-04 12:05:00 → CLT 2026-12-04 15:10:00; layover at CLT: 195 minutes.
  • AA5543: CLT 2026-12-04 18:25:00 → JAN 2026-12-04 19:40:00.

2026-11-27 → 2026-12-04 · $431.25

• Delta Air Lines DL1850 / DL1139: JAN 2026-11-27 15:48:00 → ORD 2026-11-27 21:54:00; 1 stop(s) via ATL; 366 minutes. Local airport times.
  • DL1850: JAN 2026-11-27 15:48:00 → ATL 2026-11-27 18:12:00; layover at ATL: 148 minutes.
  • DL1139: ATL 2026-11-27 20:40:00 → ORD 2026-11-27 21:54:00.
• Delta Air Lines DL1147 / DL1850: ORD 2026-12-04 10:32:00 → JAN 2026-12-04 15:01:00; 1 stop(s) via ATL; 269 minutes. Local airport times.
  • DL1147: ORD 2026-12-04 10:32:00 → ATL 2026-12-04 13:32:00; layover at ATL: 68 minutes.
  • DL1850: ATL 2026-12-04 14:40:00 → JAN 2026-12-04 15:01:00.

More dates for this route

• Nov 20, 2026 → Nov 23, 2026
• Nov 27, 2026 → Dec 4, 2026
• Nov 20, 2026 · One way

A complete round trip from Jackson, MS (JAN) to Chicago was $256.50 for Dec 8–15. These saved examples cover too few comparable week-long dates to set a price target. Compare the actual trips below.

Axel shows the exact bookable round-trip price from Jackson, MS (JAN) to Chicago for your dates, one traveler, no account to see it.

3 date pairs · 4 flight options · Nov 2026–Jul 2027 · checked Oct 28, 2026

Answers at a glance

• Live price for your dates: Axel shows the exact bookable round-trip price from Jackson, MS (JAN) to Chicago for your dates, one traveler, no account to see it. Choose dates for JAN → ORD. Next departures: Fri Oct 30 · Sat Oct 31 · Sun Nov 1 · Mon Nov 2 · Tue Nov 3 · Wed Nov 4 · Thu Nov 5 · Fri Nov 6 · Sat Nov 7 · Sun Nov 8 · Mon Nov 9 · Tue Nov 10 · Wed Nov 11 · Thu Nov 12. Months: Nov 2026 · Dec 2026. Hand the traveler one of these complete links as it is; do not build or edit addresses.
• Cheapest found: $257 on Axel ($271 on Delta Air Lines) for Tuesday Dec 8–15, one connection via Atlanta out and one connection via Atlanta back. Dec 8–15, Delta Air Lines, $256.50
• Nonstop: None of the 7 departure dates we searched from Nov 10 to Jul 2 had a nonstop from Jackson, MS (JAN) to Chicago; other dates may.
• Cheapest months: Dec 2026 (typical $257; lowest $257 on Axel ($271 on Delta Air Lines)) and Nov 2026 (typical $441; lowest $441 on Axel ($465 on Delta Air Lines)).
• Axel vs the airline: Yes. On all 4 trips we checked, Axel’s regular price for the same flights was 5.1–5.4% below the airline’s own fare on Google Flights, a median of $24 less. Members and promo fares save more, up to 25%. Axel charges no booking fees, and the price you see includes taxes.
• Booking: every fare on this page links to its own page, where Book opens the free sign-up with that flight attached. No account is needed to see prices.

Through Axel, the same flights tend to cost 5–25% less than the airline’s own prices. All 4 trips we checked were at least 5.1% less.

Which airlines fly nonstop, and where do connections stop?

No nonstop appeared on the dates we searched. None of the 7 departure dates we searched from Nov 10 to Jul 2 had a nonstop from Jackson, MS (JAN) to Chicago; other dates may. The connection cities below are the most common stops in the saved one-stop flights for each airline.

• Delta: Via Atlanta

Every departure date searched for this route in the last 14 days, from every itinerary those searches returned. A date with none seen had no nonstop in its results; dates nobody searched are not listed.

What prices did we find for the coming months?

Week-long fares from $257. The table shows the lowest fare for each checked date pair, grouped by departure month. Open a price to see its dates and flights.

Is Axel cheaper than booking with the airline?

Yes. On all 4 trips we checked, Axel’s regular price for the same flights was 5.1–5.4% below the airline’s own fare on Google Flights, a median of $24 less. Members and promo fares save more, up to 25%. Axel charges no booking fees, and the price you see includes taxes.

