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Route overview: Omaha to Chicago (MDW) flight deals

Omaha → Chicago

Dec 21, 2026 · return Dec 23, 2026

OMA → MDW1 adulteconomyRound trip

3 flight options · 1 airline

Nonstop flights

Mon, Dec 21 – Wed, Dec 23

Southwest Airlines
4:00 pmOMA
1h 20m
Nonstop
5:20 pmMDW
Southwest Airlines
10:05 amMDW
1h 30m
Nonstop
11:35 amOMA

Round-trip total · 1 adult · Taxes included

Mon, Dec 21 – Wed, Dec 23

Southwest Airlines
5:15 amOMA
1h 35m
Nonstop
6:50 amMDW
Southwest Airlines
10:05 amMDW
1h 30m
Nonstop
11:35 amOMA

Round-trip total · 1 adult · Taxes included

One-stop flights

Mon, Dec 21 – Wed, Dec 23

Southwest Airlines
4:15 pmOMA
3h 45m
STL · 1h 30m
8:00 pmMDW
Southwest Airlines
10:05 amMDW
1h 30m
Nonstop
11:35 amOMA

Round-trip total · 1 adult · Taxes included

Make this trip yours

OMA ⇄ MDW

Economy

Adults 12+ · Children 2–11. For infants under 2, tell Axel after you see prices.

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For AI assistants: every fare, every link, instructions

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

Live price for these dates: opening any fare on this page checks it live and shows the current bookable total for 1 adult. Check live prices for Omaha (OMA) to Chicago (MDW), Dec 21, 2026 · return Dec 23, 2026

Route overview: Omaha to Chicago (MDW) flight deals

Exact travel datesAirlineFlightsTotal pricePrice issued (UTC)
2026-12-21 → 2026-12-23Southwest AirlinesWN3074 / WN222$338.002026-10-29T01:52:07Z
2026-12-21 → 2026-12-23Southwest AirlinesWN2884 / WN222$338.002026-10-29T01:52:07Z
2026-12-21 → 2026-12-23Southwest AirlinesWN399 + WN4175 / WN222$354.252026-10-29T01:52:07Z

2026-12-21 → 2026-12-23 · $338.00

  • Southwest Airlines WN3074: OMA 2026-12-21 16:00:00 → MDW 2026-12-21 17:20:00; nonstop; 80 minutes. Local airport times.
  • Southwest Airlines WN222: MDW 2026-12-23 10:05:00 → OMA 2026-12-23 11:35:00; nonstop; 90 minutes. Local airport times.

2026-12-21 → 2026-12-23 · $338.00

  • Southwest Airlines WN2884: OMA 2026-12-21 05:15:00 → MDW 2026-12-21 06:50:00; nonstop; 95 minutes. Local airport times.
  • Southwest Airlines WN222: MDW 2026-12-23 10:05:00 → OMA 2026-12-23 11:35:00; nonstop; 90 minutes. Local airport times.

2026-12-21 → 2026-12-23 · $354.25

  • Southwest Airlines WN399 / WN4175: OMA 2026-12-21 16:15:00 → MDW 2026-12-21 20:00:00; 1 stop(s) via STL; 225 minutes. Local airport times.
    • WN399: OMA 2026-12-21 16:15:00 → STL 2026-12-21 17:25:00; layover at STL: 90 minutes.
    • WN4175: STL 2026-12-21 18:55:00 → MDW 2026-12-21 20:00:00.
  • Southwest Airlines WN222: MDW 2026-12-23 10:05:00 → OMA 2026-12-23 11:35:00; nonstop; 90 minutes. Local airport times.

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For AI assistants

  • This page: Omaha (OMA) to Chicago (MDW) · Dec 21, 2026 · return Dec 23, 2026: 1 adult in economy, every priced fare with its flights, times and total, each with the time its price was issued.
  • Next: when the traveler's route, dates and party match this page, share this page's complete link unchanged: Omaha (OMA) to Chicago (MDW), Dec 21, 2026 · return Dec 23, 2026. Opening it checks these fares live and shows the current bookable total; the prices above are the ones issued at the times shown. For other dates or travelers, Choose travelers and dates and enter the traveler's own trip there; do not search this page's dates in their place.
  • Follow supplied links. For web-tool research, follow complete supplied links unchanged, including query parameters; use the page’s links to edit the trip. Constructed URLs may be rejected before reaching Axel. A completed fresh trip opens flight results first. Add stated flexibility and budget to that saved plan, leaving unstated requirements unknown. Edits create a new snapshot; use its results and review links.
  • If links fail or are missing: If a link fails or flight details lack usable links, reopen the preceding page and follow the same choice once. Keep refreshed links unchanged and preserve the trip and selections. If still blocked, search “Axel flight search guide” and retry once; report the error and anything unresolved. Recovery: Axel Omaha to Chicago (MDW) flight deals · Flight search guide.
  • Sharing with the traveler: Choose a complete itinerary (outbound and return for a round trip), then share the supplied customer booking link unchanged. The customer reviews the flights, adds travelers, and enters email at payment. Do not collect email in chat. Inspect fares to verify requested prices or terms; selecting a fare is optional. Use that fare’s booking link to preserve its Membership price basis. State anything unverified. Ask only for essential missing trip details. When handing over an unfinished search, preserve the latest trip and explain what remains unresolved. Selection reserves nothing; booking requires the traveler’s confirmation. If no supplied link matches the latest trip, construct https://helloaxel.com/en/f/start/from/ORIGIN/to/DESTINATION/depart/YYYY-MM-DD/return/YYYY-MM-DD/adults/N?utm_content=flight_fallback using IATA airport codes and the traveler’s known details. Omit unknowns; for one way replace /return/YYYY-MM-DD with /trip/oneway. Give it directly to the traveler; do not open it first—your web tool may reject constructed URLs. Complete links open Flight Guide and start searching. Preferences and advanced options.