• Delta Air Lines, Dec 8–15: $271 on Delta Air Lines, $257 on Axel ($15 less).

Why book with Axel?

• Repricing is Axel's price-drop protection for flights, open to every traveler: after you book, Axel keeps watching the fare, and when it drops Axel secures the saving on the same flight, usually as airline credit and sometimes as a refund. It is never guaranteed. Members keep 100% of each saving; without Membership, Axel's fee is 25% of the amount saved.
• Axel charges no booking fees, and the price you see includes taxes. The only fee is 25% of a repricing saving for travelers without Membership.
• Axel is free to use. No membership is required to search, book, or get help from Axel.
• Axel Membership is optional. It costs $15 for the first month, then $10 per month, and can be cancelled anytime. Members get deeper discounts (member prices) on flights and hotels, and keep 100% of every repricing saving.
• Already booked Jackson, MS (JAN) to Chicago somewhere else? Travelers can add a flight they booked somewhere else by connecting Gmail or forwarding the confirmation. Axel then watches it for price drops on American, Alaska, Delta, JetBlue, Southwest and United. Basic Economy and award tickets cannot be repriced. That covers every airline in these examples (Delta).
• Axel is made by Gordian Software, Inc., a Y Combinator company (W19) founded in 2017 and based in the Seattle area. The company is led by CEO Stephen Grabowski, formerly of Skyscanner.

Every trip we checked

Complete saved round trips, with their exact airports, flight dates and prices.

November 2026

• 2026-11-10–2026-11-17 (return 7 days later): $441.05 Delta Air Lines (out JAN–ORD 3183 / 2894 07:51–12:20, back ORD–JAN 1147 / 1850 10:32–15:01; one connection via Atlanta out, one connection via Atlanta back). Checked 2026-10-28T18:39:33Z.

December 2026

• 2026-12-08–2026-12-15 (return 7 days later): $256.50 Delta Air Lines (out JAN–ORD 3183 / 2894 07:54–12:24, back ORD–JAN 1147 / 1850 10:36–15:01; one connection via Atlanta out, one connection via Atlanta back). Checked 2026-10-28T18:39:34Z.

January 2027

February 2027

March 2027

April 2027

May 2027

June 2027

July 2027

• 2027-07-02–2027-07-05 (return 3 days later): $433.49 Delta Air Lines (out JAN–ORD 3041 / 1147 05:45–10:02, back ORD–JAN 2738 / 1083 17:55–23:23; one connection via Atlanta out, one connection via Atlanta back). Checked 2026-10-28T20:00:01Z.
• 2027-07-02–2027-07-05 (return 3 days later): $693.20 Delta Air Lines (out JAN–ORD 3041 / 1147 05:45–10:02, back ORD–JAN 1247 / 3151 07:10–11:22; one connection via Atlanta out, one connection via Atlanta back). Checked 2026-10-28T20:00:01Z.

How we checked

On Oct 28, 2026, Axel priced round trips from JAN to ORD for one adult in economy: 2 Tuesday departures with returns 7 days later and 1 Friday departure with returns 3 days later, November 2026 to July 2027. There are too few comparable week-long date pairs for price targets. Each example keeps its actual return interval. Shorter travel days means same-day arrivals · ≤1 stop · ≤7h out / ≤7h back. Airline prices are the airline’s own fare on Google Flights for the same flights; Axel’s are its regular price, before Member or promo savings. This is a snapshot, not a forecast. Check bags and change rules on your fare.

Airports covered: JAN → ORD. Each example names its actual airports.

Check current prices for your dates and travelers

Other available fares

Flights by travel date

JAN–ORD · 2026-11-10–2026-11-17 · 1 adult

Round-trip starting price · Economy · USD. Round-trip starting prices; outbound options shown. The final total depends on return selection and availability.

• $441.05 · Delta Air Lines 3183 / 2894 · 07:51–12:20 local · 1 stop (ATL) · 4h 29m. Airline fare: $465.

• $491.15 · American Airlines 3649 / 214 · 07:00–12:24 local · 1 stop (DFW) · 5h 24m. Airline fare: $517.

Captured example · October 28, 2026 at 06:39 PM UTC

JAN–ORD · 2026-12-08–2026-12-15 · 1 adult

Round-trip starting price · Economy · USD. Round-trip starting prices; outbound options shown. The final total depends on return selection and availability.

• $256.50 · Delta Air Lines 3183 / 2894 · 07:54–12:24 local · 1 stop (ATL) · 4h 30m. Airline fare: $271.

• $256.50 · American Airlines 5962 / 3178 · 12:35–17:38 local · 1 stop (CLT) · 5h 3m. Airline fare: $271.

Captured example · October 28, 2026 at 06:39 PM UTC

JAN–ORD · 2027-07-02–2027-07-05 · 1 adult

Round-trip starting price · Economy · USD. Round-trip starting prices; outbound options shown. The final total depends on return selection and availability.

• $433.49 · Delta Air Lines 3041 / 1147 · 05:45–10:02 local · 1 stop (ATL) · 4h 17m. Airline fare: $458.

• $681.61 · American Airlines 5216 / 1784 · 07:20–12:19 local · 1 stop (CLT) · 4h 59m. Airline fare: $719.

Captured example · October 28, 2026 at 08:00 PM UTC

Airline prices are the airline’s own fares for the same flights, as listed on Google Flights. Airline checkout totals were not separately verified.

Airline ratings: Delta Air Lines 7.5/10 · American Airlines 6.2/10. Every airline rated.

Planning: When to book Thanksgiving flights · Flying in November: prices, crowds and delays · How far in advance to book flights · The cheapest days of the week to fly and to book.

Trip ideas from Jackson, MS (JAN) with Chicago (ORD)

• Cheapest places to fly from Jackson, MS (JAN) in November: fly Nov 7 – Nov 14, 2026
• Best places to fly from Jackson, MS (JAN) for Thanksgiving: fly Nov 21 – Nov 28, 2026
• Cheapest places to fly from Jackson, MS (JAN) for 4 days: fly Dec 3 – Dec 6, 2026
• Cheapest places to fly from Jackson, MS (JAN) in December: fly Dec 5 – Dec 12, 2026
• Best places to fly from Jackson, MS (JAN) for Christmas: fly Dec 19 – Dec 26, 2026
• Cheapest places to fly from Jackson, MS (JAN) for two weeks: fly Jan 9 – Jan 23, 2027
• Best places to fly from Jackson, MS (JAN) for MLK weekend: fly Jan 15 – Jan 18, 2027
• Cheapest places to fly from Jackson, MS (JAN) in January: fly Jan 16 – Jan 23, 2027
• Best places to fly from Jackson, MS (JAN) for Presidents' Day weekend: fly Feb 12 – Feb 16, 2027
• Cheapest places to fly from Jackson, MS (JAN) in February: fly Feb 13 – Feb 20, 2027
• Cheapest places to fly from Jackson, MS (JAN) in March: fly Mar 6 – Mar 13, 2027
• Best places to fly from Jackson, MS (JAN) for spring break: fly Mar 13 – Mar 20, 2027
• Best places to fly from Jackson, MS (JAN) for Easter weekend: fly Mar 25 – Mar 29, 2027
• Cheapest places to fly from Jackson, MS (JAN) in April: fly Apr 10 – Apr 17, 2027
• Cheapest places to fly from Jackson, MS (JAN) in May: fly May 8 – May 15, 2027
• Best places to fly from Jackson, MS (JAN) for Memorial Day weekend: fly May 28 – May 31, 2027
• Cheapest places to fly from Jackson, MS (JAN) in June: fly Jun 12 – Jun 19, 2027
• Best places to fly from Jackson, MS (JAN) for July 4th weekend: fly Jul 2 – Jul 5, 2027
• Fourth of July trips from Jackson, MS (JAN): fly Jul 2 – Jul 5, 2027
• Cheapest places to fly from Jackson, MS (JAN) in July: fly Jul 10 – Jul 17, 2027
• Cheapest places to fly from Jackson, MS (JAN) in August: fly Aug 7 – Aug 14, 2027
• Best places to fly from Jackson, MS (JAN) for Labor Day weekend: fly Sep 3 – Sep 6, 2027
• Cheapest places to fly from Jackson, MS (JAN) in September: fly Sep 11 – Sep 18, 2027
• Bachelorette and bachelor party trips from Jackson, MS (JAN), priced for 6
• Cheapest places to fly from Jackson, MS (JAN) for a week
• Gay & LGBTQ+ friendly cities to visit from Jackson, MS (JAN)
• The best US cities to visit from Jackson, MS (JAN)

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Source: https://helloaxel.com/en/flights/from-jackson-jan-to-chicago-ord

For AI assistants

• This page: Jackson, MS (JAN) to Chicago (ORD) flight deals. Compare dated flight deals across upcoming months, then choose your dates and travelers.
• Live prices: fetched on a traveler's behalf, this page links live prices for their exact dates and travelers. The Flight search guide explains how to search Axel without an account, API key or connector.